# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry, 1999 # CCDC Number: 182/1319 data_global _audit_creation_date 5-03-97 _audit_creation_method from_MolEN_master_file_using_cif_in _audit_update_record ; ? ; # 1. SUBMISSION DETAILS _publ_contact_author ; Dr Marc Sall Laboratoire Ingnierie Molculaire et Matriaux Organique UMR CNRS 6501, Facult des Sciences, 2 Bd Lavoisier, F-49045 ANGERS, France ; _publ_contact_author_email 'marc.salle@univ-angers.fr' _publ_contact_author_fax '(33)2.41.73.54.05' _publ_contact_author_phone '(33)2.41.73.54.39' _publ_requested_journal 'Chem. comm.' _publ_requested_coeditor_name ? _publ_contact_letter ; Please consider this CIF for publication in chem. comm. ; # 2. PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _journal_techeditor_notes ; ? ; _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? # 3. TITLE AND AUTHOR LIST _publ_section_title ; ? ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address ? #<--'Last name, first name' ; ? ; # 4. TEXT _publ_section_abstract ; ? ; _publ_section_comment ; ? ; _publ_section_experimental ; Backgrounds were obtained from analysis of the scan profile (Blessing, Coppens _& Becker, 1974) ; _publ_section_references ; Blessing, R.H., Coppens, P. & Becker, P. (1974). J. Appl. Cryst., 7, 488-492. Burla, M.C., Camalli, M., Cascarano, G.,Giacovazzo, C., Polidori, G., Spagna, R. &Viterbo, D. (1989). SIR. J. Appl. Cryst. 22, 389-393. Enraf-Nonius, CAD4 Operations Manual, Delft, 1977. Fair, C.K. (1990). MolEN, An Interactive Intelligent System for Crystal Structure Analysis, User Manual, Enraf - Nonius, Delft, The Netherlands. International Tables for X-Ray Crystallography, Vol. IV, The Kynoch Press, Birmingham, England, 1974 Johnson, C.K. (1976). ORTEP. Report ORNL-5138. Oak Ridge National Laboratory, Tennessee, USA. ; _publ_section_figure_captions ; ? ; _publ_section_acknowledgements ; ? ; data_fld01bcis # 5. CRYSTAL DATA _chemical_compound_source ? _exptl_crystal_description ? _exptl_crystal_colour yellow-brown _exptl_crystal_size_max 0.00 _exptl_crystal_size_mid 0.00 _exptl_crystal_size_min 0.00 _chemical_name_systematic ; ? ; _exptl_crystal_density_method ? _chemical_formula_sum C17H24S10 _chemical_formula_structural ? _chemical_formula_weight 549.02 _symmetry_cell_setting triclinic _symmetry_space_group_name_h-m 'P -1 ' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' -x,-y,-z _cell_length_a 9.482(3) _cell_length_b 11.870(7) _cell_length_c 