# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 188/203 data_General _audit_creation_date '1999-10-07' _audit_creation_method 'by teXsan for Windows v1.0' #============================================================================== data__9 #============================================================================== _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan for Windows (MSC, 1997)' _computing_structure_solution ; SAPI91 (Fan, 1991) ; _computing_structure_refinement 'teXsan for Windows (MSC, 1997)' _computing_publication_material 'teXsan for Windows (MSC, 1997)' #------------------------------------------------------------------------------ _cell_length_a 10.251(1) _cell_length_b 9.291(1) _cell_length_c 14.606(1) _cell_angle_alpha 90 _cell_angle_beta 104.329(8) _cell_angle_gamma 90 _cell_volume 1347.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 294.2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 20.5 _cell_measurement_theta_max 23.7 #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n ' _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' '1/2-x,1/2+y,1/2-z' ' -x, -y, -z' '1/2+x,1/2-y,1/2+z' #------------------------------------------------------------------------------ _publ_section_exptl_prep ; ENTER EXPERIMENTAL SECTION ; _exptl_crystal_description 'prism' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.22 _exptl_crystal_density_diffrn 1.406 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 285.36 _chemical_formula_analytical ? _chemical_formula_sum 'C13 H19 N O4 S ' _chemical_formula_moiety 'C13 H19 N O4 S ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 608.00 _exptl_absorpt_coefficient_mu 0.250 _exptl_absorpt_correction_type none _exptl_special_details ; The scan width was (1.73+0.30tan\q)\% with an \w scan speed of 8\% per minute (up to 4 scans to achieve I/\s(I) > 10). Stationary background counts were recorded at each end of the scan, and the scan time:background time ratio was 2:1. ; #============================================================================== # EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 294.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC5S' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 0.04 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 0 2 1 1 3 1 0 3 _diffrn_reflns_number 2694 _reflns_number_total 2545 _reflns_number_gt 1699 _reflns_threshold_expression I>3.00\s(I) _diffrn_reflns_av_R_equivalents 0.01770 _diffrn_reflns_av_sigmaI/netI 0.049 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.03253 _diffrn_orient_matrix_UB_12 0.01636 _diffrn_orient_matrix_UB_13 0.06960 _diffrn_orient_matrix_UB_21 0.07061 _diffrn_orient_matrix_UB_22 -0.07548 _diffrn_orient_matrix_UB_23 0.00347 _diffrn_orient_matrix_UB_31 0.06398 _diffrn_orient_matrix_UB_32 0.07497 _diffrn_orient_matrix_UB_33 -0.01170 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 52 0.002 0.002 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; H 0 76 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 4 0.004 0.003 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0 16 0.008 0.006 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; S 0 4 0.110 0.124 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom S(4) 0.23596(5) 0.11231(5) 0.16962(4) 0.0523(1) 1.000 Uani d ? O(1) -0.2752(1) -0.0917(1) 0.48577(9) 0.0627(4) 1.000 Uani d ? O(2) -0.1776(1) -0.3251(1) 0.43216(9) 0.0575(4) 1.000 Uani d ? O(3) 0.1682(1) 0.0244(1) 0.07383(8) 0.0587(4) 1.000 Uani d ? O(4) 0.3521(1) 0.0284(1) 0.22036(9) 0.0632(4) 1.000 Uani d ? N(5) 0.1220(1) 0.0955(1) 0.2319(1) 0.0430(4) 1.000 Uani d ? C(1) 0.0235(2) -0.1255(2) 0.1456(1) 0.0471(5) 1.000 Uani d ? C(2) 0.1282(2) -0.1242(2) 0.0882(1) 0.0559(6) 1.000 Uani d ? C(6) 0.0128(2) 0.2027(2) 0.2109(1) 0.0511(6) 1.000 Uani d ? C(7) -0.0422(2) 0.2154(2) 0.2981(1) 0.0499(6) 1.000 Uani d ? C(7A) -0.0756(2) 0.0688(2) 0.3315(1) 0.0413(5) 1.000 Uani d ? C(8) -0.1613(2) 0.0578(2) 0.3924(1) 0.0476(5) 1.000 Uani d ? C(9) -0.1937(2) -0.0725(2) 0.4255(1) 0.0460(5) 1.000 Uani d ? C(10) -0.1405(2) -0.1992(2) 0.3962(1) 0.0436(5) 1.000 Uani d ? C(11) -0.0565(2) -0.1897(2) 0.3360(1) 0.0410(5) 1.000 Uani d ? C(11A) -0.0217(2) -0.0556(2) 0.3042(1) 0.0373(4) 1.000 Uani d ? C(11B) 0.0766(2) -0.0542(2) 0.2418(1) 0.0382(4) 1.000 Uani d ? C(12) -0.3152(2) 0.0322(2) 0.5268(1) 0.0645(7) 1.000 Uani d ? C(13) -0.1389(2) -0.4554(2) 0.3959(1) 0.0599(6) 1.000 Uani d ? H(1) -0.003(2) -0.224(2) 0.153(1) 0.057 1.000 Uiso d ? H(2) -0.059(2) -0.079(2) 0.111(1) 0.057 1.000 Uiso d ? H(3) 0.209(2) -0.180(2) 0.118(1) 0.067 1.000 Uiso d ? H(4) 0.090(2) -0.161(2) 0.027(1) 0.067 1.000 Uiso d ? H(5) 0.052(2) 0.292(2) 0.196(1) 0.061 1.000 Uiso d ? H(6) -0.061(2) 0.175(2) 0.154(1) 0.061 1.000 Uiso d ? H(7) -0.127(2) 0.275(2) 0.283(1) 0.060 1.000 Uiso d ? H(8) 0.022(2) 0.263(2) 0.346(1) 0.060 1.000 Uiso d ? H(9) -0.195(2) 0.141(2) 0.412(1) 0.057 1.000 Uiso d ? H(10) -0.020(2) -0.273(2) 0.315(1) 0.049 1.000 Uiso d ? H(11B) 0.159(2) -0.104(2) 0.275(1) 0.046 1.000 Uiso d ? H(12) -0.2379 0.0806 0.5630 0.077 1.000 Uiso c ? H(13) -0.3632 0.0943 0.4784 0.077 1.000 Uiso c ? H(14) -0.3717 0.0054 0.5666 0.077 1.000 Uiso c ? H(15) -0.1696 -0.5347 0.4259 0.072 1.000 Uiso c ? H(16) -0.1775 -0.4600 0.3297 0.072 1.000 Uiso c ? H(17) -0.0435 -0.4590 0.4076 0.072 1.000 Uiso c ? 