#------------------------------------------------------------------------------ #$Date: 2016-02-20 03:06:23 +0000 (Sat, 20 Feb 2016) $ #$Revision: 176774 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/04/2200470.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_2200470 loop_ _publ_author_name 'Grossie, David A' 'Ketcha, Daniel' 'Johyne P. Brooke' 'Scott A. Jones' 'Jonathan G. Grieb' _publ_section_title ; N-(1-Benzenesulfonyl-4-acetylpyrrol-3-yl)acetamide ; _journal_issue 8 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o778 _journal_page_last o780 _journal_paper_doi 10.1107/S160053680101131X _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C14 H14 N2 O4 S' _chemical_formula_moiety 'C14 H14 N2 O4 S' _chemical_formula_sum 'C14 H14 N2 O4 S' _chemical_formula_weight 306.34 _chemical_name_common ; N-(1-Benzenesulfonyl-4-acetylpyrrol-3-yl)acetamide ; _chemical_name_systematic ; N-(1-Benzenesulfonyl-4-acetylpyrrol-3-yl)acetamide ; _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 90.00 _cell_angle_beta 91.06(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 8.683(3) _cell_length_b 15.159(6) _cell_length_c 11.151(3) _cell_measurement_reflns_used 25 _cell_measurement_temperature 298(2) _cell_measurement_theta_max 13.91 _cell_measurement_theta_min 4.69 _cell_volume 1467.5(9) _computing_cell_refinement 'CAD-4 Software' _computing_data_collection 'CAD-4 Software (Enraf-Nonius, 1989)' _computing_data_reduction 'XCAD (McArdle, 1995)' _computing_molecular_graphics 'ORTEX (McArdle, 1995)' _computing_publication_material 'OSCAIL (McArdle, 1995)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 298(2) _diffrn_measured_fraction_theta_full .999 _diffrn_measured_fraction_theta_max .999 _diffrn_measurement_device_type 'Enraf-Nonius CAD-4' _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71069 _diffrn_reflns_av_R_equivalents .0139 _diffrn_reflns_av_sigmaI/netI .0254 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -4 _diffrn_reflns_number 4709 _diffrn_reflns_theta_full 29.99 _diffrn_reflns_theta_max 29.99 _diffrn_reflns_theta_min 2.27 _diffrn_standards_decay_% 2.1 _diffrn_standards_interval_time 120 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu .237 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.387 _exptl_crystal_density_method 'not measured' _exptl_crystal_description rectangular _exptl_crystal_F_000 640 _exptl_crystal_size_max .50 _exptl_crystal_size_mid .50 _exptl_crystal_size_min .40 _refine_diff_density_max .311 _refine_diff_density_min -.601 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 190 _refine_ls_number_reflns 4277 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.079 _refine_ls_R_factor_all .0714 _refine_ls_R_factor_gt .0592 _refine_ls_shift/su_max .001 _refine_ls_shift/su_mean .001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.1082P)^2^+0.1541P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .1817 _reflns_number_gt 3261 _reflns_number_total 4277 _reflns_threshold_expression I>2\s(I) _cod_data_source_file cv6038.cif _cod_data_source_block I _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2200470 _cod_database_fobs_code 2200470 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_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 .98517(5) .17629(3) .83792(5) .05889(18) Uani d . 