# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_dwj111 _audit_creation_method SHELXLTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H24 S6' _chemical_formula_weight 504.79 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 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 11.7852(19) _cell_length_b 5.2544(9) _cell_length_c 39.590(6) _cell_angle_alpha 90.00 _cell_angle_beta 91.346(3) _cell_angle_gamma 90.00 _cell_volume 2450.9(7) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 3223 _cell_measurement_theta_min 3.50 _cell_measurement_theta_max 24.57 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.368 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1056 _exptl_absorpt_coefficient_mu 0.568 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7840 _exptl_absorpt_correction_T_max 0.9776 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 Apex CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22363 _diffrn_reflns_av_R_equivalents 0.0500 _diffrn_reflns_av_sigmaI/netI 0.0385 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -46 _diffrn_reflns_limit_l_max 46 _diffrn_reflns_theta_min 1.03 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4323 _reflns_number_gt 3402 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0680P)^2^+3.0103P] 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 4323 _refine_ls_number_parameters 367 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0699 _refine_ls_R_factor_gt 0.0530 _refine_ls_wR_factor_ref 0.1446 _refine_ls_wR_factor_gt 0.1316 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.070 _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 0.30312(9) 0.4501(2) 0.16839(3) 0.0460(3) Uani 1 1 d . . . S2 S 0.90003(8) 0.1237(2) 0.24632(2) 0.0356(3) Uani 1 1 d . . . S3 S 0.95298(8) 0.2203(2) 0.19945(2) 0.0350(3) Uani 1 1 d . . . S4 S 0.84447(10) 0.1887(2) 0.00299(2) 0.0494(3) Uani 1 1 d . . . S5 S 0.69159(10) 0.3448(2) 0.01377(2) 0.0449(3) Uani 1 1 d . . . S6 S 0.17555(9) 0.3893(3) 0.13423(3) 0.0526(3) Uani 1 1 d . . . C1 C 0.4057(4) 0.1908(8) 0.16058(11) 0.0399(10) Uani 1 1 d . . . C2 C 0.5039(3) 0.2318(7) 0.18455(9) 0.0302(8) Uani 1 1 d . . . C3 C 0.5231(3) 0.0694(7) 0.21173(9) 0.0315(8) Uani 1 1 d . . . C4 C 0.6134(3) 0.1090(7) 0.23420(9) 0.0312(8) Uani 1 1 d . . . C5 C 0.6857(3) 0.3153(7) 0.23033(9) 0.0304(8) Uani 1 1 d . . . C6 C 0.6654(3) 0.4788(7) 0.20347(9) 0.0331(8) Uani 1 1 d . . . C7 C 0.5763(3) 0.4388(7) 0.18085(9) 0.0342(9) Uani 1 1 d . . . C8 C 0.7866(3) 0.3539(8) 0.25383(9) 0.0369(9) Uani 1 1 d . . . C9 C 0.8685(4) 0.0131(8) 0.17125(9) 0.0340(9) Uani 1 1 d . . . C10 C 0.8870(3) 0.0960(7) 0.13561(8) 0.0304(8) Uani 1 1 d . . . C11 C 0.9598(3) -0.0394(8) 0.11500(9) 0.0355(9) Uani 1 1 d . . . C12 C 0.9776(3) 0.0403(8) 0.08188(10) 0.0405(10) Uani 1 1 d . . . C13 C 0.9260(3) 0.2584(8) 0.06930(9) 0.0367(9) Uani 1 1 d . . . C14 C 0.8562(3) 0.3971(8) 0.09026(9) 0.0381(9) Uani 1 1 d . . . C15 C 0.8369(3) 0.3151(8) 0.12298(9) 0.0362(9) Uani 1 1 d . . . C16 C 0.9437(4) 0.3396(10) 0.03352(10) 0.0481(11) Uani 1 1 d . . . C17 C 0.6308(4) 0.1278(9) 0.04485(11) 0.0412(10) Uani 1 1 d . . . C18 C 0.5247(3) 0.2488(8) 0.05758(9) 0.0373(9) Uani 1 1 d . . . C19 C 0.4181(4) 0.1478(9) 0.04939(10) 0.0419(10) Uani 1 1 d . . . C20 C 0.3212(4) 0.2540(9) 0.06179(10) 0.0449(10) Uani 1 1 d . . . C21 C 0.3263(3) 0.4684(8) 0.08213(9) 0.0400(10) Uani 1 1 d . . . C22 C 0.4315(4) 0.5749(8) 0.08947(10) 0.0398(10) Uani 1 1 d . . . C23 C 0.5290(4) 0.4672(8) 0.07743(10) 0.0388(9) Uani 1 1 d . . . C24 C 0.2211(4) 0.5712(11) 0.09764(13) 0.0531(12) Uani 1 1 d . . . H1A H 0.427(3) 0.200(7) 0.1370(10) 0.031(10) Uiso 1 1 d . . . H1B H 0.365(4) 0.048(9) 0.1638(11) 0.060(14) Uiso 1 1 d . . . H3 H 0.478(3) -0.061(8) 0.2145(9) 0.034(10) Uiso 1 1 d . . . H4 H 0.629(3) -0.005(8) 0.2519(10) 0.039(11) Uiso 1 1 d . . . H6 H 0.709(3) 0.617(8) 0.2002(9) 0.037(11) Uiso 1 1 d . . . H7 H 0.562(3) 0.559(7) 0.1632(9) 0.035(10) Uiso 1 1 d . . . H8A H 0.821(3) 0.537(8) 0.2522(9) 0.043(11) Uiso 1 1 d . . . H8B H 0.767(3) 0.315(7) 0.2786(9) 0.033(10) Uiso 1 1 d . . . H9A H 0.895(3) -0.152(8) 0.1760(9) 0.031(10) Uiso 1 1 d . . . H9B H 0.797(4) 0.027(8) 0.1766(9) 0.039(11) Uiso 1 1 d . . . H11 H 0.993(3) -0.182(8) 0.1232(9) 0.035(11) Uiso 1 1 d . . . H12 H 1.024(3) -0.065(8) 0.0672(10) 0.048(12) Uiso 1 1 d . . . H14 H 0.824(3) 0.562(8) 0.0817(9) 0.040(11) Uiso 1 1 d . . . H15 H 0.784(3) 0.409(7) 0.1353(9) 0.026(9) Uiso 1 1 d . . . H16A H 1.021(4) 0.276(9) 0.0257(11) 0.058(13) Uiso 1 1 d . . . H16B H 0.928(3) 0.524(8) 0.0312(9) 0.040(11) Uiso 1 1 d . . . H17A H 0.627(3) -0.040(8) 0.0346(10) 0.044(11) Uiso 1 1 d . . . H17B H 0.681(3) 0.099(8) 0.0604(10) 0.040(12) Uiso 1 1 d . . . H19 H 0.418(3) 0.005(8) 0.0360(9) 0.033(10) Uiso 1 1 d . . . H20 H 0.251(4) 0.180(8) 0.0570(10) 0.048(12) Uiso 1 1 d . . . H22 H 0.432(3) 0.719(8) 0.1025(10) 0.040(11) Uiso 1 1 d . . . H23 H 0.598(3) 0.532(7) 0.0812(9) 0.033(10) Uiso 1 1 d . . . H24A H 0.225(3) 0.744(8) 0.1036(10) 0.039(11) Uiso 1 1 d . . . H24B H 0.168(5) 0.548(10) 0.0810(13) 0.080(17) 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 0.0411(6) 0.0537(7) 0.0433(6) -0.0073(5) -0.0001(5) 0.0031(5) S2 0.0341(5) 0.0496(6) 0.0231(5) 0.0070(4) -0.0004(4) 0.0027(4) S3 0.0330(5) 0.0487(6) 0.0234(5) 0.0014(4) 0.0020(4) -0.0088(4) S4 0.0557(7) 0.0685(8) 0.0244(5) -0.0090(5) 0.0097(4) -0.0121(6) S5 0.0564(7) 0.0504(7) 0.0281(5) 0.0036(4) 0.0047(4) -0.0098(5) S6 0.0327(6) 0.0714(8) 0.0535(7) 0.0033(6) -0.0016(5) -0.0045(5) C1 0.042(2) 0.039(2) 0.039(2) 0.0020(19) -0.0019(18) -0.0029(19) C2 0.0303(19) 0.032(2) 0.0287(19) 0.0010(15) 0.0068(15) 0.0025(16) C3 0.035(2) 0.027(2) 0.034(2) 0.0021(16) 0.0110(16) -0.0023(17) C4 0.035(2) 0.034(2) 0.0241(19) 0.0024(16) 0.0067(15) 0.0029(17) C5 0.0319(19) 0.031(2) 0.0284(19) -0.0033(15) 0.0095(15) 0.0031(16) C6 0.034(2) 0.027(2) 0.038(2) 0.0013(17) 0.0086(17) -0.0040(17) C7 0.039(2) 0.030(2) 0.034(2) 0.0113(17) 0.0054(17) 0.0035(17) C8 0.041(2) 0.043(2) 0.028(2) -0.0065(17) 0.0045(16) -0.0002(19) C9 0.035(2) 0.037(2) 0.030(2) 0.0030(17) 0.0020(17) -0.0041(19) C10 0.0340(19) 0.034(2) 0.0230(17) -0.0026(15) 0.0025(14) -0.0107(16) C11 0.034(2) 0.039(2) 0.034(2) -0.0044(18) 0.0029(16) -0.0026(18) C12 0.040(2) 0.050(3) 0.032(2) -0.0092(19) 0.0096(17) -0.006(2) C13 0.038(2) 0.045(2) 0.0272(19) -0.0026(17) 0.0068(16) -0.0161(19) C14 0.044(2) 0.041(2) 0.029(2) -0.0009(17) 0.0000(17) -0.0055(19) C15 0.039(2) 0.041(2) 0.029(2) -0.0065(17) 0.0057(16) -0.0001(18) C16 0.053(3) 0.063(3) 0.028(2) 0.000(2) 0.0074(19) -0.018(2) C17 0.052(3) 0.039(2) 0.034(2) 0.0018(19) 0.006(2) -0.005(2) C18 0.049(2) 0.039(2) 0.0248(19) 0.0081(16) 0.0044(16) -0.0072(19) C19 0.054(3) 0.041(2) 0.030(2) 0.0006(19) -0.0060(18) -0.012(2) C20 0.041(2) 0.055(3) 0.038(2) 0.012(2) -0.0116(19) -0.012(2) C21 0.043(2) 0.046(2) 0.031(2) 0.0149(18) -0.0048(17) -0.0006(19) C22 0.047(3) 0.038(2) 0.034(2) 0.0030(19) 0.0019(18) -0.0015(19) C23 0.039(2) 0.043(2) 0.035(2) 0.0021(18) -0.0012(18) -0.0113(19) C24 0.047(3) 0.063(4) 0.049(3) 0.012(2) -0.005(2) 0.008(2) _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 C1 1.852(4) . ? S1 S6 2.0239(15) . ? S2 C8 1.832(4) . ? S2 S3 2.0357(13) . ? S3 C9 1.836(4) . ? S4 C16 1.842(4) . ? S4 S5 2.0340(17) . ? S5 C17 1.835(4) . ? S6 C24 1.827(5) . ? C1 C2 1.495(5) . ? C1 H1A 0.97(4) . ? C1 H1B 0.91(5) . ? C2 C3 1.388(5) . ? C2 C7 1.393(5) . ? C3 C4 1.386(5) . ? C3 H3 0.87(4) . ? C4 C5 1.390(5) . ? C4 H4 0.94(4) . ? C5 C6 1.383(5) . ? C5 C8 1.506(5) . ? C6 C7 1.379(5) . ? C6 H6 0.90(4) . ? C7 H7 0.95(4) . ? C8 H8A 1.05(4) . ? C8 H8B 1.03(4) . ? C9 C10 1.497(5) . ? C9 H9A 0.94(4) . ? C9 H9B 0.88(4) . ? C10 C15 1.382(5) . ? C10 C11 1.394(5) . ? C11 C12 1.397(5) . ? C11 H11 0.91(4) . ? C12 C13 1.384(6) . ? C12 H12 0.98(4) . ? C13 C14 1.389(5) . ? C13 C16 1.499(5) . ? C14 C15 1.389(5) . ? C14 H14 1.00(4) . ? C15 H15 0.94(4) . ? C16 H16A 1.03(5) . ? C16 H16B 0.99(4) . ? C17 C18 1.500(6) . ? C17 H17A 0.97(4) . ? C17 H17B 0.86(4) . ? C18 C23 1.391(6) . ? C18 C19 1.395(6) . ? C19 C20 1.372(6) . ? C19 H19 0.92(4) . ? C20 C21 1.385(6) . ? C20 H20 0.93(4) . ? C21 C22 1.385(6) . ? C21 C24 1.497(6) . ? C22 C23 1.376(6) . ? C22 H22 0.92(4) . ? C23 H23 0.89(4) . ? C24 H24A 0.94(4) . ? C24 H24B 0.90(5) . ? 