#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/55/2005516.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_2005516 loop_ _publ_author_name 'Janes, R. W.' 'Palmer, R. A.' _publ_section_title ; 3,5-Diamino-6-(2-bromophenyl)-1,2,4-triazine Dimethanol Solvate: an Analogue of Lamotrigine ; _journal_issue 10 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 2627 _journal_page_last 2629 _journal_paper_doi 10.1107/S010827019501300X _journal_volume 52 _journal_year 1996 _chemical_formula_iupac 'C9 H8 Br1 N5, 2C1 H4 O1' _chemical_formula_moiety 'C11 H16 Br1 N5 O2' _chemical_formula_sum 'C11 H16 Br N5 O2' _chemical_formula_weight 330.2 _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 'SHELX76 (Sheldrick, 1976)' _cell_angle_alpha 90. _cell_angle_beta 109.10(2) _cell_angle_gamma 90. _cell_formula_units_Z 4 _cell_length_a 10.516(3) _cell_length_b 12.855(4) _cell_length_c 11.623(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293 _cell_measurement_theta_max 31 _cell_measurement_theta_min 9.5 _cell_volume 1484.7(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 0.0483 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 4280 _diffrn_reflns_theta_max 70 _diffrn_standards_decay_% <10 _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 3.594 _exptl_absorpt_correction_T_max 0.99 _exptl_absorpt_correction_T_min 0.19 _exptl_absorpt_correction_type empirical _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.48 _exptl_crystal_description prismatic _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.46 _refine_diff_density_min -0.72 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 'not available' _refine_ls_hydrogen_treatment refU _refine_ls_number_parameters 209 _refine_ls_number_reflns 2048 _refine_ls_R_factor_obs 0.0496 _refine_ls_shift/esd_max 0.196 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 13.4954/[\s^2^(F) + 0.000170(F)^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.0577 _reflns_number_observed 2048 _reflns_number_total 2509 _reflns_observed_criterion I>3\s(I) _cod_data_source_file hu1107.cif _cod_data_source_block hu1107a _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'w = 13.4954/[\s^2^(F) + 0.000170(F)^2^]' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 13.4954/[\s^2^(F) + 0.000170(F)^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1484.6 _cod_original_sg_symbol_H-M 'P 21/c' _cod_original_formula_sum 'C11 H16 Br1 N5 O2' _cod_database_code 2005516 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 C1 .1560(3) .1731(3) .4331(4) .044(2) C2 .1889(4) .0930(3) .5190(4) .050(2) C3 .1540(5) -.0095(3) .4869(5) .064(3) C4 .0829(5) -.0329(3) .3692(5) .070(3) C5 .0457(5) .0443(4) .2829(5) .077(3) C6 .0816(5) .1470(3) .3133(5) .061(3) Br2 .2826(1) .1256 .6841 .069(1) N1 .3281(3) .3008(2) .4679(3) .046(2) N2 .3808(3) .3970(2) .4925(3) .047(2) C3t .3011(3) .4715(3) .5140(3) .042(2) N4 .1719(3) .4582(2) .5097(3) .044(2) C5t .1210(3) .3626(3) .4824(4) .042(2) C6t .2040(3) .2814(3) .4628(3) .041(2) N3 .3544(4) .5660(3) .5406(4) .058(2) N5 -.0069(3) .3474(3) .4739(4) .053(2) O1A .5165(3) .1643(3) .4140(4) .081(2) C1A .4453(6) .0840(5) .3414(8) .104(5) O1B .7329(3) .2597(3) .8611(4) .069(2) C1B .6940(7) .2536(7) .7329(7) .112(6) H51 -.0436(41) .2894(32) .4521(41) ? H52 -.0591(46) .3948(33) .4683(43) ? H31 .4226(42) .5742(30) .5409(37) ? H32 .3114(61) .6182(40) .5512(59) ? H6 .0520(5) .2068(3) .2444(5) ? H4 .0555(5) -.1126(3) .3434(5) ? H3 .1830(5) -.0703(3) .5546(5) ? H5 -.0122(5) .0248(4) .1902(5) ? H1A .4642(70) .1921(54) .4387(69) ? H11A .4991(6) .0422(5) .2911(8) ? H12A .3468(6) .1053(5) .2809(8) ? H13A .4349(6) .0350(5) .4133(8) ? H1B .6801(48) .2891(37) .8879(48) ? H11B .7677(7) .2194(7) .6979(7) ? H12B .6831(7) .3352(7) .7099(7) ? H13B .5985(7) .2148(7) .6932(7) ? 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 121.7(3) yes C4 C5 C6 120.9(5) yes C2 C1 C6t 122.6(4) yes C6t N1 N2 121.2(3) yes C3t N4 C5t 116.4(3) yes C5t C6t C1 123.0(3) yes N4 C5t N5 118.0(3) yes C3 C2 Br2 119.2(3) yes C2 C3 C4 119.4(4) yes C5 C6 C1 119.9(5) yes C6 C1 C6t 119.6(4) yes N1 N2 C3t 117.0(3) yes N4 C5t C6t 119.5(3) yes N2 C3t N3 116.8(3) yes C6t C5t N5 122.5(3) yes C3 C4 C5 120.4(4) yes C6 C1 C2 117.6(4) yes C1 C6t N1 116.6(3) yes N2 C3t N4 125.4(3) yes C5t C6t N1 120.4(3) yes N4 C3t N3 117.8(3) yes C1 C2 Br2 119.1(3) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C1 C2 1.396(6) yes C4 C5 1.373(7) yes C1 C6t 1.484(5) yes N2 C3t 1.349(4) yes C5t C6t 1.426(5) yes C2 Br2 1.895(4) yes C2 C3 1.386(5) yes C5 C6 1.386(6) yes C6t N1 1.311(4) yes C3t N4 1.353(4) yes C3t N3 1.331(4) yes C1A O1A 1.387(6) yes C3 C4 1.360(7) yes C6 C1 1.401(3) yes N1 N2 1.346(4) yes N4 C5t 1.337(4) yes C5t N5 1.330(5) yes C1B O1B 1.412(9) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139055217