#------------------------------------------------------------------------------ #$Date: 2017-10-13 01:48:21 +0100 (Fri, 13 Oct 2017) $ #$Revision: 201957 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/21/2012118.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_2012118 loop_ _publ_author_name 'Smith, Matt C.' 'Davies, Sian C.' 'Hughes, David L.' 'Evans, David J.' _publ_section_title ; 1H-Pyrrole-2-carbothioamide ; _journal_issue 8 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 987 _journal_page_last 988 _journal_paper_doi 10.1107/S0108270101008423 _journal_volume 57 _journal_year 2001 _chemical_formula_moiety 'C5 H6 N2 S' _chemical_formula_sum 'C5 H6 N2 S' _chemical_formula_weight 126.18 _chemical_name_common pyrrole-2-thiocarboxamide _chemical_name_systematic 1H-pyrrole-2-carbothioamide _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-I 2ya' _symmetry_space_group_name_H-M 'I 1 2/a 1' _audit_creation_method SHELXL _cell_angle_alpha 90 _cell_angle_beta 112.682(8) _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 9.7411(9) _cell_length_b 7.5931(7) _cell_length_c 17.444(2) _cell_measurement_reflns_used 24 _cell_measurement_temperature 293.0(10) _cell_measurement_theta_max 11 _cell_measurement_theta_min 10 _cell_volume 1190.5(2) _computing_cell_refinement 'CAD-4 EXPRESS' _computing_data_collection 'CAD-4 EXPRESS (Enraf-Nonius, 1992)' _computing_data_reduction 'CAD-4 processing program (Hursthouse, 1976)' _computing_molecular_graphics 'ORTEPII (Johnson, 1971)' _computing_publication_material SHELXL93 _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 293.0(10) _diffrn_measured_fraction_theta_full 1.0 _diffrn_measured_fraction_theta_max 1.0 _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method 'scintillation counter; \w/\q scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type Mo-K\a _diffrn_radiation_wavelength .71069 _diffrn_reflns_av_R_equivalents .036 _diffrn_reflns_av_sigmaI/netI .046 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 2049 _diffrn_reflns_theta_full 30.0 _diffrn_reflns_theta_max 30.0 _diffrn_reflns_theta_min 1.5 _diffrn_standards_decay_% 0 _diffrn_standards_interval_time 167 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .425 _exptl_absorpt_correction_T_max .078 _exptl_absorpt_correction_T_min .044 _exptl_absorpt_correction_type \y-scan _exptl_absorpt_process_details '(EMPABS; Sheldrick et al., 1977)' _exptl_crystal_colour 'pale brown' _exptl_crystal_density_diffrn 1.408 _exptl_crystal_description block _exptl_crystal_F_000 528 _exptl_crystal_size_max .48 _exptl_crystal_size_mid .10 _exptl_crystal_size_min .05 _refine_diff_density_max .24 _refine_diff_density_min -.24 _refine_ls_extinction_coef .0097(18) _refine_ls_extinction_method 'SHELXL93 (Sheldrick, 1993)' _refine_ls_goodness_of_fit_obs 1.086 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 98 _refine_ls_number_reflns 1734 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.050 _refine_ls_restrained_S_obs 1.086 _refine_ls_R_factor_all .047 _refine_ls_R_factor_gt .035 _refine_ls_shift/su_max -.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0479P)^2^+0.2968P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs .092 _refine_ls_wR_factor_ref .102 _reflns_number_gt 1323 _reflns_number_total 1734 _reflns_threshold_expression I>2\s(I) _cod_data_source_file bm1450.