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 S(4) 0.0563(3) 0.0464(3) 0.0621(3) -0.0053(2) 0.0295(2) 0.0053(2) O(1) 0.0772(9) 0.0584(8) 0.0702(9) -0.0047(7) 0.0516(7) -0.0080(7) O(2) 0.0712(9) 0.0429(7) 0.0726(9) -0.0043(6) 0.0447(7) 0.0036(7) O(3) 0.0735(9) 0.0623(8) 0.0488(7) -0.0017(7) 0.0311(7) 0.0052(6) O(4) 0.0455(7) 0.0667(9) 0.081(1) -0.0011(6) 0.0228(7) 0.0090(7) N(5) 0.0483(8) 0.0370(7) 0.0478(8) -0.0024(6) 0.0198(7) 0.0018(7) C(1) 0.053(1) 0.048(1) 0.043(1) -0.004(1) 0.0165(8) -0.0073(9) C(2) 0.066(1) 0.060(1) 0.047(1) -0.005(1) 0.025(1) -0.011(1) C(6) 0.062(1) 0.038(1) 0.059(1) 0.0045(9) 0.024(1) 0.0058(9) C(7) 0.058(1) 0.0362(9) 0.061(1) 0.0020(9) 0.025(1) -0.0034(9) C(7A) 0.045(1) 0.0392(8) 0.041(1) 0.0004(8) 0.0126(7) -0.0044(8) C(8) 0.055(1) 0.0419(9) 0.053(1) 0.0037(9) 0.0251(9) -0.0096(9) C(9) 0.048(1) 0.0500(9) 0.045(1) -0.0032(8) 0.0200(8) -0.0057(8) C(10) 0.047(1) 0.0422(9) 0.046(1) -0.0048(8) 0.0188(8) -0.0000(8) C(11) 0.043(1) 0.0367(9) 0.047(1) 0.0016(8) 0.0176(8) -0.0020(8) C(11A) 0.0385(9) 0.0380(8) 0.0361(9) -0.0016(7) 0.0105(7) -0.0027(7) C(11B) 0.0416(9) 0.0343(8) 0.0415(9) -0.0004(7) 0.0155(7) 0.0011(7) C(12) 0.070(1) 0.077(1) 0.057(1) 0.008(1) 0.035(1) -0.009(1) C(13) 0.067(1) 0.042(1) 0.078(1) -0.001(1) 0.032(1) 0.008(1) #============================================================================== # REFINEMENT DATA _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00010|Fo|^2^]' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1699 _refine_ls_number_parameters 205 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0364 _refine_ls_R_factor_gt 0.0360 _refine_ls_wR_factor_all 0.0392 _refine_ls_wR_factor_ref 0.0390 _refine_ls_goodness_of_fit_all 1.937 _refine_ls_goodness_of_fit_ref 1.940 _refine_ls_shift/su_max 0.0100 _refine_ls_shift/su_mean 0.0013 _refine_diff_density_min -0.25 _refine_diff_density_max 0.17 #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag S(4) O(3) 1.620(1) . . ? S(4) O(4) 1.462(1) . . ? S(4) N(5) 1.656(2) . . ? O(1) C(9) 1.367(2) . . ? O(1) C(12) 1.405(3) . . ? O(2) C(10) 1.373(2) . . ? O(2) C(13) 1.418(2) . . ? O(3) C(2) 1.470(2) . . ? N(5) C(6) 1.473(2) . . ? N(5) C(11B) 1.485(2) . . ? C(1) C(2) 1.516(3) . . ? C(1) C(11B) 1.527(2) . . ? C(1) H(1) 0.97(2) . . no C(1) H(2) 0.98(2) . . no C(2) H(3) 0.98(2) . . no C(2) H(4) 0.95(2) . . no C(6) C(7) 1.519(3) . . ? C(6) H(5) 0.97(2) . . no C(6) H(6) 1.01(2) . . no C(7) C(7A) 1.515(3) . . ? C(7) H(7) 1.01(2) . . no C(7) H(8) 0.94(2) . . no C(7A) C(8) 1.400(3) . . ? C(7A) C(11A) 1.382(2) . . ? C(8) C(9) 1.375(3) . . ? C(8) H(9) 0.91(2) . . no C(9) C(10) 1.408(2) . . ? C(10) C(11) 1.379(3) . . ? C(11B) C(11A) 1.517(3) . . ? C(11B) H(11B) 0.97(1) . . no C(11) C(11A) 1.406(2) . . ? C(11) H(10) 0.94(2) . . no C(12) H(12) 0.95 . . no C(12) H(13) 0.95 . . no C(12) H(14) 0.95 . . no C(13) H(15) 0.95 . . no C(13) H(16) 0.95 . . no C(13) H(17) 0.95 . . no #------------------------------------------------------------------------------ loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O(3) S(4) O(4) 106.88(7) . . . ? O(3) S(4) N(5) 102.52(7) . . . ? O(4) S(4) N(5) 105.56(8) . . . ? C(9) O(1) C(12) 117.2(1) . . . ? C(10) O(2) C(13) 117.1(2) . . . ? S(4) O(3) C(2) 115.2(1) . . . ? S(4) N(5) C(6) 115.2(1) . . . ? S(4) N(5) C(11B) 115.0(1) . . . ? C(6) N(5) C(11B) 114.4(1) . . . ? C(2) C(1) C(11B) 111.4(2) . . . ? C(2) C(1) H(1) 109(1) . . . no C(2) C(1) H(2) 111(1) . . . no C(11B) C(1) H(1) 110(1) . . . no C(11B) C(1) H(2) 111(1) . . . no H(1) C(1) H(2) 104(1) . . . no O(3) C(2) C(1) 110.3(2) . . . ? O(3) C(2) H(3) 109(1) . . . no O(3) C(2) H(4) 106(1) . . . no C(1) C(2) H(3) 112(1) . . . no C(1) C(2) H(4) 110(1) . . . no H(3) C(2) H(4) 109(2) . . . no N(5) C(6) C(7) 107.4(2) . . . ? N(5) C(6) H(5) 107(1) . . . no N(5) C(6) H(6) 112(1) . . . no C(7) C(6) H(5) 112(1) . . . no C(7) C(6) H(6) 110(1) . . . no H(5) C(6) H(6) 108(1) . . . no C(6) C(7) C(7A) 111.1(2) . . . ? C(6) C(7) H(7) 110(1) . . . no C(6) C(7) H(8) 109(1) . . . no C(7A) C(7) H(7) 108(1) . . . no