#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/51/2005187.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_2005187 loop_ _publ_author_name 'Prince, B. J.' 'Turnbull, M. M.' _publ_section_title ; 2-Amino-5-bromopyrimidinium Chloride ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1843 _journal_page_last 1844 _journal_paper_doi 10.1107/S0108270195016751 _journal_volume 52 _journal_year 1996 _chemical_formula_iupac 'C4 H5 Br1 N3 1+, Cl 1-' _chemical_formula_sum 'C4 H5 Br Cl N3' _chemical_formula_weight 210.47 _chemical_name_common '5-BAP hydrochloride' _chemical_name_systematic ; 2-Amino-5-bromopyrimidinium chloride ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _audit_creation_method SHELXL _cell_angle_alpha 90.68(3) _cell_angle_beta 102.81(3) _cell_angle_gamma 103.45(3) _cell_formula_units_Z 2 _cell_length_a 5.894(2) _cell_length_b 7.234(3) _cell_length_c 8.307(3) _cell_measurement_reflns_used 16 _cell_measurement_temperature 158(2) _cell_measurement_theta_max 12.22 _cell_measurement_theta_min 5.07 _cell_volume 335.1(2) _computing_cell_refinement XSCANS _computing_data_collection 'XSCANS (Siemens, 1994)' _computing_data_reduction 'SHELXTL-Plus (Sheldrick, 1990a)' _computing_molecular_graphics SHELXTL-Plus _computing_publication_material SHELXTL-Plus _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990b)' _diffrn_ambient_temperature 158(2) _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.065 _diffrn_reflns_av_sigmaI/netI 0.0952 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 1288 _diffrn_reflns_theta_max 24.99 _diffrn_reflns_theta_min 2.52 _diffrn_standards_decay_% 14.7 _diffrn_standards_interval_count 97 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 6.437 _exptl_absorpt_correction_T_max 0.626 _exptl_absorpt_correction_T_min 0.292 _exptl_absorpt_correction_type 'refdelf (SHELXS86; Sheldrick, 1990b)' _exptl_crystal_colour 'pale yellow' _exptl_crystal_density_diffrn 2.086 _exptl_crystal_description plate _exptl_crystal_F_000 204 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.07 _refine_diff_density_max 1.21 _refine_diff_density_min -1.02 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.05 _refine_ls_goodness_of_fit_obs 0.998 _refine_ls_hydrogen_treatment refxyz _refine_ls_matrix_type full _refine_ls_number_parameters 97 _refine_ls_number_reflns 1149 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 1.976 _refine_ls_restrained_S_obs 0.997 _refine_ls_R_factor_all 0.1160 _refine_ls_R_factor_obs 0.063 _refine_ls_shift/esd_max -0.006 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme ; calc w = 1/[\s^2^(F~o~^2^) + (0.0514P)^2^ + 7.2909P] where P = (F~o~^2^ + 2F~c~^2^)/3 ; _refine_ls_wR_factor_all 0.318 _refine_ls_wR_factor_obs 0.1365 _reflns_number_observed 847 _reflns_number_total 1160 _reflns_observed_criterion I>2sigma(I) _cod_data_source_file ta1066.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 ; _cod_original_formula_sum 'C4 H5 Br1 Cl1 N3' _cod_database_code 2005187 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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 Br 0.0228(7) 0.0240(7) 0.0267(7) 0.0032(5) 0.0068(5) 0.0020(5) Cl 0.0166(13) 0.0168(13) 0.0162(15) 0.0063(10) 0.0000(11) -0.0002(11) N1 0.023(5) 0.013(5) 0.017(5) 0.004(4) 0.003(4) 0.000(4) N2 0.018(5) 0.025(5) 0.031(6) 0.005(4) 0.004(5) 0.006(5) N3 0.022(5) 0.020(5) 0.023(5) 0.005(4) 0.007(4) 0.001(4) C2 0.018(6) 0.017(6) 0.014(6) 0.008(5) 0.001(5) -0.003(5) C4 0.019(6) 0.016(6) 0.016(6) 0.002(5) 0.009(5) -0.004(5) C5 0.020(6) 0.014(5) 0.018(6) 0.004(5) 0.007(5) 0.001(5) C6 0.029(7) 0.019(6) 0.019(7) 0.014(5) 0.015(6) 0.007(5) loop_ _atom_site_label _atom_site_occupancy _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_type_symbol Br 1 .3136(2) .0096(2) .2871(2) .0247(4) Uani d . Br Cl 1 -0.8076(5) -0.2901(4) -0.1365(3) .0168(6) Uani d . Cl N1 1 -0.3807(18) -0.2832(13) .1425(12) .018(2) Uani d . N H1 1 -0.48(2) -0.280(19) .072(17) .022 Uiso d . H N2 1 -0.6476(18) -0.4825(15) .2679(13) .025(2) Uani d D N H2A 1 -0.799(12) -0.463(18) .211(15) .033 Uiso d D H H2B 1 -0.65(2) -0.562(16) .357(11) .033 Uiso d D H N3 1 -0.2558(18) -0.3555(14) .4163(12) .022(2) Uani d . N C2 1 -0.4253(19) -0.3732(15) .2757(14) .016(2) Uani d . C C4 1 -.044(2) -0.2460(16) .4177(15) .017(2) Uani d . C H4 1 .07(2) -0.232(17) .506(15) .020 Uiso d . H C5 1 .0094(19) -0.1547(15) .2813(14) .017(2) Uani d . C C6 1 -0.164(2) -0.1724(16) .1443(15) .019(3) Uani d . C H6 1 -0.13(2) -0.127(18) .057(16) .023 Uiso d . H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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 _geom_angle_publ_flag C2 N1 C6 121.0(10) y C4 N3 C2 117.2(10) y N1 C2 N3 121.5(10) y N1 C2 N2 118.8(10) y N3 C2 N2 119.7(10) y N3 C4 C5 122.7(11) y C6 C5 C4 118.7(10) y C6 C5 Br 118.9(8) y C4 C5 Br 122.2(9) y C5 C6 N1 118.8(10) y loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Br C5 1.897(11) y N1 C2 1.335(14) y N1 C6 1.339(15) y N2 C2 1.351(14) y N3 C4 1.312(14) y N3 C2 1.341(14) y C4 C5 1.38(2) y C5 C6 1.33(2) y loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21138240 2 PubChem 139055057