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' 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 'Monoclinic' changed to 'monoclinic' 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_sg_symbol_H-M 'I 2/a' _cod_database_code 2012118 _cod_database_fobs_code 2012118 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y, z' 'x+1/2, y+1/2, z+1/2' 'x+1, -y+1/2, z+1/2' '-x, -y, -z' '-x-1/2, y, -z' '-x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z+1/2' 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 N1 .0424(7) .0618(8) .0378(6) .0103(6) .0151(5) .0077(6) C2 .0357(6) .0415(7) .0366(6) .0004(5) .0123(5) .0019(5) C3 .0425(8) .0524(9) .0469(8) .0074(7) .0179(6) .0109(7) C4 .0474(8) .0571(10) .0591(10) .0095(7) .0284(8) .0079(8) C5 .0546(9) .0706(11) .0456(9) .0097(8) .0266(8) .0078(8) C21 .0361(6) .0422(7) .0356(7) -.0021(5) .0108(5) -.0031(5) S22 .0399(2) .0539(3) .0368(2) .0078(2) .01057(15) -.00414(15) N23 .0467(8) .0731(10) .0412(7) .0142(7) .0190(6) .0116(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_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol N1 .0179(2) .2233(2) .44519(8) .0474(3) Uani d . 1 . N H1 .094(2) .170(3) .4748(14) .060(6) Uiso d . 1 . H C2 -.0157(2) .2817(2) .36564(9) .0384(3) Uani d . 1 . C C3 -.1457(2) .3788(2) .34391(11) .0471(4) Uani d . 1 . C H3 -.196(2) .434(3) .2936(14) .065(6) Uiso d . 1 . H C4 -.1886(2) .3781(2) .41145(12) .0522(4) Uani d . 1 . C H4 -.275(2) .433(3) .4141(13) .056(5) Uiso d . 1 . H C5 -.0849(2) .2823(3) .47322(11) .0547(4) Uani d . 1 . C H5 -.079(2) .259(3) .5259(14) .068(6) Uiso d . 1 . H C21 .0772(2) .2418(2) .32086(9) .0389(3) Uani d . 1 . C S22 .23141(4) .11583(5) .36306(2) .0448(2) Uani d . 1 . S N23 .0363(2) .3054(2) .24458(9) .0531(4) Uani d . 1 . N H23A -.043(3) .363(3) .2218(14) .061(6) Uiso d . 1 . H H23B .094(2) .293(3) .2193(13) .060(6) Uiso d . 1 . H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S .1246 .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 C5 N1 C2 109.80(14) C5 N1 H1 123.2(16) C2 N1 H1 126.7(16) N1 C2 C3 106.57(13) N1 C2 C21 121.83(13) C3 C2 C21 131.60(14) C2 C3 C4 107.88(14) C2 C3 H3 126.4(13) C4 C3 H3 125.7(13) C5 C4 C3 107.26(15) C5 C4 H4 126.2(13) C3 C4 H4 126.6(13) N1 C5 C4 108.5(2) N1 C5 H5 122.1(13) C4 C5 H5 129.5(13) N23 C21 C2 117.44(14) N23 C21 S22 121.06(12) C2 C21 S22 121.49(11) C21 N23 H23A 122.1(16) C21 N23 H23B 118.7(14) H23A N23 H23B 119(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag N1 C5 . 1.349(2) ? N1 C2 . 1.371(2) ? N1 H1 . .83(2) ? C2 C3 . 1.386(2) ? C2 C21 . 1.437(2) ? C3 C4 . 1.394(2) ? C3 H3 . .92(2) ? C4 C5 . 1.368(3) ? C4 H4 . .95(2) ? C5 H5 . .92(2) ? C21 N23 . 1.324(2) ? C21 S22 . 1.6916(15) ? N23 H23A . .84(2) ? N23 H23B . .85(2) ? 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 _geom_hbond_publ_flag N1 H1 S22 . .83(2) 2.79(2) 3.0570(10) 101(2) yes N1 H1 S22 6_656 .83(2) 2.71(2) 3.3940(10) 141(2) yes N23 H23A S22 8_555 .84(2) 2.68(2) 3.479(2) 161(2) yes N23 H23B S22 7_555 .85(2) 2.70(2) 3.504(2) 159(2) yes 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 C5 N1 C2 C3 -.8(2) C5 N1 C2 C21 178.6(2) N1 C2 C3 C4 .3(2) C21 C2 C3 C4 -179.0(2) C2 C3 C4 C5 .3(2) C2 N1 C5 C4 1.0(2) C3 C4 C5 N1 -.8(2) N1 C2 C21 N23 -179.42(15) C3 C2 C21 N23 -.2(3) N1 C2 C21 S22 1.5(2) C3 C2 C21 S22 -179.30(14) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 14307363