# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 1999 # CCDC Number: 182/1342 data_RAAitken #----------------------------------------------------------------------- _audit_creation_date 'Tue May 25 08:58:57 1999' _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 ? _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' #----------------------------------------------------------------------- _cell_length_a 9.321(8) _cell_length_b 15.481(5) _cell_length_c 12.756(7) _cell_angle_alpha 90 _cell_angle_beta 105.06(5) _cell_angle_gamma 90 _cell_volume 1777(1) _cell_formula_units_Z 4 _cell_measurement_temperature 293.2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 24.1 _cell_measurement_theta_max 25.0 #----------------------------------------------------------------------- _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/a ' _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, -z' ' -x, -y, -z' '1/2+x,1/2-y, +z' #----------------------------------------------------------------------- _exptl_crystal_description 'block' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.400 _exptl_crystal_size_min 0.300 _exptl_crystal_density_diffrn 1.512 _exptl_crystal_density_meas ? _chemical_formula_weight 404.53 _chemical_formula_analytical ? _chemical_formula_sum 'C15 H16 O5 S4 ' _chemical_formula_moiety 'C15 H16 O5 S4 ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 840.00 _exptl_absorpt_coefficient_mu 0.556 _exptl_absorpt_correction_type none #----------------------------------------------------------------------- _diffrn_special_details none _diffrn_ambient_temperature 293.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type MoKalpha _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector ? _diffrn_measurement_device 'AFC7S' _diffrn_measurement_method 'omega/2-theta scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -0.48 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 1 -1 -2 -1 -2 -1 1 -2 -1 _diffrn_reflns_number 3472 _reflns_number_total 3263 _reflns_number_observed 2278 _reflns_observed_criterion 3.00 _diffrn_reflns_av_R_equivalents 6.23 _diffrn_reflns_av_sigmaI/netI ? _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min ? _diffrn_reflns_theta_max 25.01 _diffrn_reflns_reduction_process ? _diffrn_orient_matrix_UB_11 -0.00821 _diffrn_orient_matrix_UB_12 -0.06215 _diffrn_orient_matrix_UB_13 -0.02214 _diffrn_orient_matrix_UB_21 -0.11051 _diffrn_orient_matrix_UB_22 0.00335 _diffrn_orient_matrix_UB_23 -0.01393 _diffrn_orient_matrix_UB_31 -0.00810 _diffrn_orient_matrix_UB_32 0.01729 _diffrn_orient_matrix_UB_33 -0.07685 #----------------------------------------------------------------------- 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 60 0.003 0.002 'International Tables' H 0 64 0.000 0.000 'International Tables' S 0 16 0.125 0.123 'International Tables' O 0 20 0.011 0.006 '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 S(1) 0.3890(3) -0.0686(2) 0.2966(2) 0.0480(8) Uij ? ? S(2) 0.3499(3) 0.0445(2) 0.0761(2) 0.0584(9) Uij ? ? S(3) 0.6853(3) -0.0577(2) 0.2333(2) 0.0525(8) Uij ? ? S(4) 0.6294(3) 0.0457(2) 0.4118(2) 0.0555(8) Uij ? ? O(1) 0.7885(8) -0.1186(5) 0.6078(6) 0.063(2) Uij ? ? O(2) 0.9165(8) 0.0032(5) 0.6149(6) 0.071(3) Uij ? ? O(3) 0.9677(8) -0.1726(5) 0.4745(6) 0.067(3) Uij ? ? O(4) 0.9219(8) -0.1856(5) 0.2912(7) 0.072(3) Uij ? ? O(5) 0.5002(10) 0.1469(5) 0.2232(7) 0.095(3) Uij ? ? C(1) 0.3475(10) -0.1273(6) 0.1690(8) 0.044(3) Uij ? ? C(2) 0.192(1) -0.1692(7) 0.1460(9) 0.052(3) Uij ? ? C(3) 0.190(1) -0.2417(7) 