# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 207/304 data_MURPH9 _publ_requested_journal ' J. Chem. Soc. Perkin I' _publ_requested_coeditor_name ? _publ_contact_author_email ' a.r.kennedy@ccsun.strath.ac.uk ' loop_ _publ_author_name _publ_author_address ' FIRST AUTHORS NAME ' ; Dept. of P & A Chemistry University of Strathclyde 295 Cathedral St Glasgow G1 1XL Scotland ; #---------------------------------------------------------------------- _audit_creation_date 'Thu Aug 6 17:05:45 1998' _audit_creation_method 'from TEXRAY.INF file' _audit_update_record ? #----------------------------------------------------------------------- _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan' _computing_structure_solution 'DIRDIF92 (PATTY)' _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' #----------------------------------------------------------------------- _cell_length_a 32.927(5) _cell_length_b 11.611(4) _cell_length_c 11.161(5) _cell_angle_alpha 90 _cell_angle_beta 108.51(2) _cell_angle_gamma 90 _cell_volume 4046(2) _cell_formula_units_Z 8 _cell_measurement_temperature 233 _cell_measurement_reflns_used 18 _cell_measurement_theta_min 6.3 _cell_measurement_theta_max 8.7 #----------------------------------------------------------------------- _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c ' _symmetry_Int_Tables_number 15 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' '1/2+x,1/2+y, +z' ' -x, +y,1/2-z' '1/2-x,1/2+y,1/2-z' ' -x, -y, -z' '1/2-x,1/2-y, -z' ' +x, -y,1/2+z' '1/2+x,1/2-y,1/2+z' #----------------------------------------------------------------------- _exptl_crystal_description 'needle' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.350 _exptl_crystal_size_mid 0.150 _exptl_crystal_size_min 0.120 _exptl_crystal_density_diffrn 1.590 _exptl_crystal_density_meas none _chemical_formula_weight 484.39 _chemical_formula_analytical ? _chemical_formula_sum 'C20 H25 I N2 O2 S ' _chemical_formula_moiety 'C20 H25 I N2 O2 S ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 1952.00 _exptl_absorpt_coefficient_mu 1.703 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details psi-scan _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.882 #----------------------------------------------------------------------- _diffrn_special_details 'weakly diffracting crystal' _diffrn_ambient_temperature 233 _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoKalpha _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector ? _diffrn_measurement_device 'Rigaku AFC7S' _diffrn_measurement_method 'omega scans with profile analysis' _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? ? ? ? ? ? ? _diffrn_reflns_number 4265 _reflns_number_total 4190 _reflns_number_observed 1719 _reflns_observed_criterion 'I>1.5\s(I)' _diffrn_reflns_av_R_equivalents 0.0560 _diffrn_reflns_av_sigmaI/netI ? _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 40 