#------------------------------------------------------------------------------ #$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2223859.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_2223859 loop_ _publ_author_name 'Zhang, Chang-Hua' 'Tan, Xue-Jie' 'Xing, Dian-Xiang' _publ_section_title ; Methyl pyrazine-2-carboxylate ; _journal_coeditor_code IM2150 _journal_issue 11 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o2902 _journal_volume 65 _journal_year 2009 _chemical_formula_iupac 'C6 H6 N2 O2' _chemical_formula_moiety 'C6 H6 N2 O2' _chemical_formula_sum 'C6 H6 N2 O2' _chemical_formula_weight 138.13 _chemical_name_systematic ; Methyl pyrazine-2-carboxylate ; _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 3.865(2) _cell_length_b 6.690(4) _cell_length_c 24.92(2) _cell_measurement_reflns_used 378 _cell_measurement_temperature 298(2) _cell_measurement_theta_max 25.49 _cell_measurement_theta_min 1.63 _cell_volume 644.4(7) _computing_cell_refinement 'SAINT (Bruker, 2000)' _computing_data_collection 'SMART (Bruker, 2000)' _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _diffrn_ambient_temperature 298(2) _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Bruker SMART CCD area-detector' _diffrn_measurement_method '\p and \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 0.0796 _diffrn_reflns_av_sigmaI/netI 0.0654 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_number 3378 _diffrn_reflns_theta_full 25.49 _diffrn_reflns_theta_max 25.49 _diffrn_reflns_theta_min 1.63 _diffrn_standards_decay_% 0 _exptl_absorpt_coefficient_mu 0.110 _exptl_absorpt_correction_T_max 0.994 _exptl_absorpt_correction_T_min 0.980 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Bruker, 2000)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.424 _exptl_crystal_density_method 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 288 _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.177 _refine_diff_density_min -0.168 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 91 _refine_ls_number_reflns 757 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.051 _refine_ls_R_factor_all 0.1059 _refine_ls_R_factor_gt 0.0661 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0698P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1362 _refine_ls_wR_factor_ref 0.1527 _reflns_number_gt 505 _reflns_number_total 757 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file im2150.cif _[local]_cod_data_source_block I _cod_database_code 2223859 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy C C1 0.2013(5) 0.6623(3) 0.93604(7) 0.0546(6) Uani d . 1 H H1 0.0959 0.7714 0.9524 0.065 Uiso calc R 1 C C2 0.2602(4) 0.6690(2) 0.88246(6) 0.0371(5) Uani d . 1 C C3 0.5035(6) 0.3674(2) 0.88599(7) 0.0561(6) Uani d . 1 H H2 0.6133 0.2594 0.8698 0.067 Uiso calc R 1 C C4 0.4367(6) 0.3607(3) 0.93986(7) 0.0604(6) Uani d . 1 H H3 0.4999 0.2470 0.9589 0.072 Uiso calc R 1 C C5 0.1459(4) 0.8493(2) 0.85163(6) 0.0395(5) Uani d . 1 C C6 0.1405(5) 1.0165(2) 0.76991(8) 0.0642(7) Uani d . 1 H H4 0.2569 1.0139 0.7359 0.096 Uiso calc R 1 H H5 0.1955 1.1385 0.7883 0.096 Uiso calc R 1 H H6 -0.1049 1.0089 0.7643 0.096 Uiso calc R 1 N N1 0.4157(4) 0.52391(19) 0.85628(6) 0.0479(5) Uani d . 1 N N2 0.2869(5) 0.5082(2) 0.96584(6) 0.0665(6) Uani d . 1 O O1 0.2516(3) 0.84861(17) 0.80180(4) 0.0514(4) Uani d . 1 O O2 -0.0298(4) 0.97530(17) 0.87108(5) 0.0690(5) Uani d . 1 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 C1 0.0681(13) 0.0448(11) 0.0508(10) 0.0017(11) 0.0019(11) 0.0020(10) C2 0.0335(8) 0.0284(8) 0.0494(10) 0.0006(8) 0.0029(9) 0.0011(8) C3 0.0621(12) 0.0330(9) 0.0733(12) 0.0112(11) -0.0098(11) 0.0040(10) C4 0.0677(13) 0.0406(10) 0.0728(12) 0.0014(11) -0.0187(12) 0.0199(10) C5 0.0409(10) 0.0302(8) 0.0475(10) -0.0001(9) 0.0019(9) 0.0023(9) C6 0.0719(15) 0.0541(11) 0.0666(13) 0.0086(12) -0.0045(11) 0.0180(11) N1 0.0535(9) 0.0344(7) 0.0559(9) 0.0089(8) -0.0002(8) -0.0017(8) N2 0.0891(12) 0.0549(10) 0.0554(10) 0.0024(11) -0.0065(10) 0.0083(9) O1 0.0664(8) 0.0412(6) 0.0465(7) 0.0105(7) 0.0004(7) 0.0083(6) O2 0.0935(10) 0.0428(7) 0.0705(9) 0.0264(8) 0.0187(8) -0.0033(7) 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' O O 0.0106 0.0060 '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 N2 C1 C2 122.76(17) N2 C1 H1 118.6 C2 C1 H1 118.6 N1 C2 C1 122.77(15) N1 C2 C5 118.36(15) C1 C2 C5 118.87(15) N1 C3 C4 121.68(17) N1 C3 H2 119.2 C4 C3 H2 119.2 N2 C4 C3 122.83(17) N2 C4 H3 118.6 C3 C4 H3 118.6 O2 C5 O1 124.72(15) O2 C5 C2 122.14(15) O1 C5 C2 113.11(14) O1 C6 H4 109.5 O1 C6 H5 109.5 H4 C6 H5 109.5 O1 C6 H6 109.5 H4 C6 H6 109.5 H5 C6 H6 109.5 C2 N1 C3 114.99(15) C1 N2 C4 114.94(16) C5 O1 C6 115.33(14) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance C1 N2 1.312(2) C1 C2 1.355(2) C1 H1 0.9300 C2 N1 1.315(2) C2 C5 1.497(2) C3 N1 1.327(2) C3 C4 1.368(3) C3 H2 0.9300 C4 N2 1.315(3) C4 H3 0.9300 C5 O2 1.186(2) C5 O1 1.307(2) C6 O1 1.441(2) C6 H4 0.9600 C6 H5 0.9600 C6 H6 0.9600 loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA C3 H2 O2 1_645 0.93 2.35 3.205(3) 152.9 C6 H4 N1 3_656 0.96 2.62 3.582(3) 177.4