#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/49/2004923.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_2004923 loop_ _publ_author_name 'Howie, R. A.' 'Wardell, J. L.' _publ_section_title ; 4-Methoxyphenyl 2-Nitrophenyl Sulfide ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1228 _journal_page_last 1230 _journal_paper_doi 10.1107/S0108270195015587 _journal_volume 52 _journal_year 1996 _chemical_formula_sum 'C13 H11 N O3 S' _chemical_formula_weight 261.30 _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_type_scat_source IntTabIV _cell_angle_alpha 80.49(5) _cell_angle_beta 113.72(4) _cell_angle_gamma 98.97(5) _cell_formula_units_Z 2 _cell_length_a 9.160(6) _cell_length_b 7.819(5) _cell_length_c 9.570(4) _cell_measurement_reflns_used 14 _cell_measurement_temperature 298 _cell_measurement_theta_max 12 _cell_measurement_theta_min 10.5 _cell_volume 615.9(7) _diffrn_measurement_device 'Nicolet P3' _diffrn_measurement_method '\w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.005 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 2175 _diffrn_reflns_theta_max 25 _diffrn_standards_decay_% '2.2 and 2.1' _diffrn_standards_interval_count 50 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu 0.25 _exptl_absorpt_correction_type none _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.409 _exptl_crystal_description needle _exptl_crystal_size_max 0.7 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.14 _refine_diff_density_max 0.15 _refine_diff_density_min -0.15 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 1.24 _refine_ls_hydrogen_treatment 'H atoms: see text' _refine_ls_number_parameters 168 _refine_ls_number_reflns 1674 _refine_ls_R_factor_obs 0.032 _refine_ls_shift/esd_max 0.08 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/[\s^2^(F)+0.00046F^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.037 _reflns_number_observed 1674 _reflns_number_total 2045 _reflns_observed_criterion I>3\s(I) _cod_data_source_file pt1031.cif _cod_data_source_block pt1031a _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value ' 1/[\s^2^(F)+0.00046F^2^]' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(F)+0.00046F^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 615.9(6) _cod_database_code 2004923 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv S .6921(1) .3357(1) .0080(1) .050(1) N .9350(2) .6647(2) .1069(2) .048(1) O1 .9094(2) .5453(2) .1965(2) .060(1) O2 1.0224(2) .7971(2) .1497(2) .074(1) O3 .1912(2) -.1315(2) -.4048(2) .066(1) C1 .7456(2) .5073(2) -.1134(2) .042(1) C2 .8572(2) .6497(2) -.0575(2) .042(1) C3 .9010(3) .7818(3) -.1533(3) .052(1) C4 .8346(3) .7774(3) -.3088(3) .061(1) C5 .7231(3) .6400(3) -.3682(3) .061(1) C6 .6792(2) .5082(3) -.2737(2) .051(1) C7 .5453(2) .2010(3) -.1254(2) .046(1) C8 .3843(3) .2239(3) -.1768(3) .052(1) C9 .2693(3) .1108(3) -.2702(3) .055(1) C10 .3146(3) -.0275(3) -.3130(2) .050(1) C11 .4743(3) -.0509(3) -.2631(3) .057(1) C12 .5892(3) .0637(3) -.1687(3) .055(1) C13 .2296(4) -.2775(3) -.4501(3) .084(1) H3 .9799 .8785 -.1095 ? H4 .8654 .8701 -.3771 ? H5 .6745 .6364 -.4796 ? H6 .5997 .4128 -.3194 ? H8 .3519 .3211 -.1467 ? H9 .1557 .1280 -.3064 ? H11 .5068 -.1476 -.2938 ? H12 .7029 .0467 -.1325 ? H13A .1270 -.3411 -.5073 ? H13B .2943 -.3555 -.3634 ? H13C .2871 -.2351 -.5181 ? 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 S C1 102.60(10) yes C2 N O1 118.7(2) yes C6 C1 S 121.50(10) yes C3 C2 N 116.4(2) yes C12 C7 S 120.3(2) yes C9 C10 O3 115.1(2) yes C7 S O1 177.69(8) yes O2 N O1 122.5(2) yes C2 N O2 118.8(2) yes C2 C1 S 122.90(10) yes C1 C2 N 121.1(2) yes C8 C7 S 120.2(2) yes C11 C10 O3 124.9(2) yes C1 S O1 75.16(8) yes C13 O3 C10 117.8(2) no C3 C2 C1 122.6(2) no C5 C4 C3 118.9(2) no C5 C6 C1 121.6(2) no C9 C8 C7 120.4(2) no C11 C10 C9 120.0(2) no C11 C12 C7 120.9(2) no C6 C1 C2 115.6(2) no C4 C3 C2 120.2(2) no C6 C5 C4 121.2(2) no C12 C7 C8 119.2(2) no C10 C9 C8 120.1(2) no C12 C11 C10 119.5(2) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C1 S 1.769(2) yes O1 N 1.221(2) yes C2 N 1.460(3) yes C13 O3 1.424(3) yes C7 S 1.780(2) yes O2 N 1.224(2) yes C10 O3 1.364(2) yes O1 S 2.641(2) yes C6 C1 1.403(3) no C4 C3 1.366(3) no C6 C5 1.378(3) no C12 C7 1.379(3) no C10 C9 1.390(3) no C12 C11 1.391(3) no C2 C1 1.405(3) no C3 C2 1.387(3) no C5 C4 1.383(3) no C8 C7 1.385(3) no C9 C8 1.380(3) no C11 C10 1.377(3) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 361291