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.50 _diffrn_reflns_theta_max 26.02 _diffrn_reflns_reduction_process ? _diffrn_orient_matrix_UB_11 0.03059 _diffrn_orient_matrix_UB_12 0.00225 _diffrn_orient_matrix_UB_13 0.00226 _diffrn_orient_matrix_UB_21 -0.00023 _diffrn_orient_matrix_UB_22 0.08593 _diffrn_orient_matrix_UB_23 0.00565 _diffrn_orient_matrix_UB_31 0.00947 _diffrn_orient_matrix_UB_32 -0.00531 _diffrn_orient_matrix_UB_33 0.09429 #----------------------------------------------------------------------- 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 0 160 0.003 0.002 'International Tables' H 0 200 0.000 0.000 'International Tables' I 0 8 -0.474 1.812 'International Tables' N 0 16 0.006 0.003 'International Tables' O 0 16 0.011 0.006 'International Tables' S 0 8 0.125 0.123 'International Tables' #----------------------------------------------------------------------- loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom I(1) 0.07961(4) 0.12467(8) 0.17247(8) 0.0728 Uij ? ? S(1) 0.24081(9) 0.5168(2) -0.2977(2) 0.0327 Uij ? ? O(1) 0.2370(2) 0.6252(6) -0.2422(6) 0.0429 Uij ? ? O(2) 0.2538(2) 0.5128(6) -0.4083(6) 0.0439 Uij ? ? N(1) 0.0980(3) 0.2354(7) -0.1882(7) 0.0351 Uij ? ? N(2) 0.1934(2) 0.4569(6) -0.3334(7) 0.0278 Uij ? ? C(1) 0.0538(4) 0.0577(9) -0.009(1) 0.0480 Uij ? ? C(2) 0.0505(3) 0.1139(9) -0.114(1) 0.0433 Uij ? ? C(3) 0.0640(3) 0.2327(8) -0.1300(9) 0.0381 Uij ? ? C(4) 0.1398(3) 0.1924(9) -0.1032(9) 0.0381 Uij ? ? C(5) 0.1731(3) 0.2806(8) -0.1068(9) 0.0325 Uij ? ? C(6) 0.1521(3) 0.3458(7) -0.2300(9) 0.0302 Uij ? ? C(7) 0.1054(3) 0.3500(8) -0.2298(9) 0.0327 Uij ? ? C(8) 0.0776(3) 0.3918(8) -0.3573(9) 0.0339 Uij ? ? C(9) 0.0949(4) 0.5020(9) -0.394(1) 0.0489 Uij ? ? C(10) 0.1327(4) 0.5530(8) -0.290(1) 0.0484 Uij ? ? C(11) 0.1690(3) 0.4677(8) -0.2413(9) 0.0331 Uij ? ? C(12) 0.1844(3) 0.3457(7) -0.3938(9) 0.0273 Uij ? ? C(13) 0.1962(3) 0.3057(8) -0.4943(9) 0.0339 Uij ? ? C(14) 0.1802(4) 0.2000(9) -0.5448(9) 0.0395 Uij ? ? C(15) 0.1524(4) 0.1396(9) -0.4969(10) 0.0420 Uij ? ? C(16) 0.1414(3) 0.1801(8) -0.3958(9) 0.0349 Uij ? ? C(17) 0.1579(3) 0.2837(7) -0.3416(9) 0.0267 Uij ? ? C(18) 0.0462(4) 0.3311(9) -0.432(1) 0.0465 Uij ? ? C(19) 0.0229(4) 0.364(1) -0.570(1) 0.0804 Uij ? ? C(20) 0.2752(3) 0.4263(9) -0.1834(9) 0.0388 Uij ? ? H(1) 0.0434 -0.0202 -0.0160 0.0576 Uij ? ? H(2) 0.0376 0.0719 -0.1913 0.0519 Uij ? ? H(3) 0.0743 0.2686 -0.0484 0.0457 Uij ? ? H(4) 0.0398 0.2748 -0.1825 0.0457 Uij ? ? H(5) 0.1388 0.1844 -0.0186 0.0457 Uij ? ? H(6) 0.1465 0.1192 -0.1324 0.0457 Uij ? ? H(7) 0.1791 0.3314 -0.0355 0.0390 Uij ? ? H(8) 0.1990 0.2439 -0.1081 0.0390 Uij ? ? H(9) 0.1035 0.4046 -0.1671 0.0393 Uij ? ? H(10) 0.1040 0.4863 -0.4665 0.0588 Uij ? ? H(11) 0.0722 0.5578 -0.4168 0.0588 Uij ? ? H(12) 0.1432 0.6189 -0.3233 0.0581 Uij ? ? H(13) 0.1231 0.5765 -0.2213 0.0581 Uij ? ? H(14) 0.1878 0.4925 -0.1607 0.0397 Uij ? ? H(15) 0.2148 0.3497 -0.5279 0.0407 Uij ? ? H(16) 0.1884 0.1682 -0.6131 0.0475 Uij ? ? H(17) 0.1405 0.0681 -0.5354 0.0504 Uij ? ? H(18) 0.1224 0.1366 -0.3631 0.0418 Uij ? ? H(19) 0.0373 0.2626 -0.3986 0.0558 Uij ? ? H(20) 0.0193 0.2971 -0.6222 0.0964 Uij ? ? H(21) 0.0395 0.4206 -0.5968 0.0964 Uij ? ? H(22) -0.0047 0.3959 -0.5765 0.0964 Uij ? ? H(23) 0.2646 0.4186 -0.1129 0.0465 Uij ? ? H(24) 0.2762 0.3519 -0.2197 0.0465 Uij ? ? H(25) 0.3034 0.4591 -0.1552 0.0465 Uij ? ? 