C(7A) C(7) H(8) 111(1) . . . no H(7) C(7) H(8) 109(2) . . . no C(7) C(7A) C(8) 119.9(2) . . . ? C(7) C(7A) C(11A) 121.4(2) . . . ? C(8) C(7A) C(11A) 118.7(2) . . . ? C(7A) C(8) C(9) 122.2(2) . . . ? C(7A) C(8) H(9) 118(1) . . . no C(9) C(8) H(9) 119(1) . . . no O(1) C(9) C(8) 125.6(2) . . . ? O(1) C(9) C(10) 115.5(2) . . . ? C(8) C(9) C(10) 118.9(2) . . . ? O(2) C(10) C(9) 115.6(2) . . . ? O(2) C(10) C(11) 125.0(2) . . . ? C(9) C(10) C(11) 119.4(2) . . . ? N(5) C(11B) C(1) 111.4(1) . . . ? N(5) C(11B) C(11A) 109.7(1) . . . ? N(5) C(11B) H(11B) 103.8(9) . . . no C(1) C(11B) C(11A) 114.2(1) . . . ? C(1) C(11B) H(11B) 108.5(9) . . . no C(11A) C(11B) H(11B) 109(1) . . . no C(10) C(11) C(11A) 121.1(2) . . . ? C(10) C(11) H(10) 121(1) . . . no C(11A) C(11) H(10) 118(1) . . . no C(7A) C(11A) C(11B) 122.6(2) . . . ? C(7A) C(11A) C(11) 119.6(2) . . . ? C(11B) C(11A) C(11) 117.8(1) . . . ? O(1) C(12) H(12) 109.5 . . . no O(1) C(12) H(13) 109.5 . . . no O(1) C(12) H(14) 109.5 . . . no H(12) C(12) H(13) 109.5 . . . no H(12) C(12) H(14) 109.5 . . . no H(13) C(12) H(14) 109.5 . . . no O(2) C(13) H(15) 109.5 . . . no O(2) C(13) H(16) 109.5 . . . no O(2) C(13) H(17) 109.5 . . . no H(15) C(13) H(16) 109.5 . . . no H(15) C(13) H(17) 109.5 . . . no H(16) C(13) H(17) 109.5 . . . no #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O(1) C(2) 3.305(3) . 4_445 no O(2) C(2) 3.410(3) . 4_445 no O(2) O(3) 3.439(2) . 4_445 no O(2) C(6) 3.562(2) . 2_445 no O(3) C(1) 3.449(2) . 3 no O(3) C(2) 3.483(2) . 3 no O(4) C(6) 3.375(2) . 2_545 no O(4) C(7) 3.547(2) . 2_545 no O(4) C(11) 3.575(2) . 2 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag S(4) O(3) C(2) C(1) . . . . 61.1(2) no S(4) N(5) C(6) C(7) . . . . -155.3(1) no S(4) N(5) C(11B) C(1) . . . . -55.4(2) no S(4) N(5) C(11B) C(11A) . . . . 177.1(1) no O(1) C(9) C(8) C(7A) . . . . 179.3(1) no O(1) C(9) C(10) O(2) . . . . -0.1(2) no O(1) C(9) C(10) C(11) . . . . -179.5(1) no O(2) C(10) C(9) C(8) . . . . -179.9(1) no O(2) C(10) C(11) C(11A) . . . . -178.7(1) no O(3) S(4) N(5) C(6) . . . . -85.3(1) no O(3) S(4) N(5) C(11B) . . . . 51.0(1) no O(3) C(2) C(1) C(11B) . . . . -58.9(2) no O(4) S(4) O(3) C(2) . . . . 56.7(2) no O(4) S(4) N(5) C(6) . . . . 162.9(1) no O(4) S(4) N(5) C(11B) . . . . -60.8(1) no N(5) S(4) O(3) C(2) . . . . -54.0(1) no N(5) C(6) C(7) C(7A) . . . . -50.9(2) no N(5) C(11B) C(1) C(2) . . . . 56.6(2) no N(5) C(11B) C(11A) C(7A) . . . . 10.5(2) no N(5) C(11B) C(11A) C(11) . . . . -168.5(1) no C(1) C(11B) N(5) C(6) . . . . 81.3(2) no C(1) C(11B) C(11A) C(7A) . . . . -115.4(2) no C(1) C(11B) C(11A) C(11) . . . . 65.6(2) no C(2) C(1) C(11B) C(11A) . . . . -178.3(1) no C(6) N(5) C(11B) C(11A) . . . . -46.2(2) no C(6) C(7) C(7A) C(8) . . . . -161.8(2) no C(6) C(7) C(7A) C(11A) . . . . 19.1(2) no C(7) C(6) N(5) C(11B) . . . . 68.2(2) no C(7) C(7A) C(8) C(9) . . . . -179.3(2) no C(7) C(7A) C(11A) C(11B) . . . . 1.7(2) no C(7) C(7A) C(11A) C(11) . . . . -179.3(1) no C(7A) C(8) C(9) C(10) . . . . -0.9(2) no C(7A) C(11A) C(11) C(10) . . . . -1.9(2) no C(8) C(7A) C(11A) C(11B) . . . . -177.4(1) no C(8) C(7A) C(11A) C(11) . . . . 1.6(2) no C(8) C(9) O(1) C(12) . . . . -8.7(2) no C(8) C(9) C(10) C(11) . . . . 0.7(2) no C(9) C(8) C(7A) C(11A) . . . . -0.2(2) no C(9) C(10) O(2) C(13) . . . . 172.9(1) no C(9) C(10) C(11) C(11A) . . . . 0.8(2) no C(10) C(9) O(1) C(12) . . . . 171.5(1) no C(10) C(11) C(11A) C(11B) . . . . 177.1(1) no C(11) C(10) O(2) C(13) . . . . -7.6(2) no #------------------------------------------------------------------------------ #===END #============================================================================== data__10 #============================================================================== _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan for Windows (MSC, 1997)' _computing_structure_solution ; SAPI91 (Fan, 1991) ; _computing_structure_refinement 'teXsan for Windows (MSC, 1997)' _computing_publication_material 'teXsan for Windows (MSC, 1997)' #------------------------------------------------------------------------------ _cell_length_a 9.2390(7) _cell_length_b 10.0433(8) _cell_length_c 8.7398(6) _cell_angle_alpha 96.680(7) _cell_angle_beta 112.885(5) _cell_angle_gamma 81.562(7) _cell_volume 737.5(1) _cell_formula_units_Z 2 _cell_measurement_temperature 294.2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 20.4 _cell_measurement_theta_max 23.4 #------------------------------------------------------------------------------ _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_Int_Tables_number 2 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x, -y, -z' #------------------------------------------------------------------------------ _publ_section_exptl_prep ; ENTER EXPERIMENTAL SECTION ; _exptl_crystal_description 'prism' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.22 _exptl_crystal_density_diffrn 1.339 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 297.37 _chemical_formula_analytical ? _chemical_formula_sum 'C14 H19 N O4 S ' _chemical_formula_moiety 'C14 H19 N O4 S ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 316.00 _exptl_absorpt_coefficient_mu 0.232 _exptl_absorpt_correction_type none _exptl_special_details ; The scan width was (1.52+0.30tan\q)\% with an \w scan speed of 8\% per minute (up to 4 scans to achieve I/\s(I) > 10). Stationary background counts were recorded at each end of the scan, and the scan time:background time ratio was 2:1. ; #============================================================================== # EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 294.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC5S' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -0.57 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 1 -2 -2 -2 0 -1 -2 -1 _diffrn_reflns_number 2766 _reflns_number_total 2590 _reflns_number_gt 1912 _reflns_threshold_expression I>3.00\s(I) _diffrn_reflns_av_R_equivalents 0.01260 _diffrn_reflns_av_sigmaI/netI 0.046 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 25.02 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 -0.06399 _diffrn_orient_matrix_UB_12 -0.04321 _diffrn_orient_matrix_UB_13 -0.11015 _diffrn_orient_matrix_UB_21 -0.07115 _diffrn_orient_matrix_UB_22 -0.02736 _diffrn_orient_matrix_UB_23 0.04976 _diffrn_orient_matrix_UB_31 -0.06941 _diffrn_orient_matrix_UB_32 0.08694 _diffrn_orient_matrix_UB_33 -0.02969 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 28 0.002 0.002 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; H 0 38 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 2 0.004 0.003 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0 8 0.008 0.006 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; S 0 2 0.110 0.124 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom S(4) 0.70928(6) 0.44997(5) 0.66677(6) 0.0528(1) 1.000 Uani d ? O(1) 1.3058(1) 0.9291(1) 0.6120(1) 0.0571(4) 1.000 Uani d ? O(2) 1.3734(1) 0.8841(1) 0.9198(1) 0.0465(3) 1.000 Uani d ? O(3) 0.5973(1) 0.5586(1) 0.7375(2) 0.0648(4) 1.000 Uani d ? O(4) 0.8203(2) 0.3771(1) 0.8090(2) 0.0609(4) 1.000 Uani d ? N(5) 0.8155(2) 0.5510(1) 0.6261(2) 0.0407(4) 1.000 Uani d ? C(1) 0.7823(2) 0.7349(2) 0.8320(2) 0.0453(5) 1.000 Uani d ? C(2) 0.6828(3) 0.6488(2) 0.8759(3) 0.0593(7) 1.000 Uani d ? C(6) 0.7281(2) 0.6187(2) 0.4694(2) 0.0516(6) 1.000 Uani d ? C(7) 0.8444(2) 0.6688(2) 0.4133(2) 0.0493(5) 1.000 Uani d ? C(7A) 0.9759(2) 0.7328(2) 0.5541(2) 0.0382(4) 1.000 Uani d ? C(8) 1.0754(2) 0.8044(2) 0.5165(2) 0.0445(5) 1.000 Uani d ? C(9) 1.2044(2) 0.8562(2) 0.6388(2) 0.0409(5) 1.000 Uani d ? C(10) 1.2393(2) 0.8335(2) 0.8062(2) 0.0374(4) 1.000 Uani d ? C(11) 1.1414(2) 0.7639(2) 0.8441(2) 0.0373(4) 1.000 Uani d ? C(11A) 1.0064(2) 0.7153(2) 0.7196(2) 0.0342(4) 1.000 Uani d ? C(11B) 0.9004(2) 0.6428(2) 0.7695(2) 0.0354(4) 1.000 Uani d ? C(12) 0.8605(2) 0.8271(2) 0.9842(3) 0.0608(6) 1.000 Uani d ? C(13) 1.2765(2) 0.9494(2) 0.4445(2) 0.0605(6) 1.000 Uani d ? C(14) 1.4148(2) 0.8609(2) 1.0900(2) 0.0568(6) 1.000 Uani d ? H(1) 0.713(2) 0.790(2) 0.746(2) 0.054 1.000 Uiso d ? H(2) 0.752(2) 0.594(2) 0.972(2) 0.071 1.000 Uiso d ? H(3) 0.602(2) 0.706(2) 0.902(2) 0.071 1.000 Uiso d ? H(4) 0.650(2) 0.696(2) 0.480(2) 0.062 1.000 Uiso d ? H(5) 0.677(2) 0.556(2) 0.393(2) 0.062 1.000 Uiso d ? H(6) 0.788(2) 0.735(2) 0.324(2) 0.059 1.000 Uiso d ? H(7) 0.890(2) 0.593(2) 0.360(2) 0.059 1.000 Uiso d ? H(8) 1.052(2) 0.813(2) 0.401(2) 0.053 1.000 Uiso d ? H(9) 1.161(2) 0.746(2) 0.952(2) 0.045 1.000 Uiso d ? H(11b) 0.966(2) 0.589(2) 0.856(2) 0.042 1.000 Uiso d ? H(11) 0.9084 0.8922 0.9548 0.073 1.000 Uiso c ? H(12) 0.9388 0.7751 1.0685 0.073 1.000 Uiso c ? H(13) 0.7830 0.8717 1.0246 0.073 1.000 Uiso c ? H(14) 1.3518 1.0029 0.4412 0.073 1.000 Uiso c ? H(15) 1.1731 0.9944 0.3940 0.073 1.000 Uiso c ? H(16) 1.2847 0.8647 0.3860 0.073 1.000 Uiso c ? H(17) 1.4369 0.7667 1.1040 0.068 1.000 Uiso c ? H(18) 1.3294 0.8963 1.1230 0.068 1.000 Uiso c ? H(19) 1.5057 0.9043 1.1567 0.068 1.000 Uiso c ? 