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 C1 S1 S6 104.46(14) . . ? C8 S2 S3 102.94(14) . . ? C9 S3 S2 103.47(13) . . ? C16 S4 S5 103.93(18) . . ? C17 S5 S4 104.59(16) . . ? C24 S6 S1 102.71(18) . . ? C2 C1 S1 106.6(3) . . ? C2 C1 H1A 113(2) . . ? S1 C1 H1A 108(2) . . ? C2 C1 H1B 116(3) . . ? S1 C1 H1B 104(3) . . ? H1A C1 H1B 109(4) . . ? C3 C2 C7 118.2(3) . . ? C3 C2 C1 120.9(3) . . ? C7 C2 C1 120.9(3) . . ? C4 C3 C2 121.0(4) . . ? C4 C3 H3 120(2) . . ? C2 C3 H3 120(2) . . ? C3 C4 C5 120.6(3) . . ? C3 C4 H4 121(2) . . ? C5 C4 H4 118(2) . . ? C6 C5 C4 118.3(3) . . ? C6 C5 C8 120.7(3) . . ? C4 C5 C8 120.9(3) . . ? C7 C6 C5 121.3(4) . . ? C7 C6 H6 117(2) . . ? C5 C6 H6 121(2) . . ? C6 C7 C2 120.6(3) . . ? C6 C7 H7 119(2) . . ? C2 C7 H7 120(2) . . ? C5 C8 S2 112.3(3) . . ? C5 C8 H8A 113(2) . . ? S2 C8 H8A 108(2) . . ? C5 C8 H8B 112(2) . . ? S2 C8 H8B 102(2) . . ? H8A C8 H8B 110(3) . . ? C10 C9 S3 108.2(3) . . ? C10 C9 H9A 114(2) . . ? S3 C9 H9A 105(2) . . ? C10 C9 H9B 111(3) . . ? S3 C9 H9B 108(3) . . ? H9A C9 H9B 110(3) . . ? C15 C10 C11 118.5(3) . . ? C15 C10 C9 120.8(3) . . ? C11 C10 C9 120.6(4) . . ? C10 C11 C12 120.3(4) . . ? C10 C11 H11 119(2) . . ? C12 C11 H11 121(2) . . ? C13 C12 C11 120.8(4) . . ? C13 C12 H12 120(2) . . ? C11 C12 H12 119(2) . . ? C12 C13 C14 118.7(3) . . ? C12 C13 C16 120.4(4) . . ? C14 C13 C16 120.9(4) . . ? C15 C14 C13 120.5(4) . . ? C15 C14 H14 121(2) . . ? C13 C14 H14 119(2) . . ? C10 C15 C14 121.2(4) . . ? C10 C15 H15 122(2) . . ? C14 C15 H15 117(2) . . ? C13 C16 S4 113.4(3) . . ? C13 C16 H16A 110(2) . . ? S4 C16 H16A 102(2) . . ? C13 C16 H16B 110(2) . . ? S4 C16 H16B 104(2) . . ? H16A C16 H16B 117(3) . . ? C18 C17 S5 107.7(3) . . ? C18 C17 H17A 120(2) . . ? S5 C17 H17A 107(2) . . ? C18 C17 H17B 114(3) . . ? S5 C17 H17B 109(3) . . ? H17A C17 H17B 99(4) . . ? C23 C18 C19 117.7(4) . . ? C23 C18 C17 121.3(4) . . ? C19 C18 C17 120.9(4) . . ? C20 C19 C18 121.0(4) . . ? C20 C19 H19 123(2) . . ? C18 C19 H19 116(2) . . ? C19 C20 C21 120.9(4) . . ? C19 C20 H20 120(3) . . ? C21 C20 H20 119(3) . . ? C22 C21 C20 118.5(4) . . ? C22 C21 C24 120.9(4) . . ? C20 C21 C24 120.5(4) . . ? C23 C22 C21 120.8(4) . . ? C23 C22 H22 122(3) . . ? C21 C22 H22 117(3) . . ? C22 C23 C18 121.0(4) . . ? C22 C23 H23 123(2) . . ? C18 C23 H23 116(2) . . ? C21 C24 S6 113.4(3) . . ? C21 C24 H24A 114(3) . . ? S6 C24 H24A 109(2) . . ? C21 C24 H24B 102(3) . . ? S6 C24 H24B 107(3) . . ? H24A C24 H24B 110(4) . . ? 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 C8 S2 S3 C9 -93.0(2) . . . . ? C16 S4 S5 C17 -91.1(2) . . . . ? C1 S1 S6 C24 -89.6(2) . . . . ? S6 S1 C1 C2 178.2(2) . . . . ? S1 C1 C2 C3 109.2(3) . . . . ? S1 C1 C2 C7 -68.6(4) . . . . ? C7 C2 C3 C4 -1.3(5) . . . . ? C1 C2 C3 C4 -179.2(3) . . . . ? C2 C3 C4 C5 1.2(5) . . . . ? C3 C4 C5 C6 -0.3(5) . . . . ? C3 C4 C5 C8 -177.6(3) . . . . ? C4 C5 C6 C7 -0.4(5) . . . . ? C8 C5 C6 C7 176.9(3) . . . . ? C5 C6 C7 C2 0.2(6) . . . . ? C3 C2 C7 C6 0.7(5) . . . . ? C1 C2 C7 C6 178.6(4) . . . . ? C6 C5 C8 S2 -104.9(4) . . . . ? C4 C5 C8 S2 72.3(4) . . . . ? S3 S2 C8 C5 66.5(3) . . . . ? S2 S3 C9 C10 171.2(3) . . . . ? S3 C9 C10 C15 -74.9(4) . . . . ? S3 C9 C10 C11 101.8(4) . . . . ? C15 C10 C11 C12 -2.6(5) . . . . ? C9 C10 C11 C12 -179.4(3) . . . . ? C10 C11 C12 C13 1.9(6) . . . . ? C11 C12 C13 C14 0.0(6) . . . . ? C11 C12 C13 C16 -178.8(4) . . . . ? C12 C13 C14 C15 -1.2(6) . . . . ? C16 C13 C14 C15 177.6(4) . . . . ? C11 C10 C15 C14 1.4(6) . . . . ? C9 C10 C15 C14 178.2(4) . . . . ? C13 C14 C15 C10 0.5(6) . . . . ? C12 C13 C16 S4 86.0(5) . . . . ? C14 C13 C16 S4 -92.8(4) . . . . ? S5 S4 C16 C13 68.7(4) . . . . ? S4 S5 C17 C18 172.5(3) . . . . ? S5 C17 C18 C23 -68.3(4) . . . . ? S5 C17 C18 C19 110.6(4) . . . . ? C23 C18 C19 C20 -2.9(6) . . . . ? C17 C18 C19 C20 178.1(4) . . . . ? C18 C19 C20 C21 1.6(6) . . . . ? C19 C20 C21 C22 0.6(6) . . . . ? C19 C20 C21 C24 -175.4(4) . . . . ? C20 C21 C22 C23 -1.4(6) . . . . ? C24 C21 C22 C23 174.6(4) . . . . ? C21 C22 C23 C18 0.0(6) . . . . ? C19 C18 C23 C22 2.1(6) . . . . ? C17 C18 C23 C22 -179.0(4) . . . . ? C22 C21 C24 S6 -98.7(5) . . . . ? C20 C21 C24 S6 77.2(5) . . . . ? S1 S6 C24 C21 65.9(4) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.506 _refine_diff_density_min -0.415 _refine_diff_density_rms 0.075 _database_code_depnum_ccdc_archive 'CCDC 938478' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_ob122 _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37.25 H33 Cl3 S6' _chemical_formula_weight 779.35 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 24.141(2) _cell_length_b 21.7139(17) _cell_length_c 14.5348(12) _cell_angle_alpha 90.00 _cell_angle_beta 112.434(2) _cell_angle_gamma 90.00 _cell_volume 7042.4(10) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour ? _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.470 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3228 _exptl_absorpt_coefficient_mu 0.645 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9209 _exptl_absorpt_correction_T_max 0.9872 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 Apex CCD' _diffrn_measurement_method 'Phi and omega scan' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 18419 _diffrn_reflns_av_R_equivalents 0.0502 _diffrn_reflns_av_sigmaI/netI 0.0687 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.31 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6202 _reflns_number_gt 4212 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0676P)^2^+9.1655P] 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 6202 _refine_ls_number_parameters 425 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0921 _refine_ls_R_factor_gt 0.0579 _refine_ls_wR_factor_ref 0.1627 _refine_ls_wR_factor_gt 0.1389 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _refine_ls_shift/su_max 0.002 _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 0.42013(6) 0.70673(6) 0.76882(9) 0.0423(3) Uani 1 1 d . . . S2 S 0.48072(6) 0.65328(6) 0.87449(10) 0.0467(4) Uani 1 1 d . . . S3 S 0.19947(6) 0.48937(5) 0.96400(9) 0.0406(3) Uani 1 1 d . . . S4 S 0.12052(6) 0.51110(6) 0.97531(9) 0.0420(3) Uani 1 1 d . . . S5 S 0.06737(5) 0.82383(5) 0.63377(9) 0.0407(3) Uani 1 1 d . . . S6 S 0.10230(6) 0.90223(5) 0.60197(9) 0.0402(3) Uani 1 1 d . . . Cl1 Cl 0.07769(8) 0.64336(7) 0.35362(11) 0.0685(5) Uani 1 1 d . . . Cl2 Cl -0.01236(7) 0.58672(8) 0.41626(12) 0.0689(5) Uani 1 1 d . . . Cl3 Cl 0.26274(8) 0.71362(8) 0.92706(14) 0.0797(5) Uani 1 1 d . . . C1 C 0.3639(2) 0.7229(2) 0.8230(3) 0.0403(12) Uani 1 1 d . . . H1A H 0.3368 0.6871 0.8120 0.048 Uiso 1 1 calc R . . H1B H 0.3844 0.7291 0.8957 0.048 Uiso 1 1 calc R . . C2 C 0.3278(2) 0.7793(2) 