#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/20/2002099.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_2002099 loop_ _publ_author_name 'Rodier, N.' 'Robert, J.-M.' 'Le Baut, G.' _publ_section_title 4-(4,6-Dim\'ethylpyrid-2-yl)-5-\'ethyl-3-(furan-2-yl)-4H-1,2,4-triazole _journal_issue 1 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 161 _journal_page_last 163 _journal_paper_doi 10.1107/S0108270192008631 _journal_volume 49 _journal_year 1993 _chemical_formula_sum 'C15 H16 N4 O' _chemical_formula_weight 268.32 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _atom_type_scat_source 'IntTabIV ' _cell_angle_alpha 90 _cell_angle_beta 99.810(10) _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 16.220(4) _cell_length_b 9.7630(7) _cell_length_c 18.325(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293 _cell_measurement_theta_max 39.56 _cell_measurement_theta_min 15.36 _cell_volume 2859.4(8) _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method \q/2\q _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 2076 _diffrn_reflns_theta_max 60 _diffrn_standards_decay_% 'non significative ' _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.624 _exptl_absorpt_correction_type none _exptl_crystal_colour Incolore _exptl_crystal_density_diffrn 1.246 _exptl_crystal_description Parall\'el\'epip\`edique _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _refine_diff_density_max 0.25(4) _refine_diff_density_min -0.19(4) _refine_ls_extinction_coef 'g = 2.09E-6(6)' _refine_ls_extinction_method 'Stout & Jensen (1968)' _refine_ls_goodness_of_fit_obs 1.43 _refine_ls_hydrogen_treatment refxyz _refine_ls_number_parameters 20 _refine_ls_number_reflns 1983 _refine_ls_R_factor_obs 0.052 _refine_ls_shift/esd_max 0.05 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme exp(sin\q/\l)^2^ _refine_ls_wR_factor_obs 0.046 _reflns_number_observed 1983 _reflns_number_total 2076 _reflns_observed_criterion I>3\s(I) _cod_data_source_file pa1016.cif _cod_data_source_block pa1016_structure_1_of_1 _cod_original_cell_volume 2859.0(10) _cod_database_code 2002099 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z N(1) .65390(10) .1348(2) .70500(10) C(2) .5924(2) .1490(2) .64690(10) C(3) .5513(2) .2678(3) .6245(2) C(4) .5743(2) .3848(3) .6659(2) C(5) .6375(2) .3729(3) .7266(2) C(6) .6761(2) .2482(3) .74410(10) N(7) .56860(10) .0244(2) .60700(10) C(8) .6135(2) -.0503(2) .56510(10) N(9) .57300(10) -.1619(2) .53990(10) N(10) .49730(10) -.1608(2) .56770(10) C(11) .4955(2) -.0506(3) .60690(10) C(12) .6937(2) -.0115(2) .54860(10) O(13) .73270(10) -.1109(2) .51450(10) C(14) .8085(2) -.0552(3) .5037(2) C(15) .8168(2) .0703(3) .5295(2) C(16) .7432(2) .1001(3) .5586(2) C(17) .7459(2) .2340(4) .8091(2) C(18) .5315(2) .5195(3) .6448(2) C(19) .4279(2) -.0050(3) .6461(2) C(20) .3713(2) -.1181(4) .6596(3) H(3) .509(2) .267(3) .578(2) H(5) .655(2) .450(3) .759(2) H(14) .841(2) -.120(4) .475(2) H(15) .857(2) .137(4) .524(2) H(16) .734(2) .183(3) .579(2) H(17) .724(2) .238(4) .854(2) H(17') .758(2) .149(4) .814(2) H(17") .783(2) .298(4) .809(2) H(18) .473(2) .512(4) .650(2) H(18') .536(2) .543(4) .600(2) H(18") .548(2) .589(4) .677(2) H(19) .397(2) .066(4) .617(2) H(19') .452(2) .036(4) .694(2) H(20) .339(3) -.084(5) .695(2) H(20') .417(3) -.170(5) .704(2) H(20") .378(3) -.196(5) .647(2) 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 N(1) N(1) C(6) 116.1(2) yes N(1) C(2) C(3) 125.9(2) yes N(1) C(2) N(7) 114.7(2) yes C(3) C(2) N(7) 119.4(2) yes C(2) C(3) C(4) 117.6(2) yes C(3) C(4) C(5) 117.6(2) yes C(3) C(4) C(18) 120.6(2) yes C(5) C(4) C(18) 121.8(2) yes C(4) C(5) C(6) 120.4(2) yes N(1) C(6) C(5) 122.4(2) yes N(1) C(6) C(17) 116.6(2) yes C(5) C(6) C(17) 121.1(2) yes C(2) N(7) C(8) 128.3(2) yes C(2) N(7) C(11) 126.8(2) yes C(8) N(7) C(11) 104.8(2) yes N(7) C(8) N(9) 111.1(2) yes N(7) C(8) C(12) 124.7(2) yes N(9) C(8) C(12) 124.2(2) yes C(8) N(9) N(10) 106.3(2) yes N(9) N(10) C(11) 108.1(2) yes N(7) C(11) N(10) 109.7(2) yes N(7) C(11) C(19) 123.0(2) yes N(10) C(11) C(19) 127.4(2) yes C(8) C(12) O(13) 114.5(2) yes C(8) C(12) C(16) 136.4(2) yes O(13) C(12) C(16) 109.0(2) yes C(12) O(13) C(14) 106.0(2) yes O(13) C(14) C(15) 110.7(3) yes C(14) C(15) C(16) 106.6(3) yes C(12) C(16) C(15) 107.6(2) yes C(11) C(19) C(20) 112.9(3) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag N(1) C(2) 1.335(3) no N(1) C(6) 1.334(3) no C(2) C(3) 1.366(3) no C(2) N(7) 1.438(3) no C(3) C(4) 1.387(4) no C(4) C(5) 1.383(4) no C(4) C(18) 1.506(4) no C(5) C(6) 1.381(4) no C(6) C(17) 1.503(4) no N(7) C(8) 1.357(3) no N(7) C(11) 1.393(3) yes C(8) N(9) 1.314(3) yes C(8) C(12) 1.437(4) yes N(9) N(10) 1.406(3) yes N(10) C(11) 1.297(3) yes C(11) C(19) 1.478(4) yes C(12) O(13) 1.367(3) yes C(12) C(16) 1.346(4) yes O(13) C(14) 1.388(4) yes C(14) C(15) 1.312(4) yes C(15) C(16) 1.419(4) yes C(19) C(20) 1.483(5) yes C(3) H(3) 0.99(3) no C(5) H(5) 0.97(3) no C(14) H(14) 1.03(4) no C(15) H(15) 0.93(4) no C(16) H(16) 0.91(3) no C(17) H(17) 0.96(4) no C(17) H(17') 0.85(4) no C(17) H(17") 0.87(4) no C(18) H(18) 0.96(4) no C(18) H(18') 0.87(4) no C(18) H(18") 0.91(4) no C(19) H(19) 0.96(3) no C(19) H(19') 0.98(3) no C(20) H(20) 0.96(5) no C(20) H(20') 1.12(4) no C(20) H(20") 0.81(5) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 10516038