12.393(5) _cell_angle_alpha 80.90(4) _cell_angle_beta 69.89(3) _cell_angle_gamma 70.75(4) _cell_volume 1235(1) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10 _cell_measurement_theta_max 12 _cell_formula_units_z 2.00 _exptl_crystal_density_diffrn 1.48 _exptl_crystal_density_measured ? _diffrn_radiation_type Mo-K\a _diffrn_radiation_wavelength 0.71073 _exptl_absorp_coefficient_mu 0.862 _cell_measurement_temperature 294 _exptl_crystal_F_000 572 # 6. DATA COLLECTION _diffrn_measurement_device Enraf_Nonius_CAD4 _diffrn_measurement_method \w _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.0000 _exptl_absorpt_correction_T_max 0.0000 _diffrn_reflns_number 7523 _reflns_number_total 7201 _reflns_number_observed 3706 _reflns_observed_criteria >3.0\s(I) _diffrn_reflns_av_R_equivalents 0.016 _diffrn_reflns_theta_max 29.97 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_max 17 _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0.00 # 7. REFINEMENT DATA _refine_ls_structure_factor_coef F _refine_ls_R_factor_obs 0.054 _refine_ls_wR_factor_obs 0.069 _refine_ls_hydrogen_treatment refined_U=1.3_x_bonding_atom _refine_ls_number_reflns 3706 _refine_ls_number_parameters 336 _refine_ls_goodness_of_fit_obs 2.20 _refine_ls_weighting_scheme '4Fo^2^/ (\s^2^(Fo^2^) + 0.0016 Fo^4^)' _refine_ls_shift/esd_max 1.345 _refine_diff_density_max 1.6714 _refine_diff_density_min 0.0000 _refine_ls_extinction_method none _refine_ls_extinction_coef 0.00E+00 _atom_type_scat_source International_Tables_for_Xray_Crystallography # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_Uiso_or_equiv _atom_site_thermal_displace_type S1 0.6289(1) 0.32882(9) 0.89194(7) 1.0 0.0594(4) Uani S2 0.7811(1) 0.47401(9) 0.95714(9) 1.0 0.0698(5) Uani S3 0.4924(1) 0.24547(8) 1.15931(7) 1.0 0.0638(4) Uani S4 0.6368(1) 0.39602(8) 1.22683(7) 1.0 0.0614(4) Uani S5 0.4213(1) 0.11954(9) 1.39572(8) 1.0 0.0705(6) Uani S6 0.5981(1) 0.28400(9) 1.46381(7) 1.0 0.0635(5) Uani S7 0.7889(2) 0.3596(1) 0.64059(8) 1.0 0.0733(7) Uani S8a 1.0108(2) 0.5004(2) 0.7333(2) 0.75 0.090(1) Uani S8b 0.0798(4) 0.4769(4) 0.3121(3) 0.25 0.121(2) Uani S9 0.9960(1) -0.0851(1) 0.6949(1) 1.0 0.0786(6) Uani S10a 0.7889(3) -0.2603(2) 1.1239(2) 0.75 0.100(1) Uani S10b 0.6029(4) -0.1134(4) 1.0429(3) 0.25 0.099(2) Uani C1 0.6664(4) 0.3754(3) 1.0029(3) 1.0 0.046(2) Uani C2 0.6078(4) 0.3431(3) 1.1144(2) 1.0 0.047(1) Uani C3 0.5119(4) 0.2181(3) 1.2987(3) 1.0 0.049(2) Uani C4 0.5777(4) 0.2871(3) 1.3292(2) 