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 S(4) 0.0514(3) 0.0578(3) 0.0507(3) -0.0243(2) 0.0136(2) 0.0075(2) O(1) 0.0635(8) 0.0731(9) 0.0478(7) -0.0358(7) 0.0261(6) 0.0018(6) O(2) 0.0423(7) 0.0619(8) 0.0376(6) -0.0224(6) 0.0135(5) -0.0032(5) O(3) 0.0401(7) 0.083(1) 0.0785(9) -0.0166(6) 0.0258(7) 0.0082(7) O(4) 0.0714(9) 0.0553(8) 0.0560(8) -0.0142(7) 0.0179(7) 0.0171(6) N(5) 0.0394(8) 0.0453(8) 0.0359(7) -0.0135(6) 0.0092(6) 0.0038(6) C(1) 0.040(1) 0.048(1) 0.051(1) 0.0037(7) 0.0209(8) 0.0112(7) C(2) 0.049(1) 0.069(1) 0.074(1) -0.0066(9) 0.039(1) 0.004(1) C(6) 0.046(1) 0.068(1) 0.037(1) -0.022(1) 0.0038(8) 0.0095(9) C(7) 0.050(1) 0.066(1) 0.0314(9) -0.0201(9) 0.0088(7) 0.0049(8) C(7A) 0.0388(9) 0.044(1) 0.0326(8) -0.0071(7) 0.0135(7) 0.0022(7) C(8) 0.051(1) 0.055(1) 0.0328(9) -0.0159(8) 0.0182(7) 0.0032(8) C(9) 0.0444(9) 0.046(1) 0.0390(8) -0.0125(8) 0.0205(7) 0.0017(7) C(10) 0.0363(8) 0.0419(9) 0.0351(8) -0.0096(7) 0.0145(7) -0.0035(7) C(11) 0.0404(9) 0.044(1) 0.0291(8) -0.0088(7) 0.0139(7) 0.0022(7) C(11A) 0.0341(8) 0.0369(9) 0.0327(7) -0.0044(7) 0.0135(6) 0.0030(7) C(11B) 0.0332(8) 0.0395(9) 0.0319(8) -0.0055(7) 0.0092(7) 0.0059(6) C(12) 0.069(1) 0.057(1) 0.065(1) -0.004(1) 0.038(1) -0.0076(9) C(13) 0.076(1) 0.068(1) 0.057(1) -0.026(1) 0.039(1) 0.007(1) C(14) 0.050(1) 0.080(1) 0.0368(9) -0.024(1) 0.0077(8) 0.0022(9) #============================================================================== # REFINEMENT DATA _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00022|Fo|^2^]' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1912 _refine_ls_number_parameters 211 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0350 _refine_ls_R_factor_gt 0.0350 _refine_ls_wR_factor_all 0.0439 _refine_ls_wR_factor_ref 0.0440 _refine_ls_goodness_of_fit_all 1.686 _refine_ls_goodness_of_fit_ref 1.690 _refine_ls_shift/su_max 0.0100 _refine_ls_shift/su_mean 0.0020 _refine_diff_density_min -0.21 _refine_diff_density_max 0.17 #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag S4 O3 1.628(2) . . ? S4 O4 1.460(2) . . ? S4 N5 1.663(2) . . ? O1 C9 1.371(2) . . ? O1 C13 1.415(3) . . ? O2 C10 1.375(2) . . ? O2 C14 1.423(2) . . ? O3 C2 1.456(3) . . ? N5 C6 1.479(3) . . ? N5 C11B 1.488(2) . . ? C1 C2 1.525(3) . . ? C1 C11B 1.547(3) . . ? C1 C12 1.521(3) . . ? C1 H1 0.95(2) . . no C2 H2 1.00(3) . . no C2 H3 0.95(3) . . no C6 C7 1.508(3) . . ? C6 H4 1.00(2) . . no C6 H5 0.90(2) . . no C7 C7A 1.512(3) . . ? C7 H6 1.01(2) . . no C7 H7 0.98(2) . . no C7A C8 1.398(3) . . ? C7A C11A 1.389(3) . . ? C8 C9 1.377(3) . . ? C8 H8 0.96(2) . . no C9 C10 1.410(3) . . ? C10 C11 1.374(3) . . ? C11 C11A 1.406(3) . . ? C11 H9 0.92(2) . . no C11A C11B 1.515(3) . . ? C11B H11B 0.94(2) . . no C12 H11 0.95 . . no C12 H12 0.95 . . no C12 H13 0.95 . . no C13 H14 0.95 . . no C13 H15 0.95 . . no C13 H16 0.95 . . no C14 H17 0.95 . . no C14 H18 0.95 . . no C14 H19 0.95 . . no #------------------------------------------------------------------------------ loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 S4 O4 106.3(1) . . . ? O3 S4 N5 101.32(9) . . . ? O4 S4 N5 105.25(9) . . . ? C9 O1 C13 116.8(2) . . . ? C10 O2 C14 117.2(2) . . . ? S4 O3 C2 114.6(1) . . . ? S4 N5 C6 113.1(1) . . . ? S4 N5 C11B 114.6(1) . . . ? C6 N5 C11B 114.0(2) . . . ? C2 C1 C11B 109.8(2) . . . ? C2 C1 C12 107.8(2) . . . ? C2 C1 H1 108(1) . . . no C11B C1 C12 113.9(2) . . . ? C11B C1 H1 109(1) . . . no C12 C1 H1 108(1) . . . no O3 C2 C1 113.1(2) . . . ? O3 C2 H2 109(2) . . . no O3 C2 H3 105(2) . . . no C1 C2 H2 110(1) . . . no C1 C2 H3 109(2) . . . no H2 C2 H3 111(2) . . . no N5 C6 C7 109.1(2) . . . ? N5 C6 H4 113(1) . . . no N5 C6 H5 107(2) . . . no C7 C6 H4 109(1) . . . no C7 C6 H5 109(2) . . . no H4 C6 H5 110(2) . . . no C6 C7 C7A 113.2(2) . . . ? C6 C7 H6 110(1) . . . no C6 C7 H7 108(1) . . . no C7A C7 H6 110(1) . . . no C7A C7 H7 109(1) . . . no H6 C7 H7 106(2) . . . no C7 C7A C8 119.0(2) . . . ? C7 C7A C11A 121.7(2) . . . ? C8 C7A C11A 119.2(2) . . . ? C7A C8 C9 121.8(2) . . . ? C7A C8 H8 117(1) . . . no C9 C8 H8 121(1) . . . no O1 C9 C8 125.3(2) . . . ? O1 C9 C10 115.7(2) . . . ? C8 C9 C10 119.0(2) . . . ? O2 C10 C9 115.3(2) . . . ? O2 C10 C11 125.3(2) . . . ? C9 C10 C11 119.4(2) . . . ? C10 C11 C11A 121.5(2) . . . ? C10 C11 H9 122(1) . . . no C11A C11 H9 117(1) . . . no C7A C11A C11 119.0(2) . . . ? C7A C11A C11B 121.9(2) . . . ? C11 C11A C11B 119.1(2) . . . ? N5 C11B C1 110.6(2) . . . ? N5 C11B C11A 108.3(2) . . . ? N5 C11B H11B 107(1) . . . no C1 C11B C11A 115.5(2) . . . ? C1 C11B H11B 107(1) . . . no C11A C11B H11B 107(1) . . . no C1 C12 H11 109.5 . . . no C1 C12 H12 109.5 . . . no C1 C12 H13 109.5 . . . no H11 C12 H12 109.5 . . . no H11 C12 H13 109.5 . . . no H12 C12 H13 109.5 . . . no O1 C13 H14 109.5 . . . no O1 C13 H15 109.5 . . . no O1 C13 H16 109.5 . . . no H14 C13 H15 109.5 . . . no H14 C13 H16 109.5 . . . no H15 C13 H16 109.5 . . . no O2 C14 H17 109.5 . . . no O2 C14 H18 109.5 . . . no O2 C14 H19 109.5 . . . no H17 C14 H18 109.5 . . . no H17 C14 H19 109.5 . . . no H18 C14 H19 109.5 . . . no #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? #------------------------------------------------------------------------------ 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag S4 O3 C2 C1 . . . . 