# Electronic Supplementary Material (ESI) for RSC Advances # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full J.Mater.Chem. _journal_coden_cambridge 1145 #TrackingRef '- ALLSIX.cif' _publ_contact_author_name 'Dr. Andrew Beeby' _publ_contact_author_address ; Department of Chemistry Durham University Durham DH1 3LE UK ; _publ_contact_author_phone '+44 191 3342004' _publ_contact_author_fax '+44 191 3844737' _publ_contact_author_email h.a.sparkes@durham.ac.uk _publ_section_title ; 2,5-bis(Arylethynyl)thienyl systems: Preparation and photophysical properties. Part II. ; loop_ _publ_author_name 'Andrew Beeby' S.Rutter H.Sparkes A.Goeta A.Batsanov B.Coombs #======================================================= data_04srv045 _database_code_depnum_ccdc_archive 'CCDC 839599' #TrackingRef '- ALLSIX.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 5,7-Bis-phenylethynyl-2,3-dihydro-thieno[3,4-b][1,4]dioxine ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H14 O2 S' _chemical_formula_weight 342.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' 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' _cell_length_a 13.2880(3) _cell_length_b 5.61860(10) _cell_length_c 22.5335(5) _cell_angle_alpha 90.00 _cell_angle_beta 93.0350(10) _cell_angle_gamma 90.00 _cell_volume 1679.99(6) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 8980 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 30.43 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.354 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 712 _exptl_absorpt_coefficient_mu 0.204 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART-1K CCD Diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 18746 _diffrn_reflns_av_R_equivalents 0.0366 _diffrn_reflns_av_sigmaI/netI 0.0364 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 1.53 _diffrn_reflns_theta_max 30.47 _reflns_number_total 4792 _reflns_number_gt 3701 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0413P)^2^+0.5734P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4792 _refine_ls_number_parameters 282 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0612 _refine_ls_R_factor_gt 0.0413 _refine_ls_wR_factor_ref 0.0969 _refine_ls_wR_factor_gt 0.0895 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.12881(3) 0.25861(6) 0.400447(14) 0.02288(9) Uani 1 1 d . . . O1 O 0.07596(7) 0.70924(17) 0.27174(4) 0.0245(2) Uani 1 1 d . . . C1 C 0.07313(10) 0.5043(2) 0.36524(6) 0.0209(3) Uani 1 1 d . . . O2 O 0.22311(8) 0.35045(19) 0.24181(4) 0.0273(2) Uani 1 1 d . . . C2 C 0.10736(10) 0.5325(2) 0.30927(6) 0.0200(3) Uani 1 1 d . . . C3 C 0.10507(12) 0.6647(3) 0.21148(6) 0.0279(3) Uani 1 1 d . . . H31 H 0.0998(12) 0.823(3) 0.1917(7) 0.026(4) Uiso 1 1 d . . . H32 H 0.0586(13) 0.547(3) 0.1916(7) 0.032(4) Uiso 1 1 d . . . C4 C 0.21141(12) 0.5748(3) 0.21102(6) 0.0277(3) Uani 1 1 d . . . H42 H 0.2297(12) 0.549(3) 0.1706(7) 0.028(4) Uiso 1 1 d . . . H41 H 0.2602(13) 0.688(3) 0.2305(7) 0.033(5) Uiso 1 1 d . . . C5 C 0.17892(10) 0.3574(2) 0.29490(6) 0.0210(3) Uani 1 1 d . . . C6 C 0.19900(10) 0.1953(2) 0.33951(6) 0.0223(3) Uani 1 1 d . . . C11 C -0.00336(10) 0.6352(2) 0.39232(6) 0.0217(3) Uani 1 1 d . . . C12 C -0.06977(10) 0.7399(2) 0.41505(6) 0.0222(3) Uani 1 1 d . . . C13 C -0.15242(10) 0.8567(2) 0.44173(5) 0.0206(3) Uani 1 1 d . . . C14 C -0.24760(11) 0.7497(3) 0.43894(6) 0.0243(3) Uani 1 1 d . . . H14 H -0.2575(12) 0.603(3) 0.4195(7) 0.031(4) Uiso 1 1 d . . . C15 C -0.32768(11) 0.8551(3) 0.46579(7) 0.0283(3) Uani 1 1 d . . . H15 H -0.3917(13) 0.776(3) 0.4633(8) 0.034(5) Uiso 1 1 d . . . C16 C -0.31368(12) 1.0692(3) 0.49605(6) 0.0286(3) Uani 1 1 d . . . H16 H -0.3693(13) 1.145(3) 0.5145(7) 0.034(5) Uiso 1 1 d . . . C17 C -0.22001(12) 1.1789(3) 0.49834(6) 0.0277(3) Uani 1 1 d . . . H17 H -0.2097(13) 1.326(3) 0.5191(8) 0.037(5) Uiso 1 1 d . . . C18 C -0.13949(11) 1.0756(3) 0.47106(6) 0.0238(3) Uani 1 1 d . . . H18 H -0.0755(13) 1.153(3) 0.4727(7) 0.032(4) Uiso 1 1 d . . . C21 C 0.27185(11) 0.0114(3) 0.34117(6) 0.0240(3) Uani 1 1 d . . . C22 C 0.33638(11) -0.1379(3) 0.34462(6) 0.0249(3) Uani 1 1 d . . . C23 C 0.41575(10) -0.3109(2) 0.35038(6) 0.0226(3) Uani 1 1 d . . . C24 C 0.40930(11) -0.5007(3) 0.39008(6) 0.0251(3) Uani 1 1 d . . . H24 H 0.3505(13) -0.516(3) 0.4123(7) 0.035(5) Uiso 1 1 d . . . C25 C 0.48651(11) -0.6659(3) 0.39576(7) 0.0272(3) Uani 1 1 d . . . H25 H 0.4818(13) -0.795(3) 0.4218(8) 0.040(5) Uiso 1 1 d . . . C26 C 0.57053(11) -0.6455(3) 0.36223(7) 0.0271(3) Uani 1 1 d . . . H26 H 0.6213(13) -0.764(3) 0.3660(8) 0.033(5) Uiso 1 1 d . . . C27 C 0.57795(11) -0.4566(3) 0.32272(6) 0.0276(3) Uani 1 1 d . . . H27 H 0.6360(13) -0.438(3) 0.3004(7) 0.036(5) Uiso 1 1 d . . . C28 C 0.50124(11) -0.2893(3) 0.31675(6) 0.0263(3) Uani 1 1 d . . . H28 H 0.5083(13) -0.155(3) 0.2895(8) 0.037(5) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.02539(18) 0.02376(17) 0.01963(15) 0.00189(13) 0.00243(12) 0.00104(14) O1 0.0283(5) 0.0253(5) 0.0201(4) 0.0030(4) 0.0030(4) 0.0061(4) C1 0.0209(6) 0.0210(7) 0.0207(6) -0.0012(5) 0.0013(5) -0.0004(5) O2 0.0283(5) 0.0325(6) 0.0218(5) 0.0000(4) 0.0074(4) 0.0067(4) C2 0.0188(6) 0.0210(6) 0.0201(6) -0.0002(5) -0.0003(5) -0.0008(5) C3 0.0309(8) 0.0339(8) 0.0188(6) 0.0030(6) 0.0019(5) 0.0021(7) C4 0.0310(8) 0.0338(8) 0.0187(6) 0.0013(6) 0.0050(6) -0.0010(7) C5 0.0192(6) 0.0243(7) 0.0194(6) -0.0027(5) 0.0019(5) 0.0000(5) C6 0.0213(7) 0.0234(7) 0.0220(6) -0.0022(5) 0.0013(5) 0.0014(5) C11 0.0237(7) 0.0231(7) 0.0184(6) -0.0010(5) 0.0015(5) -0.0023(6) C12 0.0256(7) 0.0220(6) 0.0190(6) 0.0007(5) 0.0012(5) -0.0001(6) C13 0.0250(7) 0.0212(7) 0.0158(6) 0.0011(5) 0.0024(5) 0.0034(5) C14 0.0273(7) 0.0228(7) 0.0227(6) -0.0021(5) 0.0014(5) 0.0015(6) C15 0.0227(7) 0.0332(8) 0.0293(7) 0.0009(6) 0.0031(6) 0.0008(6) C16 0.0282(8) 0.0335(8) 0.0244(7) -0.0007(6) 0.0040(6) 0.0111(7) C17 0.0376(8) 0.0229(7) 0.0225(7) -0.0022(5) 0.0003(6) 0.0067(6) C18 0.0279(7) 0.0224(7) 0.0209(6) 0.0019(5) 0.0007(5) 0.0001(6) C21 0.0248(7) 0.0248(7) 0.0222(6) -0.0024(5) 0.0000(5) -0.0006(6) C22 0.0259(7) 0.0249(7) 0.0235(7) -0.0035(5) -0.0019(5) 0.0015(6) C23 0.0222(7) 0.0226(7) 0.0227(6) -0.0054(5) -0.0018(5) 0.0019(5) C24 0.0213(7) 0.0247(7) 0.0294(7) -0.0032(6) 0.0037(6) -0.0006(6) C25 0.0279(7) 0.0229(7) 0.0309(7) 0.0017(6) 0.0027(6) 0.0007(6) C26 0.0240(7) 0.0253(7) 0.0321(7) -0.0033(6) 0.0013(6) 0.0060(6) C27 0.0246(7) 0.0332(8) 0.0254(7) -0.0029(6) 0.0053(6) 0.0013(6) C28 0.0293(7) 0.0265(8) 0.0230(7) -0.0003(6) 0.0005(5) 0.0005(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C6 1.7372(14) . ? S1 C1 1.7377(14) . ? O1 C2 1.3559(16) . ? O1 C3 1.4531(16) . ? C1 C2 1.3722(18) . ? C1 C11 1.4188(19) . ? O2 C5 1.3608(15) . ? O2 C4 1.4431(18) . ? C2 C5 1.4175(19) . ? C3 C4 1.501(2) . ? C3 H31 0.994(17) . ? C3 H32 0.994(17) . ? C4 H42 0.965(16) . ? C4 H41 0.993(18) . ? C5 C6 1.3722(19) . ? C6 C21 1.4151(19) . ? C11 C12 1.1977(19) . ? C12 C13 1.4383(19) . ? C13 C14 1.399(2) . ? C13 C18 1.4022(19) . ? C14 C15 1.385(2) . ? C14 H14 0.940(17) . ? C15 C16 1.390(2) . ? C15 H15 0.958(18) . ? C16 C17 1.387(2) . ? C16 H16 0.965(18) . ? C17 C18 1.389(2) . ? C17 H17 0.954(18) . ? C18 H18 0.954(17) . ? C21 C22 1.199(2) . ? C22 C23 1.435(2) . ? C23 C24 1.397(2) . ? C23 C28 1.404(2) . ? C24 C25 1.384(2) . ? C24 H24 0.954(18) . ? C25 C26 1.386(2) . ? C25 H25 0.938(19) . ? C26 C27 1.392(2) . ? C26 H26 0.950(18) . ? C27 C28 1.388(2) . ? C27 H27 0.948(17) . ? C28 H28 0.979(18) . ? 