0.7770(3) 0.0357(11) Uani 1 1 d . . . C3 C 0.3430(2) 0.8350(2) 0.8232(4) 0.0401(12) Uani 1 1 d . . . H3A H 0.3775 0.8377 0.8831 0.048 Uiso 1 1 calc R . . C4 C 0.3091(2) 0.8885(2) 0.7847(3) 0.0416(12) Uani 1 1 d . . . H4A H 0.3220 0.9270 0.8171 0.050 Uiso 1 1 calc R . . C5 C 0.2582(2) 0.8856(2) 0.7021(3) 0.0381(11) Uani 1 1 d . . . H5A H 0.2350 0.9218 0.6779 0.046 Uiso 1 1 calc R . . C6 C 0.2391(2) 0.8284(2) 0.6507(3) 0.0316(10) Uani 1 1 d . . . C7 C 0.27521(19) 0.7751(2) 0.6880(3) 0.0316(10) Uani 1 1 d . . . C8 C 0.2565(2) 0.7189(2) 0.6350(3) 0.0353(11) Uani 1 1 d . . . H8A H 0.2803 0.6830 0.6579 0.042 Uiso 1 1 calc R . . C9 C 0.2060(2) 0.7155(2) 0.5535(3) 0.0377(11) Uani 1 1 d . . . H9A H 0.1946 0.6775 0.5191 0.045 Uiso 1 1 calc R . . C10 C 0.1695(2) 0.7679(2) 0.5181(3) 0.0363(11) Uani 1 1 d . . . H10A H 0.1334 0.7644 0.4609 0.044 Uiso 1 1 calc R . . C11 C 0.1851(2) 0.8239(2) 0.5649(3) 0.0341(11) Uani 1 1 d . . . C12 C 0.1440(2) 0.8784(2) 0.5251(3) 0.0381(11) Uani 1 1 d . . . H12A H 0.1149 0.8681 0.4576 0.046 Uiso 1 1 calc R . . H12B H 0.1682 0.9137 0.5186 0.046 Uiso 1 1 calc R . . C13 C 0.1249(2) 0.7996(2) 0.7536(3) 0.0389(11) Uani 1 1 d . . . H13A H 0.1609 0.7847 0.7433 0.047 Uiso 1 1 calc R . . H13B H 0.1368 0.8350 0.7999 0.047 Uiso 1 1 calc R . . C14 C 0.10018(19) 0.74902(19) 0.7974(3) 0.0329(11) Uani 1 1 d . . . C15 C 0.0758(2) 0.7638(2) 0.8662(3) 0.0396(12) Uani 1 1 d . . . H15A H 0.0744 0.8056 0.8843 0.048 Uiso 1 1 calc R . . C16 C 0.0533(2) 0.7177(2) 0.9096(3) 0.0389(12) Uani 1 1 d . . . H16A H 0.0347 0.7288 0.9542 0.047 Uiso 1 1 calc R . . C17 C 0.0576(2) 0.6576(2) 0.8890(3) 0.0387(12) Uani 1 1 d . . . H17A H 0.0442 0.6271 0.9225 0.046 Uiso 1 1 calc R . . C18 C 0.08172(19) 0.6392(2) 0.8186(3) 0.0310(10) Uani 1 1 d . . . C19 C 0.10190(19) 0.6862(2) 0.7697(3) 0.0312(10) Uani 1 1 d . . . C20 C 0.1225(2) 0.6685(2) 0.6944(3) 0.0362(11) Uani 1 1 d . . . H20A H 0.1360 0.6992 0.6612 0.043 Uiso 1 1 calc R . . C21 C 0.1231(2) 0.6085(2) 0.6689(3) 0.0406(12) Uani 1 1 d . . . H21A H 0.1358 0.5978 0.6167 0.049 Uiso 1 1 calc R . . C22 C 0.1052(2) 0.5620(2) 0.7189(3) 0.0393(12) Uani 1 1 d . . . H22A H 0.1064 0.5202 0.7006 0.047 Uiso 1 1 calc R . . C23 C 0.0861(2) 0.5763(2) 0.7933(3) 0.0358(11) Uani 1 1 d . . . C24 C 0.0685(2) 0.5253(2) 0.8472(3) 0.0411(12) Uani 1 1 d . . . H24A H 0.0642 0.4868 0.8087 0.049 Uiso 1 1 calc R . . H24B H 0.0287 0.5352 0.8482 0.049 Uiso 1 1 calc R . . C25 C 0.2391(2) 0.5638(2) 0.9947(4) 0.0415(12) Uani 1 1 d . . . H25A H 0.2176 0.5943 0.9428 0.050 Uiso 1 1 calc R . . H25B H 0.2391 0.5788 1.0589 0.050 Uiso 1 1 calc R . . C26 C 0.3026(2) 0.55855(19) 1.0018(3) 0.0357(11) Uani 1 1 d . . . C27 C 0.3484(2) 0.5569(2) 1.0923(4) 0.0410(12) Uani 1 1 d . . . H27A H 0.3393 0.5557 1.1504 0.049 Uiso 1 1 calc R . . C28 C 0.4091(2) 0.5569(2) 1.1031(4) 0.0434(13) Uani 1 1 d . . . H28A H 0.4401 0.5543 1.1674 0.052 Uiso 1 1 calc R . . C29 C 0.4231(2) 0.56066(19) 1.0207(4) 0.0398(12) Uani 1 1 d . . . H29A H 0.4638 0.5629 1.0281 0.048 Uiso 1 1 calc R . . C30 C 0.3775(2) 0.56131(18) 0.9247(3) 0.0334(11) Uani 1 1 d . . . C31 C 0.3907(2) 0.56487(19) 0.8360(4) 0.0408(12) Uani 1 1 d . . . C32 C 0.3444(3) 0.5639(2) 0.7449(4) 0.0489(14) Uani 1 1 d . . . H32A H 0.3531 0.5660 0.6865 0.059 Uiso 1 1 calc R . . C33 C 0.2846(3) 0.5599(2) 0.7355(4) 0.0488(14) Uani 1 1 d . . . H33A H 0.2535 0.5581 0.6712 0.059 Uiso 1 1 calc R . . C34 C 0.2708(2) 0.5586(2) 0.8178(4) 0.0425(12) Uani 1 1 d . . . H34A H 0.2300 0.5575 0.8105 0.051 Uiso 1 1 calc R . . C35 C 0.3167(2) 0.55887(18) 0.9150(3) 0.0335(11) Uani 1 1 d . . . C36 C 0.4531(3) 0.5737(2) 0.8404(4) 0.0531(14) Uani 1 1 d . . . H36A H 0.4541 0.5636 0.7747 0.064 Uiso 1 1 calc R . . H36B H 0.4802 0.5448 0.8899 0.064 Uiso 1 1 calc R . . C38 C 0.0255(3) 0.6550(3) 0.4082(4) 0.0699(19) Uani 1 1 d . . . H38A H -0.0043 0.6858 0.3688 0.084 Uiso 1 1 calc R . . H38B H 0.0463 0.6720 0.4760 0.084 Uiso 1 1 calc R . . C37 C 0.2328(5) 0.7207(5) 1.0231(8) 0.000(2) Uani 0.25 1 d P . 1 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 0.0364(7) 0.0506(8) 0.0422(7) 0.0124(6) 0.0175(6) 0.0043(6) S2 0.0335(7) 0.0546(8) 0.0514(8) 0.0134(6) 0.0155(6) 0.0063(6) S3 0.0457(8) 0.0323(6) 0.0396(7) 0.0036(5) 0.0115(6) -0.0042(5) S4 0.0424(8) 0.0470(7) 0.0332(7) 0.0089(5) 0.0106(6) -0.0099(6) S5 0.0369(7) 0.0378(7) 0.0466(7) 0.0121(5) 0.0151(6) -0.0018(5) S6 0.0427(7) 0.0286(6) 0.0501(8) 0.0088(5) 0.0187(6) 0.0020(5) Cl1 0.0860(12) 0.0526(9) 0.0567(9) 0.0000(7) 0.0158(8) -0.0167(8) Cl2 0.0579(10) 0.0869(11) 0.0661(10) -0.0088(8) 0.0284(8) 0.0168(8) Cl3 0.0857(13) 0.0791(11) 0.0979(13) -0.0070(9) 0.0616(11) -0.0097(9) C1 0.035(3) 0.047(3) 0.036(3) 0.003(2) 0.011(2) 0.003(2) C2 0.032(3) 0.042(3) 0.036(3) -0.001(2) 0.016(2) -0.003(2) C3 0.033(3) 0.046(3) 0.037(3) 0.002(2) 0.009(2) -0.006(2) C4 0.042(3) 0.039(3) 0.041(3) -0.006(2) 0.013(2) -0.012(2) C5 0.040(3) 0.039(3) 0.038(3) 0.005(2) 0.018(2) -0.002(2) C6 0.033(3) 0.036(3) 0.030(2) 0.001(2) 0.017(2) -0.004(2) C7 0.029(2) 0.038(3) 0.032(3) 0.003(2) 0.017(2) -0.002(2) C8 0.040(3) 0.033(3) 0.037(3) 0.002(2) 0.019(2) -0.001(2) C9 0.043(3) 0.040(3) 0.033(3) -0.006(2) 0.018(2) -0.009(2) C10 0.038(3) 0.045(3) 0.028(2) 0.002(2) 0.015(2) -0.006(2) C11 0.033(3) 0.040(3) 0.034(3) 0.003(2) 0.017(2) -0.001(2) C12 0.034(3) 0.044(3) 0.034(3) 0.009(2) 0.011(2) -0.004(2) C13 0.047(3) 0.031(2) 0.039(3) 0.002(2) 0.017(2) 0.000(2) C14 0.034(3) 0.032(2) 0.029(2) 0.0052(19) 0.008(2) 0.001(2) C15 0.046(3) 0.036(3) 0.037(3) -0.001(2) 0.015(2) 0.005(2) C16 0.042(3) 0.048(3) 0.031(3) 0.002(2) 0.020(2) 0.007(2) C17 0.035(3) 0.052(3) 0.029(3) 0.010(2) 0.012(2) 0.002(2) C18 0.027(2) 0.038(3) 0.023(2) 0.0044(19) 0.0040(19) -0.0004(19) C19 0.031(3) 0.036(2) 0.025(2) 0.0046(19) 0.010(2) -0.0011(19) C20 0.043(3) 0.040(3) 0.026(2) 0.003(2) 0.014(2) -0.004(2) C21 0.051(3) 0.042(3) 0.029(3) -0.001(2) 0.016(2) 0.003(2) C22 0.047(3) 0.030(3) 0.035(3) -0.002(2) 0.009(2) 0.001(2) C23 0.036(3) 0.034(3) 0.030(3) 0.007(2) 0.005(2) -0.005(2) C24 0.039(3) 0.037(3) 0.036(3) 0.008(2) 0.003(2) -0.006(2) C25 0.045(3) 0.035(3) 0.049(3) -0.004(2) 0.023(2) -0.008(2) C26 0.046(3) 0.023(2) 0.039(3) -0.0023(19) 0.018(2) -0.005(2) C27 0.056(3) 0.033(3) 0.036(3) -0.001(2) 0.019(3) -0.005(2) C28 0.050(3) 0.037(3) 0.035(3) 0.006(2) 0.007(2) -0.004(2) C29 0.041(3) 0.032(3) 0.046(3) 0.005(2) 0.015(2) 0.002(2) C30 0.045(3) 0.019(2) 0.035(3) 0.0006(18) 0.015(2) 0.0028(19) C31 0.059(3) 0.024(2) 0.047(3) -0.001(2) 0.030(3) 0.003(2) C32 0.073(4) 0.040(3) 0.040(3) -0.008(2) 0.028(3) -0.004(3) C33 0.066(4) 0.040(3) 0.031(3) -0.004(2) 0.009(3) -0.009(3) C34 0.048(3) 0.035(3) 0.042(3) 0.002(2) 0.014(2) -0.005(2) C35 0.045(3) 0.018(2) 0.038(3) -0.0004(19) 0.015(2) -0.0001(19) C36 0.067(4) 0.048(3) 0.059(4) 0.009(3) 0.039(3) 0.014(3) C38 0.077(5) 0.064(4) 0.052(4) -0.011(3) 0.006(3) 0.029(3) C37 -0.002(6) -0.004(5) 0.004(6) 0.006(4) 0.000(5) -0.001(4) _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 C1 1.844(5) . ? S1 S2 2.0324(17) . ? S2 C36 1.850(5) . ? S3 C25 1.844(4) . ? S3 S4 2.0298(19) . ? S4 C24 1.832(4) . ? S5 C13 1.842(5) . ? S5 S6 2.0299(17) . ? S6 C12 1.842(5) . ? Cl1 C38 1.746(7) . ? Cl2 C38 1.768(7) . ? Cl3 C37 1.583(11) 7_567 ? Cl3 C37 1.808(12) . ? C1 C2 1.504(6) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.363(6) . ? C2 C7 1.428(6) . ? C3 C4 1.410(6) . ? C3 H3A 0.9500 . ? C4 C5 1.353(6) . ? C4 H4A 0.9500 . ? C5 C6 1.432(6) . ? C5 H5A 0.9500 . ? C6 C11 1.421(6) . ? C6 C7 1.427(6) . ? C7 C8 1.422(6) . ? C8 C9 1.339(6) . ? C8 H8A 0.9500 . ? C9 C10 1.410(6) . ? C9 H9A 0.9500 . ? C10 C11 1.374(6) . ? C10 H10A 0.9500 . ? C11 C12 1.511(6) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.503(6) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.376(6) . ? C14 C19 1.427(6) . ? C15 C16 1.398(6) . ? C15 H15A 0.9500 . ? C16 C17 1.352(6) . ? C16 H16A 0.9500 . ? C17 C18 1.413(6) . ? C17 H17A 0.9500 . ? C18 C23 1.429(6) . ? C18 C19 1.432(6) . ? C19 C20 1.417(6) . ? C20 C21 1.356(6) . ? C20 H20A 0.9500 . ? C21 C22 1.405(6) . ? C21 H21A 0.9500 . ? C22 C23 1.364(7) . ? C22 H22A 0.9500 . ? C23 C24 1.507(6) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.501(7) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.358(6) . ? C26 C35 1.427(6) . ? C27 C28 1.413(7) . ? C27 H27A 0.9500 . ? C28 C29 1.364(7) . ? C28 H28A 0.9500 . ? C29 C30 1.409(6) . ? C29 H29A 0.9500 . ? C30 C35 1.419(6) . ? C30 C31 1.444(6) . ? C31 C32 1.369(7) . ? C31 C36 1.495(7) . ? C32 C33 1.401(7) . ? C32 H32A 0.9500 . ? C33 C34 1.359(7) . ? C33 H33A 0.9500 . ? C34 C35 1.425(6) . ? C34 H34A 0.9500 . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C37 Cl3 1.583(11) 7_567 ? C37 C37 1.78(2) 7_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 C1 S1 S2 102.74(15) . . ? C36 S2 S1 104.41(19) . . ? C25 S3 S4 101.20(17) . . ? C24 S4 S3 104.95(18) . . ? C13 S5 S6 103.06(16) . . ? C12 S6 S5 105.85(16) . . ? C37 Cl3 C37 63.1(6) 7_567 . ? C2 C1 S1 111.2(3) . . ? C2 C1 H1A 109.4 . . ? S1 C1 H1A 109.4 . . ? C2 C1 H1B 109.4 . . ? S1 C1 H1B 109.4 . . ? H1A C1 H1B 108.0 . . ? C3 C2 C7 118.8(4) . . ? C3 C2 C1 120.1(4) . . ? C7 C2 C1 120.9(4) . . ? C2 C3 C4 122.0(4) . . ? C2 C3 H3A 119.0 . . ? C4 C3 H3A 119.0 . . ? C5 C4 C3 120.4(4) . . ? C5 C4 H4A 119.8 . . ? C3 C4 H4A 119.8 . . ? C4 C5 C6 120.4(4) . . ? C4 C5 H5A 119.8 . . ? C6 C5 H5A 119.8 . . ? C11 C6 C7 120.0(4) . . ? C11 C6 C5 121.5(4) . . ? C7 C6 C5 118.5(4) . . ? C8 C7 C2 122.3(4) . . ? C8 C7 C6 118.0(4) . . ? C2 C7 C6 119.7(4) . . ? C9 C8 C7 121.3(4) . . ? C9 C8 H8A 119.3 . . ? C7 C8 H8A 119.3 . . ? C8 C9 C10 120.6(4) . . ? C8 C9 H9A 119.7 . . ? C10 C9 H9A 119.7 . . ? C11 C10 C9 121.2(4) . . ? C11 C10 H10A 119.4 . . ? C9 C10 H10A 119.4 . . ? C10 C11 C6 118.9(4) . . ? C10 C11 C12 119.1(4) . . ? C6 C11 C12 122.0(4) . . ? C11 C12 S6 114.8(3) . . ? C11 C12 H12A 108.6 . . ? S6 C12 H12A 108.6 . . ? C11 C12 H12B 108.6 . . ? S6 C12 H12B 108.6 . . ? H12A C12 H12B 107.5 . . ? C14 C13 S5 109.4(3) . . ? C14 C13 H13A 109.8 . . ? S5 C13 H13A 109.8 . . ? C14 C13 H13B 109.8 . . ? S5 C13 H13B 109.8 . . ? H13A C13 H13B 108.3 . . ? C15 C14 C19 119.6(4) . . ? C15 C14 C13 119.1(4) . . ? C19 C14 C13 121.3(4) . . ? C14 C15 C16 120.6(4) . . ? C14 C15 H15A 119.7 . . ? C16 C15 H15A 119.7 . . ? C17 C16 C15 120.9(5) . . ? C17 C16 H16A 119.6 . . ? C15 C16 H16A 119.6 . . ? C16 C17 C18 121.5(5) . . ? C16 C17 H17A 119.3 . . ? C18 C17 H17A 119.3 . . ? C17 C18 C23 123.2(4) . . ? C17 C18 C19 118.0(4) . . ? C23 C18 C19 118.8(4) . . ? C20 C19 C14 122.3(4) . . ? C20 C19 C18 118.4(4) . . ? C14 C19 C18 119.3(4) . . ? C21 C20 C19 121.1(4) . . ? C21 C20 H20A 119.5 . . ? C19 C20 H20A 119.5 . . ? C20 C21 C22 120.7(5) . . ? C20 C21 H21A 119.6 . . ? C22 C21 H21A 119.6 . . ? C23 C22 C21 120.7(4) . . ? C23 C22 H22A 119.7 . . ? C21 C22 H22A 119.7 . . ? C22 C23 C18 120.1(4) . . ? C22 C23 C24 119.5(4) . . ? C18 C23 C24 120.3(4) . . ? C23 C24 S4 115.6(3) . . ? C23 C24 H24A 108.4 . . ? S4 C24 H24A 108.4 . . ? C23 C24 H24B 108.4 . . ? S4 C24 H24B 108.4 . . ? H24A C24 H24B 107.4 . . ? C26 C25 S3 111.9(3) . . ? C26 C25 H25A 109.2 . . ? S3 C25 H25A 109.2 . . ? C26 C25 H25B 109.2 . . ? S3 C25 H25B 109.2 . . ? H25A C25 H25B 107.9 . . ? C27 C26 C35 118.4(5) . . ? C27 C26 C25 120.1(4) . . ? C35 C26 C25 121.4(4) . . ? C26 C27 C28 122.3(5) . . ? C26 C27 H27A 118.9 . . ? C28 C27 H27A 118.9 . . ? C29 C28 C27 119.7(5) . . ? C29 C28 H28A 120.2 . . ? C27 C28 H28A 120.2 . . ? C28 C29 C30 120.6(5) . . ? C28 C29 H29A 119.7 . . ? C30 C29 H29A 119.7 . . ? C29 C30 C35 119.0(4) . . ? C29 C30 C31 122.0(5) . . ? C35 C30 C31 119.0(4) . . ? C32 C31 C30 119.1(5) . . ? C32 C31 C36 118.7(5) . . ? C30 C31 C36 122.1(5) . . ? C31 C32 C33 121.7(5) . . ? C31 C32 H32A 119.1 . . ? C33 C32 H32A 119.1 . . ? C34 C33 C32 120.4(5) . . ? C34 C33 H33A 119.8 . . ? C32 C33 H33A 119.8 . . ? C33 C34 C35 120.8(5) . . ? C33 C34 H34A 119.6 . . ? C35 C34 H34A 119.6 . . ? C30 C35 C34 118.9(4) . . ? C30 C35 C26 119.9(4) . . ? C34 C35 C26 121.2(4) . . ? C31 C36 S2 112.7(3) . . ? C31 C36 H36A 109.0 . . ? S2 C36 H36A 109.0 . . ? C31 C36 H36B 109.0 . . ? S2 C36 H36B 109.0 . . ? H36A C36 H36B 107.8 . . ? Cl1 C38 Cl2 112.9(3) . . ? Cl1 C38 H38A 109.0 . . ? Cl2 C38 H38A 109.0 . . ? Cl1 C38 H38B 109.0 . . ? Cl2 C38 H38B 109.0 . . ? H38A C38 H38B 107.8 . . ? Cl3 C37 C37 64.6(6) 7_567 7_567 ? Cl3 C37 Cl3 116.9(6) 7_567 . ? C37 C37 Cl3 52.3(6) 7_567 . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.929 _refine_diff_density_min -0.535 _refine_diff_density_rms 0.079 _database_code_depnum_ccdc_archive 'CCDC 938479' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_ob130 _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C43 H38 S6' _chemical_formula_weight 747.09 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 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 8.735(4) _cell_length_b 38.295(16) _cell_length_c 11.313(5) _cell_angle_alpha 90.00 _cell_angle_beta 97.668(8) _cell_angle_gamma 90.00 _cell_volume 3750(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour ? _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.323 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1568 _exptl_absorpt_coefficient_mu 0.396 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9430 _exptl_absorpt_correction_T_max 0.9921 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 Apex CCD' _diffrn_measurement_method 'phi and omega scan' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 19181 _diffrn_reflns_av_R_equivalents 0.0934 _diffrn_reflns_av_sigmaI/netI 0.1213 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -45 _diffrn_reflns_limit_k_max 45 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.06 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6592 _reflns_number_gt 3915 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0736P)^2^+1.7290P] 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 6592 _refine_ls_number_parameters 442 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1463 _refine_ls_R_factor_gt 0.0809 _refine_ls_wR_factor_ref 0.1949 _refine_ls_wR_factor_gt 0.1629 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.096 _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 0.88273(18) 0.13105(4) 1.07767(13) 0.0355(4) Uani 1 1 d . . . S2 S 0.77776(19) 0.15783(4) 1.19944(13) 0.0380(4) Uani 1 1 d . . . S3 S 0.1720(2) 0.22243(4) 0.60833(14) 0.0468(5) Uani 1 1 d . . . S4 S 0.04889(19) 0.20523(4) 0.45406(14) 0.0415(5) Uani 1 1 d . . . S5 S 0.76976(19) 0.07445(4) 0.35052(13) 0.0370(4) Uani 1 1 d . . . S6 S 0.9070(2) 0.03659(4) 0.43488(14) 0.0404(4) Uani 1 1 d . . . C1 C 1.0458(7) 0.05980(16) 0.5444(5) 0.0360(15) Uani 1 1 d . . . H1A H 1.1113 0.0424 0.5921 0.043 Uiso 1 1 calc R . . H1B H 1.1141 0.0742 0.5011 0.043 Uiso 1 1 calc R . . C2 C 0.9714(6) 0.08299(15) 0.6281(5) 0.0294(14) Uani 1 1 d . . . C3 C 0.9580(7) 0.11828(16) 0.6014(5) 0.0377(16) Uani 1 1 d . . . H3A H 0.9991 0.1271 0.5337 0.045 Uiso 1 1 calc R . . C4 C 0.8844(7) 0.14135(16) 0.6728(5) 