#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006220.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_2006220 loop_ _publ_author_name 'Nerenz, H.' 'Grahn, W.' 'Jones, P. G.' _publ_section_title ; Thieno[2,3-c]pyridine, the First Structure of a Thienopyridine ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 787 _journal_page_last 789 _journal_volume 53 _journal_year 1997 _chemical_formula_sum 'C7 H5 N S' _chemical_formula_weight 135.18 _chemical_name_systematic ; Thieno[2,3-c]pyridine ; _space_group_IT_number 61 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 5.7618(6) _cell_length_b 14.4939(18) _cell_length_c 14.5031(18) _cell_measurement_reflns_used 63 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 12.5 _cell_measurement_theta_min 4 _cell_volume 1211.2(2) _computing_cell_refinement XSCANS _computing_data_collection 'XSCANS (Fait, 1991)' _computing_data_reduction XSCANS _computing_molecular_graphics 'XP (Siemens, 1994)' _computing_publication_material SHELXL93 _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 173(2) _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method \w-scans _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 0.0202 _diffrn_reflns_av_sigmaI/netI 0.0206 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 2569 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_min 3.14 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 247 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.420 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.483 _exptl_crystal_density_meas 'not measured' _exptl_crystal_description tablet _exptl_crystal_F_000 560 _exptl_crystal_size_max 0.8 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.275 _refine_diff_density_min -0.230 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.060 _refine_ls_goodness_of_fit_obs 1.139 _refine_ls_hydrogen_treatment 'H atoms riding' _refine_ls_matrix_type full _refine_ls_number_parameters 82 _refine_ls_number_reflns 1391 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.060 _refine_ls_restrained_S_obs 1.139 _refine_ls_R_factor_all 0.0329 _refine_ls_R_factor_obs 0.0263 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w = 1/[\s^2^(Fo^2^)+(0.0457P)^2^+0.1230P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_all 0.0776 _refine_ls_wR_factor_obs 0.0756 _reflns_number_observed 1158 _reflns_number_total 1391 _reflns_observed_criterion >2sigma(I) _[local]_cod_data_source_file fg1264.cif _[local]_cod_data_source_block fili _cod_depositor_comments ; The following automatic conversions were performed: '_geom_bond_publ_flag' value 'Y' changed to 'y' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (10 times). '_geom_angle_publ_flag' value 'Y' changed to 'y' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (13 times). Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2006220 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' '-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_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 S1 0.02488(19) 0.0211(2) 0.0264(2) -0.00019(12) -0.00324(12) 0.00178(13) C2 0.0271(7) 0.0242(6) 0.0230(6) -0.0069(5) 0.0008(5) -0.0017(5) C3 0.0212(6) 0.0298(7) 0.0218(6) -0.0051(5) -0.0003(5) -0.0007(5) C3a 0.0203(6) 0.0247(7) 0.0177(5) -0.0010(5) 0.0021(5) -0.0002(5) C4 0.0230(7) 0.0293(7) 0.0266(7) 0.0039(5) -0.0006(5) 0.0021(6) C5 0.0303(7) 0.0231(7) 0.0339(7) 0.0034(5) 0.0011(6) 0.0019(6) N6 0.0303(6) 0.0229(6) 0.0320(6) -0.0029(4) -0.0012(5) -0.0001(5) C7 0.0234(7) 0.0256(7) 0.0258(6) -0.0022(5) -0.0025(5) -0.0001(5) C7a 0.0211(6) 0.0226(6) 0.0196(6) -0.0005(5) 0.0009(5) 0.0004(5) 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_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol S1 0.72927(6) 0.23357(2) 0.42064(2) 0.02413(13) Uani d . 1 S C2 0.4785(2) 0.20149(10) 0.36376(9) 0.0247(3) Uani d . 1 C H2 0.4350 0.1389 0.3546 0.030 Uiso calc R 1 H C3 0.3497(2) 0.27326(9) 0.33350(9) 0.0243(3) Uani d . 1 C H3 0.2065 0.2668 0.3016 0.029 Uiso calc R 1 H C3a 0.4542(2) 0.36029(9) 0.35510(8) 0.0209(3) Uani d . 1 C C4 0.3828(2) 0.45077(10) 0.33607(9) 0.0263(3) Uani d . 1 C H4 0.2415 0.4624 0.3044 0.032 Uiso calc R 1 H C5 0.5226(2) 0.52206(9) 0.36435(10) 0.0291(3) Uani d . 1 C H5 0.4723 0.5831 0.3514 0.035 Uiso calc R 1 H N6 0.7268(2) 0.51179(9) 0.40931(9) 0.0284(3) Uani d . 1 N C7 0.7961(2) 0.42622(10) 0.42837(9) 0.0249(3) Uani d . 1 C H7 0.9382 0.4175 0.4604 0.030 Uiso calc R 1 H C7a 0.6663(2) 0.34896(9) 0.40279(8) 0.0211(3) Uani d . 1 C 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' S S 0.1246 0.1234 '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 S1 C7a 90.76(6) y C3 C2 S1 114.04(11) y C2 C3 C3a 112.08(12) y C4 C3a C7a 117.29(12) y C4 C3a C3 131.10(12) y C7a C3a C3 111.60(12) y C5 C4 C3a 118.25(13) y N6 C5 C4 124.83(13) y C7 N6 C5 117.57(13) y N6 C7 C7a 122.08(13) y C7 C7a C3a 119.98(12) y C7 C7a S1 128.51(10) y C3a C7a S1 111.51(9) y loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag S1 C2 1.7276(14) y S1 C7a 1.7308(13) y C2 C3 1.351(2) y C3 C3a 1.433(2) y C3a C4 1.402(2) y C3a C7a 1.414(2) y C4 C5 1.373(2) y C5 N6 1.354(2) y N6 C7 1.332(2) y C7 C7a 1.397(2) y loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion C7a S1 C2 C3 -0.88(11) S1 C2 C3 C3a 0.68(15) C2 C3 C3a C4 179.15(13) C2 C3 C3a C7a -0.03(16) C7a C3a C4 C5 0.27(18) C3 C3a C4 C5 -178.87(13) C3a C4 C5 N6 0.3(2) C4 C5 N6 C7 -0.7(2) C5 N6 C7 C7a 0.6(2) N6 C7 C7a C3a 0.0(2) N6 C7 C7a S1 179.42(10) C4 C3a C7a C7 -0.43(18) C3 C3a C7a C7 178.88(11) C4 C3a C7a S1 -179.93(9) C3 C3a C7a S1 -0.62(13) C2 S1 C7a C7 -178.61(13) C2 S1 C7a C3A 0.83(10)