#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/33/2003362.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_2003362 loop_ _publ_author_name 'Janes, R. W.' 'Palmer, R. A.' _publ_section_title ; 3,5-Diamino-6-(2-methylphenyl)-1,2,4-triazine Monohydrate: an Analogue of Lamotrigine ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 685 _journal_page_last 688 _journal_paper_doi 10.1107/S0108270194009352 _journal_volume 51 _journal_year 1995 _chemical_compound_source 'Crystallized from acetonitrile' _chemical_formula_moiety '2(C10 H11 N5),H2 O1' _chemical_formula_sum 'C10 H12 N5 O0.5' _chemical_formula_weight 210.2 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_type_scat_source 'SHELX76 (Sheldrick, 1976)' _cell_angle_alpha 90 _cell_angle_beta 95.12(2) _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 9.672(2) _cell_length_b 11.690(2) _cell_length_c 19.184(4) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293 _cell_measurement_theta_max 32 _cell_measurement_theta_min 9 _cell_volume 2160.4(7) _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method \w-2\q _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0081 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_number 8893 _diffrn_reflns_theta_max 60 _diffrn_standards_decay_% <10 _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.73 _exptl_absorpt_correction_type none _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.29 _exptl_crystal_description prismatic _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _refine_diff_density_max 0.37 _refine_diff_density_min -0.27 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 1.37 _refine_ls_hydrogen_treatment refall _refine_ls_number_parameters 341 _refine_ls_number_reflns 3373 _refine_ls_R_factor_obs 0.0566 _refine_ls_shift/esd_max 0.640 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1.0/[\s^2^(F) + 0.010180(F)^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.0767 _reflns_number_observed 3373 _reflns_number_total 4107 _reflns_observed_criterion I>3\s(I) _cod_data_source_file li1108.cif _cod_data_source_block li1108a _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'w = 1.0/[\s^2^(F) + 0.010180(F)^2^]' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1.0/[\s^2^(F) + 0.010180(F)^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 2160.4(6) _cod_original_sg_symbol_H-M P21/n _cod_original_formula_sum 'C20 H24 N10 O1' _cod_database_code 2003362 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2+y,1/2-z -x,-y,-z 1/2+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 C1 -.1122(2) .4359(2) -.1331(1) .047(1) C2 -.0946(2) .4560(2) -.2028(1) .054(1) C3 -.1416(3) .5607(2) -.2326(1) .065(1) C4 -.2049(3) .6407(2) -.1938(2) .071(1) C5 -.2282(3) .6184(3) -.1253(2) .070(1) C6 -.1809(3) .5167(2) -.0947(1) .060(1) C21 -.0219(4) .3721(3) -.2456(2) .082(2) N1 .0897(2) .3437(2) -.0792(1) .055(1) N2 .1615(2) .2597(2) -.0450(1) .057(1) C3t .0912(2) .1658(2) -.0280(1) .046(1) N4 -.0451(2) .1482(1) -.0445(1) .046(1) C5t -.1142(2) .2323(2) -.0798(1) .043(1) C6t -.0440(2) .3352(2) -.0966(1) .047(1) N3 .1651(2) .0867(2) .0091(1) .058(1) N5 -.2488(2) .2193(2) -.0999(1) .056(1) C1' .8190(2) .1842(2) .1726(1) .045(1) C2' .8365(2) .2283(2) .2412(1) .051(1) C3' .9337(3) .1752(2) .2887(1) .065(1) C4' 