#------------------------------------------------------------------------------ #$Date: 2015-01-23 12:30:19 +0000 (Fri, 23 Jan 2015) $ #$Revision: 130086 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/49/2004980.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_2004980 loop_ _publ_author_name 'A. J. Dobson' 'R. E. Gerkin' _publ_section_title ; 3-Aminopyrazine-2-carboxylic Acid ; _journal_coeditor_code FG1125 _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1512 _journal_page_last 1514 _journal_paper_doi 10.1107/S0108270195016416 _journal_volume 52 _journal_year 1996 _chemical_formula_iupac 'C5 H5 N3 O2' _chemical_formula_moiety 'C5 H5 N3 O2 ' _chemical_formula_sum 'C5 H5 N3 O2' _chemical_formula_weight 139.11 _chemical_name_common '3-aminopyrazine-2-carboxylic acid' _chemical_name_systematic ; ; _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' _cell_angle_alpha 90. _cell_angle_beta 99.18(1) _cell_angle_gamma 90. _cell_formula_units_Z 4 _cell_length_a 3.756(1) _cell_length_b 14.191(1) _cell_length_c 10.911(1) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296 _cell_measurement_theta_max 16.5 _cell_measurement_theta_min 11.7 _cell_volume 574.12(17) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ; MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1988) ; _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1989)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material TEXSAN _computing_structure_refinement TEXSAN _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _diffrn_ambient_temperature 296 _diffrn_measurement_device 'Rigaku AFC5S' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.013 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 1582 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_min 2.00 _diffrn_standards_decay_% 2.70 _diffrn_standards_interval_count 150 _diffrn_standards_number 6 _exptl_absorpt_coefficient_mu 0.120 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.609 _exptl_crystal_density_meas ? _exptl_crystal_description 'cut plate' _exptl_crystal_F_000 288 _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.16 _refine_diff_density_max 0.27 _refine_diff_density_min -0.16 _refine_ls_extinction_coef 2.2E-6(2) _refine_ls_extinction_method 'Zachariasen (1963, 1968)' _refine_ls_goodness_of_fit_obs 1.80 _refine_ls_hydrogen_treatment ; H atoms: C---H riding (0.98\%A) and all parameters refined for O---H and N---H ; _refine_ls_matrix_type full _refine_ls_number_parameters 104 _refine_ls_number_reflns 936 _refine_ls_R_factor_obs 0.045 _refine_ls_shift/esd_max <0.01 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme 'w = 1/\s~F~^2^' _refine_ls_wR_factor_obs 0.053 _reflns_number_observed 936 _reflns_number_total 1381 _reflns_observed_criterion I>3\s~I~ _[local]_cod_data_source_file fg1125.cif _[local]_cod_data_source_block A _[local]_cod_cif_authors_sg_H-M 'P 21/c' _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_original_cell_volume 574.10(10) _cod_database_code 2004980 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_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 O1 0.0659(10) 0.0263(7) 0.0392(7) 0.0035(7) -0.0173(7) -0.0005(5) O2 0.0658(10) 0.0243(7) 0.0456(8) 0.0004(6) -0.0103(7) -0.0043(5) N1 0.0367(9) 0.0261(7) 0.0290(7) 0.0005(6) -0.0029(6) -0.0023(5) N4 0.0391(9) 0.0306(8) 0.0298(7) 0.0021(6) -0.0048(6) 0.0017(6) N3 0.0560(10) 0.0318(9) 0.0334(8) 0.0019(8) -0.0124(8) -0.0046(7) C2 0.0285(9) 0.0257(9) 0.0281(7) 0.0002(6) 0.0021(7) 0.0003(6) C3 0.0310(9) 0.0268(8) 0.0268(8) 0.0000(7) 0.0017(7) -0.0014(6) C5 0.0440(10) 0.0243(8) 0.0378(9) 0.0041(7) -0.0009(8) 0.0032(7) C6 0.0430(10) 0.0249(8) 0.0346(9) -0.0002(8) -0.0030(8) -0.0057(7) C7 0.0390(10) 0.0267(9) 0.0318(8) 0.0005(7) -0.0027(7) 0.0008(7) loop_ _atom_site_label _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_type_symbol O1 -0.4940(4) 0.90582(9) 0.1769(1) 0.0466(4) Uij O O2 -0.1979(4) 0.96414(8) 0.3498(1) 0.0473(4) Uij O N1 -0.2933(4) 0.72727(9) 0.2512(1) 0.0315(4) Uij N N4 0.1547(4) 0.69254(9) 0.4750(1) 0.0343(4) Uij N N3 0.1909(5) 0.8494(1) 0.5206(1) 0.0426(5) Uij N C2 -0.1726(4) 0.7984(1) 0.3263(2) 0.0277(4) Uij C C3 0.0569(4) 0.7819(1) 0.4413(1) 0.0285(4) Uij C C5 0.0320(5) 0.6240(1) 0.3979(2) 0.0360(5) Uij C C6 -0.1923(5) 0.6401(1) 0.2860(2) 0.0353(5) Uij C C7 -0.2862(5) 0.8949(1) 0.2865(2) 0.0334(5) Uij C H1 -0.549(7) 0.850(2) 0.136(2) 0.085(9) Uiso H H2 0.319(6) 0.830(1) 0.589(2) 0.054(6) Uiso H H3 0.128(7) 0.910(2) 0.500(2) 0.062(7) Uiso H H5 0.102339 0.559058 0.420699 0.980 Uiso H H6 -0.277234 0.586779 0.232056 0.980 Uiso H loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source H 0 0 'Stewart, Davidson \& Simpson (1965)' C .002 .002 'Cromer \& Waber (1974)' O .008 .006 'Cromer \& Waber (1974)' N .004 .003 'Cromer \& Waber (1974)' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 2 0 0 1 2 1 0 -2 1 1 -2 1 6 1 1 8 5 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 C7 O1 H1 112.0(10) no C2 N1 C6 118.30(10) yes C3 N4 C5 117.70(10) yes C3 N3 H2 115.0(10) no C3 N3 H3 117.0(10) no H2 N3 H3 126.0(10) no N1 C2 C3 121.10(10) yes N1 C2 C7 117.80(10) yes C3 C2 C7 121.10(10) yes N4 C3 N3 116.00(10) yes N4 C3 C2 119.60(10) yes N3 C3 C2 124.5(2) yes N4 C5 C6 122.70(10) yes N4 C5 H5 118.6 no C6 C5 H5 118.6 no N1 C6 C5 120.60(10) yes N1 C6 H6 119.7 no C5 C6 H6 119.7 no O1 C7 O2 119.0(2) yes O1 C7 C2 118.20(10) yes O2 C7 C2 122.80(10) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 C7 1.328(2) yes O1 H1 0.92(3) no O2 C7 1.216(2) yes N1 C2 1.333(2) yes N1 C6 1.331(2) yes N4 C3 1.354(2) yes N4 C5 1.319(2) yes N3 C3 1.336(2) yes N3 H2 0.86(2) no N3 H3 0.91(2) no C2 C3 1.423(2) yes C2 C7 1.480(2) yes C5 C6 1.388(2) yes