#------------------------------------------------------------------------------ #$Date: 2017-10-13 07:09:21 +0100 (Fri, 13 Oct 2017) $ #$Revision: 201973 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/03/2200362.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_2200362 loop_ _publ_author_name 'Creaser, Steffen P.' 'Pyke, Simon M.' 'Tiekink, Edward R. T. ' _publ_section_title N-(4,4-Dimethoxy-1-oxo-1\l^6^-thianylidene)-4-methyl-1-benzenesulfonamide _journal_issue 5 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o394 _journal_page_last o395 _journal_paper_doi 10.1107/S1600536801005347 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C14 H21 N O5 S2' _chemical_formula_moiety 'C14 H21 N O5 S2' _chemical_formula_sum 'C14 H21 N O5 S2' _chemical_formula_weight 347.44 _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' _cell_angle_alpha 90 _cell_angle_beta 112.17(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 19.516(8) _cell_length_b 6.039(2) _cell_length_c 14.940(7) _cell_measurement_reflns_used 21 _cell_measurement_temperature 223 _cell_measurement_theta_max 26.0 _cell_measurement_theta_min 8.0 _cell_volume 1630.6(12) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ; MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1988) ; _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1992)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR92 (Altomare, et. al. 1994)' _diffrn_ambient_temperature 223 _diffrn_measured_fraction_theta_full .998 _diffrn_measured_fraction_theta_max .998 _diffrn_measurement_device 'Rigaku AFC-6R' _diffrn_measurement_method \w-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .020 _diffrn_reflns_av_sigmaI/netI .061 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 4273 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_reflns_theta_full 27.5 _diffrn_reflns_theta_max 27.6 _diffrn_reflns_theta_min 3.1 _diffrn_standards_decay_% 1.2 _diffrn_standards_interval_count 400 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .35 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.415 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 736 _exptl_crystal_size_max .44 _exptl_crystal_size_mid .37 _exptl_crystal_size_min .15 _refine_diff_density_max .32 _refine_diff_density_min -.39 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.02 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 200 _refine_ls_number_reflns 3762 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.02 _refine_ls_R_factor_all .088 _refine_ls_R_factor_gt .047 _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^)+(0.0529P)^2^+1.3963P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .136 _reflns_number_gt 2668 _reflns_number_total 3762 _reflns_threshold_expression I>2\s(I) _cod_data_source_file ya6017.cif _cod_data_source_block I _cod_original_cell_volume 1631.0(10) _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2200362 _cod_database_fobs_code 2200362 loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x,1/2+y,1/2-z' ' -x, -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 .23417(4) .01127(12) .16572(5) .03030(18) Uani d . 1 . . S S2 .23138(3) -.22891(11) .00526(4) .02696(17) Uani d . 1 . . S O1 .15973(11) .0939(4) .13772(16) .0494(6) Uani d . 1 . . O O2 .23315(11) -.0155(3) -.03750(14) .0364(5) Uani d . 1 . . O O3 .28154(10) -.3964(3) -.00236(14) .0356(5) Uani d . 1 . . O O4 .47242(10) .0390(4) .35260(15) .0398(5) Uani d . 1 . . O O5 .38518(11) .3025(3) .35486(14) .0385(5) Uani d . 1 . . O N1 .24813(12) -.2078(4) .11972(15) .0285(5) Uani d . 1 . . N C2 .29228(15) .2295(5) .1580(2) .0348(6) Uani d . 1 . . C H2A .2803 .2669 .0907 .071(3) Uiso calc R 1 . . H H2B .2834 .3595 .1903 .071(3) Uiso calc R 1 . . H C3 .37379(15) .1656(5) .20428(19) .0335(6) Uani d . 1 . . C H3A .4037 .2881 .1978 .071(3) Uiso calc R 1 . . H H3B .3829 .0399 .1699 .071(3) Uiso calc R 1 . . H C4 .39764(14) .1060(5) .31161(19) .0309(6) Uani d . 1 . . C C5 .35510(15) -.0923(5) .3269(2) .0337(6) Uani d . 1 . . C H5A .3648 -.2196 .2939 .071(3) Uiso calc R 1 . . H H5B .3731 -.1265 .3954 .071(3) Uiso calc R 1 . . H C6 .27188(16) -.0537(5) .29020(19) .0360(6) Uani d . 1 . . C H6A .2617 .0667 .3264 .071(3) Uiso calc R 1 . . H H6B .2480 -.1858 .3015 .071(3) Uiso calc R 1 . . H C7 .14086(14) -.3356(5) -.04847(18) .0277(5) Uani d . 