0.0371(16) Uani 1 1 d . . . H4A H 0.8722 0.1653 0.6512 0.044 Uiso 1 1 calc R . . C5 C 0.8311(7) 0.12940(15) 0.7724(5) 0.0342(15) Uani 1 1 d . . . H5A H 0.7829 0.1452 0.8205 0.041 Uiso 1 1 calc R . . C6 C 0.8454(7) 0.09404(15) 0.8062(5) 0.0297(14) Uani 1 1 d . . . C7 C 0.7927(7) 0.08129(16) 0.9131(5) 0.0342(15) Uani 1 1 d . . . C8 C 0.8119(7) 0.04678(16) 0.9439(6) 0.0403(16) Uani 1 1 d . . . H8A H 0.7788 0.0386 1.0155 0.048 Uiso 1 1 calc R . . C9 C 0.8804(8) 0.02340(18) 0.8702(6) 0.0505(19) Uani 1 1 d . . . H9A H 0.8939 -0.0003 0.8935 0.061 Uiso 1 1 calc R . . C10 C 0.9280(7) 0.03428(16) 0.7657(6) 0.0400(16) Uani 1 1 d . . . H10A H 0.9691 0.0180 0.7150 0.048 Uiso 1 1 calc R . . C11 C 0.9154(7) 0.06997(15) 0.7337(5) 0.0308(14) Uani 1 1 d . . . C12 C 0.7237(7) 0.10588(16) 0.9951(5) 0.0350(15) Uani 1 1 d . . . H12A H 0.6682 0.0926 1.0512 0.042 Uiso 1 1 calc R . . H12B H 0.6494 0.1218 0.9484 0.042 Uiso 1 1 calc R . . C13 C 0.7488(7) 0.20223(16) 1.1399(5) 0.0400(16) Uani 1 1 d . . . H13A H 0.6786 0.2147 1.1872 0.048 Uiso 1 1 calc R . . H13B H 0.8495 0.2145 1.1518 0.048 Uiso 1 1 calc R . . C14 C 0.6837(7) 0.20488(15) 1.0102(5) 0.0333(15) Uani 1 1 d . . . C15 C 0.7788(8) 0.21519(15) 0.9312(6) 0.0428(17) Uani 1 1 d . . . H15A H 0.8827 0.2212 0.9596 0.051 Uiso 1 1 calc R . . C16 C 0.7270(8) 0.21718(15) 0.8080(6) 0.0421(17) Uani 1 1 d . . . H16A H 0.7953 0.2247 0.7545 0.051 Uiso 1 1 calc R . . C17 C 0.5786(7) 0.20822(15) 0.7656(5) 0.0361(15) Uani 1 1 d . . . H17A H 0.5445 0.2095 0.6824 0.043 Uiso 1 1 calc R . . C18 C 0.4738(7) 0.19696(14) 0.8446(5) 0.0275(13) Uani 1 1 d . . . C19 C 0.3196(7) 0.18670(15) 0.8036(5) 0.0319(15) Uani 1 1 d . . . C20 C 0.2209(7) 0.17873(17) 0.8842(5) 0.0401(16) Uani 1 1 d . . . H20A H 0.1169 0.1727 0.8561 0.048 Uiso 1 1 calc R . . C21 C 0.2705(7) 0.17935(17) 1.0069(5) 0.0426(17) Uani 1 1 d . . . H21A H 0.1998 0.1742 1.0614 0.051 Uiso 1 1 calc R . . C22 C 0.4207(7) 0.18738(16) 1.0487(5) 0.0364(15) Uani 1 1 d . . . H22A H 0.4543 0.1867 1.1320 0.044 Uiso 1 1 calc R . . C23 C 0.5265(7) 0.19667(14) 0.9700(5) 0.0288(14) Uani 1 1 d . . . C24 C 0.2626(8) 0.18215(15) 0.6726(5) 0.0397(16) Uani 1 1 d . . . H24A H 0.1866 0.1629 0.6620 0.048 Uiso 1 1 calc R . . H24B H 0.3504 0.1758 0.6298 0.048 Uiso 1 1 calc R . . C25 C 0.1823(7) 0.20996(17) 0.3433(5) 0.0410(16) Uani 1 1 d . . . H25A H 0.1290 0.2026 0.2645 0.049 Uiso 1 1 calc R . . H25B H 0.2093 0.2349 0.3373 0.049 Uiso 1 1 calc R . . C26 C 0.3278(7) 0.18933(15) 0.3709(5) 0.0310(14) Uani 1 1 d . . . C27 C 0.4615(7) 0.20703(16) 0.4140(5) 0.0377(16) Uani 1 1 d . . . H27A H 0.4599 0.2317 0.4209 0.045 Uiso 1 1 calc R . . C28 C 0.6007(7) 0.18854(17) 0.4479(5) 0.0365(15) Uani 1 1 d . . . H28A H 0.6927 0.2011 0.4748 0.044 Uiso 1 1 calc R . . C29 C 0.6044(7) 0.15335(16) 0.4424(5) 0.0321(14) Uani 1 1 d . . . H29A H 0.6982 0.1415 0.4695 0.039 Uiso 1 1 calc R . . C30 C 0.4714(7) 0.13344(16) 0.3970(5) 0.0308(14) Uani 1 1 d . . . C31 C 0.4747(7) 0.09658(16) 0.3907(5) 0.0313(14) Uani 1 1 d . . . C32 C 0.3444(7) 0.07891(16) 0.3389(5) 0.0370(16) Uani 1 1 d . . . H32A H 0.3476 0.0542 0.3308 0.044 Uiso 1 1 calc R . . C33 C 0.2071(7) 0.09710(17) 0.2980(5) 0.0368(15) Uani 1 1 d . . . H33A H 0.1190 0.0846 0.2620 0.044 Uiso 1 1 calc R . . C34 C 0.2001(7) 0.13245(16) 0.3098(5) 0.0334(15) Uani 1 1 d . . . H34A H 0.1056 0.1442 0.2847 0.040 Uiso 1 1 calc R . . C35 C 0.3315(7) 0.15202(15) 0.3590(5) 0.0291(14) Uani 1 1 d . . . C36 C 0.6118(7) 0.07542(16) 0.4436(5) 0.0384(16) Uani 1 1 d . . . H36A H 0.5777 0.0512 0.4558 0.046 Uiso 1 1 calc R . . H36B H 0.6518 0.0852 0.5227 0.046 Uiso 1 1 calc R . . C37 C 0.4222(10) 0.0706(3) 0.7083(8) 0.074(3) Uani 1 1 d . . . H37A H 0.4420 0.0854 0.6445 0.089 Uiso 1 1 calc R . . C38 C 0.4534(11) 0.0351(3) 0.7030(9) 0.084(3) Uani 1 1 d . . . H38A H 0.4929 0.0255 0.6356 0.101 Uiso 1 1 calc R . . C39 C 0.4273(11) 0.0145(3) 0.7934(9) 0.086(3) Uani 1 1 d . . . H39A H 0.4482 -0.0098 0.7909 0.103 Uiso 1 1 calc R . . C40 C 0.3688(10) 0.0289(2) 0.8921(8) 0.070(2) Uani 1 1 d . . . H40A H 0.3540 0.0143 0.9575 0.084 Uiso 1 1 calc R . . C41 C 0.3322(8) 0.0640(2) 0.8965(7) 0.0540(19) Uani 1 1 d . . . C42 C 0.3632(8) 0.0848(2) 0.8043(7) 0.057(2) Uani 1 1 d . . . H42A H 0.3438 0.1091 0.8066 0.068 Uiso 1 1 calc R . . C43 C 0.2686(11) 0.0784(2) 0.9990(8) 0.089(3) Uani 1 1 d . . . H43A H 0.2546 0.0597 1.0554 0.133 Uiso 1 1 calc R . . H43B H 0.1686 0.0894 0.9721 0.133 Uiso 1 1 calc R . . H43C H 0.3398 0.0959 1.0383 0.133 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 0.0299(9) 0.0479(10) 0.0273(8) -0.0081(7) -0.0010(6) 0.0028(8) S2 0.0409(10) 0.0478(10) 0.0240(8) -0.0058(7) -0.0004(7) 0.0077(8) S3 0.0671(13) 0.0422(10) 0.0290(9) -0.0027(8) -0.0013(8) 0.0173(9) S4 0.0414(10) 0.0549(11) 0.0275(8) 0.0021(8) 0.0016(7) 0.0196(8) S5 0.0405(10) 0.0433(9) 0.0279(8) 0.0009(7) 0.0073(7) 0.0115(8) S6 0.0470(11) 0.0384(9) 0.0349(9) -0.0063(8) 0.0015(8) 0.0118(8) C1 0.032(4) 0.045(4) 0.031(3) -0.002(3) 0.003(3) 0.009(3) C2 0.025(3) 0.042(4) 0.022(3) -0.002(3) 0.005(2) 0.002(3) C3 0.039(4) 0.040(4) 0.034(4) -0.003(3) 0.002(3) 0.002(3) C4 0.045(4) 0.032(4) 0.032(4) 0.002(3) -0.005(3) 0.003(3) C5 0.035(4) 0.036(4) 0.029(3) -0.006(3) -0.004(3) 0.002(3) C6 0.028(3) 0.031(3) 0.026(3) -0.003(3) -0.008(3) 0.001(3) C7 0.028(4) 0.040(4) 0.035(4) -0.009(3) 0.007(3) -0.003(3) C8 0.057(5) 0.033(4) 0.033(4) -0.002(3) 0.015(3) -0.002(3) C9 0.067(5) 0.041(4) 0.044(4) 0.003(3) 0.009(4) 0.009(4) C10 0.050(4) 0.035(4) 0.035(4) 0.001(3) 0.006(3) 0.006(3) C11 0.031(4) 0.035(4) 0.025(3) -0.002(3) -0.004(3) 0.009(3) C12 0.032(4) 0.039(4) 0.034(4) -0.004(3) 0.003(3) 0.000(3) C13 0.038(4) 0.046(4) 0.034(4) -0.016(3) -0.004(3) 0.002(3) C14 0.036(4) 0.030(3) 0.034(4) -0.003(3) 0.007(3) 0.001(3) C15 0.039(4) 0.033(4) 0.056(5) -0.003(3) 0.007(3) -0.008(3) C16 0.048(5) 0.031(4) 0.051(4) 0.002(3) 0.023(3) 0.006(3) C17 0.048(4) 0.032(3) 0.029(3) 0.007(3) 0.007(3) 0.005(3) C18 0.037(4) 0.022(3) 0.025(3) -0.002(3) 0.009(3) 0.002(3) C19 0.038(4) 0.037(4) 0.020(3) -0.005(3) -0.002(3) 0.003(3) C20 0.033(4) 0.057(4) 0.031(4) 0.000(3) 0.008(3) -0.002(3) C21 0.042(4) 0.059(4) 0.027(4) 0.001(3) 0.008(3) -0.002(3) C22 0.041(4) 0.045(4) 0.024(3) -0.002(3) 0.006(3) 0.003(3) C23 0.033(4) 0.031(3) 0.022(3) -0.001(3) 0.001(3) 0.001(3) C24 0.052(4) 0.038(4) 0.027(3) -0.001(3) -0.002(3) 0.008(3) C25 0.051(4) 0.047(4) 0.024(3) 0.004(3) 0.003(3) 0.011(3) C26 0.040(4) 0.039(4) 0.016(3) 0.006(3) 0.012(3) 0.005(3) C27 0.050(4) 0.036(4) 0.028(3) -0.002(3) 0.012(3) 0.002(3) C28 0.033(4) 0.048(4) 0.031(3) -0.005(3) 0.016(3) -0.007(3) C29 0.024(3) 0.043(4) 0.030(3) -0.004(3) 0.007(3) 0.006(3) C30 0.032(4) 0.043(4) 0.018(3) 0.003(3) 0.007(3) 0.004(3) C31 0.026(3) 0.043(4) 0.025(3) 0.002(3) 0.003(3) 0.004(3) C32 0.046(4) 0.034(4) 0.032(3) -0.003(3) 0.007(3) 0.011(3) C33 0.034(4) 0.050(4) 0.026(3) -0.005(3) 0.003(3) -0.001(3) C34 0.027(3) 0.050(4) 0.023(3) 0.002(3) 0.003(3) 0.007(3) C35 0.034(4) 0.037(4) 0.018(3) 0.000(3) 0.007(3) 0.003(3) C36 0.037(4) 0.046(4) 0.032(4) 0.003(3) 0.006(3) 0.005(3) C37 0.073(6) 0.091(7) 0.059(6) 0.020(5) 0.013(5) 0.006(5) C38 0.086(7) 0.099(8) 0.071(6) -0.015(6) 0.020(5) -0.013(6) C39 0.095(8) 0.072(6) 0.092(7) -0.008(6) 0.022(6) -0.007(5) C40 0.092(7) 0.050(5) 0.073(6) 0.012(5) 0.029(5) -0.006(5) C41 0.044(5) 0.069(5) 0.050(5) -0.001(4) 0.009(4) -0.006(4) C42 0.059(5) 0.066(5) 0.047(5) 0.007(4) 0.012(4) 0.001(4) C43 0.115(8) 0.081(7) 0.078(6) -0.006(5) 0.043(6) -0.007(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 C12 1.840(6) . ? S1 S2 2.031(2) . ? S2 C13 1.834(6) . ? S3 C24 1.838(6) . ? S3 S4 2.034(2) . ? S4 C25 1.831(7) . ? S5 C36 1.844(6) . ? S5 S6 2.036(2) . ? S6 C1 1.843(6) . ? C1 C2 1.507(8) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.386(8) . ? C2 C11 1.440(8) . ? C3 C4 1.409(8) . ? C3 H3A 0.9500 . ? C4 C5 1.355(8) . ? C4 H4A 0.9500 . ? C5 C6 1.408(8) . ? C5 H5A 0.9500 . ? C6 C11 1.425(8) . ? C6 C7 1.435(8) . ? C7 C8 1.371(8) . ? C7 C12 1.504(8) . ? C8 C9 1.410(9) . ? C8 H8A 0.9500 . ? C9 C10 1.370(9) . ? C9 H9A 0.9500 . ? C10 C11 1.414(8) . ? C10 H10A 0.9500 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.504(8) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.358(9) . ? C14 C23 1.423(8) . ? C15 C16 1.408(9) . ? C15 H15A 0.9500 . ? C16 C17 1.365(8) . ? C16 H16A 0.9500 . ? C17 C18 1.428(8) . ? C17 H17A 0.9500 . ? C18 C19 1.420(8) . ? C18 C23 1.432(7) . ? C19 C20 1.370(8) . ? C19 C24 1.510(7) . ? C20 C21 1.398(8) . ? C20 H20A 0.9500 . ? C21 C22 1.370(8) . ? C21 H21A 0.9500 . ? C22 C23 1.411(8) . ? C22 H22A 0.9500 . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.494(8) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.381(8) . ? C26 C35 1.436(8) . ? C27 C28 1.415(8) . ? C27 H27A 0.9500 . ? C28 C29 1.350(8) . ? C28 H28A 0.9500 . ? C29 C30 1.427(8) . ? C29 H29A 0.9500 . ? C30 C31 1.414(8) . ? C30 C35 1.430(8) . ? C31 C32 1.385(8) . ? C31 C36 1.502(8) . ? C32 C33 1.411(8) . ? C32 H32A 0.9500 . ? C33 C34 1.362(8) . ? C33 H33A 0.9500 . ? C34 C35 1.421(8) . ? C34 H34A 0.9500 . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 C42 1.374(11) . ? C37 C38 1.391(12) . ? C37 H37A 0.9500 . ? C38 C39 1.335(12) . ? C38 H38A 0.9500 . ? C39 C40 1.402(12) . ? C39 H39A 0.9500 . ? C40 C41 1.383(10) . ? C40 H40A 0.9500 . ? C41 C42 1.367(10) . ? C41 C43 1.460(10) . ? C42 H42A 0.9500 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 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 C12 S1 S2 103.3(2) . . ? C13 S2 S1 105.7(2) . . ? C24 S3 S4 102.6(2) . . ? C25 S4 S3 104.1(2) . . ? C36 S5 S6 100.7(2) . . ? C1 S6 S5 105.4(2) . . ? C2 C1 S6 114.0(4) . . ? C2 C1 H1A 108.8 . . ? S6 C1 H1A 108.8 . . ? C2 C1 H1B 108.8 . . ? S6 C1 H1B 108.8 . . ? H1A C1 H1B 107.7 . . ? C3 C2 C11 119.4(6) . . ? C3 C2 C1 118.0(5) . . ? C11 C2 C1 122.7(5) . . ? C2 C3 C4 121.2(6) . . ? C2 C3 H3A 119.4 . . ? C4 C3 H3A 119.4 . . ? C5 C4 C3 119.9(6) . . ? C5 C4 H4A 120.0 . . ? C3 C4 H4A 120.0 . . ? C4 C5 C6 121.5(6) . . ? C4 C5 H5A 119.2 . . ? C6 C5 H5A 119.2 . . ? C5 C6 C11 119.7(6) . . ? C5 C6 C7 122.0(6) . . ? C11 C6 C7 118.4(5) . . ? C8 C7 C6 120.0(6) . . ? C8 C7 C12 119.5(6) . . ? C6 C7 C12 120.4(5) . . ? C7 C8 C9 120.6(6) . . ? C7 C8 H8A 119.7 . . ? C9 C8 H8A 119.7 . . ? C10 C9 C8 121.3(6) . . ? C10 C9 H9A 119.4 . . ? C8 C9 H9A 119.4 . . ? C9 C10 C11 119.5(6) . . ? C9 C10 H10A 120.3 . . ? C11 C10 H10A 120.3 . . ? C10 C11 C6 120.2(6) . . ? C10 C11 C2 121.6(6) . . ? C6 C11 C2 118.3(5) . . ? C7 C12 S1 107.7(4) . . ? C7 C12 H12A 110.2 . . ? S1 C12 H12A 110.2 . . ? C7 C12 H12B 110.2 . . ? S1 C12 H12B 110.2 . . ? H12A C12 H12B 108.5 . . ? C14 C13 S2 115.9(4) . . ? C14 C13 H13A 108.3 . . ? S2 C13 H13A 108.3 . . ? C14 C13 H13B 108.3 . . ? S2 C13 H13B 108.3 . . ? H13A C13 H13B 107.4 . . ? C15 C14 C23 120.2(5) . . ? C15 C14 C13 118.5(6) . . ? C23 C14 C13 121.3(6) . . ? C14 C15 C16 121.5(6) . . ? C14 C15 H15A 119.2 . . ? C16 C15 H15A 119.2 . . ? C17 C16 C15 120.0(6) . . ? C17 C16 H16A 120.0 . . ? C15 C16 H16A 120.0 . . ? C16 C17 C18 120.9(6) . . ? C16 C17 H17A 119.6 . . ? C18 C17 H17A 119.6 . . ? C19 C18 C17 122.6(5) . . ? C19 C18 C23 119.1(5) . . ? C17 C18 C23 118.3(5) . . ? C20 C19 C18 119.9(5) . . ? C20 C19 C24 118.2(6) . . ? C18 C19 C24 121.8(6) . . ? C19 C20 C21 121.1(6) . . ? C19 C20 H20A 119.4 . . ? C21 C20 H20A 119.4 . . ? C22 C21 C20 120.2(6) . . ? C22 C21 H21A 119.9 . . ? C20 C21 H21A 119.9 . . ? C21 C22 C23 121.1(5) . . ? C21 C22 H22A 119.4 . . ? C23 C22 H22A 119.4 . . ? C22 C23 C14 122.6(5) . . ? C22 C23 C18 118.4(5) . . ? C14 C23 C18 118.9(5) . . ? C19 C24 S3 111.1(4) . . ? C19 C24 H24A 109.4 . . ? S3 C24 H24A 109.4 . . ? C19 C24 H24B 109.4 . . ? S3 C24 H24B 109.4 . . ? H24A C24 H24B 108.0 . . ? C26 C25 S4 113.9(4) . . ? C26 C25 H25A 108.8 . . ? S4 C25 H25A 108.8 . . ? C26 C25 H25B 108.8 . . ? S4 C25 H25B 108.8 . . ? H25A C25 H25B 107.7 . . ? C27 C26 C35 119.5(5) . . ? C27 C26 C25 118.0(6) . . ? C35 C26 C25 122.4(5) . . ? C26 C27 C28 120.4(6) . . ? C26 C27 H27A 119.8 . . ? C28 C27 H27A 119.8 . . ? C29 C28 C27 120.8(6) . . ? C29 C28 H28A 119.6 . . ? C27 C28 H28A 119.6 . . ? C28 C29 C30 121.8(6) . . ? C28 C29 H29A 119.1 . . ? C30 C29 H29A 119.1 . . ? C31 C30 C29 122.0(5) . . ? C31 C30 C35 120.3(5) . . ? C29 C30 C35 117.7(5) . . ? C32 C31 C30 119.2(5) . . ? C32 C31 C36 118.1(6) . . ? C30 C31 C36 122.6(5) . . ? C31 C32 C33 120.8(6) . . ? C31 C32 H32A 119.6 . . ? C33 C32 H32A 119.6 . . ? C34 C33 C32 120.4(6) . . ? C34 C33 H33A 119.8 . . ? C32 C33 H33A 119.8 . . ? C33 C34 C35 121.2(5) . . ? C33 C34 H34A 119.4 . . ? C35 C34 H34A 119.4 . . ? C34 C35 C30 118.0(5) . . ? C34 C35 C26 122.3(5) . . ? C30 C35 C26 119.7(5) . . ? C31 C36 S5 113.6(4) . . ? C31 C36 H36A 108.8 . . ? S5 C36 H36A 108.8 . . ? C31 C36 H36B 108.8 . . ? S5 C36 H36B 108.8 . . ? H36A C36 H36B 107.7 . . ? C42 C37 C38 121.1(9) . . ? C42 C37 H37A 119.5 . . ? C38 C37 H37A 119.5 . . ? C39 C38 C37 119.4(9) . . ? C39 C38 H38A 120.3 . . ? C37 C38 H38A 120.3 . . ? C38 C39 C40 119.7(9) . . ? C38 C39 H39A 120.2 . . ? C40 C39 H39A 120.2 . . ? C41 C40 C39 121.5(8) . . ? C41 C40 H40A 119.3 . . ? C39 C40 H40A 119.3 . . ? C42 C41 C40 117.9(8) . . ? C42 C41 C43 121.4(8) . . ? C40 C41 C43 120.7(8) . . ? C41 C42 C37 120.5(8) . . ? C41 C42 H42A 119.8 . . ? C37 C42 H42A 119.8 . . ? C41 C43 H43A 109.5 . . ? C41 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C41 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? 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 C12 S1 S2 C13 -101.0(3) . . . . ? C24 S3 S4 C25 -91.3(3) . . . . ? C36 S5 S6 C1 -92.0(3) . . . . ? S5 S6 C1 C2 54.7(5) . . . . ? S6 C1 C2 C3 -97.4(6) . . . . ? S6 C1 C2 C11 83.0(6) . . . . ? C11 C2 C3 C4 -2.8(8) . . . . ? C1 C2 C3 C4 177.5(5) . . . . ? C2 C3 C4 C5 2.8(9) . . . . ? C3 C4 C5 C6 -0.8(8) . . . . ? C4 C5 C6 C11 -0.9(8) . . . . ? C4 C5 C6 C7 178.5(5) . . . . ? C5 C6 C7 C8 -178.6(6) . . . . ? C11 C6 C7 C8 0.8(8) . . . . ? C5 C6 C7 C12 -1.8(8) . . . . ? C11 C6 C7 C12 177.6(5) . . . . ? C6 C7 C8 C9 -1.3(9) . . . . ? C12 C7 C8 C9 -178.2(6) . . . . ? C7 C8 C9 C10 -0.7(10) . . . . ? C8 C9 C10 C11 3.2(10) . . . . ? C9 C10 C11 C6 -3.7(9) . . . . ? C9 C10 C11 C2 176.6(6) . . . . ? C5 C6 C11 C10 -178.9(5) . . . . ? C7 C6 C11 C10 1.7(8) . . . . ? C5 C6 C11 C2 0.8(8) . . . . ? C7 C6 C11 C2 -178.6(5) . . . . ? C3 C2 C11 C10 -179.3(5) . . . . ? C1 C2 C11 C10 0.4(8) . . . . ? C3 C2 C11 C6 1.0(8) . . . . ? C1 C2 C11 C6 -179.4(5) . . . . ? C8 C7 C12 S1 101.6(6) . . . . ? C6 C7 C12 S1 -75.2(6) . . . . ? S2 S1 C12 C7 -172.5(4) . . . . ? S1 S2 C13 C14 46.2(5) . . . . ? S2 C13 C14 C15 -107.5(6) . . . . ? S2 C13 C14 C23 72.2(7) . . . . ? C23 C14 C15 C16 -1.7(9) . . . . ? C13 C14 C15 C16 178.0(5) . . . . ? C14 C15 C16 C17 -0.8(9) . . . . ? C15 C16 C17 C18 0.3(9) . . . . ? C16 C17 C18 C19 -178.6(5) . . . . ? C16 C17 C18 C23 2.5(8) . . . . ? C17 C18 C19 C20 -175.0(6) . . . . ? C23 C18 C19 C20 3.9(9) . . . . ? C17 C18 C19 C24 8.8(9) . . . . ? C23 C18 C19 C24 -172.4(5) . . . . ? C18 C19 C20 C21 -2.2(10) . . . . ? C24 C19 C20 C21 174.2(6) . . . . ? C19 C20 C21 C22 -1.2(10) . . . . ? C20 C21 C22 C23 2.9(10) . . . . ? C21 C22 C23 C14 -179.5(6) . . . . ? C21 C22 C23 C18 -1.0(9) . . . . ? C15 C14 C23 C22 -177.0(6) . . . . ? C13 C14 C23 C22 3.3(9) . . . . ? C15 C14 C23 C18 4.6(9) . . . . ? C13 C14 C23 C18 -175.1(5) . . . . ? C19 C18 C23 C22 -2.3(8) . . . . ? C17 C18 C23 C22 176.6(5) . . . . ? C19 C18 C23 C14 176.2(5) . . . . ? C17 C18 C23 C14 -4.9(8) . . . . ? C20 C19 C24 S3 90.3(6) . . . . ? C18 C19 C24 S3 -93.4(6) . . . . ? S4 S3 C24 C19 -162.6(4) . . . . ? S3 S4 C25 C26 59.9(5) . . . . ? S4 C25 C26 C27 -104.5(6) . . . . ? S4 C25 C26 C35 72.9(6) . . . . ? C35 C26 C27 C28 -0.9(8) . . . . ? C25 C26 C27 C28 176.5(5) . . . . ? C26 C27 C28 C29 -2.1(9) . . . . ? C27 C28 C29 C30 3.2(9) . . . . ? C28 C29 C30 C31 179.8(6) . . . . ? C28 C29 C30 C35 -1.1(8) . . . . ? C29 C30 C31 C32 -176.0(5) . . . . ? C35 C30 C31 C32 5.0(9) . . . . ? C29 C30 C31 C36 7.1(9) . . . . ? C35 C30 C31 C36 -171.9(5) . . . . ? C30 C31 C32 C33 -3.2(9) . . . . ? C36 C31 C32 C33 173.9(6) . . . . ? C31 C32 C33 C34 -0.6(9) . . . . ? C32 C33 C34 C35 2.5(9) . . . . ? C33 C34 C35 C30 -0.6(8) . . . . ? C33 C34 C35 C26 179.1(5) . . . . ? C31 C30 C35 C34 -3.1(8) . . . . ? C29 C30 C35 C34 177.8(5) . . . . ? C31 C30 C35 C26 177.2(5) . . . . ? C29 C30 C35 C26 -1.9(8) . . . . ? C27 C26 C35 C34 -176.8(5) . . . . ? C25 C26 C35 C34 5.9(8) . . . . ? C27 C26 C35 C30 2.9(8) . . . . ? C25 C26 C35 C30 -174.4(5) . . . . ? C32 C31 C36 S5 104.0(6) . . . . ? C30 C31 C36 S5 -79.1(7) . . . . ? S6 S5 C36 C31 -169.3(4) . . . . ? C42 C37 C38 C39 -0.9(14) . . . . ? C37 C38 C39 C40 0.1(14) . . . . ? C38 C39 C40 C41 2.3(14) . . . . ? C39 C40 C41 C42 -3.8(12) . . . . ? C39 C40 C41 C43 178.8(8) . . . . ? C40 C41 C42 C37 2.9(11) . . . . ? C43 C41 C42 C37 -179.6(8) . . . . ? C38 C37 C42 C41 -0.7(12) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.343 _refine_diff_density_min -0.406 _refine_diff_density_rms 0.081 _database_code_depnum_ccdc_archive 'CCDC 938480' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_tet _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H33 Cl3 S8' _chemical_formula_weight 792.42 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C -0.0020 0.0020 '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 0.1206 0.1480 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1408 0.1896 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.574(4) _cell_length_b 5.3723(9) _cell_length_c 26.600(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.900(2) _cell_angle_gamma 90.00 _cell_volume 3610.6(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.458 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1640 _exptl_absorpt_coefficient_mu 0.935 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7540 _exptl_absorpt_correction_T_max 0.9907 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.77490 _diffrn_radiation_type ? _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15579 _diffrn_reflns_av_R_equivalents 0.0533 _diffrn_reflns_av_sigmaI/netI 0.0584 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 3.38 _diffrn_reflns_theta_max 30.69 _reflns_number_total 4248 _reflns_number_gt 3301 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.1044P)^2^+13.8338P] 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 4248 _refine_ls_number_parameters 236 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0949 _refine_ls_R_factor_gt 0.0767 _refine_ls_wR_factor_ref 0.2175 _refine_ls_wR_factor_gt 0.2031 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _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 0.13786(4) 0.0752(2) 0.60520(4) 0.0451(3) Uani 1 1 d . . . S2 S 0.21511(7) 0.1689(4) 0.90632(6) 0.0574(6) Uani 0.637(3) 1 d P A 1 S3 S 0.22086(6) 0.5388(4) 0.92042(8) 0.0580(6) Uani 0.637(3) 1 d P A 1 S2' S 0.21462(10) 0.4377(6) 0.88553(10) 0.0464(8) Uani 0.363(3) 1 d P A 2 S3' S 0.22896(9) 0.3361(6) 0.95917(10) 0.0443(8) Uani 0.363(3) 1 d P . 2 S4 S -0.06160(4) 0.1293(2) 0.88509(4) 0.0447(3) Uani 1 1 d . . . C1 C 0.17358(15) 0.3176(8) 0.64456(15) 0.0454(9) Uani 1 1 d . . . H1A H 0.2110 0.3170 0.6392 0.054 Uiso 1 1 calc R . . H1B H 0.1583 0.4816 0.6334 0.054 Uiso 1 1 calc R . . C2 C 0.17148(14) 0.2856(7) 0.70000(14) 0.0411(8) Uani 1 1 d . . . C3 C 0.1438(2) 0.4501(8) 0.72555(19) 0.0623(12) Uani 1 1 d . . . H3A H 0.1267 0.5893 0.7081 0.075 Uiso 1 1 calc R . . C4 C 0.1405(2) 0.4143(9) 0.77679(19) 0.0650(13) Uani 1 1 d . . . H4A H 0.1214 0.5306 0.7939 0.078 Uiso 1 1 calc R . . C5 C 0.16420(15) 0.2145(8) 0.80305(15) 0.0474(9) Uani 1 1 d . . . C6 C 0.19276(14) 0.0515(8) 0.77763(14) 0.0444(9) Uani 1 1 d . . . H6 H 0.2100 -0.0869 0.7953 0.053 Uiso 1 1 calc R . . C7 C 0.19656(13) 0.0874(8) 0.72694(14) 0.0429(9) Uani 1 1 d . . . H7 H 0.2167 -0.0258 0.7103 0.051 Uiso 1 1 calc R A . C8 C 0.15895(19) 0.1676(13) 0.85734(16) 0.0712(16) Uani 0.50 1 d P A 1 H8A H 0.1417 0.0033 0.8586 0.085 Uiso 0.50 1 calc PR A 1 H8B H 0.1339 0.2931 0.8668 0.085 Uiso 0.50 1 calc PR A 1 C9 C 0.18400(17) 0.5597(12) 0.9796(3) 0.086(2) Uani 0.50 1 d P A 1 H9A H 0.2000 0.4405 1.0060 0.103 Uiso 0.50 1 calc PR A 1 H9B H 0.1880 0.7294 0.9942 0.103 Uiso 0.50 1 calc PR A 1 C8' C 0.15895(19) 0.1676(13) 0.85734(16) 0.0712(16) Uani 0.50 1 d P A 2 H8'A H 0.1698 -0.0027 0.8687 0.085 Uiso 0.50 1 calc PR A 2 H8'B H 0.1231 0.2046 0.8650 0.085 Uiso 0.50 1 calc PR A 2 C9' C 0.18400(17) 0.5597(12) 0.9796(3) 0.086(2) Uani 0.50 1 d P A 2 H9'A H 0.1916 0.5728 1.0171 0.103 Uiso 0.50 1 calc PR A 2 H9'B H 0.1912 0.7245 0.9655 0.103 Uiso 0.50 1 calc PR A 2 C10 C 0.12634(14) 0.5012(8) 0.96440(17) 0.0501(10) Uani 1 1 d . . . C11 C 0.10510(15) 0.2909(9) 0.98106(14) 0.0472(9) Uani 1 1 d . A . H11A H 0.1274 0.1746 1.0010 0.057 Uiso 1 1 calc R . . C12 C 0.05131(14) 0.2437(8) 0.96941(14) 0.0434(8) Uani 1 1 d . . . H12A H 0.0372 0.0961 0.9817 0.052 Uiso 1 1 calc R A . C13 C 0.01807(13) 0.4077(7) 0.94026(13) 0.0382(8) Uani 1 1 d . A . C14 C 0.04023(16) 0.6146(8) 0.92161(18) 0.0536(11) Uani 1 1 d . . . H14A H 0.0186 0.7266 0.8999 0.064 Uiso 1 1 calc R A . C15 C 0.09389(17) 0.6606(8) 0.9344(2) 0.0616(13) Uani 1 1 d . A . H15A H 0.1084 0.8067 0.9219 0.074 Uiso 1 1 calc R . . C16 C -0.04117(14) 0.3714(8) 0.93225(16) 0.0485(10) Uani 1 1 d . . . H16A H -0.0588 0.5299 0.9207 0.058 Uiso 1 1 calc R A . H16B H -0.0525 0.3248 0.9649 0.058 Uiso 1 1 calc R . . C1S C 0.0220(3) 0.954(2) 0.7358(3) 0.066(3) Uani 0.50 1 d P . 2 Cl1S Cl 0.03443(15) 0.9080(13) 0.80221(12) 0.130(2) Uani 0.50 1 d P . 2 Cl2S Cl 0.02075(12) 0.6559(6) 0.70622(11) 0.0778(8) Uani 0.50 1 d P . 2 Cl3S Cl -0.03894(18) 1.0851(9) 0.7172(3) 0.170(3) Uani 0.50 1 d P . 