1.0 0.050(2) Uani C5 0.7699(4) 0.3809(3) 0.7809(3) 1.0 0.054(2) Uani C6 0.8410(5) 0.4455(3) 0.8116(3) 1.0 0.066(2) Uani C7 0.4018(5) 0.3714(4) 1.5435(3) 1.0 0.073(2) Uani C8a 0.920(1) 0.6214(6) 0.6502(8) 0.75 0.107(5) Uani C8b 1.002(2) 0.405(1) 0.241(2) 0.25 0.18(1) Uani C9 0.8718(5) 0.1992(4) 0.6313(3) 1.0 0.074(2) Uani C10 1.0287(4) 0.1484(3) 0.6474(3) 1.0 0.068(2) Uani C11 1.1053(4) 0.0168(3) 0.6186(3) 1.0 0.065(2) Uani C12 1.0189(7) -0.0890(5) 0.8342(4) 1.0 0.102(4) Uani C13 0.9032(9) -0.1612(6) 0.9179(5) 1.0 0.142(5) Uani C14a 0.911(1) -0.1707(8) 1.0280(7) 0.75 0.110(5) Uani C14b 0.758(1) -0.053(1) 0.971(1) 0.25 0.078(8) Uani C15 0.6093(6) -0.1616(4) 1.1774(4) 1.0 0.093(3) Uani C16 0.6051(4) -0.0736(3) 1.2583(3) 1.0 0.077(2) Uani C17 0.4401(4) 0.0067(4) 1.3072(3) 1.0 0.080(2) Uani H7a 0.412(4) 0.384(4) 1.608(3) 0.12(1) Uiso H7b 0.3600 0.4500 1.5200 0.1145 Uiso calc H7c 0.315(4) 0.346(4) 1.544(3) 0.12(2) Uiso H8aa 0.9935 0.6625 0.6028 0.1679 Uiso calc H8ab 0.8798 0.5942 0.6018 0.1679 Uiso calc H8ac 0.8336 0.6789 0.6997 0.1679 Uiso calc H8ba 1.0753 0.3896 0.1687 0.1797 Uiso calc H8bb 1.0184 0.4681 0.2732 0.1797 Uiso calc H8bc 1.0514 0.3307 0.2921 0.1797 Uiso calc H9a 0.876(4) 0.201(3) 0.554(3) 0.12(2) Uiso H9b 0.807(4) 0.147(3) 0.685(3) 0.12(1) Uiso H10a 1.095(4) 0.215(4) 0.598(3) 0.12(2) Uiso H10b 1.018(3) 0.157(3) 0.739(2) 0.06(1) Uiso H11a 1.120(4) 0.010(3) 0.543(3) 0.08(1) Uiso H11b 1.223(4) -0.025(3) 0.634(3) 0.10(1) Uiso H12a 0.976(5) -0.022(4) 0.859(4) 0.13(2) Uiso H12b 1.000(4) -0.137(4) 0.917(3) 0.11(2) Uiso H16a 0.645(4) -0.113(3) 1.337(3) 0.10(1) Uiso H16b 0.669(3) -0.027(2) 1.220(2) 0.053(9) Uiso H17a 0.396(3) 0.039(2) 1.256(2) 0.057(9) Uiso H17b 0.359(4) -0.040(3) 1.361(3) 0.08(1) Uiso 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 0.0720(5) 0.0704(5) 0.0414(4) -0.0183(4) -0.0169(3) -0.0041(4) S2 0.0797(5) 0.0663(5) 0.0645(5) -0.0337(4) -0.0049(4) -0.0038(4) S3 0.0804(5) 0.0712(5) 0.0453(4) -0.0357(4) -0.0209(3) 0.0089(4) S4 0.0926(5) 0.0549(4) 0.0456(4) -0.0230(4) -0.0250(3) -0.0006(3) S5 0.0936(7) 0.0735(6) 0.0509(5) -0.0299(5) 0.0003(5) 0.0096(5) S6 0.0869(6) 0.0677(6) 0.0435(4) 0.0018(5) -0.0270(3) -0.0056(4) S7 0.153(1) 0.0681(6) 0.0376(4) 0.0243(7) -0.0156(6) -0.0056(5) S8a 0.0635(9) 0.112(1) 0.101(1) -0.0358(8) 0.0080(9) 0.011(1) S8b 0.136(2) 0.181(3) 0.072(2) -0.115(1) -0.023(2) 0.026(2) S9 0.0840(6) 0.0677(6) 0.0855(7) -0.0227(5) -0.0114(5) -0.0090(5) S10a 0.123(1) 0.083(1) 