1 . . S O1 .93276(19) .15396(12) .95467(17) .0774(5) Uani d . 1 . . O O2 .8872(2) .21917(12) .7521(2) .0944(7) Uani d . 1 . . O N1 1.13260(17) .24692(10) .86122(15) .0516(4) Uani d . 1 . . N O31 1.53711(17) .39693(9) 1.02189(13) .0617(4) Uani d . 1 . . O N4 1.36706(17) .43674(9) .80433(12) .0471(3) Uani d . 1 . . N H4 1.4267 .4629 .8555 .071 Uiso calc R 1 . . H O41 1.2689(2) .43983(10) .61630(13) .0684(4) Uani d . 1 . . O C2 1.24228(19) .23761(11) .95045(16) .0475(4) Uani d . 1 . . C H2 1.2472 .1926 1.0070 .071 Uiso calc R 1 . . H C3 1.34327(18) .30666(10) .94124(14) .0415(3) Uani d . 1 . . C C4 1.29258(18) .35993(10) .84127(14) .0411(3) Uani d . 1 . . C C5 1.1646(2) .32135(10) .79181(16) .0478(4) Uani d . 1 . . C H5 1.1092 .3408 .7247 .072 Uiso calc R 1 . . H C11 1.0713(2) .08373(12) .77344(16) .0509(4) Uani d . 1 . . C C12 1.1168(2) .01502(13) .84714(17) .0536(4) Uani d . 1 . . C H12 1.1033 .0184 .9296 .080 Uiso calc R 1 . . H C13 1.1832(3) -.05925(15) .7964(3) .0698(6) Uani d . 1 . . C H13 1.2128 -.1063 .8450 .105 Uiso calc R 1 . . H C14 1.2051(3) -.06354(19) .6755(3) .0852(8) Uani d . 1 . . C H14 1.2494 -.1134 .6421 .128 Uiso calc R 1 . . H C15 1.1615(4) .0060(2) .6033(2) .0933(9) Uani d . 1 . . C H15 1.1781 .0029 .5213 .140 Uiso calc R 1 . . H C16 1.0932(4) .08033(18) .6506(2) .0791(7) Uani d . 1 . . C H16 1.0628 .1269 .6013 .119 Uiso calc R 1 . . H C31 1.4745(2) .32504(10) 1.02240(15) .0457(3) Uani d . 1 . . C C32 1.5292(3) .25336(15) 1.1056(2) .0770(7) Uani d . 1 . . C H32A 1.6148 .2745 1.1531 .115 Uiso calc R 1 . . H H32B 1.5608 .2032 1.0595 .115 Uiso calc R 1 . . H H32C 1.4471 .2365 1.1573 .115 Uiso calc R 1 . . H C41 1.3519(2) .47287(10) .69357(14) .0459(3) Uani d . 1 . . C C42 1.4438(3) .55559(12) .67236(18) .0582(4) Uani d . 1 . . C H42A 1.5010 .5705 .7440 .087 Uiso calc R 1 . . H H42B 1.3751 .6030 .6516 .087 Uiso calc R 1 . . H H42C 1.5137 .5459 .6080 .087 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 .0404(2) .0484(3) .0876(4) -.00822(16) -.0081(2) .0034(2) O1 .0641(9) .0681(9) .1009(12) -.0138(7) .0290(9) -.0085(9) O2 .0587(9) .0641(10) .1586(19) -.0089(7) -.0487(10) .0181(11) N1 .0455(7) .0425(7) .0663(9) -.0081(6) -.0117(6) .0068(6) O31 .0707(8) .0562(7) .0575(8) -.0222(6) -.0152(6) .0084(6) N4 .0550(8) .0444(7) .0414(7) -.0107(6) -.0079(5) .0041(5) O41 .0996(11) .0545(8) .0500(7) -.0083(7) -.0254(7) .0048(6) C2 .0497(8) .0392(7) .0534(9) -.0039(6) -.0067(7) .0044(6) C3 .0434(7) .0401(7) .0408(7) -.0018(6) -.0038(6) .0000(5) C4 .0437(7) .0377(7) .0416(7) -.0013(5) -.0020(6) .0010(5) C5 .0456(8) .0419(8) .0555(9) -.0019(6) -.0100(7) .0048(6) C11 .0473(8) .0502(9) .0550(9) -.0160(7) -.0036(7) .0017(7) C12 .0517(9) .0533(9) .0557(10) -.0067(7) .0007(7) .0029(8) C13 .0623(12) .0574(11) .0900(16) -.0041(9) .0109(11) -.0011(10) C14 .0835(16) .0715(15) .102(2) -.0215(12) .0363(15) -.0222(14) C15 .121(2) .098(2) .0620(13) -.0392(18) .0301(14) -.0196(14) C16 .1033(18) .0766(14) .0574(12) -.0287(14) -.0003(11) .0126(10) C31 .0485(8) .0464(8) .0419(7) -.0063(6) -.0067(6) .0022(6) C32 .0825(14) .0585(11) .0884(16) -.0132(10) -.0423(13) .0202(11) C41 .0559(9) .0393(7) .0422(8) .0036(6) -.0031(6) .0023(6) C42 .0724(12) .0471(9) .0551(10) -.0046(8) -.0001(8) .0110(7) 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_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag O2 S1 O1 121.58(13) yes O2 S1 N1 104.84(9) yes O1 S1 N1 105.31(10) yes O2 S1 C11 110.12(13) yes O1 S1 C11 109.29(10) yes N1 S1 C11 104.10(8) yes C2 N1 C5 109.99(14) yes C2 N1 S1 124.17(12) yes C5 N1 S1 125.82(13) yes C41 N4 C4 124.58(14) yes C41 N4 H4 117.7 no C4 N4 H4 117.7 no C3 C2 N1 107.68(15) yes C3 C2 H2 126.2 no N1 C2 H2 126.2 no C2 C3 C4 107.44(14) yes C2 C3 C31 126.07(15) yes C4 C3 C31 126.42(14) yes C5 C4 N4 128.05(15) yes C5 C4 C3 107.94(14) yes N4 C4 C3 124.00(14) yes C4 C5 N1 106.92(14) yes C4 C5 H5 126.5 no N1 C5 H5 126.5 no C12 C11 C16 121.1(2) yes C12 C11 S1 118.70(15) yes C16 C11 S1 120.19(18) yes C11 C12 C13 119.0(2) yes C11 C12 H12 120.5 no C13 C12 H12 120.5 no C14 C13 C12 120.4(2) yes C14 C13 H13 119.8 no C12 C13 H13 119.8 no C13 C14 C15 120.0(3) yes C13 C14 H14 120.0 no C15 C14 H14 120.0 no C14 C15 C16 121.1(2) yes C14 C15 H15 119.5 no C16 C15 H15 119.5 no C15 C16 C11 118.3(2) yes C15 C16 H16 120.8 no C11 C16 H16 120.8 no O31 C31 C3 120.55(15) yes O31 C31 C32 120.97(16) yes C3 C31 C32 118.48(15) yes C31 C32 H32A 109.5 no C31 C32 H32B 109.5 no H32A C32 H32B 109.5 no C31 C32 H32C 109.5 no H32A C32 H32C 109.5 no H32B C32 H32C 109.5 no O41 C41 N4 121.58(16) yes O41 C41 C42 122.54(16) yes N4 C41 C42 115.89(15) yes C41 C42 H42A 109.5 no C41 C42 H42B 109.5 no H42A C42 H42B 109.5 no C41 C42 H42C 109.5 no H42A C42 H42C 109.5 no H42B C42 H42C 109.5 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 O2 . 1.4255(18) yes S1 O1 . 1.4277(19) yes S1 N1 . 1.6854(15) yes S1 C11 . 1.751(2) yes N1 C2 . 1.372(2) yes N1 C5 . 1.399(2) yes O31 C31 . 1.218(2) yes N4 C41 . 1.355(2) yes N4 C4 . 1.398(2) yes N4 H4 . .86 no O41 C41 . 1.221(2) yes C2 C3 . 1.371(2) yes C2 H2 . .93 no C3 C4 . 1.439(2) yes C3 C31 . 1.468(2) yes C4 C5 . 1.363(2) yes C5 H5 . .93 no C11 C12 . 1.380(3) yes C11 C16 . 1.387(3) yes C12 C13 . 1.390(3) yes C12 H12 . .93 no C13 C14 . 1.366(4) yes C13 H13 . .93 no C14 C15 . 1.375(5) yes C14 H14 . .93 no C15 C16 . 1.383(4) yes C15 H15 . .93 no C16 H16 . .93 no C31 C32 . 1.500(3) yes C32 H32A . .96 no C32 H32B . .96 no C32 H32C . .96 no C41 C42 . 1.507(2) yes C42 H42A . .96 no C42 H42B . .96 no C42 H42C . .96 no 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 _geom_torsion_publ_flag O2 S1 N1 C2 170.03(18) yes O1 S1 N1 C2 40.67(19) yes C11 S1 N1 C2 -74.28(18) yes O2 S1 N1 C5 -12.0(2) yes O1 S1 N1 C5 -141.39(17) yes C11 S1 N1 C5 103.66(17) yes C5 N1 C2 C3 1.4(2) yes S1 N1 C2 C3 179.65(13) yes N1 C2 C3 C4 -.3(2) yes N1 C2 C3 C31 176.91(16) yes C41 N4 C4 C5 -19.9(3) yes C41 N4 C4 C3 159.32(17) yes C2 C3 C4 C5 -.90(19) yes C31 C3 C4 C5 -178.12(16) yes C2 C3 C4 N4 179.77(15) yes C31 C3 C4 N4 2.6(3) yes N4 C4 C5 N1 -178.99(16) yes C3 C4 C5 N1 1.73(19) yes C2 N1 C5 C4 -2.0(2) yes S1 N1 C5 C4 179.82(13) yes O2 S1 C11 C12 -153.89(15) yes O1 S1 C11 C12 -17.91(17) yes N1 S1 C11 C12 94.19(15) yes O2 S1 C11 C16 26.3(2) yes O1 S1 C11 C16 162.31(18) yes N1 S1 C11 C16 -85.59(18) yes C16 C11 C12 C13 -1.2(3) yes S1 C11 C12 C13 179.04(14) yes C11 C12 C13 C14 1.0(3) yes C12 C13 C14 C15 .0(4) yes C13 C14 C15 C16 -.9(4) yes C14 C15 C16 C11 .8(4) yes C12 C11 C16 C15 .3(3) yes S1 C11 C16 C15 -179.91(19) yes C2 C3 C31 O31 -164.50(18) yes C4 C3 C31 O31 12.2(3) yes C2 C3 C31 C32 15.5(3) yes C4 C3 C31 C32 -167.8(2) yes C4 N4 C41 O41 .3(3) yes C4 N4 C41 C42 -179.52(16) yes