60.5(3) no S4 N5 C6 C7 . . . . -161.2(2) no S4 N5 C11B C1 . . . . -59.3(2) no S4 N5 C11B C11A . . . . 173.2(1) no O1 C9 C8 C7A . . . . -179.0(2) no O1 C9 C10 O2 . . . . -1.9(3) no O1 C9 C10 C11 . . . . 178.6(2) no O2 C10 C9 C8 . . . . 177.6(2) no O2 C10 C11 C11A . . . . -179.9(2) no O3 S4 N5 C6 . . . . -78.0(2) no O3 S4 N5 C11B . . . . 54.9(2) no O3 C2 C1 C11B . . . . -57.2(3) no O3 C2 C1 C12 . . . . 178.2(2) no O4 S4 O3 C2 . . . . 55.2(2) no O4 S4 N5 C6 . . . . 171.4(2) no O4 S4 N5 C11B . . . . -55.7(2) no N5 S4 O3 C2 . . . . -54.5(2) no N5 C6 C7 C7A . . . . -42.3(3) no N5 C11B C1 C2 . . . . 56.1(2) no N5 C11B C1 C12 . . . . 177.1(2) no N5 C11B C11A C7A . . . . 23.9(3) no N5 C11B C11A C11 . . . . -154.7(2) no C1 C11B N5 C6 . . . . 73.2(2) no C1 C11B C11A C7A . . . . -100.8(2) no C1 C11B C11A C11 . . . . 80.7(2) no C2 C1 C11B C11A . . . . 179.4(2) no C6 N5 C11B C11A . . . . -54.3(2) no C6 C7 C7A C8 . . . . -168.8(2) no C6 C7 C7A C11A . . . . 15.2(3) no C7 C6 N5 C11B . . . . 65.6(3) no C7 C7A C8 C9 . . . . -175.0(2) no C7 C7A C11A C11 . . . . 172.6(2) no C7 C7A C11A C11B . . . . -6.0(3) no C7A C8 C9 C10 . . . . 1.6(4) no C7A C11A C11 C10 . . . . 3.1(3) no C8 C7A C11A C11 . . . . -3.4(3) no C8 C7A C11A C11B . . . . 178.0(2) no C8 C9 O1 C13 . . . . -1.5(3) no C8 C9 C10 C11 . . . . -1.9(3) no C9 C8 C7A C11A . . . . 1.1(3) no C9 C10 O2 C14 . . . . -178.7(2) no C9 C10 C11 C11A . . . . -0.4(3) no C10 C9 O1 C13 . . . . 177.9(2) no C10 C11 C11A C11B . . . . -178.3(2) no C11 C10 O2 C14 . . . . 0.8(3) no C11A C11B C1 C12 . . . . -59.5(3) no #------------------------------------------------------------------------------ #===END #============================================================================== data__18 #============================================================================== _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan for Windows (MSC, 1997)' _computing_structure_solution ; SAPI91 (Fan, 1991) ; _computing_structure_refinement 'teXsan for Windows (MSC, 1997)' _computing_publication_material 'teXsan for Windows (MSC, 1997)' #------------------------------------------------------------------------------ _cell_length_a 8.3082(7) _cell_length_b 12.308(1) _cell_length_c 7.5713(5) _cell_angle_alpha 105.084(6) _cell_angle_beta 92.260(7) _cell_angle_gamma 104.576(7) _cell_volume 718.9(1) _cell_formula_units_Z 2 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 21.2 _cell_measurement_theta_max 23.4 #------------------------------------------------------------------------------ _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_Int_Tables_number 2 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x, -y, -z' #------------------------------------------------------------------------------ _publ_section_exptl_prep ; ENTER EXPERIMENTAL SECTION ; _exptl_crystal_description 'prism' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.22 _exptl_crystal_density_diffrn 1.374 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 297.37 _chemical_formula_analytical ? _chemical_formula_sum 'C14 H19 N O4 S ' _chemical_formula_moiety 'C14 H19 N O4 S ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 316.00 _exptl_absorpt_coefficient_mu 0.238 _exptl_absorpt_correction_type none _exptl_special_details ; The scan width was (1.47+0.00tan\q)\% with an \w scan speed of 8\% per minute . Stationary background counts were recorded at each end of the scan, and the scan time:background time ratio was 2:1. ; #============================================================================== # EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 296.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC5S' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% -0.97 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -2 3 -1 1 2 -2 -1 3 -2 _diffrn_reflns_number 2698 _reflns_number_total 2509 _reflns_number_gt 2052 _reflns_threshold_expression I>3.00\s(I) _diffrn_reflns_av_R_equivalents 0.00800 _diffrn_reflns_av_sigmaI/netI 0.035 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 24.96 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 -0.07736 _diffrn_orient_matrix_UB_12 0.04655 _diffrn_orient_matrix_UB_13 -0.02298 _diffrn_orient_matrix_UB_21 0.08428 _diffrn_orient_matrix_UB_22 0.07366 _diffrn_orient_matrix_UB_23 0.07139 _diffrn_orient_matrix_UB_31 0.05076 _diffrn_orient_matrix_UB_32 0.00716 _diffrn_orient_matrix_UB_33 -0.11544 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 28 0.002 0.002 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; H 