0.099(1) -0.027(1) -0.007(1) -0.012(1) S10b 0.107(2) 0.130(3) 0.070(2) -0.045(2) -0.037(1) -0.010(2) C1 0.049(2) 0.046(2) 0.044(1) -0.009(1) -0.010(1) -0.003(1) C2 0.059(2) 0.043(2) 0.040(1) -0.012(1) -0.013(1) -0.001(1) C3 0.056(2) 0.053(2) 0.039(1) -0.008(1) -0.007(1) 0.008(1) C4 0.064(2) 0.051(2) 0.039(1) -0.007(1) -0.017(1) 0.001(1) C5 0.078(2) 0.056(2) 0.037(2) 0.005(2) 0.002(2) -0.001(2) C6 0.081(2) 0.059(2) 0.061(2) -0.016(2) 0.014(2) -0.000(2) C7 0.097(3) 0.079(3) 0.051(2) -0.003(2) -0.008(2) -0.012(2) C8a 0.143(6) 0.066(4) 0.130(6) -0.039(4) -0.002(5) 0.013(4) C8b 0.23(1) 0.171(8) 0.15(1) -0.170(5) -0.01(1) -0.011(9) C9 0.084(2) 0.074(2) 0.064(2) 0.004(2) -0.025(2) -0.019(2) C10 0.069(2) 0.062(2) 0.075(2) -0.016(2) -0.016(2) -0.013(2) C11 0.063(2) 0.065(2) 0.068(2) -0.010(2) -0.014(2) -0.017(2) C12 0.161(5) 0.103(4) 0.064(3) -0.025(3) 0.003(3) -0.000(3) C13 0.174(6) 0.143(5) 0.115(4) -0.032(5) -0.008(4) 0.043(4) C14a 0.119(5) 0.123(6) 0.090(5) -0.019(5) -0.030(4) -0.000(5) C14b 0.057(6) 0.13(1) 0.062(6) -0.003(7) -0.009(5) 0.006(7) C15 0.130(3) 0.087(2) 0.071(2) -0.049(2) -0.020(2) -0.005(2) C16 0.089(2) 0.074(2) 0.068(2) -0.045(1) -0.026(2) 0.010(2) C17 0.074(2) 0.093(2) 0.074(2) -0.043(2) -0.024(2) 0.023(2) # 10. MOLECULAR GEOMETRY loop_ _geom_bond_site_label_1 _geom_bond_site_label_2 _geom_bond_distance _geom_bond_publ_flag S4 C2 1.750(4) ? S4 C4 1.751(3) ? S3 C2 1.751(4) ? S3 C3 1.769(4) ? S1 C1 1.740(4) ? S1 C5 1.753(4) ? S2 C1 1.755(4) ? S2 C6 1.747(4) ? S5 C3 1.749(4) ? S5 C17 1.789(5) ? S6 C4 1.738(4) ? S6 C7 1.818(4) ? S7 C5 1.736(4) ? S7 C9 1.810(4) ? S8a C6 1.838(5) ? S8a C8a 1.786(8) ? S9 C11 1.794(4) ? S9 C12 1.804(6) ? S10a S10b 2.407(4) ? S10a C14a 1.832(9) ? S10a C15 1.693(4) ? S10b C14b 1.75(2) ? S10b C15 1.689(6) ? C1 C2 1.346(4) ? C3 C4 1.340(6) ? C5 C6 1.341(7) ? C7 H7a 0.87(5) ? C7 H7c 0.96(5) ? C8a H8aa 0.958(9) ? C8a H8ab 0.95(1) ? C8a H8ac 0.966(7) ? C8b H8ba 0.93(2) ? C8b H8bb 0.98(2) ? C8b H8bc 1.07(2) ? C9 C10 1.480(6) ? C9 H9a 0.95(4) ? C9 H9b 1.02(4) ? C10 C11 1.532(5) ? C10 H10a 1.15(4) ? C10 H10b 1.12(3) ? C11 H11a 0.91(3) ? C11 H11b 1.14(4) ? C12 C13 1.604(9) ? C12 H12a 0.82(4) ? C12 H12b 1.08(4) ? C13 C14a 1.38(1) ? C13 C14b 1.57(1) ? C13 H12b 1.04(5) ? C15 C16 1.541(7) ? C16 C17 1.507(5) ? C16 H16a 1.14(4) ? C16 H16b 0.91(3) ? C17 H17a 0.85(3) ? C17 H17b 1.08(3) ? loop_ _geom_angle_site_label_1 _geom_angle_site_label_2 _geom_angle_site_label_3 _geom_angle _geom_angle_publ_flag C2 S4 C4 94.9(2) ? C2 