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 I(1) 0.1152(9) 0.0543(5) 0.0534(5) -0.0047(6) 0.0332(5) 0.0098(5) S(1) 0.036(2) 0.027(1) 0.038(1) -0.004(1) 0.016(1) 0.000(1) O(1) 0.047(5) 0.027(3) 0.060(4) -0.009(4) 0.024(4) -0.006(4) O(2) 0.040(5) 0.046(4) 0.053(5) -0.005(4) 0.024(4) 0.003(4) N(1) 0.034(6) 0.032(5) 0.046(5) -0.010(4) 0.022(5) 0.007(4) N(2) 0.030(5) 0.026(4) 0.030(4) -0.002(4) 0.014(4) -0.005(4) C(1) 0.045(8) 0.041(7) 0.062(8) -0.006(6) 0.023(7) 0.001(6) C(2) 0.037(8) 0.042(7) 0.054(7) -0.001(6) 0.021(6) -0.013(6) C(3) 0.043(8) 0.030(6) 0.045(6) -0.004(5) 0.018(6) -0.002(5) C(4) 0.031(7) 0.046(7) 0.036(6) 0.012(6) 0.009(5) 0.012(5) C(5) 0.025(7) 0.039(6) 0.034(6) -0.005(5) 0.009(5) -0.007(5) C(6) 0.034(7) 0.020(6) 0.033(6) -0.003(4) 0.007(5) 0.002(4) C(7) 0.023(7) 0.030(6) 0.046(6) 0.000(5) 0.013(5) -0.006(5) C(8) 0.025(7) 0.033(6) 0.046(7) 0.008(5) 0.014(6) 0.012(5) C(9) 0.045(8) 0.040(6) 0.068(8) 0.017(6) 0.027(7) 0.022(6) C(10) 0.053(9) 0.022(6) 0.086(9) 0.006(6) 0.045(7) 0.007(6) C(11) 0.037(7) 0.032(6) 0.033(6) -0.005(5) 0.016(5) -0.011(5) C(12) 0.024(6) 0.024(5) 0.026(5) 0.009(4) -0.003(5) 0.000(4) C(13) 0.033(7) 0.033(6) 0.032(6) 0.009(5) 0.005(5) 0.006(5) C(14) 0.038(8) 0.041(7) 0.032(6) 0.010(6) 0.001(6) -0.005(5) C(15) 0.045(8) 0.030(6) 0.045(6) 0.002(6) 0.007(6) -0.013(5) C(16) 0.032(7) 0.030(5) 0.041(6) -0.002(5) 0.009(5) 0.002(5) C(17) 0.024(7) 0.021(5) 0.038(6) 0.003(5) 0.013(5) 0.000(4) C(18) 0.049(9) 0.046(7) 0.044(7) 0.009(6) 0.014(6) 0.004(5) C(19) 0.07(1) 0.11(1) 0.050(8) 0.011(10) 0.006(7) -0.008(9) C(20) 0.030(7) 0.046(6) 0.038(6) 0.008(5) 0.008(5) -0.005(5) #----------------------------------------------------------------------- _refine_special_details ; All H atoms found in difference syntheses but placed in calculated positions in final refinement. ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme '1/\s^2^(F)' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1719 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_obs 0.0587 _refine_ls_wR_factor_obs 0.0603 _refine_ls_goodness_of_fit_obs 1.538 _refine_ls_shift/esd_max 0.0030 _refine_ls_shift/esd_mean ? _refine_diff_density_min -0.98 _refine_diff_density_max 1.02 #----------------------------------------------------------------------- _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 I(1) C(1) 2.08(1) ? ? yes S(1) O(1) 1.425(7) ? ? yes S(1) O(2) 1.430(7) ? ? yes S(1) N(2) 1.638(8) ? ? yes S(1) C(20) 1.76(1) ? ? yes N(1) C(3) 1.46(1) ? ? yes