#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/06/2200618.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_2200618 loop_ _publ_author_name 'Munshi, Parthapratim' 'Guru Row, T. N.' _publ_section_title ; 2H-Chromene-2-thione ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o1175 _journal_page_last o1176 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C9 H6 O S' _chemical_formula_moiety 'C9 H6 O S' _chemical_formula_structural 'C9 H6 O S' _chemical_formula_sum 'C9 H6 O S' _chemical_formula_weight 162.21 _chemical_melting_point 371 _chemical_name_common 2-thiocoumarin _chemical_name_systematic ; 2H-chromene-2-thione ; _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' _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 4.1260(10) _cell_length_b 17.779(3) _cell_length_c 10.268(3) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 13.29 _cell_measurement_theta_min 6.07 _cell_volume 753.2(3) _computing_cell_refinement 'CAD-4 EXPRESS' _computing_data_collection 'CAD-4 EXPRESS (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 1990)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1993)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Enraf-Nonius Turbo-CAD-4' _diffrn_measurement_method 'non-profiled \w/2\q' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .0000 _diffrn_reflns_av_sigmaI/netI .1229 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 815 _diffrn_reflns_reduction_process ; ? ; _diffrn_reflns_theta_full 24.97 _diffrn_reflns_theta_max 24.97 _diffrn_reflns_theta_min 2.29 _diffrn_standards_decay_% 3 _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .357 _exptl_absorpt_correction_type none _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.431 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not Measured' _exptl_crystal_description needle _exptl_crystal_F_000 336 _exptl_crystal_size_max .38 _exptl_crystal_size_mid .05 _exptl_crystal_size_min .04 _refine_diff_density_max .199 _refine_diff_density_min -.259 _refine_ls_abs_structure_details 'Flack (1983)' _refine_ls_abs_structure_Flack .1(5) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref .840 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 100 _refine_ls_number_reflns 815 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all .840 _refine_ls_R_factor_all .1638 _refine_ls_R_factor_gt .0541 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.1169P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .1855 _reflns_number_gt 375 _reflns_number_total 815 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file cf6115.cif _[local]_cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' 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 'Orthorhombic' changed to 'orthorhombic' 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_database_code 2200618 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,-y,1/2+z 1/2+x,1/2-y,-z -x,1/2+y,1/2-z loop_ _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_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol S1 1.2593(9) -.08497(13) .6906(2) .0613(9) Uani d . 1 . . S O1 .9875(18) .0385(3) .7619(5) .0467(17) Uani d . 1 . . O C1 1.072(2) -.0063(5) .6592(7) .039(2) Uani d . 1 . . C C9 .695(3) .1257(4) .6242(8) .045(3) Uani d . 1 . . C C8 .803(3) .1030(4) .7458(8) .045(3) Uani d . 1 . . C C2 .976(3) .0190(4) .5324(7) .048(3) Uani d . 1 . . C H2 1.0401 -.0083 .4597 .057 Uiso calc R 1 . . H C4 .513(3) .1906(4) .6149(10) .055(3) Uani d . 1 . . C H4 .4342 .2066 .5347 .066 Uiso calc R 1 . . H C7 .743(3) .1440(4) .8571(8) .050(2) Uani d . 1 . . C H7 .8250 .1289 .9373 .060 Uiso calc R 1 . . H C3 .795(3) .0807(4) .5158(7) .046(2) Uani d . 1 . . C H3 .7339 .0948 .4321 .056 Uiso calc R 1 . . H C6 .555(3) .2086(5) .8456(8) .059(3) Uani d . 1 . . C H6 .5016 .2364 .9193 .070 Uiso calc R 1 . . H C5 .449(3) .2312(5) .7258(10) .064(3) Uani d . 1 . . C H5 .3294 .2754 .7191 .076 Uiso calc R 1 . . H 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 .0697(19) .0619(14) .0521(12) .014(2) -.002(2) .0013(12) O1 .057(4) .051(3) .032(3) -.007(4) -.004(4) .003(3) C1 .025(6) .053(5) .038(4) -.018(5) -.007(4) -.007(4) C9 .049(8) .038(4) .048(5) -.014(6) -.004(6) .008(4) C8 .043(7) .045(5) .046(4) -.004(6) .002(6) .000(4) C2 .058(7) .049(5) .036(5) -.007(6) -.006(6) .000(4) C4 .046(7) .055(6) .064(6) -.009(6) -.010(7) .014(5) C7 .052(7) .046(4) .052(5) -.001(7) -.002(8) -.003(4) C3 .045(7) .061(5) .034(4) -.006(7) -.010(6) .011(4) C6 .059(8) .064(6) .053(6) -.007(7) .008(6) -.013(5) C5 .063(8) .043(6) .085(8) -.006(6) .012(8) -.006(5) 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 S1 C1 . 1.630(9) no O1 C1 . 1.367(10) no O1 C8 . 1.388(10) no C1 C2 . 1.434(10) no C9 C8 . 1.385(12) no C9 C4 . 1.382(12) no C9 C3 . 1.431(11) no C8 C7 . 1.378(11) no C2 C3 . 1.337(12) no C2 H2 . .930 no C4 C5 . 1.373(13) no C4 H4 . .930 no C7 C6 . 1.391(14) no C7 H7 . .930 no C3 H3 . .930 no C6 C5 . 1.366(13) no C6 H6 . .930 no C5 H5 . .930 no loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source S S .1246 .1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 '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' C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 10 -1 1 3 1 2 4 0 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 C1 O1 C8 122.0(6) no O1 C1 C2 116.6(8) no O1 C1 S1 117.9(6) no C2 C1 S1 125.5(7) no C8 C9 C4 118.7(9) no C8 C9 C3 116.5(8) no C4 C9 C3 124.8(9) no O1 C8 C9 121.6(8) no O1 C8 C7 115.9(8) no C9 C8 C7 122.5(8) no C3 C2 C1 121.9(8) no C3 C2 H2 119.1 no C1 C2 H2 119.1 no C5 C4 C9 119.1(10) no C5 C4 H4 120.5 no C9 C4 H4 120.5 no C8 C7 C6 117.8(8) no C8 C7 H7 121.1 no C6 C7 H7 121.1 no C2 C3 C9 121.3(7) no C2 C3 H3 119.3 no C9 C3 H3 119.3 no C5 C6 C7 119.8(9) no C5 C6 H6 120.1 no C7 C6 H6 120.1 no C6 C5 C4 122.1(10) no C6 C5 H5 119.0 no C4 C5 H5 119.0 no