2 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 0.0368(5) 0.0518(6) 0.0434(5) -0.0027(4) -0.0039(4) 0.0055(4) S2 0.0551(10) 0.0738(12) 0.0399(8) -0.0121(7) -0.0035(7) 0.0270(8) S3 0.0285(7) 0.0749(12) 0.0737(13) -0.0166(10) 0.0175(7) -0.0111(7) S2' 0.0362(13) 0.0627(18) 0.0400(14) -0.0060(12) 0.0046(10) -0.0161(12) S3' 0.0249(11) 0.0678(18) 0.0389(13) -0.0069(12) 0.0010(9) 0.0088(10) S4 0.0326(4) 0.0535(6) 0.0460(5) -0.0137(4) -0.0005(4) 0.0093(4) C1 0.0329(17) 0.055(2) 0.048(2) 0.0018(17) 0.0060(15) -0.0069(16) C2 0.0340(16) 0.044(2) 0.0445(19) -0.0038(16) 0.0030(14) -0.0123(15) C3 0.093(4) 0.037(2) 0.059(3) -0.0033(19) 0.020(2) 0.003(2) C4 0.093(4) 0.045(2) 0.062(3) -0.016(2) 0.027(3) 0.002(2) C5 0.0394(19) 0.057(2) 0.045(2) -0.0140(18) 0.0035(15) -0.0083(17) C6 0.0279(16) 0.061(2) 0.0422(19) -0.0036(17) -0.0011(14) -0.0017(16) C7 0.0251(15) 0.060(2) 0.0438(19) -0.0053(17) 0.0045(14) -0.0006(15) C8 0.053(3) 0.121(5) 0.037(2) -0.011(2) 0.0002(18) 0.019(3) C9 0.031(2) 0.104(4) 0.124(5) -0.071(4) 0.019(2) -0.013(2) C8' 0.053(3) 0.121(5) 0.037(2) -0.011(2) 0.0002(18) 0.019(3) C9' 0.031(2) 0.104(4) 0.124(5) -0.071(4) 0.019(2) -0.013(2) C10 0.0265(16) 0.057(2) 0.068(3) -0.028(2) 0.0129(16) -0.0025(16) C11 0.0361(18) 0.070(3) 0.0350(17) -0.0031(18) 0.0028(14) 0.0143(18) C12 0.0370(17) 0.050(2) 0.0457(19) 0.0028(17) 0.0153(15) 0.0028(16) C13 0.0286(15) 0.048(2) 0.0382(17) -0.0078(15) 0.0072(13) 0.0008(14) C14 0.040(2) 0.055(2) 0.069(3) 0.014(2) 0.0174(19) 0.0153(18) C15 0.045(2) 0.043(2) 0.105(4) 0.001(2) 0.035(2) -0.0001(18) C16 0.0290(17) 0.059(2) 0.058(2) -0.0229(19) 0.0078(16) 0.0014(16) C1S 0.030(4) 0.123(9) 0.042(4) -0.024(5) -0.006(3) 0.006(5) Cl1S 0.078(2) 0.260(7) 0.0520(16) -0.021(3) 0.0086(14) -0.007(3) Cl2S 0.0816(18) 0.0699(17) 0.0805(18) 0.0072(13) 0.0085(14) 0.0118(14) Cl3S 0.098(3) 0.136(4) 0.242(6) -0.103(4) -0.078(3) 0.079(3) _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 C1 1.825(4) . ? S1 S4 2.0275(14) 2_556 ? S2 C8 1.784(5) . ? S2 S3 2.023(3) . ? S3 C9 1.959(6) . ? S2' S3' 2.012(4) . ? S3' S3' 2.451(5) 7_557 ? S4 C16 1.826(4) . ? S4 S1 2.0275(14) 2_556 ? C1 C2 1.494(5) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.376(6) . ? C2 C7 1.385(6) . ? C3 C4 1.392(7) . ? C3 H3A 0.9500 . ? C4 C5 1.370(7) . ? C4 H4A 0.9500 . ? C5 C6 1.382(6) . ? C5 C8 1.492(6) . ? C6 C7 1.380(5) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.501(6) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.357(6) . ? C10 C15 1.362(7) . ? C11 C12 1.386(5) . ? C11 H11A 0.9500 . ? C12 C13 1.377(5) . ? C12 H12A 0.9500 . ? C13 C14 1.375(6) . ? C13 C16 1.510(5) . ? C14 C15 1.384(6) . ? C14 H14A 0.9500 . ? C15 H15A 0.9500 . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C1S Cl3S 1.441(11) 2_556 ? C1S C1S 1.447(17) 2_556 ? C1S Cl1S 1.648(9) 2_556 ? C1S Cl3S 1.712(9) . ? C1S Cl1S 1.762(10) . ? C1S Cl2S 1.782(12) . ? Cl1S Cl3S 1.097(7) 2_556 ? Cl1S C1S 1.648(9) 2_556 ? Cl1S Cl2S 1.943(6) 2_556 ? Cl2S Cl1S 1.943(6) 2_556 ? Cl3S Cl1S 1.097(7) 2_556 ? Cl3S C1S 1.441(11) 2_556 ? Cl3S Cl3S 2.436(8) 2_556 ? 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 C1 S1 S4 103.33(13) . 2_556 ? C8 S2 S3 99.6(2) . . ? C9 S3 S2 100.1(2) . . ? S2' S3' S3' 162.58(19) . 7_557 ? C16 S4 S1 101.14(12) . 2_556 ? C2 C1 S1 113.1(3) . . ? C2 C1 H1A 109.0 . . ? S1 C1 H1A 109.0 . . ? C2 C1 H1B 109.0 . . ? S1 C1 H1B 109.0 . . ? H1A C1 H1B 107.8 . . ? C3 C2 C7 118.1(4) . . ? C3 C2 C1 120.9(4) . . ? C7 C2 C1 121.0(4) . . ? C2 C3 C4 120.6(5) . . ? C2 C3 H3A 119.7 . . ? C4 C3 H3A 119.7 . . ? C5 C4 C3 121.2(4) . . ? C5 C4 H4A 119.4 . . ? C3 C4 H4A 119.4 . . ? C4 C5 C6 118.2(4) . . ? C4 C5 C8 121.8(4) . . ? C6 C5 C8 120.0(4) . . ? C7 C6 C5 120.8(4) . . ? C7 C6 H6 119.6 . . ? C5 C6 H6 119.6 . . ? C6 C7 C2 121.1(4) . . ? C6 C7 H7 119.5 . . ? C2 C7 H7 119.5 . . ? C5 C8 S2 121.6(4) . . ? C5 C8 H8A 106.9 . . ? S2 C8 H8A 106.9 . . ? C5 C8 H8B 106.9 . . ? S2 C8 H8B 106.9 . . ? H8A C8 H8B 106.7 . . ? C10 C9 S3 110.3(4) . . ? C10 C9 H9A 109.6 . . ? S3 C9 H9A 109.6 . . ? C10 C9 H9B 109.6 . . ? S3 C9 H9B 109.6 . . ? H9A C9 H9B 108.1 . . ? C11 C10 C15 118.5(4) . . ? C11 C10 C9 120.8(5) . . ? C15 C10 C9 120.7(5) . . ? C10 C11 C12 120.9(4) . . ? C10 C11 H11A 119.6 . . ? C12 C11 H11A 119.6 . . ? C13 C12 C11 120.9(4) . . ? C13 C12 H12A 119.5 . . ? C11 C12 H12A 119.5 . . ? C14 C13 C12 117.9(3) . . ? C14 C13 C16 120.9(4) . . ? C12 C13 C16 121.0(4) . . ? C13 C14 C15 120.3(4) . . ? C13 C14 H14A 119.9 . . ? C15 C14 H14A 119.9 . . ? C10 C15 C14 121.5(4) . . ? C10 C15 H15A 119.3 . . ? C14 C15 H15A 119.3 . . ? C13 C16 S4 111.3(2) . . ? C13 C16 H16A 109.4 . . ? S4 C16 H16A 109.4 . . ? C13 C16 H16B 109.4 . . ? S4 C16 H16B 109.4 . . ? H16A C16 H16B 108.0 . . ? Cl3S C1S C1S 72.7(7) 2_556 2_556 ? Cl3S C1S Cl1S 136.3(7) 2_556 2_556 ? C1S C1S Cl1S 69.1(6) 2_556 2_556 ? Cl3S C1S Cl3S 100.8(6) 2_556 . ? C1S C1S Cl3S 53.5(5) 2_556 . ? Cl1S C1S Cl3S 38.1(3) 2_556 . ? Cl3S C1S Cl1S 38.4(3) 2_556 . ? C1S C1S Cl1S 60.8(6) 2_556 . ? Cl1S C1S Cl1S 126.8(6) 2_556 . ? Cl3S C1S Cl1S 111.3(6) . . ? Cl3S C1S Cl2S 143.6(8) 2_556 . ? C1S C1S Cl2S 105.5(4) 2_556 . ? Cl1S C1S Cl2S 68.9(4) 2_556 . ? Cl3S C1S Cl2S 106.8(5) . . ? Cl1S C1S Cl2S 107.8(7) . . ? Cl3S Cl1S C1S 74.1(5) 2_556 2_556 ? Cl3S Cl1S C1S 54.8(5) 2_556 . ? C1S Cl1S C1S 50.1(5) 2_556 . ? Cl3S Cl1S Cl2S 132.6(4) 2_556 2_556 ? C1S Cl1S Cl2S 58.8(4) 2_556 2_556 ? C1S Cl1S Cl2S 88.1(4) . 2_556 ? C1S Cl2S Cl1S 52.3(3) . 2_556 ? Cl1S Cl3S C1S 86.8(7) 2_556 2_556 ? Cl1S Cl3S C1S 67.8(4) 2_556 . ? C1S Cl3S C1S 53.8(7) 2_556 . ? Cl1S Cl3S Cl3S 101.7(3) 2_556 2_556 ? C1S Cl3S Cl3S 43.6(4) 2_556 2_556 ? C1S Cl3S Cl3S 35.5(4) . 2_556 ? 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 C8 S2 S3 C9 97.4(3) . . . . ? S4 S1 C1 C2 64.7(3) 2_556 . . . ? S1 C1 C2 C3 -111.5(4) . . . . ? S1 C1 C2 C7 67.3(4) . . . . ? C7 C2 C3 C4 -1.1(7) . . . . ? C1 C2 C3 C4 177.8(4) . . . . ? C2 C3 C4 C5 -0.6(8) . . . . ? C3 C4 C5 C6 1.6(7) . . . . ? C3 C4 C5 C8 -177.2(5) . . . . ? C4 C5 C6 C7 -0.9(6) . . . . ? C8 C5 C6 C7 177.8(4) . . . . ? C5 C6 C7 C2 -0.7(6) . . . . ? C3 C2 C7 C6 1.7(6) . . . . ? C1 C2 C7 C6 -177.2(3) . . . . ? C4 C5 C8 S2 -117.7(5) . . . . ? C6 C5 C8 S2 63.6(6) . . . . ? S3 S2 C8 C5 84.0(5) . . . . ? S2 S3 C9 C10 -67.3(4) . . . . ? S3 C9 C10 C11 112.2(5) . . . . ? S3 C9 C10 C15 -69.2(5) . . . . ? C15 C10 C11 C12 -2.4(6) . . . . ? C9 C10 C11 C12 176.3(4) . . . . ? C10 C11 C12 C13 0.6(6) . . . . ? C11 C12 C13 C14 2.3(6) . . . . ? C11 C12 C13 C16 -173.3(3) . . . . ? C12 C13 C14 C15 -3.4(6) . . . . ? C16 C13 C14 C15 172.2(4) . . . . ? C11 C10 C15 C14 1.3(7) . . . . ? C9 C10 C15 C14 -177.4(4) . . . . ? C13 C14 C15 C10 1.6(7) . . . . ? C14 C13 C16 S4 106.8(4) . . . . ? C12 C13 C16 S4 -77.7(4) . . . . ? S1 S4 C16 C13 168.1(3) 2_556 . . . ? C1S C1S Cl1S Cl3S -98.9(6) 2_556 . . 2_556 ? Cl1S C1S Cl1S Cl3S -120.6(11) 2_556 . . 2_556 ? Cl3S C1S Cl1S Cl3S -80.4(9) . . . 2_556 ? Cl2S C1S Cl1S Cl3S 162.8(7) . . . 2_556 ? Cl3S C1S Cl1S C1S 98.9(6) 2_556 . . 2_556 ? Cl1S C1S Cl1S C1S -21.7(12) 2_556 . . 2_556 ? Cl3S C1S Cl1S C1S 18.5(9) . . . 2_556 ? Cl2S C1S Cl1S C1S -98.3(5) . . . 2_556 ? Cl3S C1S Cl1S Cl2S 148.6(6) 2_556 . . 2_556 ? C1S C1S Cl1S Cl2S 49.7(3) 2_556 . . 2_556 ? Cl1S C1S Cl1S Cl2S 28.0(10) 2_556 . . 2_556 ? Cl3S C1S Cl1S Cl2S 68.2(7) . . . 2_556 ? Cl2S C1S Cl1S Cl2S -48.6(4) . . . 2_556 ? Cl3S C1S Cl2S Cl1S 141.5(13) 2_556 . . 2_556 ? C1S C1S Cl2S Cl1S 59.7(6) 2_556 . . 2_556 ? Cl3S C1S Cl2S Cl1S 3.8(4) . . . 2_556 ? Cl1S C1S Cl2S Cl1S 123.5(6) . . . 2_556 ? Cl3S C1S Cl3S Cl1S -161.7(9) 2_556 . . 2_556 ? C1S C1S Cl3S Cl1S -103.0(6) 2_556 . . 2_556 ? Cl1S C1S Cl3S Cl1S -123.1(9) . . . 2_556 ? Cl2S C1S Cl3S Cl1S -5.8(6) . . . 2_556 ? Cl3S C1S Cl3S C1S -58.8(10) 2_556 . . 2_556 ? Cl1S C1S Cl3S C1S 103.0(6) 2_556 . . 2_556 ? Cl1S C1S Cl3S C1S -20.2(10) . . . 2_556 ? Cl2S C1S Cl3S C1S 97.2(4) . . . 2_556 ? C1S C1S Cl3S Cl3S 58.8(10) 2_556 . . 2_556 ? Cl1S C1S Cl3S Cl3S 161.7(9) 2_556 . . 2_556 ? Cl1S C1S Cl3S Cl3S 38.6(4) . . . 2_556 ? Cl2S C1S Cl3S Cl3S 156.0(10) . . . 2_556 ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 30.69 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 1.023 _refine_diff_density_min -0.870 _refine_diff_density_rms 0.082 _database_code_depnum_ccdc_archive 'CCDC 938481'