1.0133(3) .0828(3) .2690(2) .072(1) C5' .9967(3) .0427(2) .2025(2) .072(2) C6' .8984(3) .0913(2) .1546(1) .058(1) C21' .7545(3) .3271(3) .2653(2) .073(1) N1' .6164(2) .1665(1) .0913(1) .044(1) N2' .5211(2) .2060(1) .0409(1) .045(1) C3t' .5309(2) .3161(2) .0224(1) .041(1) N4' .6306(2) .3899(1) .0469(1) .045(1) C5t' .7267(2) .3474(2) .0935(1) .047(1) C6t' .7157(2) .2320(2) .1184(1) .043(1) N3' .4354(2) .3548(2) -.0271(1) .050(1) N5' .8346(2) .4129(2) .1151(1) .070(1) O1A -.4651(2) .0562(2) -.0804(1) .077(1) H3 -.1278(3) .5781(2) -.2869(1) ? H4 -.2368(3) .7216(2) -.2172(2) ? H5 -.2825(3) .6798(3) -.0957(2) ? H6 -.1971(3) .4996(2) -.0407(1) ? H21 -.0063(4) .2929(3) -.2170(2) ? H22 .0743(4) .3979(3) -.2655(2) ? H23 -.1002(4) .3600(3) -.2887(2) ? H31 .2551(30) .1018(25) .0183(4) ? H32 .1200(4) .0163(33) .0236(18) ? H51 -.2976(32) .1610(27) -.0918(15) ? H52 -.2898(31) .2724(27) -.1249(15) ? H3' .9480(3) .2062(2) .3419(1) ? H4' 1.0882(3) .0434(3) .3067(2) ? H5' 1.0598(3) -.0275(2) .1870(2) ? H6' .8833(3) .0565(2) .1023(1) ? H21' .6629(3) .3502(3) .2319(2) ? H22' .8312(3) .3939(3) .2639(2) ? H23' .7274(3) .3162(3) .3183(2) ? H31' .3582(36) .2977(30) -.0318(16) ? H32' .4282(28) .4329(26) -.0408(14) ? H51' .8496(32) .4815(30) .0984(15) ? H52' .9059(31) .3857(26) .1404(16) ? H1A -.5028(34) .0910(30) -.0434(18) ? H2A -.5258(55) .0055(43) -.0940(25) ? 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 C1 C2 C3 118.5(2) yes C2 C3 C4 121.0(2) yes C3 C4 C5 120.5(3) yes C4 C5 C6 119.4(3) yes C5 C6 C1 120.6(2) yes C6 C1 C2 119.9(2) yes C2 C1 C6t 119.9(2) yes C6 C1 C6t 119.8(2) yes C1 C6t N1 116.3(2) yes C6t N1 N2 121.7(2) yes N1 N2 C3t 117.7(2) yes N2 C3t N4 125.0(2) yes C3t N4 C5t 116.3(2) yes N4 C5t C6t 120.3(2) yes C5t C6t N1 118.9(2) yes C5t C6t C1 124.7(2) yes N2 C3t N3 115.8(2) yes N4 C3t N3 119.2(2) yes N4 C5t N5 119.6(2) yes C6t C5t N5 120.1(2) yes C1 C2 C21 121.6(2) yes C3 C2 C21 119.9(2) yes C1' C2' C3' 117.7(2) yes C2' C3' C4' 121.5(2) yes C3' C4' C5' 120.1(2) yes C4' C5' C6' 120.0(3) yes C5' C6' C1' 121.2(2) yes C6' C1' C2' 119.6(2) yes C2' C1' C6t' 122.2(2) yes C6' C1' C6t' 118.2(2) yes C1' C6t' N1' 119.1(2) yes C6t' N1' N2' 121.1(2) yes N1' N2' C3t' 117.2(2) yes N2' C3t' N4' 125.9(2) yes C3t' N4' C5t' 115.6(2) yes N4' C5t' C6t' 120.4(2) yes C5t' C6t' N1' 119.5(2) yes C5t' C6t' C1' 121.4(2) yes N2' C3t' N3' 116.8(2) yes N4' C3t' N3' 117.2(2) yes N4' C5t' N5' 118.6(2) yes C6t' C5t' N5' 121.0(2) yes C1' C2' C21' 123.2(2) yes C3' C2' C21' 119.1(2) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C1 C2 1.384(3) yes C3 C4 1.373(4) yes C5 C6 1.386(4) yes C1 C6t 1.493(3) yes N1 N2 1.341(2) yes C3t N4 1.344(3) yes C5t C6t 1.432(2) yes C5t N5 1.333(3) yes C1' C2' 1.411(3) yes C3' C4' 1.398(4) yes C5' C6' 1.384(3) yes C1' C6t' 1.485(2) yes N1' N2' 1.355(2) yes C3t' N4' 1.347(2) yes C5t' C6t' 1.439(3) yes C5t' N5' 1.331(2) yes C2 C3 1.408(3) yes C4 C5 1.378(4) yes C6 C1 1.401(3) yes C6t N1 1.310(3) yes N2 C3t 1.346(3) yes N4 C5t 1.338(3) yes C3t N3 1.334(3) yes C2 C21 1.494(4) yes C2' C3' 1.395(3) yes C4' C5' 1.355(4) yes C6' C1' 1.391(3) yes C6t' N1' 1.300(2) yes N2' C3t' 1.341(2) yes N4' C5t' 1.327(2) yes C3t' N3' 1.342(2) yes C2' C21' 1.497(4) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139054229