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_3 _geom_angle_publ_flag C6 S1 C1 92.01(6) . . ? C2 O1 C3 111.62(11) . . ? C2 C1 C11 127.97(13) . . ? C2 C1 S1 110.95(10) . . ? C11 C1 S1 120.86(10) . . ? C5 O2 C4 110.91(11) . . ? O1 C2 C1 123.50(12) . . ? O1 C2 C5 123.62(12) . . ? C1 C2 C5 112.88(12) . . ? O1 C3 C4 111.20(11) . . ? O1 C3 H31 104.5(9) . . ? C4 C3 H31 109.9(9) . . ? O1 C3 H32 110.2(10) . . ? C4 C3 H32 109.7(10) . . ? H31 C3 H32 111.3(13) . . ? O2 C4 C3 111.60(12) . . ? O2 C4 H42 107.3(10) . . ? C3 C4 H42 109.9(9) . . ? O2 C4 H41 107.1(10) . . ? C3 C4 H41 112.0(10) . . ? H42 C4 H41 108.7(14) . . ? O2 C5 C6 123.28(12) . . ? O2 C5 C2 123.14(12) . . ? C6 C5 C2 113.58(12) . . ? C5 C6 C21 127.61(13) . . ? C5 C6 S1 110.57(10) . . ? C21 C6 S1 121.59(11) . . ? C12 C11 C1 178.03(15) . . ? C11 C12 C13 177.45(15) . . ? C14 C13 C18 119.09(13) . . ? C14 C13 C12 119.57(12) . . ? C18 C13 C12 121.33(13) . . ? C15 C14 C13 120.67(14) . . ? C15 C14 H14 119.2(10) . . ? C13 C14 H14 120.2(10) . . ? C14 C15 C16 119.90(14) . . ? C14 C15 H15 118.4(11) . . ? C16 C15 H15 121.7(11) . . ? C17 C16 C15 119.94(14) . . ? C17 C16 H16 119.6(10) . . ? C15 C16 H16 120.4(11) . . ? C16 C17 C18 120.56(14) . . ? C16 C17 H17 120.5(11) . . ? C18 C17 H17 118.9(11) . . ? C17 C18 C13 119.80(14) . . ? C17 C18 H18 119.9(10) . . ? C13 C18 H18 120.3(10) . . ? C22 C21 C6 176.74(15) . . ? C21 C22 C23 177.78(15) . . ? C24 C23 C28 119.36(13) . . ? C24 C23 C22 120.34(13) . . ? C28 C23 C22 120.29(13) . . ? C25 C24 C23 120.04(14) . . ? C25 C24 H24 120.9(10) . . ? C23 C24 H24 119.0(10) . . ? C24 C25 C26 120.57(14) . . ? C24 C25 H25 120.3(11) . . ? C26 C25 H25 119.2(11) . . ? C25 C26 C27 119.88(14) . . ? C25 C26 H26 118.8(11) . . ? C27 C26 H26 121.3(11) . . ? C28 C27 C26 120.12(14) . . ? C28 C27 H27 119.1(11) . . ? C26 C27 H27 120.7(11) . . ? C27 C28 C23 120.03(14) . . ? C27 C28 H28 119.1(10) . . ? C23 C28 H28 120.8(10) . . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 S1 C1 C2 0.34(11) . . . . ? C6 S1 C1 C11 175.39(12) . . . . ? C3 O1 C2 C1 -166.27(13) . . . . ? C3 O1 C2 C5 13.74(18) . . . . ? C11 C1 C2 O1 5.0(2) . . . . ? S1 C1 C2 O1 179.57(10) . . . . ? C11 C1 C2 C5 -175.03(13) . . . . ? S1 C1 C2 C5 -0.43(15) . . . . ? C2 O1 C3 C4 -42.98(17) . . . . ? C5 O2 C4 C3 -46.55(15) . . . . ? O1 C3 C4 O2 62.17(16) . . . . ? C4 O2 C5 C6 -163.26(13) . . . . ? C4 O2 C5 C2 17.02(18) . . . . ? O1 C2 C5 O2 0.1(2) . . . . ? C1 C2 C5 O2 -179.95(12) . . . . ? O1 C2 C5 C6 -179.69(12) . . . . ? C1 C2 C5 C6 0.31(17) . . . . ? O2 C5 C6 C21 5.7(2) . . . . ? C2 C5 C6 C21 -174.60(13) . . . . ? O2 C5 C6 S1 -179.79(10) . . . . ? C2 C5 C6 S1 -0.05(15) . . . . ? C1 S1 C6 C5 -0.17(11) . . . . ? C1 S1 C6 C21 174.77(12) . . . . ? C2 C1 C11 C12 109(4) . . . . ? S1 C1 C11 C12 -65(4) . . . . ? C1 C11 C12 C13 -8(7) . . . . ? C11 C12 C13 C14 -4(3) . . . . ? C11 C12 C13 C18 175(100) . . . . ? C18 C13 C14 C15 -1.4(2) . . . . ? C12 C13 C14 C15 178.09(13) . . . . ? C13 C14 C15 C16 -0.2(2) . . . . ? C14 C15 C16 C17 1.2(2) . . . . ? C15 C16 C17 C18 -0.6(2) . . . . ? C16 C17 C18 C13 -1.0(2) . . . . ? C14 C13 C18 C17 1.98(19) . . . . ? C12 C13 C18 C17 -177.48(13) . . . . ? C5 C6 C21 C22 107(3) . . . . ? S1 C6 C21 C22 -67(3) . . . . ? C6 C21 C22 C23 0(7) . . . . ? C21 C22 C23 C24 94(4) . . . . ? C21 C22 C23 C28 -85(4) . . . . ? C28 C23 C24 C25 -0.3(2) . . . . ? C22 C23 C24 C25 -179.49(13) . . . . ? C23 C24 C25 C26 -0.1(2) . . . . ? C24 C25 C26 C27 0.4(2) . . . . ? C25 C26 C27 C28 -0.2(2) . . . . ? C26 C27 C28 C23 -0.3(2) . . . . ? C24 C23 C28 C27 0.5(2) . . . . ? C22 C23 C28 C27 179.70(13) . . . . ? _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 30.47 _diffrn_measured_fraction_theta_full 0.941 _refine_diff_density_max 0.315 _refine_diff_density_min -0.252 _refine_diff_density_rms 0.048 #==END #=========================================================== data_06srv345 _database_code_depnum_ccdc_archive 'CCDC 839600' #TrackingRef '- ALLSIX.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H12 O2 S' _chemical_formula_weight 316.36 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c 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' _cell_length_a 14.1518(4) _cell_length_b 6.29430(10) _cell_length_c 18.7696(5) _cell_angle_alpha 90.00 _cell_angle_beta 109.7410(10) _cell_angle_gamma 90.00 _cell_volume 1573.65(7) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 2953 _cell_measurement_theta_min 3.318 _cell_measurement_theta_max 60.33 _exptl_crystal_description parallelepiped _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.335 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 656 _exptl_absorpt_coefficient_mu 1.877 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.456 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ; SADABS v.2.10 (Bruker,2003) was used for absorption correction. R(int) was 0.1276 before and 0.0482 after correction. The Ratio of minimum to maximum transmission is 0.456. The \l/2 correction factor is 0.0000 ; _exptl_special_details ; The data collection nominally covered a full sphere of reciprocal space by a combination of 7 sets of \w scans each set at different \f and/or 2\q angles and each scan (15 s exposure) covering -0.300\ degrees in \w. The crystal to detector distance was 4.85 cm. Data was measured up to 60.54 degrees in theta only due to limitations with the experimental setup, i.e. large detector colliding with cooling device. The instrument utilised normally uses Mo radiation and hence this is not a problem. However, on this occasion and for only a short period of time due to the filament in the Mo tube breaking, a Cu tube was used. ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 6K CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 5822 _diffrn_reflns_av_R_equivalents 0.0470 _diffrn_reflns_av_sigmaI/netI 0.0580 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.32 _diffrn_reflns_theta_max 60.54 _reflns_number_total 2146 _reflns_number_gt 1774 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART V5.63 (Bruker, 2003)' _computing_cell_refinement 'SAINT V6.45A (Bruker, 2003)' _computing_data_reduction 'SAINT V6.45A (Bruker, 2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1360P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2146 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0719 _refine_ls_R_factor_gt 0.0633 _refine_ls_wR_factor_ref 0.1815 _refine_ls_wR_factor_gt 0.1693 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.1299(2) 0.5808(4) 0.16510(15) 0.0264(7) Uani 1 1 d . . . H1 H -0.100(2) 0.482(4) 0.1359(15) 0.032 Uiso 1 1 d . . . C2 C -0.2035(2) 0.5185(5) 0.19348(16) 0.0309(7) Uani 1 1 d . . . H2 H -0.224(2) 0.375(5) 0.1873(14) 0.037 Uiso 1 1 d . . . C3 C -0.2404(2) 0.6594(5) 0.23458(16) 0.0316(8) Uani 1 1 d . . . H3 H -0.285(2) 0.608(5) 0.2541(15) 0.038 Uiso 1 1 d . . . C4 C -0.2026(2) 0.8637(5) 0.24797(16) 0.0303(7) Uani 1 1 d . . . H4 H -0.229(2) 0.972(4) 0.2771(15) 0.036 Uiso 1 1 d . . . C5 C -0.1293(2) 0.9291(4) 0.22010(15) 0.0289(7) Uani 1 1 d . . . H5 H -0.105(2) 1.083(5) 0.2275(14) 0.035 Uiso 1 1 d . . . C6 C -0.0921(2) 0.7897(4) 0.17767(15) 0.0248(7) Uani 1 1 d . . . C7 C -0.0190(2) 0.8596(4) 0.14584(15) 0.0256(7) Uani 1 1 d . . . C8 C 0.03984(19) 0.9259(4) 0.11733(14) 0.0250(7) Uani 1 1 d . . . C9 C 0.10646(19) 0.9953(4) 0.08151(15) 0.0235(7) Uani 1 1 d . . . C10 C 0.1282(2) 1.1888(4) 0.06101(15) 0.0257(7) Uani 1 1 d . . . H10 H 0.103(2) 1.316(4) 0.0690(14) 0.031 Uiso 1 1 d . . . C11 C 0.2004(2) 1.1900(4) 0.02096(15) 0.0254(7) Uani 1 1 d . . . H11 H 0.217(2) 1.323(4) 0.0024(14) 0.031 Uiso 1 1 d . . . C12 C 0.2349(2) 0.9990(4) 0.01008(14) 0.0245(7) Uani 1 1 d . . . C13 C 0.30134(19) 0.9341(4) -0.02681(15) 0.0259(7) Uani 1 1 d . . . C14 C 0.3579(2) 0.8752(4) -0.05820(15) 0.0274(7) Uani 1 1 d . . . C15 C 0.4276(2) 0.8133(4) -0.09470(15) 0.0260(7) Uani 1 1 d . . . C16 C 0.4659(2) 0.9637(5) -0.13309(16) 0.0328(8) Uani 1 1 d . . . H16 H 0.442(2) 1.112(5) -0.1322(15) 0.039 Uiso 1 1 d . . . C17 C 0.5365(2) 0.9066(5) -0.16468(16) 0.0345(8) Uani 1 1 d . . . H17 H 0.563(2) 1.015(5) -0.1911(16) 0.041 Uiso 1 1 d . . . C18 C 0.5711(2) 0.7000(5) -0.15911(17) 0.0342(8) Uani 1 1 d . . . H18 H 0.621(2) 0.659(5) -0.1788(15) 0.041 Uiso 1 1 d . . . C19 C 0.5333(2) 0.5480(5) -0.12253(17) 0.0362(8) Uani 1 1 d . . . H19 H 0.555(2) 0.404(5) -0.1209(15) 0.043 Uiso 1 1 d . . . C20 C 0.4620(2) 0.6026(4) -0.09082(16) 0.0321(8) Uani 1 1 d . . . H20 H 0.435(2) 0.486(4) -0.0647(15) 0.039 Uiso 1 1 d . . . S1 S 0.17763(5) 0.80263(10) 0.05123(4) 0.0256(4) Uani 1 1 d . . . O1 O 0.11337(14) 0.6670(3) -0.00566(10) 0.0326(6) Uani 1 1 d . . . O2 O 0.25073(15) 0.7041(3) 0.11505(11) 0.0361(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0223(16) 0.0302(16) 0.0283(16) -0.0011(12) 0.0105(12) 0.0034(12) C2 0.0302(17) 0.0257(16) 0.0361(18) 0.0009(12) 0.0102(13) -0.0025(12) C3 0.0258(18) 0.0428(19) 0.0294(18) 0.0026(13) 0.0134(13) -0.0010(13) C4 0.0268(18) 0.0351(17) 0.0317(17) -0.0036(13) 0.0135(13) 0.0051(13) C5 0.0305(18) 0.0264(16) 0.0297(17) 0.0007(12) 0.0100(13) 0.0031(12) C6 0.0232(16) 0.0274(17) 0.0229(16) 0.0012(10) 0.0068(12) 0.0023(11) C7 0.0238(16) 0.0240(14) 0.0293(16) -0.0017(12) 0.0093(12) 0.0043(12) C8 0.0238(17) 0.0242(15) 0.0276(16) -0.0015(11) 0.0094(12) 0.0038(11) C9 0.0192(15) 0.0270(15) 0.0235(15) -0.0008(11) 0.0060(12) 0.0029(11) C10 0.0287(17) 0.0195(15) 0.0307(17) -0.0034(10) 0.0126(13) 0.0006(11) C11 0.0257(17) 0.0215(17) 0.0289(17) 0.0006(10) 0.0092(13) -0.0036(11) C12 0.0208(15) 0.0267(16) 0.0240(16) 0.0002(11) 0.0053(11) -0.0036(11) C13 0.0235(17) 0.0246(16) 0.0313(17) 0.0023(11) 0.0113(13) -0.0029(11) C14 0.0255(17) 0.0262(16) 0.0313(17) 0.0015(12) 0.0107(13) -0.0010(12) C15 0.0220(16) 0.0323(17) 0.0243(17) -0.0021(11) 0.0087(12) -0.0014(11) C16 0.0297(18) 0.0314(17) 0.0386(18) 0.0043(13) 0.0134(14) 0.0002(13) C17 0.0292(18) 0.0402(19) 0.0377(19) 0.0047(13) 0.0160(14) -0.0053(14) C18 0.0260(18) 0.043(2) 0.037(2) -0.0059(13) 0.0154(14) -0.0016(13) C19 0.0288(18) 0.0317(17) 0.050(2) -0.0017(14) 0.0162(15) 0.0016(14) C20 0.0282(18) 0.0310(17) 0.0398(18) 0.0023(13) 0.0149(13) -0.0009(13) S1 0.0279(6) 0.0199(5) 0.0333(6) 0.0030(2) 0.0160(4) 0.0027(2) O1 0.0382(13) 0.0204(10) 0.0442(13) -0.0069(8) 0.0206(10) -0.0044(8) O2 0.0344(13) 0.0340(12) 0.0434(14) 0.0157(8) 0.0177(10) 0.0125(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.377(4) . ? C1 C6 1.409(4) . ? C1 H1 1.01(3) . ? C2 C3 1.388(4) . ? C2 H2 0.95(3) . ? C3 C4 1.383(4) . ? C3 H3 0.89(3) . ? C4 C5 1.373(4) . ? C4 H4 1.02(3) . ? C5 C6 1.402(4) . ? C5 H5 1.02(3) . ? C6 C7 1.427(4) . ? C7 C8 1.206(4) . ? C8 C9 1.400(4) . ? C9 C10 1.344(4) . ? C9 S1 1.788(3) . ? C10 C11 1.458(4) . ? C10 H10 0.91(3) . ? C11 C12 1.339(4) . ? C11 H11 0.97(3) . ? C12 C13 1.404(4) . ? C12 S1 1.790(3) . ? C13 C14 1.201(4) . ? C14 C15 1.432(4) . ? C15 C16 1.405(4) . ? C15 C20 1.406(4) . ? C16 C17 1.371(4) . ? C16 H16 1.00(3) . ? C17 C18 1.381(4) . ? C17 H17 0.99(3) . ? C18 C19 1.386(4) . ? C18 H18 0.94(3) . ? C19 C20 1.377(4) . ? C19 H19 0.95(3) . ? C20 H20 1.03(3) . ? S1 O1 1.4281(18) . ? S1 O2 1.4327(19) . ? 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_3 _geom_angle_publ_flag C2 C1 C6 119.7(3) . . ? C2 C1 H1 122.7(15) . . ? C6 C1 H1 117.6(15) . . ? C1 C2 C3 120.6(3) . . ? C1 C2 H2 117.7(17) . . ? C3 C2 H2 121.6(17) . . ? C4 C3 C2 120.0(3) . . ? C4 C3 H3 123.2(19) . . ? C2 C3 H3 116.6(19) . . ? C5 C4 C3 120.4(3) . . ? C5 C4 H4 117.9(16) . . ? C3 C4 H4 121.7(16) . . ? C4 C5 C6 120.4(3) . . ? C4 C5 H5 120.0(15) . . ? C6 C5 H5 119.5(15) . . ? C5 C6 C1 119.0(3) . . ? C5 C6 C7 120.6(2) . . ? C1 C6 C7 120.4(2) . . ? C8 C7 C6 177.1(3) . . ? C7 C8 C9 177.2(3) . . ? C10 C9 C8 132.6(2) . . ? C10 C9 S1 108.4(2) . . ? C8 C9 S1 118.94(19) . . ? C9 C10 C11 114.9(2) . . ? C9 C10 H10 127.5(18) . . ? C11 C10 H10 117.6(18) . . ? C12 C11 C10 115.4(2) . . ? C12 C11 H11 125.0(16) . . ? C10 C11 H11 119.5(16) . . ? C11 C12 C13 132.5(2) . . ? C11 C12 S1 108.2(2) . . ? C13 C12 S1 119.23(19) . . ? C14 C13 C12 178.9(3) . . ? C13 C14 C15 177.6(3) . . ? C16 C15 C20 118.3(3) . . ? C16 C15 C14 120.7(2) . . ? C20 C15 C14 121.0(2) . . ? C17 C16 C15 120.7(3) . . ? C17 C16 H16 123.9(16) . . ? C15 C16 H16 115.3(17) . . ? C16 C17 C18 120.3(3) . . ? C16 C17 H17 119.3(16) . . ? C18 C17 H17 120.3(16) . . ? C17 C18 C19 120.1(3) . . ? C17 C18 H18 121.6(18) . . ? C19 C18 H18 118.3(18) . . ? C20 C19 C18 120.2(3) . . ? C20 C19 H19 120.1(17) . . ? C18 C19 H19 119.6(17) . . ? C19 C20 C15 120.3(3) . . ? C19 C20 H20 118.5(15) . . ? C15 C20 H20 121.2(15) . . ? O1 S1 O2 117.64(12) . . ? O1 S1 C9 111.00(12) . . ? O2 S1 C9 110.69(12) . . ? O1 S1 C12 110.91(11) . . ? O2 S1 C12 110.82(12) . . ? C9 S1 C12 93.12(13) . . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -0.2(4) . . . . ? C1 C2 C3 C4 -0.7(4) . . . . ? C2 C3 C4 C5 0.7(4) . . . . ? C3 C4 C5 C6 0.1(4) . . . . ? C4 C5 C6 C1 -1.0(4) . . . . ? C4 C5 C6 C7 177.3(3) . . . . ? C2 C1 C6 C5 1.0(4) . . . . ? C2 C1 C6 C7 -177.3(3) . . . . ? C5 C6 C7 C8 -56(6) . . . . ? C1 C6 C7 C8 122(6) . . . . ? C6 C7 C8 C9 -97(8) . . . . ? C7 C8 C9 C10 131(6) . . . . ? C7 C8 C9 S1 -46(6) . . . . ? C8 C9 C10 C11 -177.2(3) . . . . ? S1 C9 C10 C11 0.3(3) . . . . ? C9 C10 C11 C12 0.0(4) . . . . ? C10 C11 C12 C13 178.0(3) . . . . ? C10 C11 C12 S1 -0.4(3) . . . . ? C11 C12 C13 C14 -175(100) . . . . ? S1 C12 C13 C14 4(17) . . . . ? C12 C13 C14 C15 -153(13) . . . . ? C13 C14 C15 C16 -37(7) . . . . ? C13 C14 C15 C20 141(7) . . . . ? C20 C15 C16 C17 -1.2(4) . . . . ? C14 C15 C16 C17 176.6(3) . . . . ? C15 C16 C17 C18 -0.1(4) . . . . ? C16 C17 C18 C19 1.1(4) . . . . ? C17 C18 C19 C20 -0.7(4) . . . . ? C18 C19 C20 C15 -0.5(4) . . . . ? C16 C15 C20 C19 1.5(4) . . . . ? C14 C15 C20 C19 -176.3(3) . . . . ? C10 C9 S1 O1 -114.3(2) . . . . ? C8 C9 S1 O1 63.6(2) . . . . ? C10 C9 S1 O2 113.2(2) . . . . ? C8 C9 S1 O2 -68.9(2) . . . . ? C10 C9 S1 C12 -0.5(2) . . . . ? C8 C9 S1 C12 177.4(2) . . . . ? C11 C12 S1 O1 114.4(2) . . . . ? C13 C12 S1 O1 -64.3(2) . . . . ? C11 C12 S1 O2 -113.1(2) . . . . ? C13 C12 S1 O2 68.3(2) . . . . ? C11 C12 S1 C9 0.48(19) . . . . ? C13 C12 S1 C9 -178.2(2) . . . . ? _diffrn_measured_fraction_theta_max 0.904 _diffrn_reflns_theta_full 60.54 _diffrn_measured_fraction_theta_full 0.904 _refine_diff_density_max 0.871 _refine_diff_density_min -0.511 _refine_diff_density_rms 0.092 #==END #============================================== data_09srv317 _database_code_depnum_ccdc_archive 'CCDC 839601' #TrackingRef '- ALLSIX.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H30 O4 S' _chemical_formula_sum 'C30 H30 O4 S' _chemical_formula_weight 486.60 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 16.4620(8) _cell_length_b 7.2069(3) _cell_length_c 23.1514(14) _cell_angle_alpha 90.00 _cell_angle_beta 107.172(6) _cell_angle_gamma 90.00 _cell_volume 2624.2(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 3416 _cell_measurement_theta_min 2.6718 _cell_measurement_theta_max 28.5029 _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.232 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1032 _exptl_absorpt_coefficient_mu 0.156 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.97880 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Sapphire3, Gemini ultra' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 16.1511 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19062 _diffrn_reflns_av_R_equivalents 0.0789 _diffrn_reflns_av_sigmaI/netI 0.1196 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.68 _diffrn_reflns_theta_max 25.03 _reflns_number_total 4640 _reflns_number_gt 2544 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0264P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4640 _refine_ls_number_parameters 322 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1261 _refine_ls_R_factor_gt 0.0508 _refine_ls_wR_factor_ref 0.0821 _refine_ls_wR_factor_gt 0.0696 _refine_ls_goodness_of_fit_ref 0.865 _refine_ls_restrained_S_all 0.865 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.37841(4) 0.89558(10) 0.07433(3) 0.0309(2) Uani 1 1 d . . . O1 O 0.39910(11) 0.7193(2) 0.05355(8) 0.0387(5) Uani 1 1 d . . . O2 O 0.36779(10) 0.9051(3) 0.13339(8) 0.0395(5) Uani 1 1 d . . . O3 O 0.26391(10) 1.2594(2) -0.04342(8) 0.0311(5) Uani 1 1 d . . . O4 O 0.44192(10) 1.3378(2) 0.00488(8) 0.0323(5) Uani 1 1 d . . . C1 C -0.24656(16) 0.5437(4) -0.10867(12) 0.0394(8) Uani 1 1 d . . . H1A H -0.3013 0.4868 -0.1298 0.059 Uiso 1 1 calc R . . H1B H -0.2533 0.6787 -0.1076 0.059 Uiso 1 1 calc R . . H1C H -0.2267 0.4957 -0.0673 0.059 Uiso 1 1 calc R . . C2 C -0.20910(16) 0.5826(4) -0.20512(12) 0.0453(8) Uani 1 1 d . . . H2A H -0.1660 0.5572 -0.2256 0.068 Uiso 1 1 calc R . . H2B H -0.2155 0.7171 -0.2017 0.068 Uiso 1 1 calc R . . H2C H -0.2636 0.5288 -0.2285 0.068 Uiso 1 1 calc R . . C3 C -0.17670(16) 0.2871(3) -0.14736(13) 0.0371(8) Uani 1 1 d . . . H3A H -0.1564 0.2324 -0.1069 0.056 Uiso 1 1 calc R . . H3B H -0.1374 0.2555 -0.1704 0.056 Uiso 1 1 calc R . . H3C H -0.2333 0.2383 -0.1682 0.056 Uiso 1 1 calc R . . C4 C -0.18138(16) 0.4967(4) -0.14201(12) 0.0290(7) Uani 1 1 d . . . C5 C -0.09498(15) 0.5811(4) -0.10678(11) 0.0248(6) Uani 1 1 d . . . C6 C -0.08880(16) 0.7706(4) -0.09410(12) 0.0301(7) Uani 1 1 d . . . H6 H -0.1386 0.8449 -0.1062 0.036 Uiso 1 1 calc R . . C7 C -0.01219(16) 0.8526(4) -0.06453(12) 0.0313(7) Uani 1 1 d . . . H7 H -0.0098 0.9821 -0.0564 0.038 Uiso 1 1 calc R . . C8 C 0.06169(15) 0.7468(4) -0.04648(11) 0.0250(7) Uani 1 1 d . . . C9 C 0.05617(16) 0.5585(4) -0.05786(11) 0.0294(7) Uani 1 1 d . . . H9 H 0.1059 0.4839 -0.0452 0.035 Uiso 1 1 calc R . . C10 C -0.02089(16) 0.4777(4) -0.08747(11) 0.0294(7) Uani 1 1 d . . . H10 H -0.0232 0.3478 -0.0948 0.035 Uiso 1 1 calc R . . C11 C 0.14239(17) 0.8347(4) -0.01881(12) 0.0284(7) Uani 1 1 d . . . C12 C 0.20930(17) 0.9094(4) 0.00148(12) 0.0282(7) Uani 1 1 d . . . C13 C 0.29017(16) 0.9958(3) 0.01966(11) 0.0259(7) Uani 1 1 d . . . C14 C 0.31560(16) 1.1510(4) -0.00133(12) 0.0267(7) Uani 1 1 d . . . C15 C 0.40724(16) 1.1912(4) 0.02307(12) 0.0251(7) Uani 1 1 d . . . C16 C 0.45006(16) 1.0680(3) 0.06457(12) 0.0257(7) Uani 1 1 d . . . C17 C 0.29997(16) 1.4352(3) -0.05237(12) 0.0337(7) Uani 1 1 d . . . H17A H 0.2961 1.5223 -0.0202 0.040 Uiso 1 1 calc R . . H17B H 0.2666 1.4879 -0.0917 0.040 Uiso 1 1 calc R . . C18 C 0.39055(16) 1.4173(4) -0.05137(12) 0.0344(7) Uani 1 1 d . . . H18A H 0.3941 1.3378 -0.0854 0.041 Uiso 1 1 calc R . . H18B H 0.4131 1.5413 -0.0568 0.041 Uiso 1 1 calc R . . C19 C 0.53781(17) 1.0521(3) 0.09553(13) 0.0308(7) Uani 1 1 d . . . C20 C 0.61107(18) 1.0290(4) 0.12272(13) 0.0308(7) Uani 1 1 d . . . C21 C 0.69948(16) 1.0066(4) 0.15531(12) 0.0259(7) Uani 1 1 d . . . C22 C 0.76077(16) 1.1085(4) 0.13933(12) 0.0298(7) Uani 1 1 d . . . H22 H 0.7442 1.1930 0.1065 0.036 Uiso 1 1 calc R . . C23 C 0.84633(16) 1.0885(4) 0.17083(12) 0.0334(7) Uani 1 1 d . . . H23 H 0.8872 1.1605 0.1591 0.040 Uiso 1 1 calc R . . C24 C 0.87346(17) 0.9668(4) 0.21860(12) 0.0309(7) Uani 1 1 d . . . C25 C 0.81141(17) 0.8643(4) 0.23371(13) 0.0400(8) Uani 1 1 d . . . H25 H 0.8283 0.7786 0.2662 0.048 Uiso 1 1 calc R . . C26 C 0.72595(17) 0.8823(4) 0.20316(13) 0.0376(8) Uani 1 1 d . . . H26 H 0.6852 0.8098 0.2148 0.045 Uiso 1 1 calc R . . C27 C 0.96757(17) 0.9430(4) 0.25502(13) 0.0419(8) Uani 1 1 d . . . C28 C 1.02515(17) 1.0705(5) 0.23218(14) 0.0781(13) Uani 1 1 d . . . H28A H 1.0073 1.1996 0.2339 0.117 Uiso 1 1 calc R . . H28B H 1.0212 1.0382 0.1903 0.117 Uiso 1 1 calc R . . H28C H 1.0840 1.0558 0.2576 0.117 Uiso 1 1 calc R . . C29 C 0.99285(19) 0.7379(5) 0.24994(14) 0.0662(11) Uani 1 1 d . . . H29A H 1.0523 0.7194 0.2737 0.099 Uiso 1 1 calc R . . H29B H 0.9859 0.7078 0.2075 0.099 Uiso 1 1 calc R . . H29C H 0.9563 0.6568 0.2654 0.099 Uiso 1 1 calc R . . C30 C 0.97814(17) 0.9878(4) 0.32107(12) 0.0479(9) Uani 1 1 d . . . H30A H 1.0373 0.9658 0.3450 0.072 Uiso 1 1 calc R . . H30B H 0.9404 0.9081 0.3360 0.072 Uiso 1 1 calc R . . H30C H 0.9635 1.1182 0.3248 0.072 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0224(4) 0.0330(4) 0.0344(5) -0.0010(4) 0.0038(4) -0.0077(4) O1 0.0358(12) 0.0259(11) 0.0509(14) -0.0067(10) 0.0073(11) -0.0011(9) O2 0.0364(12) 0.0545(13) 0.0289(12) -0.0012(11) 0.0117(10) -0.0113(11) O3 0.0235(10) 0.0279(11) 0.0395(13) 0.0011(10) 0.0057(10) -0.0068(9) O4 0.0229(11) 0.0306(12) 0.0425(13) 0.0020(10) 0.0082(10) -0.0081(9) C1 0.0237(16) 0.0456(19) 0.044(2) -0.0009(16) 0.0026(15) -0.0070(14) C2 0.0304(17) 0.061(2) 0.0343(19) 0.0050(18) -0.0056(15) -0.0125(17) C3 