0 38 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 2 0.004 0.003 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0 8 0.008 0.006 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; S 0 2 0.110 0.124 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom S(4) 0.67576(5) 0.31666(3) 0.15549(5) 0.0439(1) 1.000 Uani d ? O(1) 0.0751(1) 0.01801(8) 0.8082(1) 0.0439(3) 1.000 Uani d ? O(2) 0.1378(1) 0.24232(8) 0.9279(1) 0.0459(3) 1.000 Uani d ? O(3) 0.8223(1) 0.39525(9) 0.3201(1) 0.0479(3) 1.000 Uani d ? O(4) 0.5860(2) 0.3960(1) 0.1117(2) 0.0610(4) 1.000 Uani d ? N(5) 0.5630(1) 0.23565(9) 0.2781(1) 0.0344(3) 1.000 Uani d ? C(1) 0.6535(2) 0.3819(1) 0.5762(2) 0.0418(4) 1.000 Uani d ? C(2) 0.7646(2) 0.4629(1) 0.4822(2) 0.0485(5) 1.000 Uani d ? C(6) 0.4321(2) 0.1351(1) 0.1590(2) 0.0383(4) 1.000 Uani d ? C(7) 0.3822(2) 0.0454(1) 0.2652(2) 0.0388(4) 1.000 Uani d ? C(7A) 0.3320(2) 0.1009(1) 0.4497(2) 0.0320(3) 1.000 Uani d ? C(8) 0.2299(2) 0.0309(1) 0.5436(2) 0.0349(4) 1.000 Uani d ? C(9) 0.1718(2) 0.0794(1) 0.7055(2) 0.0344(3) 1.000 Uani d ? C(10) 0.2103(2) 0.2017(1) 0.7736(2) 0.0334(3) 1.000 Uani d ? C(11) 0.3153(2) 0.2710(1) 0.6859(2) 0.0344(4) 1.000 Uani d ? C(11A) 0.3799(2) 0.2215(1) 0.5249(2) 0.0312(3) 1.000 Uani d ? C(11B) 0.5007(2) 0.3030(1) 0.4400(2) 0.0322(4) 1.000 Uani d ? C(12) 0.7494(2) 0.3138(2) 0.6587(2) 0.0574(5) 1.000 Uani d ? C(13) 0.0554(2) -0.1051(1) 0.7610(2) 0.0476(4) 1.000 Uani d ? C(14) 0.1668(2) 0.3652(1) 0.9969(2) 0.0512(4) 1.000 Uani d ? H(1) 0.614(2) 0.429(1) 0.666(2) 0.050 1.000 Uiso d ? H(2) 0.700(2) 0.514(1) 0.442(2) 0.058 1.000 Uiso d ? H(3) 0.871(2) 0.510(1) 0.564(2) 0.058 1.000 Uiso d ? H(4) 0.480(2) 0.104(1) 0.045(2) 0.046 1.000 Uiso d ? H(5) 0.339(2) 0.164(1) 0.127(2) 0.046 1.000 Uiso d ? H(6) 0.285(2) -0.018(1) 0.194(2) 0.047 1.000 Uiso d ? H(7) 0.477(2) 0.012(1) 0.280(2) 0.047 1.000 Uiso d ? H(8) 0.196(2) -0.054(1) 0.489(2) 0.042 1.000 Uiso d ? H(9) 0.349(2) 0.356(1) 0.738(2) 0.041 1.000 Uiso d ? H(11B) 0.442(2) 0.353(1) 0.397(2) 0.039 1.000 Uiso d ? H(11) 0.6756 0.2643 0.7157 0.069 1.000 Uiso c ? H(12) 0.7957 0.2676 0.5643 0.069 1.000 Uiso c ? H(13) 0.8368 0.3666 0.7479 0.069 1.000 Uiso c ? H(14) -0.0142 -0.1380 0.8410 0.057 1.000 Uiso c ? H(15) 0.0053 -0.1398 0.6374 0.057 1.000 Uiso c ? H(16) 0.1618 -0.1194 0.7732 0.057 1.000 Uiso c ? H(17) 0.2834 0.4008 1.0287 0.061 1.000 Uiso c ? H(18) 0.1261 0.3947 0.9052 0.061 1.000 Uiso c ? H(19) 0.1101 0.3824 1.1029 0.061 1.000 Uiso c ? 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 S(4) 0.0458(2) 0.0506(2) 0.0352(2) 0.0087(2) 0.0151(2) 0.0145(2) O(1) 0.0534(6) 0.0391(5) 0.0414(6) 0.0090(5) 0.0195(5) 0.0165(4) O(2) 0.0581(7) 0.0408(5) 0.0383(5) 0.0124(5) 0.0252(5) 0.0081(4) O(3) 0.0363(6) 0.0572(7) 0.0449(6) 0.0082(5) 0.0157(4) 0.0082(5) O(4) 0.0640(7) 0.0639(7) 0.0646(7) 0.0133(6) 0.0048(6) 0.0383(6) N(5) 0.0393(6) 0.0354(6) 0.0268(6) 0.0096(5) 0.0103(5) 0.0054(4) C(1) 0.0387(8) 0.0432(8) 0.0332(8) 0.0053(6) 0.0114(6) -0.0023(6) C(2) 0.0399(9) 0.0463(9) 0.0485(9) 0.0024(7) 0.0136(7) 0.0025(7) C(6) 0.0449(8) 0.0409(8) 0.0266(7) 0.0114(6) 0.0073(6) 0.0046(6) C(7) 0.0463(9) 0.0342(7) 0.0322(7) 0.0097(7) 0.0103(6) 0.0032(6) C(7A) 0.0338(7) 0.0346(7) 0.0283(6) 0.0115(6) 0.0044(5) 0.0075(5) C(8) 0.0396(8) 0.0305(7) 0.0338(7) 0.0090(6) 0.0049(6) 0.0078(6) C(9) 0.0343(7) 0.0379(7) 0.0322(7) 0.0085(6) 0.0060(5) 0.0129(5) C(10) 0.0365(7) 0.0385(7) 0.0259(6) 0.0117(6) 0.0077(5) 0.0079(5) C(11) 0.0379(8) 0.0328(8) 0.0308(7) 0.0089(6) 0.0078(6) 0.0064(6) C(11A) 0.0325(7) 0.0355(7) 0.0257(6) 0.0094(6) 0.0055(5) 0.0080(5) C(11B) 0.0343(7) 0.0337(7) 0.0302(7) 0.0124(6) 0.0095(5) 0.0077(5) C(12) 0.051(1) 0.078(1) 0.0415(9) 0.0170(8) -0.0035(7) 0.0159(8) C(13) 0.054(1) 0.0414(8) 0.055(1) 0.0128(7) 0.0174(8) 0.0247(7) C(14) 0.057(1) 0.0468(8) 0.0437(9) 0.0142(8) 0.0200(7) -0.0003(7) #============================================================================== # REFINEMENT DATA _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00022|Fo|^2^]' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 2052 _refine_ls_number_parameters 211 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0327 _refine_ls_R_factor_gt 0.0330 _refine_ls_wR_factor_all 0.0435 _refine_ls_wR_factor_ref 0.0430 _refine_ls_goodness_of_fit_all 1.809 _refine_ls_goodness_of_fit_ref 1.810 _refine_ls_shift/su_max 0.0100 _refine_ls_shift/su_mean 0.0009 _refine_diff_density_min -0.26 _refine_diff_density_max 0.16 #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag S4 O3 1.622(1) . . ? S4 O4 1.462(2) . . ? S4 N5 1.677(2) . . ? O1 C9 1.368(2) . . ? O1 C13 1.428(2) . . ? O2 C10 1.371(2) . . ? O2 C14 1.419(2) . . ? O3 C2 1.464(2) . . ? N5 C6 1.481(2) . . ? N5 