#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:01:59 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301802 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/49/2104971.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_2104971 loop_ _publ_author_name 'Rodr\'iguez Pirani, Lucas' 'Erben, Mauricio F.' 'Boese, Roland' 'Pozzi, C. Gustavo' 'Fantoni, Adolfo C.' 'Della V\'edova, Carlos O.' _publ_contact_author ; Prof. Dr. Boese, Roland Fachbereich Chemie der Universit\"at Duisburg-Essen Campus Essen, Universit\"atsstr. 7 D-45117 Essen, Germany ; _publ_section_title ; Conformational preference of chlorothioformate species: molecular structure of ethyl chlorothioformate, ClC(O)SCH~2~CH~3~, in the solid phase and NBO analysis ; _journal_coeditor_code PS5011 _journal_issue 4 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 350 _journal_page_last 356 _journal_paper_doi 10.1107/S0108768111017575 _journal_volume 67 _journal_year 2011 _chemical_formula_sum 'C3 H5 Cl O S' _chemical_formula_weight 124.58 _chemical_name_systematic ; ethyl chlorothioformate ; _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' _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 112.8530(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 9.4763(6) _cell_length_b 5.8288(4) _cell_length_c 11.0764(7) _cell_measurement_reflns_used 1913 _cell_measurement_temperature 183(2) _cell_measurement_theta_max 28.26 _cell_measurement_theta_min 3.49 _cell_volume 563.79(6) _computing_cell_refinement 'BRUKER AXS SAINT Vers.6.45A' _computing_data_collection 'BRUKER AXS SMART Vers.5.054' _computing_data_reduction 'BRUKER AXS SAINT Vers.6.45A' _computing_molecular_graphics 'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4' _computing_publication_material 'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4' _computing_structure_refinement 'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4' _computing_structure_solution 'BRUKER D8 KAPPA APEX 2 Vers. 3.0-2009' _diffrn_ambient_temperature 183(2) _diffrn_detector_area_resol_mean 512 _diffrn_measured_fraction_theta_full 0.885 _diffrn_measured_fraction_theta_max 0.885 _diffrn_measurement_device_type 'Siemens SMART CCD area detector system' _diffrn_measurement_method ; Omega data collection at 0.3 deg scan width, with chi = 0 ; _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 0.0130 _diffrn_reflns_av_sigmaI/netI 0.0091 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 2014 _diffrn_reflns_theta_full 28.27 _diffrn_reflns_theta_max 28.27 _diffrn_reflns_theta_min 2.33 _exptl_absorpt_coefficient_mu 0.908 _exptl_absorpt_correction_T_max 0.97 _exptl_absorpt_correction_T_min 0.93 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; BRUKER AXS SMART APEX 2 Vers. 3.0-2009 R.H. Blessing, Acta Cryst. (1995) A51 33-38 ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.468 _exptl_crystal_density_method 'not measured' _exptl_crystal_description cylindric _exptl_crystal_F_000 256 _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _refine_diff_density_max 0.238 _refine_diff_density_min -0.146 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 55 _refine_ls_number_reflns 1241 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.072 _refine_ls_R_factor_all 0.0194 _refine_ls_R_factor_gt 0.0183 _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^)+(0.0234P)^2^+0.1192P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0491 _refine_ls_wR_factor_ref 0.0497 _reflns_number_gt 1182 _reflns_number_total 1241 _reflns_threshold_expression >2sigma(I) _cod_data_source_file ps5011.cif _cod_data_source_block I _cod_original_sg_symbol_H-M P21/c _cod_database_code 2104971 _cod_database_fobs_code 2104971 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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 _atom_site_symmetry_multiplicity S S1 0.81176(3) 0.18119(4) 0.38405(3) 0.03465(9) Uani d . 1 1 Cl Cl1 0.88744(4) -0.20949(5) 0.26225(3) 0.04247(10) Uani d . 1 1 O O1 0.73701(11) -0.24618(14) 0.41354(9) 0.0433(2) Uani d . 1 1 C C1 0.79640(12) -0.11444(18) 0.36717(10) 0.0304(2) Uani d . 1 1 C C2 0.70880(14) 0.22534(18) 0.49007(11) 0.0353(2) Uani d . 1 1 H H2A 0.7449 0.3636 0.5396 0.042 Uiso d R 1 1 H H2B 0.7302 0.1001 0.5509 0.042 Uiso d R 1 1 C C3 0.53753(14) 0.2430(2) 0.41505(13) 0.0433(3) Uani d . 1 1 H H3A 0.5148 0.3716 0.3534 0.065 Uiso d R 1 1 H H3B 0.4874 0.2684 0.4764 0.065 Uiso d R 1 1 H H3C 0.4994 0.1002 0.3666 0.065 Uiso d R 1 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 S1 0.03849(19) 0.02769(13) 0.04127(17) -0.00359(9) 0.01934(14) 0.00177(9) Cl1 0.0444(2) 0.04292(16) 0.04572(18) 0.00156(11) 0.02363(16) -0.00511(11) O1 0.0564(5) 0.0306(4) 0.0508(5) -0.0054(3) 0.0295(4) 0.0025(3) C1 0.0288(5) 0.0309(5) 0.0293(5) -0.0002(4) 0.0089(4) 0.0008(4) C2 0.0443(7) 0.0300(5) 0.0327(5) 0.0011(4) 0.0163(5) -0.0003(4) C3 0.0412(8) 0.0421(6) 0.0491(7) 0.0038(5) 0.0204(6) 0.0020(5) 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' O O 0.0106 0.0060 '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' Cl Cl 0.1484 0.1585 '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 C1 S1 C2 99.62(5) O1 C1 S1 129.33(9) O1 C1 Cl1 120.95(9) S1 C1 Cl1 109.73(5) C3 C2 S1 112.73(8) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance S1 C1 1.7333(11) S1 C2 1.8131(11) Cl1 C1 1.7834(10) O1 C1 1.1810(13) C2 C3 1.5125(18) 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 C2 S1 C1 O1 -0.78(13) C2 S1 C1 Cl1 179.01(6) C1 S1 C2 C3 -84.73(9) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 17059 2 PubChem 18056