0.0289(17) 0.0411(19) 0.039(2) -0.0066(16) 0.0062(15) -0.0148(15) C4 0.0187(16) 0.0417(19) 0.0242(18) 0.0045(15) 0.0027(14) -0.0077(14) C5 0.0224(16) 0.0339(18) 0.0186(16) 0.0018(14) 0.0065(13) -0.0073(14) C6 0.0198(16) 0.0354(18) 0.0317(19) 0.0018(14) 0.0027(14) 0.0001(14) C7 0.0305(17) 0.0291(17) 0.0335(19) -0.0007(14) 0.0082(15) -0.0075(14) C8 0.0176(15) 0.0357(18) 0.0209(17) 0.0010(14) 0.0046(13) -0.0111(14) C9 0.0228(16) 0.0326(18) 0.0315(18) 0.0026(14) 0.0060(14) -0.0002(13) C10 0.0303(17) 0.0270(16) 0.0288(18) -0.0008(14) 0.0055(15) -0.0067(14) C11 0.0275(17) 0.0338(17) 0.0226(18) 0.0027(13) 0.0054(15) -0.0050(14) C12 0.0256(16) 0.0339(17) 0.0245(17) 0.0005(15) 0.0066(14) -0.0012(15) C13 0.0230(16) 0.0271(17) 0.0276(18) -0.0043(14) 0.0075(14) -0.0084(13) C14 0.0210(16) 0.0318(18) 0.0265(18) -0.0042(14) 0.0059(14) -0.0010(14) C15 0.0250(16) 0.0215(16) 0.0319(19) -0.0071(14) 0.0131(15) -0.0080(13) C16 0.0214(16) 0.0256(17) 0.0292(17) -0.0059(14) 0.0061(14) -0.0058(13) C17 0.0342(17) 0.0265(17) 0.0385(19) -0.0001(14) 0.0079(15) -0.0045(14) C18 0.0327(17) 0.0332(17) 0.0380(19) 0.0029(16) 0.0116(15) -0.0073(15) C19 0.0266(18) 0.0299(17) 0.037(2) -0.0068(14) 0.0111(16) -0.0080(14) C20 0.0274(18) 0.0297(17) 0.0350(19) -0.0074(14) 0.0087(16) -0.0056(14) C21 0.0194(16) 0.0256(16) 0.0297(18) -0.0057(14) 0.0023(14) -0.0048(13) C22 0.0297(17) 0.0294(16) 0.0277(17) 0.0052(14) 0.0044(14) 0.0000(15) C23 0.0230(17) 0.0451(18) 0.0349(19) 0.0029(16) 0.0130(15) -0.0091(15) C24 0.0257(17) 0.0433(18) 0.0233(17) 0.0016(15) 0.0068(15) -0.0008(15) C25 0.0351(18) 0.045(2) 0.036(2) 0.0161(16) 0.0056(16) 0.0021(16) C26 0.0289(17) 0.0405(19) 0.044(2) 0.0094(17) 0.0124(16) -0.0107(15) C27 0.0209(16) 0.072(2) 0.033(2) 0.0082(17) 0.0083(15) 0.0050(16) C28 0.0178(17) 0.156(4) 0.057(3) 0.042(3) 0.0056(17) -0.003(2) C29 0.046(2) 0.103(3) 0.048(2) 0.000(2) 0.0116(19) 0.038(2) C30 0.0270(18) 0.074(2) 0.037(2) 0.0074(18) 0.0008(16) 0.0021(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 O2 1.4304(17) . ? S1 O1 1.4349(18) . ? S1 C16 1.773(2) . ? S1 C13 1.774(3) . ? O3 C14 1.340(3) . ? O3 C17 1.440(3) . ? O4 C15 1.327(3) . ? O4 C18 1.446(3) . ? C1 C4 1.533(3) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C4 1.527(3) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.519(3) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C5 1.540(3) . ? C5 C10 1.386(3) . ? C5 C6 1.394(3) . ? C6 C7 1.378(3) . ? C6 H6 0.9500 . ? C7 C8 1.391(3) . ? C7 H7 0.9500 . ? C8 C9 1.380(3) . ? C8 C11 1.440(3) . ? C9 C10 1.380(3) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.191(3) . ? C12 C13 1.416(3) . ? C13 C14 1.335(3) . ? C14 C15 1.475(3) . ? C15 C16 1.345(3) . ? C16 C19 1.415(4) . ? C17 C18 1.490(3) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.196(3) . ? C20 C21 1.437(4) . ? C21 C22 1.384(3) . ? C21 C26 1.391(3) . ? C22 C23 1.389(3) . ? C22 H22 0.9500 . ? C23 C24 1.378(3) . ? C23 H23 0.9500 . ? C24 C25 1.387(3) . ? C24 C27 1.539(3) . ? C25 C26 1.382(3) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C27 C30 1.522(3) . ? C27 C28 1.523(4) . ? C27 C29 1.550(4) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? 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_3 _geom_angle_publ_flag O2 S1 O1 118.12(12) . . ? O2 S1 C16 111.21(12) . . ? O1 S1 C16 110.18(11) . . ? O2 S1 C13 110.91(12) . . ? O1 S1 C13 110.29(12) . . ? C16 S1 C13 93.39(12) . . ? C14 O3 C17 114.69(19) . . ? C15 O4 C18 114.2(2) . . ? C4 C1 H1A 109.5 . . ? C4 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C4 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C4 C2 H2A 109.5 . . ? C4 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C4 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 H3A 109.5 . . ? C4 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C4 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C3 C4 C2 109.5(2) . . ? C3 C4 C1 108.7(2) . . ? C2 C4 C1 109.6(2) . . ? C3 C4 C5 112.0(2) . . ? C2 C4 C5 108.4(2) . . ? C1 C4 C5 108.7(2) . . ? C10 C5 C6 117.1(2) . . ? C10 C5 C4 123.1(2) . . ? C6 C5 C4 119.8(2) . . ? C7 C6 C5 121.6(3) . . ? C7 C6 H6 119.2 . . ? C5 C6 H6 119.2 . . ? C6 C7 C8 120.3(2) . . ? C6 C7 H7 119.9 . . ? C8 C7 H7 119.9 . . ? C9 C8 C7 118.6(2) . . ? C9 C8 C11 121.2(2) . . ? C7 C8 C11 120.2(2) . . ? C8 C9 C10 120.6(3) . . ? C8 C9 H9 119.7 . . ? C10 C9 H9 119.7 . . ? C9 C10 C5 121.7(2) . . ? C9 C10 H10 119.1 . . ? C5 C10 H10 119.1 . . ? C12 C11 C8 177.0(3) . . ? C11 C12 C13 174.1(3) . . ? C14 C13 C12 128.9(3) . . ? C14 C13 S1 108.8(2) . . ? C12 C13 S1 122.2(2) . . ? C13 C14 O3 123.6(2) . . ? C13 C14 C15 114.8(3) . . ? O3 C14 C15 121.5(2) . . ? O4 C15 C16 124.6(2) . . ? O4 C15 C14 121.5(2) . . ? C16 C15 C14 113.9(2) . . ? C15 C16 C19 131.1(2) . . ? C15 C16 S1 109.01(19) . . ? C19 C16 S1 119.8(2) . . ? O3 C17 C18 112.0(2) . . ? O3 C17 H17A 109.2 . . ? C18 C17 H17A 109.2 . . ? O3 C17 H17B 109.2 . . ? C18 C17 H17B 109.2 . . ? H17A C17 H17B 107.9 . . ? O4 C18 C17 111.4(2) . . ? O4 C18 H18A 109.3 . . ? C17 C18 H18A 109.3 . . ? O4 C18 H18B 109.3 . . ? C17 C18 H18B 109.3 . . ? H18A C18 H18B 108.0 . . ? C20 C19 C16 176.4(3) . . ? C19 C20 C21 178.5(3) . . ? C22 C21 C26 118.2(2) . . ? C22 C21 C20 120.4(3) . . ? C26 C21 C20 121.4(2) . . ? C21 C22 C23 120.7(2) . . ? C21 C22 H22 119.6 . . ? C23 C22 H22 119.6 . . ? C24 C23 C22 121.7(3) . . ? C24 C23 H23 119.2 . . ? C22 C23 H23 119.2 . . ? C23 C24 C25 116.9(2) . . ? C23 C24 C27 123.1(2) . . ? C25 C24 C27 120.0(2) . . ? C26 C25 C24 122.4(3) . . ? C26 C25 H25 118.8 . . ? C24 C25 H25 118.8 . . ? C25 C26 C21 120.0(3) . . ? C25 C26 H26 120.0 . . ? C21 C26 H26 120.0 . . ? C30 C27 C28 108.8(3) . . ? C30 C27 C24 109.0(2) . . ? C28 C27 C24 111.8(2) . . ? C30 C27 C29 109.0(2) . . ? C28 C27 C29 109.9(3) . . ? C24 C27 C29 108.3(2) . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C27 C30 H30A 109.5 . . ? C27 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C27 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.421 _refine_diff_density_min -0.296 _refine_diff_density_rms 0.042 #==END #========================================================= data_08srv340 _database_code_depnum_ccdc_archive 'CCDC 839602' #TrackingRef '- ALLSIX.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H28 S2' _chemical_formula_sum 'C30 H28 S2' _chemical_formula_weight 452.