1 . . C C8 .08076(15) -.2028(5) -.0538(2) .0353(6) Uani d . 1 . . C H8 .0885 -.0618 -.0267 .071(3) Uiso calc R 1 . . H C9 .00969(16) -.2830(6) -.0996(2) .0409(7) Uani d . 1 . . C H9 -.0303 -.1941 -.1036 .071(3) Uiso calc R 1 . . H C10 -.00333(16) -.4939(5) -.1398(2) .0365(6) Uani d . 1 . . C C101 -.08120(18) -.5814(7) -.1893(3) .0519(9) Uani d . 1 . . C H10A -.1159 -.4718 -.1864 .071(3) Uiso calc R 1 . . H H10B -.0870 -.7137 -.1572 .071(3) Uiso calc R 1 . . H H10C -.0901 -.6144 -.2556 .071(3) Uiso calc R 1 . . H C11 .05722(17) -.6214(5) -.1342(2) .0402(7) Uani d . 1 . . C H11 .0493 -.7614 -.1622 .071(3) Uiso calc R 1 . . H C12 .12923(16) -.5463(5) -.0880(2) .0339(6) Uani d . 1 . . C H12 .1691 -.6361 -.0836 .071(3) Uiso calc R 1 . . H C41 .52506(17) .1986(6) .3479(3) .0526(9) Uani d . 1 . . C H41A .5741 .1386 .3773 .071(3) Uiso calc R 1 . . H H41B .5212 .3304 .3816 .071(3) Uiso calc R 1 . . H H41C .5152 .2338 .2815 .071(3) Uiso calc R 1 . . H C42 .40243(19) .2942(6) .4574(2) .0490(8) Uani d . 1 . . C H42A .3920 .4353 .4790 .071(3) Uiso calc R 1 . . H H42B .4539 .2598 .4904 .071(3) Uiso calc R 1 . . H H42C .3729 .1821 .4711 .071(3) 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 .0272(3) .0324(4) .0310(3) .0010(3) .0106(3) -.0050(3) S2 .0284(3) .0275(3) .0258(3) .0022(3) .0111(2) .0012(3) O1 .0305(11) .0601(15) .0540(13) .0088(11) .0119(10) -.0170(12) O2 .0432(11) .0318(11) .0345(10) -.0026(9) .0151(9) .0070(9) O3 .0335(10) .0390(12) .0367(10) .0089(9) .0160(8) -.0016(9) O4 .0271(10) .0430(13) .0444(11) -.0021(9) .0080(9) .0021(10) O5 .0460(12) .0308(11) .0355(10) -.0018(9) .0118(9) -.0050(9) N1 .0313(11) .0282(12) .0263(10) .0005(9) .0112(9) -.0006(9) C2 .0395(15) .0232(14) .0368(14) .0015(12) .0089(12) .0026(12) C3 .0356(14) .0325(15) .0327(14) -.0059(12) .0132(12) .0035(12) C4 .0310(13) .0284(15) .0308(13) -.0017(11) .0090(11) .0003(11) C5 .0367(15) .0330(16) .0290(13) -.0037(12) .0095(11) .0026(12) C6 .0400(15) .0425(17) .0281(13) -.0082(13) .0160(12) -.0054(13) C7 .0293(13) .0271(14) .0256(12) .0011(11) .0091(10) .0008(11) C8 .0320(14) .0300(15) .0409(15) .0032(12) .0102(12) -.0085(13) C9 .0310(14) .0449(19) .0448(16) .0048(13) .0119(13) -.0053(15) C10 .0352(14) .0392(17) .0339(13) -.0066(13) .0115(11) .0003(13) C101 .0411(17) .059(2) .0526(19) -.0131(16) .0140(15) -.0056(18) C11 .0447(17) .0280(16) .0432(16) -.0040(13) .0112(14) -.0047(13) C12 .0355(14) .0265(14) .0369(14) .0057(12) .0105(12) -.0015(12) C41 .0346(16) .061(2) .061(2) -.0107(16) .0160(15) -.0067(18) C42 .059(2) .050(2) .0371(16) -.0103(17) .0180(15) -.0132(15) 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' O O .0106 .0060 '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_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -1 1 1 -2 1 1 1 1 1 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 O1 S1 N1 119.35(13) no O1 S1 C6 110.88(14) no N1 S1 C6 101.70(14) no O1 S1 C2 108.88(15) no N1 S1 C2 112.31(13) no C6 S1 C2 102.18(14) no O3 S2 O2 117.43(12) no O3 S2 N1 105.43(12) no O2 S2 N1 111.56(12) no O3 S2 C7 107.53(13) no O2 S2 C7 108.16(12) no N1 S2 C7 106.12(12) no C4 O4 C41 115.5(2) no C4 O5 C42 116.4(2) no S1 N1 S2 122.15(14) no C3 C2 S1 111.5(2) no C2 C3 C4 112.7(2) no O4 C4 O5 111.7(2) no O4 C4 C5 104.0(2) no O5 C4 C5 113.2(2) no O4 C4 C3 112.1(2) no O5 C4 C3 104.1(2) no C5 C4 C3 111.9(2) no C6 C5 C4 113.2(2) no C5 C6 S1 112.14(19) no C12 C7 C8 120.3(3) no C12 C7 S2 120.3(2) no C8 C7 S2 119.4(2) no C9 C8 C7 119.3(3) no C8 C9 C10 121.4(3) no C11 C10 C9 118.0(3) no C11 C10 C101 120.8(3) no C9 C10 C101 121.2(3) no C10 C11 C12 121.9(3) no C7 C12 C11 119.0(3) no 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 O1 . 1.441(2) no S1 N1 . 1.561(2) no S1 C6 . 1.767(3) no S1 C2 . 1.771(3) no S2 O3 . 1.442(2) no S2 O2 . 1.445(2) no S2 N1 . 1.620(2) no S2 C7 . 1.764(3) no O4 C4 . 1.412(3) no O4 C41 . 1.430(4) no O5 C4 . 1.416(3) no O5 C42 . 1.440(3) no C2 C3 . 1.526(4) no C3 C4 . 1.534(4) no C4 C5 . 1.523(4) no C5 C6 . 1.523(4) no C7 C12 . 1.385(4) no C7 C8 . 1.398(4) no C8 C9 . 1.382(4) no C9 C10 . 1.390(4) no C10 C11 . 1.386(4) no C10 C101 . 1.512(4) no C11 C12 . 1.387(4) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 30654615