S3 C3 94.1(2) ? C1 S1 C5 95.3(2) ? C1 S2 C6 94.7(2) ? C3 S5 C17 103.9(2) ? C4 S6 C7 101.0(2) ? C5 S7 C9 102.8(2) ? C6 S8a C8a 99.1(3) ? C11 S9 C12 99.1(3) ? S10b S10a C14a 78.6(3) ? S10b S10a C15 44.6(2) ? C14a S10a C15 105.3(3) ? S10a S10b C14b 85.3(5) ? S10a S10b C15 44.7(2) ? C14b S10b C15 109.4(6) ? S1 C1 S2 114.0(2) ? S1 C1 C2 123.4(3) ? S2 C1 C2 122.6(3) ? S4 C2 S3 114.2(2) ? S4 C2 C1 123.5(3) ? S3 C2 C1 122.3(3) ? S3 C3 S5 119.1(3) ? S3 C3 C4 117.2(2) ? S5 C3 C4 123.1(3) ? S4 C4 S6 117.2(2) ? S4 C4 C3 116.8(3) ? S6 C4 C3 125.8(2) ? S1 C5 S7 117.5(3) ? S1 C5 C6 116.6(3) ? S7 C5 C6 125.4(3) ? S2 C6 S8a 109.4(3) ? S2 C6 C5 117.4(3) ? S8a C6 C5 132.8(3) ? S6 C7 H7a 103(2) ? S6 C7 H7c 117(2) ? H7a C7 H7c 120(3) ? S8a C8a H8aa 111.0(8) ? S8a C8a H8ab 111.4(6) ? S8a C8a H8ac 110.6(7) ? H8aa C8a H8ab 108.5(9) ? H8aa C8a H8ac 107.5(8) ? H8ab C8a H8ac 107.8(9) ? H8ba C8b H8bb 108(1) ? H8ba C8b H8bc 101(1) ? H8bb C8b H8bc 98(1) ? S7 C9 C10 115.4(4) ? S7 C9 H9a 93(2) ? S7 C9 H9b 117(1) ? C10 C9 H9a 112(2) ? C10 C9 H9b 104(2) ? H9a C9 H9b 113(3) ? C9 C10 C11 113.2(4) ? C9 C10 H10a 104(2) ? C9 C10 H10b 109(1) ? C11 C10 H10a 117(1) ? C11 C10 H10b 108(1) ? H10a C10 H10b 102(2) ? S9 C11 C10 116.8(2) ? S9 C11 H11a 104(2) ? S9 C11 H11b 103(1) ? C10 C11 H11a 109(1) ? C10 C11 H11b 114(2) ? H11a C11 H11b 107(2) ? S9 C12 C13 104.7(5) ? S9 C12 H12a 108(3) ? S9 C12 H12b 141(2) ? C13 C12 H12a 101(2) ? C13 C12 H12b 39(2) ? H12a C12 H12b 96(3) ? C12 C13 C14a 110.0(8) ? C12 C13 C14b 99.2(7) ? C12 C13 H12b 41(2) ? C14a C13 C14b 80.4(7) ? C14a C13 H12b 70(2) ? C14b C13 H12b 104(2) ? S10a C14a C13 111.0(8) ? S10b C14b C13 1051(1) ? S10a C15 S10b 90.7(2) ? S10a C15 C16 113.8(4) ? S10b C15 C16 119.6(3) ? C15 C16 C17 110.6(4) ? C15 C16 H16a 117(1) ? C15 C16 H16b 110(1) ? C17 C16 H16a 104(1) ? C17 C16 H16b 108(1) ? H16a C16 H16b 103(2) ? S5 C17 C16 115.0(4) ? S5 C17 H17a 109(2) ? S5 C17 H17b 104(1) ? C16 C17 H17a 113(1) ? C16 C17 H17b 113(1) ? H17a C17 H17b 100(2) ? C12 H12b C13 98(3) ? # 8. COMPUTING DATA _computing_data_collection CAD4_(Enraf-Nonius,_1977) _computing_cell_refinement CAD4_(Enraf-Nonius,_1977) _computing_data_reduction process_MolEN_(Fair,_1990) _computing_structure_solution Direct_methods_(SIR,_Burla_et_al.,_1989) _computing_structure_refinement LSFM_MolEN_(Fair,_1990) _computing_molecular_graphics ORTEP_(Johnson,_1976) _computing_publishing_material BTABLE_PTABLE_CIF_IN_MolEN_(Fair,_1990) _refine_ls_abs_structure_details ; ? ;