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.0263(4) _cell_length_b 8.1335(5) _cell_length_c 13.0125(7) _cell_angle_alpha 87.992(2) _cell_angle_beta 77.1150(10) _cell_angle_gamma 74.0720(10) _cell_volume 597.64(6) _cell_formula_units_Z 1 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 5666 _cell_measurement_theta_min 2.605 _cell_measurement_theta_max 30.473 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.258 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 240 _exptl_absorpt_coefficient_mu 0.239 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.897 _exptl_absorpt_correction_T_max 0.953 _exptl_absorpt_process_details 'SADABS (G. Sheldrick, 1998)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 6K CCD Detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 8 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8056 _diffrn_reflns_av_R_equivalents 0.0261 _diffrn_reflns_av_sigmaI/netI 0.0288 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 28.26 _reflns_number_total 2949 _reflns_number_gt 2571 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART version 5.054 (Bruker, 1999)' _computing_cell_refinement 'SAINT version 6.45A (Bruker, 2003)' _computing_data_reduction 'SAINT version 6.45A (Bruker, 2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0663P)^2^+0.1717P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2949 _refine_ls_number_parameters 148 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0470 _refine_ls_R_factor_gt 0.0412 _refine_ls_wR_factor_ref 0.1179 _refine_ls_wR_factor_gt 0.1122 _refine_ls_goodness_of_fit_ref 1.122 _refine_ls_restrained_S_all 1.122 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.34776(6) 0.38472(4) 0.92470(3) 0.02213(13) Uani 1 1 d . . . C1 C 1.1881(3) -0.7622(2) 0.60827(14) 0.0292(3) Uani 1 1 d . . . H1A H 1.2431 -0.6747 0.5642 0.044 Uiso 1 1 calc R . . H1B H 1.2617 -0.8746 0.5730 0.044 Uiso 1 1 calc R . . H1C H 1.2318 -0.7628 0.6765 0.044 Uiso 1 1 calc R . . C2 C 0.8592(3) -0.73770(19) 0.51827(12) 0.0270(3) Uani 1 1 d . . . H2A H 0.6898 -0.7272 0.5283 0.041 Uiso 1 1 calc R . . H2B H 0.9506 -0.8493 0.4851 0.041 Uiso 1 1 calc R . . H2C H 0.8994 -0.6466 0.4729 0.041 Uiso 1 1 calc R . . C3 C 0.8339(3) -0.85415(18) 0.70010(12) 0.0272(3) Uani 1 1 d . . . H3A H 0.8771 -0.8475 0.7678 0.041 Uiso 1 1 calc R . . H3B H 0.9090 -0.9691 0.6685 0.041 Uiso 1 1 calc R . . H3C H 0.6616 -0.8301 0.7114 0.041 Uiso 1 1 calc R . . C4 C 0.9186(2) -0.72201(17) 0.62572(11) 0.0193(3) Uani 1 1 d . . . C5 C 0.7928(2) -0.54418(17) 0.67684(10) 0.0178(3) Uani 1 1 d . . . C6 C 0.5661(3) -0.45720(18) 0.66489(12) 0.0232(3) Uani 1 1 d . . . H6 H 0.4945 -0.5059 0.6203 0.028 Uiso 1 1 calc R . . C7 C 0.4425(3) -0.30176(18) 0.71627(12) 0.0238(3) Uani 1 1 d . . . H7 H 0.2884 -0.2458 0.7064 0.029 Uiso 1 1 calc R . . C8 C 0.5431(2) -0.22674(17) 0.78243(11) 0.0194(3) Uani 1 1 d . . . C9 C 0.7713(3) -0.31094(18) 0.79394(11) 0.0221(3) Uani 1 1 d . . . H9 H 0.8442 -0.2611 0.8374 0.027 Uiso 1 1 calc R . . C10 C 0.8923(3) -0.46699(18) 0.74223(11) 0.0212(3) Uani 1 1 d . . . H10 H 1.0469 -0.5227 0.7516 0.025 Uiso 1 1 calc R . . C11 C 0.4166(3) -0.06735(18) 0.83751(11) 0.0208(3) Uani 1 1 d . . . C12 C 0.3105(3) 0.06704(18) 0.88309(11) 0.0210(3) Uani 1 1 d . . . C13 C 0.1920(2) 0.23083(17) 0.93039(11) 0.0194(3) Uani 1 1 d . . . C14 C -0.0481(2) 0.29063(16) 0.98008(10) 0.0180(3) Uani 1 1 d . . . H14 H -0.1601 0.2256 0.9908 0.022 Uiso 1 1 calc R . . C15 C -0.0965(2) 0.46642(17) 1.01196(10) 0.0183(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0209(2) 0.01526(19) 0.0272(2) -0.00396(13) -0.00169(14) -0.00239(13) C1 0.0222(7) 0.0196(7) 0.0406(9) -0.0093(6) -0.0013(6) -0.0004(6) C2 0.0350(8) 0.0196(7) 0.0231(7) -0.0059(5) -0.0047(6) -0.0025(6) C3 0.0357(8) 0.0142(6) 0.0276(7) -0.0013(5) 0.0005(6) -0.0057(6) C4 0.0210(6) 0.0127(6) 0.0224(6) -0.0031(5) -0.0024(5) -0.0030(5) C5 0.0212(6) 0.0115(6) 0.0190(6) -0.0008(5) -0.0013(5) -0.0042(5) C6 0.0237(7) 0.0162(6) 0.0304(7) -0.0057(5) -0.0081(6) -0.0040(5) C7 0.0211(7) 0.0155(6) 0.0337(8) -0.0034(6) -0.0081(6) -0.0010(5) C8 0.0234(7) 0.0117(6) 0.0205(6) -0.0016(5) -0.0008(5) -0.0035(5) C9 0.0279(7) 0.0158(6) 0.0229(7) -0.0038(5) -0.0079(5) -0.0039(5) C10 0.0207(6) 0.0170(7) 0.0241(7) -0.0027(5) -0.0064(5) -0.0007(5) C11 0.0237(7) 0.0144(6) 0.0228(6) -0.0005(5) -0.0030(5) -0.0041(5) C12 0.0241(7) 0.0151(6) 0.0225(6) -0.0002(5) -0.0040(5) -0.0041(5) C13 0.0230(7) 0.0125(6) 0.0218(6) -0.0018(5) -0.0050(5) -0.0034(5) C14 0.0231(7) 0.0108(6) 0.0177(6) -0.0037(5) -0.0052(5) 0.0002(5) C15 0.0191(6) 0.0140(6) 0.0199(6) -0.0018(5) -0.0032(5) -0.0021(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C15 1.7161(14) 2_567 ? S1 C13 1.7494(14) . ? C1 C4 1.531(2) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C4 1.536(2) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.536(2) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C5 1.5329(18) . ? C5 C6 1.395(2) . ? C5 C10 1.396(2) . ? C6 C7 1.3858(19) . ? C6 H6 0.9500 . ? C7 C8 1.398(2) . ? C7 H7 0.9500 . ? C8 C9 1.397(2) . ? C8 C11 1.4333(18) . ? C9 C10 1.3887(19) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.203(2) . ? C12 C13 1.4152(18) . ? C13 C14 1.4027(19) . ? C14 C15 1.4355(18) . ? C14 H14 0.9500 . ? C15 C15 1.387(3) 2_567 ? C15 S1 1.7161(14) 2_567 ? 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_3 _geom_angle_publ_flag C15 S1 C13 91.06(7) 2_567 . ? C4 C1 H1A 109.5 . . ? C4 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C4 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C4 C2 H2A 109.5 . . ? C4 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C4 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 H3A 109.5 . . ? C4 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C4 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C1 C4 C5 112.06(11) . . ? C1 C4 C2 107.77(12) . . ? C5 C4 C2 111.14(11) . . ? C1 C4 C3 108.77(13) . . ? C5 C4 C3 107.75(11) . . ? C2 C4 C3 109.30(12) . . ? C6 C5 C10 117.14(12) . . ? C6 C5 C4 120.89(12) . . ? C10 C5 C4 121.86(12) . . ? C7 C6 C5 121.89(13) . . ? C7 C6 H6 119.1 . . ? C5 C6 H6 119.1 . . ? C6 C7 C8 120.42(13) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? C9 C8 C7 118.38(12) . . ? C9 C8 C11 120.38(13) . . ? C7 C8 C11 121.24(13) . . ? C10 C9 C8 120.46(13) . . ? C10 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? C9 C10 C5 121.71(13) . . ? C9 C10 H10 119.1 . . ? C5 C10 H10 119.1 . . ? C12 C11 C8 179.55(15) . . ? C11 C12 C13 176.03(15) . . ? C14 C13 C12 126.98(13) . . ? C14 C13 S1 113.62(10) . . ? C12 C13 S1 119.35(11) . . ? C13 C14 C15 108.60(12) . . ? C13 C14 H14 125.7 . . ? C15 C14 H14 125.7 . . ? C15 C15 C14 115.14(15) 2_567 . ? C15 C15 S1 111.58(13) 2_567 2_567 ? C14 C15 S1 133.27(11) . 2_567 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.584 _refine_diff_density_min -0.309 _refine_diff_density_rms 0.069 #==END #================================================================== data_08srv338 _database_code_depnum_ccdc_archive 'CCDC 839603' #TrackingRef '- ALLSIX.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H28 S2' _chemical_formula_sum 'C30 H28 S2' _chemical_formula_weight 452.