C11B 1.482(2) . . ? C1 C2 1.520(3) . . ? C1 C11B 1.540(3) . . ? C1 C12 1.516(3) . . ? C1 H1 0.90(2) . . no C2 H2 1.02(2) . . no C2 H3 1.00(2) . . no C6 C7 1.515(3) . . ? C6 H4 0.99(2) . . no C6 H5 0.97(2) . . no C7 C7A 1.512(2) . . ? C7 H6 0.99(2) . . no C7 H7 1.00(2) . . no C7A C8 1.402(2) . . ? C7A C11A 1.390(2) . . ? C8 C9 1.379(2) . . ? C8 H8 0.98(2) . . no C9 C10 1.405(2) . . ? C10 C11 1.377(2) . . ? C11 C11A 1.405(2) . . ? C11 H9 0.98(2) . . no C11A C11B 1.519(2) . . ? C11B H11B 0.98(2) . . no C12 H11 0.95 . . no C12 H12 0.95 . . no C12 H13 0.95 . . no C13 H14 0.95 . . no C13 H15 0.95 . . no C13 H16 0.95 . . no C14 H17 0.95 . . no C14 H18 0.95 . . no C14 H19 0.95 . . no #------------------------------------------------------------------------------ loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 S4 O4 106.53(9) . . . ? O3 S4 N5 96.80(7) . . . ? O4 S4 N5 110.22(9) . . . ? C9 O1 C13 117.2(1) . . . ? C10 O2 C14 117.4(1) . . . ? S4 O3 C2 114.9(1) . . . ? S4 N5 C6 111.8(1) . . . ? S4 N5 C11B 114.8(1) . . . ? C6 N5 C11B 113.6(1) . . . ? C2 C1 C11B 109.3(2) . . . ? C2 C1 C12 112.1(2) . . . ? C2 C1 H1 106(1) . . . no C11B C1 C12 113.1(2) . . . ? C11B C1 H1 107(1) . . . no C12 C1 H1 110(1) . . . no O3 C2 C1 110.6(2) . . . ? O3 C2 H2 109(1) . . . no O3 C2 H3 104(1) . . . no C1 C2 H2 110(1) . . . no C1 C2 H3 111(1) . . . no H2 C2 H3 112(2) . . . no N5 C6 C7 107.7(2) . . . ? N5 C6 H4 108(1) . . . no N5 C6 H5 108(1) . . . no C7 C6 H4 112(1) . . . no C7 C6 H5 113(1) . . . no H4 C6 H5 109(2) . . . no C6 C7 C7A 110.2(2) . . . ? C6 C7 H6 109(1) . . . no C6 C7 H7 109(1) . . . no C7A C7 H6 108(1) . . . no C7A C7 H7 111(1) . . . no H6 C7 H7 109(2) . . . no C7 C7A C8 120.0(2) . . . ? C7 C7A C11A 120.8(2) . . . ? C8 C7A C11A 119.1(2) . . . ? C7A C8 C9 121.4(2) . . . ? C7A C8 H8 119(1) . . . no C9 C8 H8 120(1) . . . no O1 C9 C8 125.4(2) . . . ? O1 C9 C10 115.4(2) . . . ? C8 C9 C10 119.2(2) . . . ? O2 C10 C9 115.3(1) . . . ? O2 C10 C11 125.1(2) . . . ? C9 C10 C11 119.6(2) . . . ? C10 C11 C11A 121.1(2) . . . ? C10 C11 H9 120(1) . . . no C11A C11 H9 119(1) . . . no C7A C11A C11 119.3(2) . . . ? C7A C11A C11B 122.5(1) . . . ? C11 C11A C11B 118.1(2) . . . ? N5 C11B C1 107.9(1) . . . ? N5 C11B C11A 110.7(1) . . . ? N5 C11B H11B 108(1) . . . no C1 C11B C11A 112.8(1) . . . ? C1 C11B H11B 109(1) . . . no C11A C11B H11B 109(1) . . . no C1 C12 H11 109.5 . . . no C1 C12 H12 109.5 . . . no C1 C12 H13 109.5 . . . no H11 C12 H12 109.5 . . . no H11 C12 H13 109.5 . . . no H12 C12 H13 109.5 . . . no O1 C13 H14 109.5 . . . no O1 C13 H15 109.5 . . . no O1 C13 H16 109.5 . . . no H14 C13 H15 109.5 . . . no H14 C13 H16 109.5 . . . no H15 C13 H16 109.5 . . . no O2 C14 H17 109.5 . . . no O2 C14 H18 109.5 . . . no O2 C14 H19 109.5 . . . no H17 C14 H18 109.5 . . . no H17 C14 H19 109.5 . . . no H18 C14 H19 109.5 . . . no #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? #------------------------------------------------------------------------------ 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag S4 O3 C2 C1 . . . . 65.2(2) no S4 N5 C6 C7 . . . . 159.5(1) no S4 N5 C11B C1 . . . . -64.5(2) no S4 N5 C11B C11A . . . . 171.7(1) no O1 C9 C8 C7A . . . . -178.4(2) no O1 C9 C10 O2 . . . . -3.5(2) no O1 C9 C10 C11 . . . . 176.1(2) no O2 C10 C9 C8 . . . . 175.6(2) no O2 C10 C11 C11A . . . . -178.1(2) no O3 S4 N5 C6 . . . . -168.6(1) no O3 S4 N5 C11B . . . . 60.1(1) no O3 C2 C1 C11B . . . . -59.8(2) no O3 C2 C1 C12 . . . . 66.5(2) no O4 S4 O3 C2 . . . . 54.4(2) no O4 S4 N5 C6 . . . . 81.0(1) no O4 S4 N5 C11B . . . . -50.4(1) no N5 S4 O3 C2 . . . . -59.1(1) no N5 C6 C7 C7A . . . . 54.1(2) no N5 C11B C1 C2 . . . . 59.1(2) no N5 C11B C1 C12 . . . . -66.6(2) no N5 C11B C11A C7A . . . . -3.0(2) no N5 C11B C11A C11 . . . . 176.8(2) no C1 C11B N5 C6 . . . . 165.0(2) no C1 C11B C11A C7A . . . . -124.0(2) no C1 C11B C11A C11 . . . . 55.8(2) no C2 C1 C11B C11A . . . . -178.3(2) no C6 N5 C11B C11A . . . . 41.2(2) no C6 C7 C7A C8 . . . . 158.4(2) no C6 C7 C7A C11A . . . . -18.9(2) no C7 C6 N5 C11B . . . . -68.6(2) no C7 C7A C8 C9 . . . . -175.2(2) no C7 C7A C11A C11 . . . . 172.7(2) no C7 C7A C11A C11B . . . . -7.5(3) no C7A C8 C9 C10 . . . . 2.7(3) no C7A C11A C11 C10 . . . . 2.3(3) no C8 C7A C11A C11 . . . . -4.5(3) no C8 C7A C11A C11B . . . . 175.3(2) no C8 C9 O1 C13 . . . . 10.8(3) no C8 C9 C10 C11 . . . . -4.9(3) no C9 C8 C7A C11A . . . . 2.1(3) no C9 C10 O2 C14 . . . . -177.2(2) no C9 C10 C11 C11A . . . . 2.4(3) no C10 C9 O1 C13 . . . . -170.2(2) no C10 C11 C11A C11B . . . . -177.5(2) no C11 C10 O2 C14 . . . . 3.3(3) no C11A C11B C1 C12 . . . . 56.0(2) no #------------------------------------------------------------------------------ #===END