N(1) C(4) 1.49(1) ? ? yes N(1) C(7) 1.45(1) ? ? yes N(2) C(11) 1.50(1) ? ? yes N(2) C(12) 1.44(1) ? ? yes C(1) C(2) 1.32(1) ? ? yes C(1) H(1) 0.960 ? ? no C(2) C(3) 1.48(1) ? ? yes C(2) H(2) 0.960 ? ? no C(3) H(3) 0.960 ? ? no C(3) H(4) 0.960 ? ? no C(4) C(5) 1.51(1) ? ? yes C(4) H(5) 0.960 ? ? no C(4) H(6) 0.960 ? ? no C(5) C(6) 1.53(1) ? ? yes C(5) H(7) 0.960 ? ? no C(5) H(8) 0.960 ? ? no C(6) C(7) 1.54(1) ? ? yes C(6) C(11) 1.54(1) ? ? yes C(6) C(17) 1.50(1) ? ? yes C(7) C(8) 1.51(1) ? ? yes C(7) H(9) 0.960 ? ? no C(8) C(9) 1.51(1) ? ? yes C(8) C(18) 1.31(1) ? ? yes C(9) C(10) 1.53(2) ? ? yes C(9) H(10) 0.960 ? ? no C(9) H(11) 0.960 ? ? no C(10) C(11) 1.51(1) ? ? yes C(10) H(12) 0.960 ? ? no C(10) H(13) 0.960 ? ? no C(11) H(14) 0.960 ? ? no C(12) C(13) 1.38(1) ? ? yes C(12) C(17) 1.39(1) ? ? yes C(13) C(14) 1.38(1) ? ? yes C(13) H(15) 0.960 ? ? no C(14) C(15) 1.39(1) ? ? yes C(14) H(16) 0.960 ? ? no C(15) C(16) 1.37(1) ? ? yes C(15) H(17) 0.959 ? ? no C(16) C(17) 1.38(1) ? ? yes C(16) H(18) 0.960 ? ? no C(18) C(19) 1.54(2) ? ? yes C(18) H(19) 0.960 ? ? no C(19) H(20) 0.960 ? ? no C(19) H(21) 0.960 ? ? no C(19) H(22) 0.960 ? ? no C(20) H(23) 0.960 ? ? no C(20) H(24) 0.960 ? ? no C(20) H(25) 0.960 ? ? 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(1) S(1) O(2) 119.7(4) ? ? ? yes O(1) S(1) N(2) 105.7(4) ? ? ? yes O(1) S(1) C(20) 109.7(4) ? ? ? yes O(2) S(1) N(2) 107.4(4) ? ? ? yes O(2) S(1) C(20) 107.8(5) ? ? ? yes N(2) S(1) C(20) 105.5(4) ? ? ? yes C(3) N(1) C(4) 113.1(8) ? ? ? yes C(3) N(1) C(7) 112.9(8) ? ? ? yes C(4) N(1) C(7) 107.3(7) ? ? ? yes S(1) N(2) C(11) 118.4(5) ? ? ? yes S(1) N(2) C(12) 122.2(7) ? ? ? yes C(11) N(2) C(12) 108.6(8) ? ? ? yes I(1) C(1) C(2) 125.1(8) ? ? ? yes C(1) C(2) C(3) 128.5(10) ? ? ? yes N(1) C(3) C(2) 111.9(9) ? ? ? yes N(1) C(4) C(5) 106.6(8) ? ? ? yes C(4) C(5) C(6) 103.6(7) ? ? ? yes C(5) C(6) C(7) 100.4(8) ? ? ? yes C(5) C(6) C(11) 117.2(7) ? ? ? yes C(5) C(6) C(17) 111.5(8) ? ? ? yes C(7) C(6) C(11) 111.1(8) ? ? ? yes C(7) C(6) C(17) 114.0(7) ? ? ? yes C(11) C(6) C(17) 103.2(8) ? ? ? yes N(1) C(7) C(6) 103.8(7) ? ? ? yes N(1) C(7) C(8) 118.9(7) ? ? ? yes C(6) C(7) C(8) 108.4(9) ? ? ? yes C(7) C(8) C(9) 111.3(8) ? ? ? yes C(7) C(8) C(18) 123.1(9) ? ? ? yes C(9) C(8) C(18) 125.0(9) ? ? ? yes C(8) C(9) C(10) 114.0(9) ? ? ? yes C(9) C(10) C(11) 112.3(8) ? ? ? yes N(2) C(11) C(6) 105.5(8) ? ? ? yes N(2) C(11) C(10) 109.9(8) ? ? ? yes C(6) C(11) C(10) 111.4(9) ? ? ? yes N(2) C(12) C(13) 127.7(9) ? ? ? yes N(2) C(12) C(17) 109.3(9) ? ? ? yes C(13) C(12) C(17) 122.8(8) ? ? ? yes C(12) C(13) C(14) 117(1) ? ? ? yes C(13) C(14) C(15) 120(1) ? ? ? yes C(14) C(15) C(16) 121.5(9) ? ? ? yes C(15) C(16) C(17) 119(1) ? ? ? yes C(6) C(17) C(12) 111.1(8) ? ? ? yes C(6) C(17) C(16) 130(1) ? ? ? yes C(12) C(17) C(16) 118.6(10) ? ? ? yes C(8) C(18) C(19) 122(1) ? ? ? yes #----------------------------------------------------------------------- #===END