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 6.2158(4) _cell_length_b 7.6037(5) _cell_length_c 13.2115(10) _cell_angle_alpha 102.290(2) _cell_angle_beta 93.687(2) _cell_angle_gamma 97.016(2) _cell_volume 602.91(7) _cell_formula_units_Z 1 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 3950 _cell_measurement_theta_min 2.769 _cell_measurement_theta_max 30.422 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.247 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 240 _exptl_absorpt_coefficient_mu 0.237 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.857 _exptl_absorpt_correction_T_max 0.991 _exptl_absorpt_process_details 'SADABS (G. Sheldrick, 1998)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 6K CCD Detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 8 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6903 _diffrn_reflns_av_R_equivalents 0.0374 _diffrn_reflns_av_sigmaI/netI 0.0437 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 26.37 _reflns_number_total 2468 _reflns_number_gt 2056 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART version 5.054 (Bruker, 1999)' _computing_cell_refinement 'SAINT version 6.45A (Bruker, 2003)' _computing_data_reduction 'SAINT version 6.45A (Bruker, 2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0838P)^2^+0.2297P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2468 _refine_ls_number_parameters 148 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0586 _refine_ls_R_factor_gt 0.0492 _refine_ls_wR_factor_ref 0.1461 _refine_ls_wR_factor_gt 0.1354 _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_restrained_S_all 1.092 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.83894(8) 1.21644(6) 0.98164(4) 0.0276(2) Uani 1 1 d . . . C1 C 0.1021(4) -0.3030(3) 0.70779(18) 0.0340(5) Uani 1 1 d . . . H1A H 0.0565 -0.4319 0.6757 0.051 Uiso 1 1 calc R . . H1B H -0.0259 -0.2450 0.7278 0.051 Uiso 1 1 calc R . . H1C H 0.2028 -0.2918 0.7698 0.051 Uiso 1 1 calc R . . C2 C 0.3955(4) -0.3194(3) 0.58820(19) 0.0333(5) Uani 1 1 d . . . H2A H 0.5098 -0.3102 0.6445 0.050 Uiso 1 1 calc R . . H2B H 0.4579 -0.2713 0.5317 0.050 Uiso 1 1 calc R . . H2C H 0.3331 -0.4470 0.5619 0.050 Uiso 1 1 calc R . . C3 C 0.0509(4) -0.2091(3) 0.53821(18) 0.0336(5) Uani 1 1 d . . . H3A H 0.1229 -0.1489 0.4883 0.050 Uiso 1 1 calc R . . H3B H -0.0678 -0.1436 0.5643 0.050 Uiso 1 1 calc R . . H3C H -0.0081 -0.3346 0.5038 0.050 Uiso 1 1 calc R . . C4 C 0.2168(3) -0.2092(3) 0.62962(16) 0.0250(4) Uani 1 1 d . . . C5 C 0.3097(3) -0.0119(3) 0.68159(16) 0.0244(4) Uani 1 1 d . . . C6 C 0.1924(3) 0.0978(3) 0.75050(17) 0.0283(5) Uani 1 1 d . . . H6 H 0.0513 0.0498 0.7638 0.034 Uiso 1 1 calc R . . C7 C 0.2784(3) 0.2754(3) 0.79987(18) 0.0301(5) Uani 1 1 d . . . H7 H 0.1956 0.3464 0.8465 0.036 Uiso 1 1 calc R . . C8 C 0.4840(3) 0.3501(3) 0.78178(16) 0.0254(4) Uani 1 1 d . . . C9 C 0.6012(4) 0.2438(3) 0.71150(18) 0.0305(5) Uani 1 1 d . . . H9 H 0.7409 0.2928 0.6970 0.037 Uiso 1 1 calc R . . C10 C 0.5135(4) 0.0662(3) 0.66267(17) 0.0304(5) Uani 1 1 d . . . H10 H 0.5953 -0.0038 0.6150 0.036 Uiso 1 1 calc R . . C11 C 0.5780(3) 0.5316(3) 0.83423(17) 0.0267(5) Uani 1 1 d . . . C12 C 0.6585(3) 0.6838(3) 0.87506(16) 0.0262(4) Uani 1 1 d . . . C13 C 0.7603(3) 0.8639(3) 0.92244(16) 0.0238(4) Uani 1 1 d . . . C14 C 0.6752(3) 1.0210(3) 0.91707(16) 0.0275(5) Uani 1 1 d . . . H14 H 0.5382 1.0213 0.8809 0.033 Uiso 1 1 calc R . . C15 C 0.9676(3) 0.9076(2) 0.98157(16) 0.0237(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0295(3) 0.0141(3) 0.0388(3) 0.0040(2) 0.0019(2) 0.0057(2) C1 0.0420(13) 0.0170(10) 0.0416(13) 0.0036(9) 0.0099(10) 0.0007(9) C2 0.0325(12) 0.0166(10) 0.0496(14) 0.0016(9) 0.0074(10) 0.0069(8) C3 0.0350(12) 0.0194(10) 0.0431(13) 0.0024(9) -0.0027(10) 0.0026(9) C4 0.0269(10) 0.0144(9) 0.0328(11) 0.0026(8) 0.0036(8) 0.0028(8) C5 0.0274(10) 0.0153(9) 0.0298(10) 0.0036(8) 0.0016(8) 0.0030(8) C6 0.0236(10) 0.0171(9) 0.0417(12) 0.0013(9) 0.0046(8) 0.0016(8) C7 0.0307(11) 0.0175(9) 0.0401(12) 0.0006(9) 0.0066(9) 0.0047(8) C8 0.0280(10) 0.0146(9) 0.0325(11) 0.0039(8) 0.0003(8) 0.0027(8) C9 0.0295(11) 0.0196(10) 0.0399(12) 0.0022(9) 0.0083(9) -0.0014(8) C10 0.0331(12) 0.0191(10) 0.0367(12) 0.0000(9) 0.0104(9) 0.0022(8) C11 0.0265(10) 0.0185(10) 0.0353(11) 0.0061(8) 0.0038(8) 0.0034(8) C12 0.0263(10) 0.0197(10) 0.0332(11) 0.0049(8) 0.0056(8) 0.0054(8) C13 0.0261(10) 0.0157(9) 0.0288(10) 0.0026(8) 0.0053(8) 0.0025(7) C14 0.0278(10) 0.0205(10) 0.0341(11) 0.0053(8) 0.0031(8) 0.0044(8) C15 0.0270(10) 0.0140(10) 0.0301(11) 0.0040(8) 0.0049(8) 0.0042(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C14 1.718(2) . ? S1 C15 1.7232(19) 2_777 ? C1 C4 1.538(3) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C4 1.531(3) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.537(3) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C5 1.535(3) . ? C5 C10 1.393(3) . ? C5 C6 1.403(3) . ? C6 C7 1.393(3) . ? C6 H6 0.9500 . ? C7 C8 1.390(3) . ? C7 H7 0.9500 . ? C8 C9 1.399(3) . ? C8 C11 1.439(3) . ? C9 C10 1.393(3) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.200(3) . ? C12 C13 1.428(3) . ? C13 C14 1.377(3) . ? C13 C15 1.427(3) . ? C14 H14 0.9500 . ? C15 C15 1.385(4) 2_777 ? C15 S1 1.7232(19) 2_777 ? 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_3 _geom_angle_publ_flag C14 S1 C15 91.08(9) . 2_777 ? C4 C1 H1A 109.5 . . ? C4 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C4 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C4 C2 H2A 109.5 . . ? C4 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C4 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 H3A 109.5 . . ? C4 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C4 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C2 C4 C5 111.63(17) . . ? C2 C4 C3 108.74(18) . . ? C5 C4 C3 108.75(16) . . ? C2 C4 C1 108.15(17) . . ? C5 C4 C1 110.43(17) . . ? C3 C4 C1 109.09(18) . . ? C10 C5 C6 117.05(18) . . ? C10 C5 C4 121.73(18) . . ? C6 C5 C4 121.22(18) . . ? C7 C6 C5 121.43(19) . . ? C7 C6 H6 119.3 . . ? C5 C6 H6 119.3 . . ? C8 C7 C6 120.77(19) . . ? C8 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C7 C8 C9 118.50(19) . . ? C7 C8 C11 121.57(18) . . ? C9 C8 C11 119.92(19) . . ? C10 C9 C8 120.19(19) . . ? C10 C9 H9 119.9 . . ? C8 C9 H9 119.9 . . ? C5 C10 C9 122.03(19) . . ? C5 C10 H10 119.0 . . ? C9 C10 H10 119.0 . . ? C12 C11 C8 177.9(2) . . ? C11 C12 C13 178.3(2) . . ? C14 C13 C15 109.87(18) . . ? C14 C13 C12 125.35(19) . . ? C15 C13 C12 124.77(17) . . ? C13 C14 S1 114.01(16) . . ? C13 C14 H14 123.0 . . ? S1 C14 H14 123.0 . . ? C15 C15 C13 113.9(2) 2_777 . ? C15 C15 S1 111.2(2) 2_777 2_777 ? C13 C15 S1 134.96(15) . 2_777 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.498 _refine_diff_density_min -0.614 _refine_diff_density_rms 0.073 #==END #============================================================ data_07srv022 _database_code_depnum_ccdc_archive 'CCDC 839604' #TrackingRef '- ALLSIX.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H20 O2 S Si2' _chemical_formula_sum 'C10 H20 O2 S Si2' _chemical_formula_weight 260.50 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pmmn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-x, y+1/2, -z' 'x+1/2, -y, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'x, -y-1/2, z' '-x-1/2, y, z' _cell_length_a 15.2943(15) _cell_length_b 15.4858(15) _cell_length_c 6.4210(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1520.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 215(2) _cell_measurement_reflns_used 6552 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 29.87 _exptl_crystal_description 'irregular plate' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.138 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 560 _exptl_absorpt_coefficient_mu 0.354 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ;The data collection nominally covered full sphere of reciprocal space, by a combination of 3 runs of narrow-frame \w-scans (scan width 0.3\% \w, 10s exposure), every run at a different \f angle. Crystal to detector distance 4.84 cm. A reversible phase transition at 203 K to monoclinic (?) symmetry, accompanied by non-merohedral twinning. ; _diffrn_ambient_temperature 215(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 6K CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 5.6 _diffrn_standards_number 0 _diffrn_reflns_number 19738 _diffrn_reflns_av_R_equivalents 0.0349 _diffrn_reflns_av_sigmaI/netI 0.0197 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 30.00 _reflns_number_total 2369 _reflns_number_gt 1847 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART version 5.625 (Bruker, 2001)' _computing_cell_refinement 'SAINT version 6.02A (Bruker, 2001)' _computing_data_reduction 'SAINT version 6.02A (Bruker, 2001)' _computing_structure_solution 'SHELXTL version 6.14 (Bruker, 2003)' _computing_structure_refinement 'SHELXTL version 6.14 (Bruker, 2003)' _computing_molecular_graphics 'SHELXTL version 6.14 (Bruker, 2003)' _computing_publication_material 'SHELXTL version 6.14 (Bruker, 2003)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. Methyl groups C(3)H~3~ and C(8)H~3~ were refined as rigid bodies rotating around Si---C bonds, other H atoms in "riding" model. U~iso~ of all methyl hydrogen were refined but constrained to equivalence within each methyl group. For H(2) and H(6), U~iso~(H)=1.2\\times U~eq~(C). ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0462P)^2^+0.4217P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2369 _refine_ls_number_parameters 93 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0491 _refine_ls_R_factor_gt 0.0336 _refine_ls_wR_factor_ref 0.1033 _refine_ls_wR_factor_gt 0.0894 _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_restrained_S_all 1.094 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.2500 0.2500 0.27318(9) 0.03353(15) Uani 1 4 d S . . Si1 Si 0.04410(3) 0.2500 0.15620(9) 0.05192(19) Uani 1 2 d S . . O1 O 0.2500 0.32794(12) 0.3930(3) 0.0593(4) Uani 1 2 d S . . C1 C 0.16393(11) 0.2500 0.0892(3) 0.0381(4) Uani 1 2 d S . . C2 C 0.20169(13) 0.2500 -0.0967(3) 0.0530(6) Uani 1 2 d S . . H2 H 0.1690 0.2500 -0.2207 0.064 Uiso 1 2 d SR . . C3 C -0.00450(13) 0.34824(15) 0.0393(4) 0.0791(6) Uani 1 1 d . . . H31 H 0.0261 0.3991 0.0895 0.129(6) Uiso 1 1 d R . . H32 H -0.0657 0.3518 0.0787 0.129(6) Uiso 1 1 d R . . H33 H 0.0001 0.3454 -0.1113 0.129(6) Uiso 1 1 d R . . C4 C 0.03405(17) 0.2500 0.4424(4) 0.0954(13) Uani 1 2 d S . . H41 H 0.0607 0.3005 0.5016 0.098(6) Uiso 1 1 d R . . H42 H -0.0280 0.2500 0.4651 0.098(6) Uiso 1 2 d SR . . S2 S 0.2500 0.7500 0.44231(10) 0.03902(16) Uani 1 4 d S . . Si2 Si 0.2500 0.54716(4) 0.55140(10) 0.04738(17) Uani 1 2 d S . . O2 O 0.17012(10) 0.7500 0.3233(2) 0.0525(4) Uani 1 2 d S . . C5 C 0.2500 0.66469(14) 0.6273(3) 0.0429(4) Uani 1 2 d S . . C6 C 0.2500 0.70227(14) 0.8146(3) 0.0463(5) Uani 1 2 d S . . H6 H 0.2500 0.6700 0.9387 0.056 Uiso 1 2 d SR . . C7 C 0.2500 0.4847(2) 0.7936(5) 0.1004(13) Uani 1 2 d S . . H71 H 0.1991 0.4981 0.8748 0.142(10) Uiso 1 1 d R . . H72 H 0.2500 0.4247 0.7563 0.142(10) Uiso 1 2 d SR . . C8 C 0.15018(15) 0.52747(15) 0.3965(4) 0.0888(8) Uani 1 1 d . . . H81 H 0.1513 0.4689 0.3427 0.139(7) Uiso 1 1 d R . . H83 H 0.1478 0.5680 0.2814 0.139(7) Uiso 1 1 d R . . H82 H 0.0990 0.5350 0.4840 0.139(7) Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0252(3) 0.0478(3) 0.0276(3) 0.000 0.000 0.000 Si1 0.0250(3) 0.0921(5) 0.0387(3) 0.000 -0.0027(2) 0.000 O1 0.0494(9) 0.0738(11) 0.0548(9) -0.0283(8) 0.000 0.000 C1 0.0264(7) 0.0553(11) 0.0325(8) 0.000 -0.0042(7) 0.000 C2 0.0333(10) 0.0937(17) 0.0320(9) 0.000 -0.0056(8) 0.000 C3 0.0479(10) 0.1015(17) 0.0880(15) -0.0030(13) -0.0066(10) 0.0237(10) C4 0.0366(12) 0.205(4) 0.0447(14) 0.000 0.0068(10) 0.000 S2 0.0325(3) 0.0521(4) 0.0324(3) 0.000 0.000 0.000 Si2 0.0472(3) 0.0498(3) 0.0451(3) -0.0018(2) 0.000 0.000 O2 0.0419(8) 0.0717(10) 0.0439(8) 0.000 -0.0111(6) 0.000 C5 0.0382(9) 0.0512(11) 0.0391(9) 0.0024(8) 0.000 0.000 C6 0.0481(11) 0.0545(12) 0.0364(9) 0.0047(9) 0.000 0.000 C7 0.180(4) 0.0596(17) 0.0613(17) 0.0100(14) 0.000 0.000 C8 0.0743(14) 0.0721(13) 0.120(2) -0.0216(13) -0.0357(14) -0.0003(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 O1 1.4313(16) . ? S1 O1 1.4313(16) 2 ? S1 C1 1.7688(18) . ? S1 C1 1.7688(18) 2 ? Si1 C4 1.844(3) . ? Si1 C3 1.852(2) . ? Si1 C3 1.852(2) 7_565 ? Si1 C1 1.8824(19) . ? C1 C2 1.326(3) . ? C2 C2 1.478(4) 2 ? C2 H2 0.9400 . ? C3 H31 0.9706 . ? C3 H32 0.9706 . ? C3 H33 0.9704 . ? C4 H41 0.9600 . ? C4 H42 0.9599 . ? S2 O2 1.4412(15) . ? S2 O2 1.4412(15) 2_565 ? S2 C5 1.777(2) . ? S2 C5 1.777(2) 2_565 ? Si2 C7 1.831(3) . ? Si2 C8 1.847(2) 8_655 ? Si2 C8 1.847(2) . ? Si2 C5 1.884(2) . ? C5 C6 1.336(3) . ? C6 C6 1.478(4) 2_565 ? C6 H6 0.9400 . ? C7 H71 0.9600 . ? C7 H72 0.9600 . ? C8 H81 0.9703 . ? C8 H83 0.9702 . ? C8 H82 0.9702 . ? 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_3 _geom_angle_publ_flag O1 S1 O1 114.97(16) . 2 ? O1 S1 C1 111.04(5) . . ? O1 S1 C1 111.04(5) 2 . ? O1 S1 C1 111.04(5) . 2 ? O1 S1 C1 111.04(5) 2 2 ? C1 S1 C1 96.19(12) . 2 ? C4 Si1 C3 111.74(8) . . ? C4 Si1 C3 111.74(8) . 7_565 ? C3 Si1 C3 110.44(15) . 7_565 ? C4 Si1 C1 108.00(10) . . ? C3 Si1 C1 107.34(8) . . ? C3 Si1 C1 107.34(8) 7_565 . ? C2 C1 S1 106.08(14) . . ? C2 C1 Si1 129.04(14) . . ? S1 C1 Si1 124.88(10) . . ? C1 C2 C2 115.83(11) . 2 ? C1 C2 H2 122.1 . . ? C2 C2 H2 122.1 2 . ? Si1 C3 H31 109.7 . . ? Si1 C3 H32 109.1 . . ? H31 C3 H32 109.4 . . ? Si1 C3 H33 109.7 . . ? H31 C3 H33 109.4 . . ? H32 C3 H33 109.4 . . ? Si1 C4 H41 111.0 . . ? Si1 C4 H42 103.5 . . ? H41 C4 H42 111.1 . . ? O2 S2 O2 115.94(14) . 2_565 ? O2 S2 C5 110.77(5) . . ? O2 S2 C5 110.77(5) 2_565 . ? O2 S2 C5 110.77(5) . 2_565 ? O2 S2 C5 110.77(5) 2_565 2_565 ? C5 S2 C5 96.09(14) . 2_565 ? C7 Si2 C8 111.72(10) . 8_655 ? C7 Si2 C8 111.72(10) . . ? C8 Si2 C8 111.46(18) 8_655 . ? C7 Si2 C5 106.87(13) . . ? C8 Si2 C5 107.38(8) 8_655 . ? C8 Si2 C5 107.38(8) . . ? C6 C5 S2 106.14(16) . . ? C6 C5 Si2 130.80(17) . . ? S2 C5 Si2 123.06(12) . . ? C5 C6 C6 115.82(13) . 2_565 ? C5 C6 H6 122.1 . . ? C6 C6 H6 122.1 2_565 . ? Si2 C7 H71 110.3 . . ? Si2 C7 H72 107.4 . . ? H71 C7 H72 110.2 . . ? Si2 C8 H81 109.3 . . ? Si2 C8 H83 109.6 . . ? H81 C8 H83 109.5 . . ? Si2 C8 H82 109.6 . . ? H81 C8 H82 109.5 . . ? H83 C8 H82 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.331 _refine_diff_density_min -0.281 _refine_diff_density_rms 0.046 #==END