0.0621(9) 0.064(4) Uij ? ? C(4) 0.189(1) -0.1902(8) -0.0435(9) 0.072(4) Uij ? ? C(5) 0.186(1) -0.0964(7) -0.0101(10) 0.068(4) Uij ? ? C(6) 0.339(1) -0.0727(6) 0.0644(8) 0.047(3) Uij ? ? C(7) 0.095(1) -0.1004(7) 0.076(1) 0.079(4) Uij ? ? C(8) 0.5413(9) 0.0000(6) 0.2787(8) 0.040(3) Uij ? ? C(9) 0.475(1) 0.0715(7) 0.2012(9) 0.056(3) Uij ? ? C(11) 0.7812(9) -0.0865(6) 0.3667(8) 0.041(3) Uij ? ? C(12) 0.7541(9) -0.0412(6) 0.4458(8) 0.041(3) Uij ? ? C(13) 0.8313(10) -0.0496(7) 0.5646(8) 0.048(3) Uij ? ? C(14) 0.872(1) -0.1385(8) 0.7192(10) 0.087(5) Uij ? ? C(15) 0.899(1) -0.1543(7) 0.369(1) 0.053(3) Uij ? ? C(16) 1.090(1) -0.2353(8) 0.487(1) 0.105(5) Uij ? ? H(1) 0.4195 -0.1716 0.1737 0.0524 Uij ? ? H(2) 0.1616 -0.1862 0.2086 0.0620 Uij ? ? H(3) 0.2758 -0.2771 0.0837 0.0769 Uij ? ? H(4) 0.1035 -0.2765 0.0523 0.0769 Uij ? ? H(5) 0.2756 -0.2022 -0.0669 0.0865 Uij ? ? H(6) 0.1032 -0.2038 -0.1000 0.0865 Uij ? ? H(7) 0.1491 -0.0573 -0.0681 0.0811 Uij ? ? H(8) 0.4143 -0.0923 0.0317 0.0567 Uij ? ? H(9) -0.0045 -0.1191 0.0463 0.0946 Uij ? ? H(10) 0.0947 -0.0473 0.1130 0.0946 Uij ? ? H(13) 0.8335 -0.1898 0.7427 0.1040 Uij ? ? H(14) 0.9737 -0.1467 0.7216 0.1040 Uij ? ? H(15) 0.8625 -0.0920 0.7656 0.1040 Uij ? ? H(16) 1.0521 -0.2875 0.4510 0.1257 Uij ? ? H(17) 1.1634 -0.2123 0.4553 0.1257 Uij ? ? H(18) 1.1320 -0.2463 0.5616 0.1257 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 S(1) 0.040(1) 0.045(2) 0.055(2) 0.000(1) 0.006(1) 0.001(1) S(2) 0.054(2) 0.046(2) 0.066(2) 0.001(1) -0.001(1) 0.015(1) S(3) 0.037(1) 0.055(2) 0.061(2) 0.001(1) 0.005(1) 0.001(1) S(4) 0.048(2) 0.044(2) 0.066(2) 0.007(1) -0.002(1) -0.010(1) O(1) 0.073(5) 0.051(5) 0.053(5) -0.009(4) -0.007(4) 0.005(4) O(2) 0.052(5) 0.075(6) 0.070(5) -0.022(4) -0.010(4) -0.013(5) O(3) 0.061(5) 0.057(5) 0.075(6) 0.024(4) 0.000(4) 0.000(4) O(4) 0.057(5) 0.075(6) 0.079(6) 0.011(4) 0.008(4) -0.036(5) O(5) 0.104(7) 0.039(5) 0.110(7) -0.004(5) -0.031(6) 0.007(5) C(1) 0.034(5) 0.044(6) 0.051(6) 0.003(4) 0.006(5) 0.001(5) C(2) 0.039(6) 0.053(7) 0.061(7) -0.004(5) 0.009(5) 0.015(6) C(3) 0.056(7) 0.052(7) 0.072(8) -0.007(6) -0.005(6) -0.001(6) C(4) 0.087(9) 0.056(8) 0.059(8) -0.010(7) -0.007(7) -0.010(6) C(5) 0.050(7) 0.053(7) 0.083(9) -0.002(6) -0.014(6) 0.010(7) C(6) 0.043(6) 0.040(6) 0.056(7) 0.003(5) 0.008(5) 0.003(5) C(7) 0.033(6) 0.054(8) 0.13(1) 0.003(5) -0.017(7) 0.001(8) C(8) 0.034(5) 0.036(6) 0.050(6) 0.005(4) 0.010(4) 0.002(5) C(9) 0.048(6) 0.050(7) 0.061(7) 0.003(5) 0.002(5) 0.004(6) C(11) 0.027(5) 0.047(6) 0.047(6) -0.006(4) 0.005(4) 0.001(5) C(12) 0.035(5) 0.035(6) 0.047(6) -0.001(4) 0.003(4) -0.003(5) C(13) 0.034(5) 0.054(7) 0.052(6) 0.002(5) 0.005(5) -0.001(6) C(14) 0.11(1) 0.076(9) 0.060(8) 0.019(8) -0.007(8) 0.011(7) C(15) 0.030(5) 0.044(7) 0.074(8) -0.005(5) -0.003(6) 0.000(6) C(16) 0.075(9) 0.073(10) 0.13(1) 0.040(8) -0.033(8) -0.019(9) #----------------------------------------------------------------------- _refine_special_details ? _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method Zachariasen_type_2_Gaussian_isotropic _refine_ls_extinction_coef 20.91027 _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 2278 _refine_ls_number_parameters 218 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_ls_R_factor_all ? _refine_ls_R_factor_obs 0.0954 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_obs 0.0920 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_obs 7.302 _refine_ls_shift/esd_max 0.0240 _refine_ls_shift/esd_mean ? _refine_diff_density_min -0.97 _refine_diff_density_max 1.13 #----------------------------------------------------------------------- _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(1) C(1) 1.816(10) ? ? yes S(1) C(8) 1.834(9) ? ? yes S(2) C(6) 1.821(10) ? ? yes S(2) C(9) 1.76(1) ? ? yes S(3) C(8) 1.828(9) ? ? yes S(3) C(11) 1.761(9) ? ? yes S(4) C(8) 1.825(9) ? ? yes S(4) C(12) 1.756(9) ? ? yes O(1) C(13) 1.31(1) ? ? yes O(1) C(14) 1.46(1) ? ? yes O(2) C(13) 1.20(1) ? ? yes O(3) C(15) 1.37(1) ? ? yes O(3) C(16) 1.47(1) ? ? yes O(4) C(15) 1.17(1) ? ? yes O(5) C(9) 1.21(1) ? ? yes C(1) C(2) 1.55(1) ? ? yes C(1) C(6) 1.56(1) ? ? yes C(2) C(3) 1.55(1) ? ? yes C(2) C(7) 1.53(1) ? ? yes C(3) C(4) 1.56(1) ? ? yes C(4) C(5) 1.52(1) ? ? yes C(5) C(6) 1.54(1) ? ? yes C(5) C(7) 1.55(2) ? ? yes C(8) C(9) 1.51(1) ? ? yes C(11) C(12) 1.31(1) ? ? yes C(11) C(15) 1.51(1) ? ? yes C(12) C(13) 1.51(1) ? ? yes #----------------------------------------------------------------------- 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 C(1) S(1) C(8) 99.8(4) ? ? ? yes C(6) S(2) C(9) 108.6(5) ? ? ? yes C(8) S(3) C(11) 92.7(4) ? ? ? yes C(8) S(4) C(12) 92.4(4) ? ? ? yes C(13) O(1) C(14) 115.9(9) ? ? ? yes C(15) O(3) C(16) 113.1(9) ? ? ? yes S(1) C(1) C(2) 110.5(7) ? ? ? yes S(1) C(1) C(6) 116.5(7) ? ? ? yes C(2) C(1) C(6) 103.3(7) ? ? ? yes C(1) C(2) C(3) 106.0(8) ? ? ? yes C(1) C(2) C(7) 101.7(8) ? ? ? yes C(3) C(2) C(7) 101.6(9) ? ? ? yes C(2) C(3) C(4) 102.8(9) ? ? ? yes C(3) C(4) C(5) 104.1(9) ? ? ? yes C(4) C(5) C(6) 108.7(9) ? ? ? yes C(4) C(5) C(7) 102.2(10) ? ? ? yes C(6) C(5) C(7) 99.5(9) ? ? ? yes S(2) C(6) C(1) 118.6(7) ? ? ? yes S(2) C(6) C(5) 108.0(7) ? ? ? yes C(1) C(6) C(5) 103.2(8) ? ? ? yes C(2) C(7) C(5) 95.3(9) ? ? ? yes S(1) C(8) S(3) 114.3(5) ? ? ? yes S(1) C(8) S(4) 106.5(5) ? ? ? yes S(1) C(8) C(9) 107.9(6) ? ? ? yes S(3) C(8) S(4) 107.1(4) ? ? ? yes S(3) C(8) C(9) 111.2(7) ? ? ? yes S(4) C(8) C(9) 109.6(7) ? ? ? yes S(2) C(9) O(5) 118.8(8) ? ? ? yes S(2) C(9) C(8) 118.8(8) ? ? ? yes O(5) C(9) C(8) 122.4(10) ? ? ? yes S(3) C(11) C(12) 117.3(8) ? ? ? yes S(3) C(11) C(15) 112.0(8) ? ? ? yes C(12) C(11) C(15) 130.2(9) ? ? ? yes S(4) C(12) C(11) 118.0(7) ? ? ? yes S(4) C(12) C(13) 115.3(7) ? ? ? yes C(11) C(12) C(13) 126.4(9) ? ? ? yes O(1) C(13) O(2) 124.1(10) ? ? ? yes O(1) C(13) C(12) 112.1(9) ? ? ? yes O(2) C(13) C(12) 123(1) ? ? ? yes O(3) C(15) O(4) 127(1) ? ? ? yes O(3) C(15) C(11) 108.1(10) ? ? ? yes O(4) C(15) C(11) 124(1) ? ? ? yes #----------------------------------------------------------------------- _publ_requested_journal ' Chem. Comm. ' _publ_contact_author ; Dr P. Lightfoot School of Chemistry University of St Andrews St Andrews Fife KY16 9ST ; _publ_contact_letter ; This structure is to be submitted as part of a paper to Chem. Comm. Please provide a registry number ; _publ_requested_coeditor_name ? _publ_contact_author_phone ' 01334 463841 ' _publ_contact_author_fax ' 01334 463808 ' _publ_contact_author_email ' pl@st-and.ac.uk ' loop_ _publ_author_name _publ_author_address ' Dr R. A. Aitken ' ; As above ; _publ_section_title ; ENTER SECTION TITLE ; _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_experimental ; ENTER EXPERIMENTAL SECTION ; _publ_section_comment ; ENTER TEXT ; _publ_section_references ; ENTER OTHER REFERENCES Molecular Structure Corporation (1985, 1992). teXsan. Crystal Structure Analysis Package, The Woodlands, TX, USA 77381 ; _publ_section_acknowledgements ; ENTER ACKNOWLEDGEMENTS ; _publ_section_table_legends ; ENTER TABLE LEGENDS ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ;