# Electronic Supplementary Material (ESI) for RSC Advances # 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_9c #TrackingRef 'Weaver.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H18 S2' _chemical_formula_sum 'C17 H18 S2' _chemical_formula_weight 286.43 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)/n _symmetry_space_group_name_Hall '-P 2yn' 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 13.3194(11) _cell_length_b 8.1505(7) _cell_length_c 27.370(2) _cell_angle_alpha 90.00 _cell_angle_beta 103.9079(12) _cell_angle_gamma 90.00 _cell_volume 2884.1(4) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9207 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 28.34 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.47 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.319 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1216 _exptl_absorpt_coefficient_mu 0.352 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.833 _exptl_absorpt_correction_T_max 0.976 _exptl_absorpt_process_details 'SADABS v2008/1, Sheldrick, G.M., (2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX 2 CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 28959 _diffrn_reflns_av_R_equivalents 0.0365 _diffrn_reflns_av_sigmaI/netI 0.0344 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 0.77 _diffrn_reflns_theta_max 28.41 _reflns_number_total 7442 _reflns_number_gt 5909 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX 2' _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 and local programs' _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. Twinned via twin law -1 0 0 0 -1 0 1 0 1 with major component 80.57(8)%. R1 dropped from 11%. ; _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^)+(0.0370P)^2^+1.4055P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary 'All non-H atoms found by direct methods' _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7442 _refine_ls_number_parameters 344 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0536 _refine_ls_R_factor_gt 0.0370 _refine_ls_wR_factor_ref 0.0926 _refine_ls_wR_factor_gt 0.0843 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _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 1.02237(4) 0.38565(6) 0.050405(19) 0.02285(11) Uani 1 1 d . . . C1 C 0.97223(16) 0.2259(3) 0.00510(8) 0.0261(5) Uani 1 1 d . . . H1A H 1.0044 0.2366 -0.0238 0.031 Uiso 1 1 calc R . . H1B H 0.9922 0.1177 0.0209 0.031 Uiso 1 1 calc R . . C2 C 0.85463(17) 0.2319(3) -0.01419(8) 0.0298(5) Uani 1 1 d . . . H2A H 0.8332 0.3483 -0.0188 0.036 Uiso 1 1 calc R . . H2B H 0.8358 0.1786 -0.0477 0.036 Uiso 1 1 calc R . . C3 C 0.79334(18) 0.1504(3) 0.01950(9) 0.0312(5) Uani 1 1 d . . . H3A H 0.8062 0.0307 0.0196 0.037 Uiso 1 1 calc R . . H3B H 0.7188 0.1679 0.0044 0.037 Uiso 1 1 calc R . . C4 C 0.81721(16) 0.2099(3) 0.07428(8) 0.0266(5) Uani 1 1 d . . . H4A H 0.7603 0.1759 0.0896 0.032 Uiso 1 1 calc R . . H4B H 0.8200 0.3313 0.0747 0.032 Uiso 1 1 calc R . . S2 S 0.93869(4) 0.13007(6) 0.11212(2) 0.02191(11) Uani 1 1 d . . . C5 C 1.03030(15) 0.2979(2) 0.11371(7) 0.0183(4) Uani 1 1 d . . . C6 C 1.01274(15) 0.4461(2) 0.14514(8) 0.0204(4) Uani 1 1 d . . . C7 C 0.94313(17) 0.4434(3) 0.17584(8) 0.0260(4) Uani 1 1 d . . . H7 H 0.9033 0.3476 0.1772 0.031 Uiso 1 1 calc R . . C8 C 0.93158(19) 0.5801(3) 0.20449(9) 0.0331(5) Uani 1 1 d . . . H8 H 0.8846 0.5762 0.2257 0.040 Uiso 1 1 calc R . . C9 C 0.98736(19) 0.7206(3) 0.20248(10) 0.0365(6) Uani 1 1 d . . . H9 H 0.9791 0.8134 0.2221 0.044 Uiso 1 1 calc R . . C10 C 1.05571(18) 0.7262(3) 0.17163(9) 0.0327(5) Uani 1 1 d . . . H10 H 1.0934 0.8239 0.1696 0.039 Uiso 1 1 calc R . . C11 C 1.06950(17) 0.5895(3) 0.14353(8) 0.0256(4) Uani 1 1 d . . . H11 H 1.1179 0.5936 0.1231 0.031 Uiso 1 1 calc R . . C12 C 1.13402(15) 0.2143(2) 0.13646(8) 0.0203(4) Uani 1 1 d . . . C13 C 1.18925(17) 0.1326(3) 0.10657(9) 0.0286(5) Uani 1 1 d . . . H13 H 1.1660 0.1376 0.0710 0.034 Uiso 1 1 calc R . . C14 C 1.27796(18) 0.0437(3) 0.12821(10) 0.0347(5) Uani 1 1 d . . . H14 H 1.3143 -0.0126 0.1074 0.042 Uiso 1 1 calc R . . C15 C 1.31348(18) 0.0371(3) 0.18001(10) 0.0358(6) Uani 1 1 d . . . H15 H 1.3742 -0.0232 0.1948 0.043 Uiso 1 1 calc R . . C16 C 1.26019(18) 0.1184(3) 0.21003(9) 0.0329(5) Uani 1 1 d . . . H16 H 1.2843 0.1138 0.2456 0.039 Uiso 1 1 calc R . . C17 C 1.17084(17) 0.2075(3) 0.18850(8) 0.0255(4) Uani 1 1 d . . . H17 H 1.1350 0.2637 0.2096 0.031 Uiso 1 1 calc R . . S3 S 0.67334(4) 0.63396(7) 0.11231(2) 0.02284(11) Uani 1 1 d . . . C18 C 0.75660(17) 0.7126(3) 0.07362(9) 0.0281(5) Uani 1 1 d . . . H18A H 0.7535 0.8339 0.0734 0.034 Uiso 1 1 calc R . . H18B H 0.8289 0.6800 0.0890 0.034 Uiso 1 1 calc R . . C19 C 0.72684(19) 0.6507(3) 0.01935(9) 0.0335(5) Uani 1 1 d . . . H19A H 0.7864 0.6684 0.0042 0.040 Uiso 1 1 calc R . . H19B H 0.7150 0.5309 0.0200 0.040 Uiso 1 1 calc R . . C20 C 0.63204(18) 0.7288(3) -0.01472(8) 0.0308(5) Uani 1 1 d . . . H20A H 0.6181 0.6733 -0.0478 0.037 Uiso 1 1 calc R . . H20B H 0.6481 0.8450 -0.0201 0.037 Uiso 1 1 calc R . . C21 C 0.53355(16) 0.7229(3) 0.00464(8) 0.0258(5) Uani 1 1 d . . . H21A H 0.5298 0.6155 0.0210 0.031 Uiso 1 1 calc R . . H21B H 0.4728 0.7316 -0.0243 0.031 Uiso 1 1 calc R . . S4 S 0.52721(4) 0.88496(6) 0.049169(19) 0.02275(11) Uani 1 1 d . . . C22 C 0.58102(15) 0.7996(2) 0.11259(7) 0.0184(4) Uani 1 1 d . . . C23 C 0.50031(15) 0.7140(2) 0.13549(8) 0.0202(4) Uani 1 1 d . . . C24 C 0.41295(16) 0.6385(3) 0.10606(9) 0.0269(4) Uani 1 1 d . . . H24 H 0.3983 0.6483 0.0705 0.032 Uiso 1 1 calc R . . C25 C 0.34692(18) 0.5492(3) 0.12815(10) 0.0343(5) Uani 1 1 d . . . H25 H 0.2877 0.4976 0.1076 0.041 Uiso 1 1 calc R . . C26 C 0.36681(18) 0.5347(3) 0.17999(10) 0.0341(5) Uani 1 1 d . . . H26 H 0.3218 0.4728 0.1950 0.041 Uiso 1 1 calc R . . C27 C 0.45211(18) 0.6107(3) 0.20947(9) 0.0294(5) Uani 1 1 d . . . H27 H 0.4656 0.6020 0.2451 0.035 Uiso 1 1 calc R . . C28 C 0.51911(17) 0.7005(3) 0.18760(8) 0.0239(4) Uani 1 1 d . . . H28 H 0.5778 0.7528 0.2084 0.029 Uiso 1 1 calc R . . C29 C 0.62655(15) 0.9507(2) 0.14355(7) 0.0191(4) Uani 1 1 d . . . C30 C 0.72681(16) 0.9549(3) 0.17317(8) 0.0256(4) Uani 1 1 d . . . H30 H 0.7703 0.8615 0.1750 0.031 Uiso 1 1 calc R . . C31 C 0.76387(19) 1.0964(3) 0.20030(9) 0.0312(5) Uani 1 1 d . . . H31 H 0.8324 1.0982 0.2209 0.037 Uiso 1 1 calc R . . C32 C 0.70227(19) 1.2334(3) 0.19760(9) 0.0315(5) Uani 1 1 d . . . H32 H 0.7287 1.3298 0.2157 0.038 Uiso 1 1 calc R . . C33 C 0.60203(19) 1.2304(3) 0.16847(9) 0.0305(5) Uani 1 1 d . . . H33 H 0.5592 1.3244 0.1666 0.037 Uiso 1 1 calc R . . C34 C 0.56419(17) 1.0894(2) 0.14194(8) 0.0247(4) Uani 1 1 d . . . H34 H 0.4948 1.0872 0.1224 0.030 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 0.0276(3) 0.0198(2) 0.0213(2) 0.0020(2) 0.00611(19) -0.0041(2) C1 0.0318(11) 0.0224(11) 0.0248(11) -0.0030(9) 0.0085(9) -0.0009(9) C2 0.0333(12) 0.0271(11) 0.0258(11) -0.0010(9) 0.0012(9) -0.0044(10) C3 0.0272(11) 0.0312(12) 0.0313(12) 0.0012(10) -0.0008(9) -0.0085(9) C4 0.0181(10) 0.0296(11) 0.0313(12) 0.0044(9) 0.0047(9) -0.0015(8) S2 0.0200(2) 0.0184(2) 0.0274(3) 0.0039(2) 0.00583(19) -0.0022(2) C5 0.0168(9) 0.0177(9) 0.0213(10) 0.0023(8) 0.0060(7) 0.0000(7) C6 0.0192(9) 0.0185(9) 0.0230(10) 0.0003(8) 0.0045(8) 0.0029(8) C7 0.0240(10) 0.0270(11) 0.0287(11) -0.0004(9) 0.0098(9) 0.0018(9) C8 0.0300(12) 0.0397(14) 0.0318(12) -0.0065(10) 0.0119(10) 0.0077(10) C9 0.0327(13) 0.0333(13) 0.0395(14) -0.0150(11) 0.0010(10) 0.0107(10) C10 0.0311(12) 0.0221(11) 0.0403(13) -0.0046(10) -0.0004(10) 0.0003(9) C11 0.0224(10) 0.0231(11) 0.0307(11) -0.0015(9) 0.0054(9) -0.0014(8) C12 0.0166(9) 0.0185(9) 0.0264(10) 0.0009(8) 0.0062(8) -0.0009(8) C13 0.0221(10) 0.0319(11) 0.0314(11) -0.0046(10) 0.0058(9) 0.0023(9) C14 0.0229(11) 0.0349(13) 0.0467(15) -0.0084(11) 0.0088(10) 0.0055(10) C15 0.0217(11) 0.0308(12) 0.0520(16) 0.0075(11) 0.0031(10) 0.0051(9) C16 0.0249(11) 0.0373(13) 0.0330(12) 0.0082(11) 0.0004(9) 0.0006(10) C17 0.0241(11) 0.0269(11) 0.0268(11) 0.0035(9) 0.0085(9) 0.0005(9) S3 0.0222(2) 0.0192(2) 0.0290(3) 0.0055(2) 0.0097(2) 0.0046(2) C18 0.0231(10) 0.0303(12) 0.0347(12) 0.0065(10) 0.0143(9) 0.0045(9) C19 0.0382(13) 0.0321(13) 0.0355(13) 0.0009(10) 0.0192(11) 0.0083(10) C20 0.0418(13) 0.0275(11) 0.0255(11) -0.0020(9) 0.0127(10) 0.0038(10) C21 0.0318(11) 0.0203(11) 0.0238(10) -0.0034(9) 0.0039(9) -0.0002(9) S4 0.0282(3) 0.0187(2) 0.0206(2) 0.0016(2) 0.00457(19) 0.0043(2) C22 0.0172(9) 0.0174(9) 0.0205(10) 0.0014(7) 0.0041(7) 0.0006(7) C23 0.0178(9) 0.0172(9) 0.0271(10) 0.0004(8) 0.0084(8) 0.0002(8) C24 0.0227(10) 0.0280(11) 0.0308(11) -0.0044(9) 0.0076(9) -0.0037(9) C25 0.0236(11) 0.0322(12) 0.0502(15) -0.0093(11) 0.0148(10) -0.0082(10) C26 0.0307(12) 0.0260(11) 0.0537(16) 0.0017(11) 0.0259(11) -0.0037(10) C27 0.0323(12) 0.0263(11) 0.0344(12) 0.0092(10) 0.0178(10) 0.0071(10) C28 0.0214(10) 0.0223(10) 0.0285(11) 0.0050(9) 0.0071(8) 0.0015(8) C29 0.0197(9) 0.0195(9) 0.0191(9) 0.0017(8) 0.0069(8) -0.0035(8) C30 0.0213(10) 0.0305(11) 0.0251(11) 0.0024(9) 0.0055(8) -0.0011(9) C31 0.0273(11) 0.0412(14) 0.0247(11) -0.0026(10) 0.0054(9) -0.0114(10) C32 0.0399(13) 0.0302(12) 0.0284(12) -0.0082(10) 0.0159(10) -0.0146(10) C33 0.0379(13) 0.0241(11) 0.0334(12) -0.0037(9) 0.0162(10) -0.0031(10) C34 0.0254(10) 0.0217(10) 0.0283(11) -0.0018(8) 0.0090(9) -0.0006(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 S1 C1 1.811(2) . ? S1 C5 1.854(2) . ? C1 C2 1.529(3) . ? C2 C3 1.523(3) . ? C3 C4 1.535(3) . ? C4 S2 1.819(2) . ? S2 C5 1.826(2) . ? C5 C12 1.532(3) . ? C5 C6 1.533(3) . ? C6 C7 1.393(3) . ? C6 C11 1.398(3) . ? C7 C8 1.392(3) . ? C8 C9 1.373(4) . ? C9 C10 1.383(4) . ? C10 C11 1.391(3) . ? C12 C17 1.392(3) . ? C12 C13 1.394(3) . ? C13 C14 1.391(3) . ? C14 C15 1.384(4) . ? C15 C16 1.378(4) . ? C16 C17 1.398(3) . ? S3 C18 1.824(2) . ? S3 C22 1.827(2) . ? C18 C19 1.528(3) . ? C19 C20 1.518(3) . ? C20 C21 1.529(3) . ? C21 S4 1.813(2) . ? S4 C22 1.847(2) . ? C22 C29 1.534(3) . ? C22 C23 1.536(3) . ? C23 C24 1.389(3) . ? C23 C28 1.392(3) . ? C24 C25 1.388(3) . ? C25 C26 1.384(4) . ? C26 C27 1.373(3) . ? C27 C28 1.396(3) . ? C29 C30 1.386(3) . ? C29 C34 1.398(3) . ? C30 C31 1.396(3) . ? C31 C32 1.377(4) . ? C32 C33 1.381(3) . ? C33 C34 1.388(3) . ? 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 C5 106.93(10) . . ? C2 C1 S1 113.07(15) . . ? C3 C2 C1 115.51(19) . . ? C2 C3 C4 115.98(18) . . ? C3 C4 S2 112.96(16) . . ? C4 S2 C5 104.08(10) . . ? C12 C5 C6 111.51(16) . . ? C12 C5 S2 102.05(13) . . ? C6 C5 S2 114.36(13) . . ? C12 C5 S1 113.24(13) . . ? C6 C5 S1 103.77(13) . . ? S2 C5 S1 112.28(10) . . ? C7 C6 C11 118.41(19) . . ? C7 C6 C5 122.61(19) . . ? C11 C6 C5 118.97(18) . . ? C8 C7 C6 120.4(2) . . ? C9 C8 C7 120.7(2) . . ? C8 C9 C10 119.6(2) . . ? C9 C10 C11 120.3(2) . . ? C10 C11 C6 120.5(2) . . ? C17 C12 C13 118.4(2) . . ? C17 C12 C5 119.69(18) . . ? C13 C12 C5 121.70(19) . . ? C14 C13 C12 120.9(2) . . ? C15 C14 C13 120.2(2) . . ? C16 C15 C14 119.6(2) . . ? C15 C16 C17 120.5(2) . . ? C12 C17 C16 120.5(2) . . ? C18 S3 C22 104.28(10) . . ? C19 C18 S3 113.37(17) . . ? C20 C19 C18 116.23(19) . . ? C19 C20 C21 115.49(19) . . ? C20 C21 S4 113.12(15) . . ? C21 S4 C22 106.69(9) . . ? C29 C22 C23 111.21(16) . . ? C29 C22 S3 114.71(14) . . ? C23 C22 S3 101.75(13) . . ? C29 C22 S4 103.25(13) . . ? C23 C22 S4 113.77(13) . . ? S3 C22 S4 112.56(10) . . ? C24 C23 C28 118.60(19) . . ? C24 C23 C22 122.35(18) . . ? C28 C23 C22 118.86(18) . . ? C25 C24 C23 120.6(2) . . ? C26 C25 C24 120.4(2) . . ? C27 C26 C25 119.4(2) . . ? C26 C27 C28 120.6(2) . . ? C23 C28 C27 120.3(2) . . ? C30 C29 C34 118.69(19) . . ? C30 C29 C22 122.69(19) . . ? C34 C29 C22 118.61(18) . . ? C29 C30 C31 119.9(2) . . ? C32 C31 C30 120.8(2) . . ? C31 C32 C33 119.8(2) . . ? C32 C33 C34 119.7(2) . . ? C33 C34 C29 121.0(2) . . ? 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 C5 S1 C1 C2 92.90(17) . . . . ? S1 C1 C2 C3 -82.6(2) . . . . ? C1 C2 C3 C4 54.6(3) . . . . ? C2 C3 C4 S2 -75.8(2) . . . . ? C3 C4 S2 C5 99.38(17) . . . . ? C4 S2 C5 C12 -169.14(13) . . . . ? C4 S2 C5 C6 70.31(16) . . . . ? C4 S2 C5 S1 -47.57(13) . . . . ? C1 S1 C5 C12 89.46(16) . . . . ? C1 S1 C5 C6 -149.47(13) . . . . ? C1 S1 C5 S2 -25.47(13) . . . . ? C12 C5 C6 C7 -106.0(2) . . . . ? S2 C5 C6 C7 9.1(3) . . . . ? S1 C5 C6 C7 131.77(18) . . . . ? C12 C5 C6 C11 73.2(2) . . . . ? S2 C5 C6 C11 -171.64(16) . . . . ? S1 C5 C6 C11 -49.0(2) . . . . ? C11 C6 C7 C8 -0.6(3) . . . . ? C5 C6 C7 C8 178.6(2) . . . . ? C6 C7 C8 C9 0.9(4) . . . . ? C7 C8 C9 C10 0.0(4) . . . . ? C8 C9 C10 C11 -1.2(4) . . . . ? C9 C10 C11 C6 1.6(3) . . . . ? C7 C6 C11 C10 -0.6(3) . . . . ? C5 C6 C11 C10 -179.87(19) . . . . ? C6 C5 C12 C17 35.2(3) . . . . ? S2 C5 C12 C17 -87.3(2) . . . . ? S1 C5 C12 C17 151.81(16) . . . . ? C6 C5 C12 C13 -150.1(2) . . . . ? S2 C5 C12 C13 87.4(2) . . . . ? S1 C5 C12 C13 -33.5(2) . . . . ? C17 C12 C13 C14 1.2(3) . . . . ? C5 C12 C13 C14 -173.6(2) . . . . ? C12 C13 C14 C15 -0.9(4) . . . . ? C13 C14 C15 C16 0.3(4) . . . . ? C14 C15 C16 C17 -0.1(4) . . . . ? C13 C12 C17 C16 -1.0(3) . . . . ? C5 C12 C17 C16 173.9(2) . . . . ? C15 C16 C17 C12 0.5(4) . . . . ? C22 S3 C18 C19 -98.56(17) . . . . ? S3 C18 C19 C20 75.7(2) . . . . ? C18 C19 C20 C21 -54.3(3) . . . . ? C19 C20 C21 S4 82.4(2) . . . . ? C20 C21 S4 C22 -93.46(17) . . . . ? C18 S3 C22 C29 -71.52(16) . . . . ? C18 S3 C22 C23 168.32(13) . . . . ? C18 S3 C22 S4 46.16(13) . . . . ? C21 S4 C22 C29 150.79(13) . . . . ? C21 S4 C22 C23 -88.55(15) . . . . ? C21 S4 C22 S3 26.53(13) . . . . ? C29 C22 C23 C24 145.2(2) . . . . ? S3 C22 C23 C24 -92.2(2) . . . . ? S4 C22 C23 C24 29.1(2) . . . . ? C29 C22 C23 C28 -39.8(2) . . . . ? S3 C22 C23 C28 82.79(19) . . . . ? S4 C22 C23 C28 -155.89(16) . . . . ? C28 C23 C24 C25 -1.2(3) . . . . ? C22 C23 C24 C25 173.9(2) . . . . ? C23 C24 C25 C26 0.4(4) . . . . ? C24 C25 C26 C27 0.5(4) . . . . ? C25 C26 C27 C28 -0.7(3) . . . . ? C24 C23 C28 C27 1.0(3) . . . . ? C22 C23 C28 C27 -174.19(19) . . . . ? C26 C27 C28 C23 -0.1(3) . . . . ? C23 C22 C29 C30 108.4(2) . . . . ? S3 C22 C29 C30 -6.4(2) . . . . ? S4 C22 C29 C30 -129.22(18) . . . . ? C23 C22 C29 C34 -71.4(2) . . . . ? S3 C22 C29 C34 173.87(15) . . . . ? S4 C22 C29 C34 51.0(2) . . . . ? C34 C29 C30 C31 -0.5(3) . . . . ? C22 C29 C30 C31 179.72(19) . . . . ? C29 C30 C31 C32 -0.8(3) . . . . ? C30 C31 C32 C33 1.2(3) . . . . ? C31 C32 C33 C34 -0.3(3) . . . . ? C32 C33 C34 C29 -1.0(3) . . . . ? C30 C29 C34 C33 1.4(3) . . . . ? C22 C29 C34 C33 -178.82(19) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.41 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.556 _refine_diff_density_min -0.246 _refine_diff_density_rms 0.055 _iucr_refine_instruction_details ; TITL gw76 in P2(1)/n CELL 0.71073 13.3194 8.1505 27.3696 90.000 103.9079 90.000 ZERR 8.00 0.0011 0.0007 0.0022 0.000 0.0012 0.000 LATT 1 SYMM 0.5-X, 0.5+Y, 0.5-Z SFAC C H S UNIT 136 144 16 TEMP -123 SIZE 0.07 0.47 0.54 ACTA CONF WPDB -1 OMIT -1 0 1 L.S. 8 BOND FMAP 2 PLAN 10 TWIN -1 0 0 0 -1 0 1 0 1 REM EXTI 0.000000 insig. WGHT 0.037000 1.405500 BASF 0.19427 FVAR 0.49346 S1 3 1.022368 0.385652 0.050405 11.00000 0.02759 0.01981 = 0.02126 0.00204 0.00611 -0.00412 C1 1 0.972230 0.225876 0.005097 11.00000 0.03181 0.02242 = 0.02485 -0.00300 0.00852 -0.00089 AFIX 23 H1A 2 1.004362 0.236555 -0.023823 11.00000 -1.20000 H1B 2 0.992212 0.117691 0.020901 11.00000 -1.20000 AFIX 0 C2 1 0.854631 0.231904 -0.014191 11.00000 0.03334 0.02713 = 0.02578 -0.00095 0.00118 -0.00440 AFIX 23 H2A 2 0.833152 0.348270 -0.018849 11.00000 -1.20000 H2B 2 0.835836 0.178636 -0.047661 11.00000 -1.20000 AFIX 0 C3 1 0.793345 0.150360 0.019497 11.00000 0.02716 0.03118 = 0.03134 0.00118 -0.00083 -0.00846 AFIX 23 H3A 2 0.806218 0.030717 0.019597 11.00000 -1.20000 H3B 2 0.718791 0.167894 0.004387 11.00000 -1.20000 AFIX 0 C4 1 0.817206 0.209925 0.074276 11.00000 0.01808 0.02957 = 0.03134 0.00439 0.00466 -0.00147 AFIX 23 H4A 2 0.760298 0.175923 0.089600 11.00000 -1.20000 H4B 2 0.819986 0.331310 0.074681 11.00000 -1.20000 AFIX 0 S2 3 0.938690 0.130066 0.112120 11.00000 0.01998 0.01838 = 0.02744 0.00392 0.00583 -0.00225 C5 1 1.030299 0.297870 0.113709 11.00000 0.01677 0.01767 = 0.02135 0.00230 0.00604 0.00000 C6 1 1.012741 0.446135 0.145137 11.00000 0.01920 0.01854 = 0.02301 0.00026 0.00448 0.00285 C7 1 0.943125 0.443384 0.175839 11.00000 0.02402 0.02703 = 0.02868 -0.00038 0.00985 0.00175 AFIX 43 H7 2 0.903274 0.347593 0.177233 11.00000 -1.20000 AFIX 0 C8 1 0.931580 0.580126 0.204494 11.00000 0.03003 0.03970 = 0.03178 -0.00649 0.01191 0.00770 AFIX 43 H8 2 0.884610 0.576197 0.225667 11.00000 -1.20000 AFIX 0 C9 1 0.987360 0.720591 0.202475 11.00000 0.03272 0.03327 = 0.03954 -0.01501 0.00098 0.01073 AFIX 43 H9 2 0.979056 0.813370 0.222145 11.00000 -1.20000 AFIX 0 C10 1 1.055710 0.726176 0.171631 11.00000 0.03108 0.02207 = 0.04027 -0.00460 -0.00044 0.00030 AFIX 43 H10 2 1.093422 0.823865 0.169629 11.00000 -1.20000 AFIX 0 C11 1 1.069505 0.589482 0.143530 11.00000 0.02243 0.02310 = 0.03070 -0.00153 0.00535 -0.00141 AFIX 43 H11 2 1.117873 0.593554 0.123086 11.00000 -1.20000 AFIX 0 C12 1 1.134019 0.214315 0.136457 11.00000 0.01663 0.01853 = 0.02637 0.00091 0.00621 -0.00088 C13 1 1.189251 0.132587 0.106568 11.00000 0.02215 0.03195 = 0.03144 -0.00456 0.00581 0.00225 AFIX 43 H13 2 1.166002 0.137647 0.070956 11.00000 -1.20000 AFIX 0 C14 1 1.277955 0.043729 0.128205 11.00000 0.02288 0.03485 = 0.04670 -0.00842 0.00879 0.00554 AFIX 43 H14 2 1.314255 -0.012563 0.107357 11.00000 -1.20000 AFIX 0 C15 1 1.313476 0.037091 0.180010 11.00000 0.02165 0.03080 = 0.05199 0.00745 0.00311 0.00511 AFIX 43 H15 2 1.374247 -0.023153 0.194788 11.00000 -1.20000 AFIX 0 C16 1 1.260188 0.118366 0.210031 11.00000 0.02493 0.03731 = 0.03299 0.00817 0.00038 0.00058 AFIX 43 H16 2 1.284340 0.113829 0.245610 11.00000 -1.20000 AFIX 0 C17 1 1.170838 0.207451 0.188504 11.00000 0.02410 0.02688 = 0.02684 0.00350 0.00849 0.00048 AFIX 43 H17 2 1.134982 0.263721 0.209550 11.00000 -1.20000 AFIX 0 S3 3 0.673342 0.633960 0.112314 11.00000 0.02219 0.01917 = 0.02898 0.00549 0.00973 0.00464 C18 1 0.756602 0.712558 0.073616 11.00000 0.02306 0.03026 = 0.03475 0.00653 0.01425 0.00449 AFIX 23 H18A 2 0.753526 0.833923 0.073423 11.00000 -1.20000 H18B 2 0.828904 0.680042 0.089009 11.00000 -1.20000 AFIX 0 C19 1 0.726840 0.650685 0.019350 11.00000 0.03820 0.03209 = 0.03554 0.00086 0.01915 0.00828 AFIX 23 H19A 2 0.786356 0.668413 0.004174 11.00000 -1.20000 H19B 2 0.715034 0.530870 0.020019 11.00000 -1.20000 AFIX 0 C20 1 0.632044 0.728808 -0.014716 11.00000 0.04182 0.02751 = 0.02547 -0.00200 0.01270 0.00380 AFIX 23 H20A 2 0.618142 0.673299 -0.047838 11.00000 -1.20000 H20B 2 0.648085 0.845034 -0.020122 11.00000 -1.20000 AFIX 0 C21 1 0.533548 0.722929 0.004640 11.00000 0.03180 0.02030 = 0.02383 -0.00342 0.00387 -0.00017 AFIX 23 H21A 2 0.529815 0.615504 0.020992 11.00000 -1.20000 H21B 2 0.472775 0.731628 -0.024321 11.00000 -1.20000 AFIX 0 S4 3 0.527205 0.884959 0.049169 11.00000 0.02824 0.01874 = 0.02060 0.00158 0.00457 0.00430 C22 1 0.581017 0.799602 0.112595 11.00000 0.01725 0.01737 = 0.02052 0.00136 0.00413 0.00060 C23 1 0.500313 0.713955 0.135495 11.00000 0.01781 0.01725 = 0.02713 0.00042 0.00843 0.00021 C24 1 0.412950 0.638547 0.106058 11.00000 0.02265 0.02795 = 0.03082 -0.00436 0.00763 -0.00372 AFIX 43 H24 2 0.398277 0.648257 0.070454 11.00000 -1.20000 AFIX 0 C25 1 0.346918 0.549192 0.128152 11.00000 0.02362 0.03221 = 0.05021 -0.00933 0.01477 -0.00819 AFIX 43 H25 2 0.287693 0.497621 0.107578 11.00000 -1.20000 AFIX 0 C26 1 0.366810 0.534727 0.179993 11.00000 0.03065 0.02604 = 0.05371 0.00170 0.02588 -0.00367 AFIX 43 H26 2 0.321814 0.472762 0.195039 11.00000 -1.20000 AFIX 0 C27 1 0.452106 0.610687 0.209468 11.00000 0.03233 0.02631 = 0.03445 0.00924 0.01780 0.00710 AFIX 43 H27 2 0.465648 0.602028 0.245070 11.00000 -1.20000 AFIX 0 C28 1 0.519111 0.700527 0.187597 11.00000 0.02139 0.02234 = 0.02850 0.00497 0.00714 0.00147 AFIX 43 H28 2 0.577828 0.752759 0.208376 11.00000 -1.20000 AFIX 0 C29 1 0.626549 0.950657 0.143549 11.00000 0.01970 0.01953 = 0.01914 0.00166 0.00685 -0.00347 C30 1 0.726811 0.954875 0.173165 11.00000 0.02132 0.03047 = 0.02511 0.00243 0.00552 -0.00108 AFIX 43 H30 2 0.770284 0.861542 0.175001 11.00000 -1.20000 AFIX 0 C31 1 0.763865 1.096406 0.200298 11.00000 0.02732 0.04123 = 0.02473 -0.00262 0.00540 -0.01141 AFIX 43 H31 2 0.832364 1.098204 0.220860 11.00000 -1.20000 AFIX 0 C32 1 0.702273 1.233419 0.197600 11.00000 0.03988 0.03017 = 0.02839 -0.00822 0.01594 -0.01457 AFIX 43 H32 2 0.728669 1.329761 0.215727 11.00000 -1.20000 AFIX 0 C33 1 0.602033 1.230389 0.168473 11.00000 0.03794 0.02412 = 0.03344 -0.00367 0.01621 -0.00307 AFIX 43 H33 2 0.559151 1.324446 0.166604 11.00000 -1.20000 AFIX 0 C34 1 0.564194 1.089408 0.141944 11.00000 0.02538 0.02167 = 0.02834 -0.00182 0.00896 -0.00063 AFIX 43 H34 2 0.494835 1.087177 0.122391 11.00000 -1.20000 HKLF 4 REM gw76 in P2(1)/n REM R1 = 0.0370 for 5909 Fo > 4sig(Fo) and 0.0536 for all 7442 data REM 344 parameters refined using 0 restraints END WGHT 0.0371 1.3994 REM Highest difference peak 0.556, deepest hole -0.246, 1-sigma level 0.055 Q1 1 1.1748 0.6422 0.1136 11.00000 0.05 0.56 Q2 1 0.4400 1.1373 0.1116 11.00000 0.05 0.52 Q3 1 0.9730 0.1123 -0.0484 11.00000 0.05 0.45 Q4 1 0.4762 0.6121 -0.0489 11.00000 0.05 0.40 Q5 1 1.0253 0.3191 0.0805 11.00000 0.05 0.28 Q6 1 0.4884 0.6440 0.1933 11.00000 0.05 0.28 Q7 1 0.9820 0.6286 0.2099 11.00000 0.05 0.27 Q8 1 0.6115 0.8697 0.1275 11.00000 0.05 0.27 Q9 1 1.2230 0.1796 0.2032 11.00000 0.05 0.27 Q10 1 0.5400 0.7847 0.0232 11.00000 0.05 0.26 ; _database_code_depnum_ccdc_archive 'CCDC 896890' ####################################################################### # # 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_10 #TrackingRef 'Weaver.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H28 S4' _chemical_formula_sum 'C14 H28 S4' _chemical_formula_weight 324.60 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' 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)/n _symmetry_space_group_name_Hall '-P 2yn' 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 6.0477(7) _cell_length_b 15.1049(18) _cell_length_c 9.4034(11) _cell_angle_alpha 90.00 _cell_angle_beta 93.9707(16) _cell_angle_gamma 90.00 _cell_volume 856.94(17) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6020 _cell_measurement_theta_min 2.56 _cell_measurement_theta_max 30.44 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.52 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.258 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 352 _exptl_absorpt_coefficient_mu 0.538 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.760 _exptl_absorpt_correction_T_max 0.905 _exptl_absorpt_process_details 'SADABS v2008/1, Sheldrick, G.M., (2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 2 CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 9497 _diffrn_reflns_av_R_equivalents 0.0244 _diffrn_reflns_av_sigmaI/netI 0.0216 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 30.47 _reflns_number_total 2579 _reflns_number_gt 2270 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX 2' _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 and local programs' _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^)+(0.0357P)^2^+0.1152P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary 'all non-H atoms found by direct methods' _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2579 _refine_ls_number_parameters 84 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0296 _refine_ls_R_factor_gt 0.0243 _refine_ls_wR_factor_ref 0.0661 _refine_ls_wR_factor_gt 0.0628 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _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 0.68018(4) 0.336956(16) 0.14264(2) 0.02212(7) Uani 1 1 d . . . C1 C 0.84518(16) 0.43454(6) 0.18704(10) 0.02319(18) Uani 1 1 d . . . H1A H 1.0020 0.4173 0.2077 0.028 Uiso 1 1 calc R . . H1B H 0.8375 0.4757 0.1049 0.028 Uiso 1 1 calc R . . C2 C 0.76006(18) 0.48101(7) 0.31713(10) 0.0268(2) Uani 1 1 d . . . H2A H 0.8618 0.5304 0.3447 0.032 Uiso 1 1 calc R . . H2B H 0.7656 0.4385 0.3975 0.032 Uiso 1 1 calc R . . C3 C 0.52427(18) 0.51774(7) 0.29565(11) 0.0265(2) Uani 1 1 d . . . H3A H 0.4217 0.4687 0.2678 0.032 Uiso 1 1 calc R . . H3B H 0.4801 0.5420 0.3873 0.032 Uiso 1 1 calc R . . C4 C 0.50029(16) 0.59003(7) 0.18251(10) 0.02441(19) Uani 1 1 d . . . H4A H 0.5480 0.5675 0.0906 0.029 Uiso 1 1 calc R . . H4B H 0.5940 0.6415 0.2118 0.029 Uiso 1 1 calc R . . S2 S 0.21161(4) 0.622591(17) 0.16337(2) 0.02343(7) Uani 1 1 d . . . C5 C 0.19816(15) 0.70373(6) 0.01799(10) 0.02113(18) Uani 1 1 d . . . C6 C 0.32708(18) 0.78768(7) 0.06089(12) 0.0290(2) Uani 1 1 d . . . H6A H 0.3174 0.8297 -0.0187 0.044 Uiso 1 1 calc R . . H6B H 0.4828 0.7726 0.0851 0.044 Uiso 1 1 calc R . . H6C H 0.2638 0.8145 0.1438 0.044 Uiso 1 1 calc R . . C7 C -0.04879(16) 0.72437(7) -0.00908(11) 0.0278(2) Uani 1 1 d . . . H7A H -0.1063 0.7479 0.0782 0.042 Uiso 1 1 calc R . . H7B H -0.1289 0.6701 -0.0374 0.042 Uiso 1 1 calc R . . H7C H -0.0694 0.7684 -0.0854 0.042 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 0.02011(11) 0.02433(12) 0.02202(12) 0.00155(8) 0.00228(8) -0.00249(8) C1 0.0210(4) 0.0233(4) 0.0252(4) -0.0009(3) 0.0009(3) -0.0011(3) C2 0.0313(5) 0.0274(5) 0.0212(4) 0.0003(4) -0.0018(4) 0.0046(4) C3 0.0306(5) 0.0263(5) 0.0232(4) 0.0045(4) 0.0060(4) 0.0057(4) C4 0.0227(4) 0.0263(5) 0.0242(4) 0.0047(4) 0.0018(3) 0.0020(4) S2 0.02093(12) 0.02716(13) 0.02228(12) 0.00309(8) 0.00198(8) -0.00091(8) C5 0.0197(4) 0.0214(4) 0.0219(4) 0.0006(3) -0.0008(3) 0.0006(3) C6 0.0307(5) 0.0218(4) 0.0334(5) -0.0010(4) -0.0059(4) -0.0017(4) C7 0.0205(4) 0.0340(5) 0.0285(5) -0.0011(4) -0.0007(4) 0.0054(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 1.8125(10) . ? S1 C5 1.8315(10) 3_665 ? C1 C2 1.5302(14) . ? C2 C3 1.5304(14) . ? C3 C4 1.5244(13) . ? C4 S2 1.8108(10) . ? S2 C5 1.8336(10) . ? C5 C6 1.5280(13) . ? C5 C7 1.5296(13) . ? 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 C5 102.52(4) . 3_665 ? C2 C1 S1 110.30(7) . . ? C1 C2 C3 115.01(8) . . ? C4 C3 C2 113.24(8) . . ? C3 C4 S2 107.96(7) . . ? C4 S2 C5 104.38(4) . . ? C6 C5 C7 110.45(8) . . ? C6 C5 S1 105.63(7) . 3_665 ? C7 C5 S1 111.99(6) . 3_665 ? C6 C5 S2 111.25(7) . . ? C7 C5 S2 104.63(7) . . ? S1 C5 S2 113.01(5) 3_665 . ? 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 C5 S1 C1 C2 177.41(7) 3_665 . . . ? S1 C1 C2 C3 -63.79(10) . . . . ? C1 C2 C3 C4 -63.22(12) . . . . ? C2 C3 C4 S2 177.22(7) . . . . ? C3 C4 S2 C5 -176.44(7) . . . . ? C4 S2 C5 C6 -66.38(8) . . . . ? C4 S2 C5 C7 174.35(6) . . . . ? C4 S2 C5 S1 52.25(6) . . . 3_665 ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.439 _refine_diff_density_min -0.234 _refine_diff_density_rms 0.051 _iucr_refine_instruction_details ; TITL gw61 in P2(1)/n CELL 0.71073 6.0477 15.1049 9.4034 90.000 93.9707 90.000 ZERR 2.00 0.0007 0.0018 0.0011 0.000 0.0016 0.000 LATT 1 SYMM 0.5-X, 0.5+Y, 0.5-Z SFAC C H S UNIT 28 56 8 TEMP -123 SIZE 0.19 0.52 0.54 ACTA 60 CONF WPDB -1 OMIT -3 0 1 OMIT -2 4 1 L.S. 4 BOND FMAP 2 PLAN 10 REM EXTI 0.000000 INSIGNIFICANT WGHT 0.035700 0.115200 FVAR 0.28224 S1 3 0.680182 0.336956 0.142639 11.00000 0.02011 0.02433 = 0.02202 0.00155 0.00228 -0.00249 C1 1 0.845183 0.434539 0.187043 11.00000 0.02100 0.02328 = 0.02519 -0.00092 0.00088 -0.00110 AFIX 23 H1A 2 1.002034 0.417252 0.207651 11.00000 -1.20000 H1B 2 0.837458 0.475689 0.104904 11.00000 -1.20000 AFIX 0 C2 1 0.760055 0.481011 0.317131 11.00000 0.03128 0.02740 = 0.02124 0.00032 -0.00180 0.00463 AFIX 23 H2A 2 0.861754 0.530412 0.344673 11.00000 -1.20000 H2B 2 0.765595 0.438549 0.397499 11.00000 -1.20000 AFIX 0 C3 1 0.524268 0.517741 0.295652 11.00000 0.03056 0.02634 = 0.02318 0.00454 0.00603 0.00573 AFIX 23 H3A 2 0.421712 0.468666 0.267840 11.00000 -1.20000 H3B 2 0.480071 0.541971 0.387305 11.00000 -1.20000 AFIX 0 C4 1 0.500295 0.590029 0.182514 11.00000 0.02267 0.02634 = 0.02425 0.00471 0.00177 0.00204 AFIX 23 H4A 2 0.548020 0.567525 0.090620 11.00000 -1.20000 H4B 2 0.594026 0.641512 0.211758 11.00000 -1.20000 AFIX 0 S2 3 0.211608 0.622591 0.163366 11.00000 0.02093 0.02716 = 0.02228 0.00309 0.00198 -0.00091 C5 1 0.198161 0.703733 0.017991 11.00000 0.01972 0.02144 = 0.02192 0.00060 -0.00081 0.00061 C6 1 0.327085 0.787677 0.060890 11.00000 0.03070 0.02181 = 0.03339 -0.00101 -0.00588 -0.00172 AFIX 137 H6A 2 0.317405 0.829692 -0.018711 11.00000 -1.50000 H6B 2 0.482775 0.772626 0.085108 11.00000 -1.50000 H6C 2 0.263761 0.814550 0.143786 11.00000 -1.50000 AFIX 0 C7 1 -0.048793 0.724366 -0.009081 11.00000 0.02052 0.03403 = 0.02855 -0.00105 -0.00073 0.00544 AFIX 137 H7A 2 -0.106287 0.747862 0.078225 11.00000 -1.50000 H7B 2 -0.128902 0.670070 -0.037404 11.00000 -1.50000 H7C 2 -0.069405 0.768384 -0.085410 11.00000 -1.50000 HKLF 4 REM gw61 in P2(1)/n REM R1 = 0.0243 for 2270 Fo > 4sig(Fo) and 0.0296 for all 2579 data REM 84 parameters refined using 0 restraints END WGHT 0.0357 0.1153 REM Highest difference peak 0.439, deepest hole -0.234, 1-sigma level 0.051 Q1 1 0.2560 0.6802 -0.0607 11.00000 0.05 0.44 Q2 1 0.2128 0.6640 0.0891 11.00000 0.05 0.43 Q3 1 0.8005 0.4562 0.2541 11.00000 0.05 0.39 Q4 1 0.2742 0.7425 0.0370 11.00000 0.05 0.33 Q5 1 0.5117 0.5520 0.2430 11.00000 0.05 0.33 Q6 1 0.7112 0.2968 0.2198 11.00000 0.05 0.33 Q7 1 0.0820 0.7144 0.0025 11.00000 0.05 0.29 Q8 1 0.1618 0.6274 0.2397 11.00000 0.05 0.28 Q9 1 0.1835 0.5659 0.1352 11.00000 0.05 0.25 Q10 1 0.6310 0.4961 0.3030 11.00000 0.05 0.24 ; _database_code_depnum_ccdc_archive 'CCDC 896891' ####################################################################### # # 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_12a #TrackingRef 'Weaver.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C7 H14 O S2' _chemical_formula_sum 'C7 H14 O S2' _chemical_formula_weight 178.30 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 P2(1)/n _symmetry_space_group_name_Hall '-P 2yn' 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 8.2277(8) _cell_length_b 10.2736(10) _cell_length_c 11.2901(11) _cell_angle_alpha 90.00 _cell_angle_beta 103.5283(15) _cell_angle_gamma 90.00 _cell_volume 927.85(16) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3096 _cell_measurement_theta_min 2.72 _cell_measurement_theta_max 29.54 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.276 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 384 _exptl_absorpt_coefficient_mu 0.511 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.766 _exptl_absorpt_correction_T_max 0.932 _exptl_absorpt_process_details 'SADABS v2008/1, Sheldrick, G.M., (2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 2 CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 10461 _diffrn_reflns_av_R_equivalents 0.0277 _diffrn_reflns_av_sigmaI/netI 0.0268 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 30.53 _reflns_number_total 2818 _reflns_number_gt 2293 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX 2' _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 and local programs' _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^)+(0.0388P)^2^+0.1693P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary 'all non-H atoms found by direct methods' _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2818 _refine_ls_number_parameters 94 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0412 _refine_ls_R_factor_gt 0.0305 _refine_ls_wR_factor_ref 0.0810 _refine_ls_wR_factor_gt 0.0760 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _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 C1 C 0.28741(17) 0.55771(12) 0.69738(11) 0.0253(3) Uani 1 1 d . . . H1 H 0.2596 0.4647 0.7100 0.030 Uiso 1 1 calc R . . S1 S 0.09343(4) 0.64883(3) 0.64888(3) 0.02370(9) Uani 1 1 d . . . O1 O 0.14266(13) 0.78866(9) 0.64325(9) 0.0304(2) Uani 1 1 d . . . C2 C 0.00431(16) 0.62965(13) 0.78377(12) 0.0258(3) Uani 1 1 d . . . S2 S 0.14367(4) 0.69299(3) 0.91937(3) 0.02781(10) Uani 1 1 d . . . C3 C 0.32728(16) 0.59410(12) 0.92664(11) 0.0259(3) Uani 1 1 d . . . H3A H 0.4138 0.6183 1.0001 0.031 Uiso 1 1 calc R . . H3B H 0.2982 0.5016 0.9348 0.031 Uiso 1 1 calc R . . C4 C 0.39859(16) 0.60956(13) 0.81518(13) 0.0276(3) Uani 1 1 d . . . H4A H 0.5075 0.5640 0.8302 0.033 Uiso 1 1 calc R . . H4B H 0.4199 0.7031 0.8043 0.033 Uiso 1 1 calc R . . C5 C 0.3732(2) 0.56494(17) 0.59160(14) 0.0411(4) Uani 1 1 d . . . H5A H 0.4003 0.6558 0.5780 0.062 Uiso 1 1 calc R . . H5B H 0.2982 0.5303 0.5178 0.062 Uiso 1 1 calc R . . H5C H 0.4762 0.5133 0.6110 0.062 Uiso 1 1 calc R . . C6 C -0.15123(19) 0.71689(17) 0.75826(17) 0.0417(4) Uani 1 1 d . . . H6A H -0.2297 0.6873 0.6839 0.063 Uiso 1 1 calc R . . H6B H -0.1184 0.8070 0.7476 0.063 Uiso 1 1 calc R . . H6C H -0.2050 0.7121 0.8270 0.063 Uiso 1 1 calc R . . C7 C -0.04201(19) 0.48679(15) 0.79323(14) 0.0359(3) Uani 1 1 d . . . H7A H -0.1073 0.4773 0.8550 0.054 Uiso 1 1 calc R . . H7B H 0.0601 0.4345 0.8164 0.054 Uiso 1 1 calc R . . H7C H -0.1086 0.4569 0.7143 0.054 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 C1 0.0310(7) 0.0203(6) 0.0257(6) 0.0024(5) 0.0089(5) 0.0030(5) S1 0.02767(17) 0.01984(15) 0.02058(15) 0.00264(10) -0.00038(12) -0.00169(11) O1 0.0360(5) 0.0191(4) 0.0335(5) 0.0083(4) 0.0027(4) -0.0004(4) C2 0.0224(6) 0.0269(6) 0.0269(6) 0.0023(5) 0.0037(5) 0.0002(5) S2 0.03355(19) 0.02516(17) 0.02393(17) -0.00302(12) 0.00513(13) 0.00550(13) C3 0.0280(6) 0.0225(6) 0.0229(6) -0.0007(5) -0.0030(5) 0.0031(5) C4 0.0217(6) 0.0261(6) 0.0333(7) 0.0024(5) 0.0031(5) 0.0023(5) C5 0.0511(10) 0.0425(9) 0.0364(8) 0.0048(7) 0.0236(7) 0.0078(7) C6 0.0246(7) 0.0503(10) 0.0489(9) 0.0055(7) 0.0061(7) 0.0088(7) C7 0.0364(8) 0.0331(8) 0.0372(8) 0.0046(6) 0.0070(6) -0.0120(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 C1 C4 1.5232(19) . ? C1 C5 1.5246(18) . ? C1 S1 1.8206(13) . ? S1 O1 1.4979(10) . ? S1 C2 1.8488(14) . ? C2 C7 1.5264(19) . ? C2 C6 1.5335(19) . ? C2 S2 1.8057(14) . ? S2 C3 1.8064(13) . ? C3 C4 1.5161(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 C4 C1 C5 111.92(12) . . ? C4 C1 S1 112.82(9) . . ? C5 C1 S1 105.86(10) . . ? O1 S1 C1 106.21(6) . . ? O1 S1 C2 107.49(6) . . ? C1 S1 C2 100.73(6) . . ? C7 C2 C6 111.35(12) . . ? C7 C2 S2 113.99(10) . . ? C6 C2 S2 106.56(10) . . ? C7 C2 S1 108.29(10) . . ? C6 C2 S1 104.91(10) . . ? S2 C2 S1 111.37(7) . . ? C2 S2 C3 101.20(6) . . ? C4 C3 S2 112.66(9) . . ? C3 C4 C1 114.72(11) . . ? 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 C4 C1 S1 O1 54.04(11) . . . . ? C5 C1 S1 O1 -68.70(11) . . . . ? C4 C1 S1 C2 -57.90(10) . . . . ? C5 C1 S1 C2 179.37(10) . . . . ? O1 S1 C2 C7 -178.37(9) . . . . ? C1 S1 C2 C7 -67.42(10) . . . . ? O1 S1 C2 C6 62.63(11) . . . . ? C1 S1 C2 C6 173.58(10) . . . . ? O1 S1 C2 S2 -52.27(8) . . . . ? C1 S1 C2 S2 58.68(8) . . . . ? C7 C2 S2 C3 63.27(11) . . . . ? C6 C2 S2 C3 -173.49(10) . . . . ? S1 C2 S2 C3 -59.62(8) . . . . ? C2 S2 C3 C4 60.30(10) . . . . ? S2 C3 C4 C1 -66.88(13) . . . . ? C5 C1 C4 C3 -174.75(11) . . . . ? S1 C1 C4 C3 65.97(13) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 30.53 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.376 _refine_diff_density_min -0.254 _refine_diff_density_rms 0.051 _iucr_refine_instruction_details ; TITL gw63 in P2(1)/n CELL 0.71073 8.2277 10.2736 11.2901 90.000 103.5283 90.000 ZERR 4.00 0.0008 0.0010 0.0011 0.000 0.0015 0.000 LATT 1 SYMM 0.5-X, 0.5+Y, 0.5-Z SFAC C H O S UNIT 28 56 4 8 TEMP -123 SIZE 0.14 0.15 0.55 ACTA CONF WPDB -1 L.S. 4 BOND FMAP 2 PLAN 10 REM EXTI 0.000000 insignificant WGHT 0.038800 0.169300 FVAR 0.25710 C1 1 0.287406 0.557708 0.697383 11.00000 0.03098 0.02031 = 0.02566 0.00241 0.00887 0.00296 AFIX 13 H1 2 0.259646 0.464725 0.709952 11.00000 -1.20000 AFIX 0 S1 4 0.093428 0.648833 0.648885 11.00000 0.02767 0.01984 = 0.02058 0.00264 -0.00038 -0.00169 O1 3 0.142661 0.788658 0.643252 11.00000 0.03600 0.01907 = 0.03349 0.00830 0.00267 -0.00041 C2 1 0.004314 0.629648 0.783771 11.00000 0.02242 0.02694 = 0.02693 0.00229 0.00372 0.00021 S2 4 0.143667 0.692992 0.919370 11.00000 0.03355 0.02516 = 0.02393 -0.00302 0.00513 0.00550 C3 1 0.327275 0.594104 0.926644 11.00000 0.02799 0.02247 = 0.02286 -0.00072 -0.00297 0.00312 AFIX 23 H3A 2 0.413813 0.618346 1.000073 11.00000 -1.20000 H3B 2 0.298181 0.501554 0.934784 11.00000 -1.20000 AFIX 0 C4 1 0.398585 0.609560 0.815179 11.00000 0.02168 0.02612 = 0.03335 0.00241 0.00315 0.00231 AFIX 23 H4A 2 0.507494 0.563957 0.830203 11.00000 -1.20000 H4B 2 0.419853 0.703141 0.804292 11.00000 -1.20000 AFIX 0 C5 1 0.373195 0.564936 0.591601 11.00000 0.05108 0.04253 = 0.03637 0.00476 0.02355 0.00779 AFIX 137 H5A 2 0.400326 0.655775 0.577996 11.00000 -1.50000 H5B 2 0.298202 0.530343 0.517822 11.00000 -1.50000 H5C 2 0.476201 0.513337 0.610989 11.00000 -1.50000 AFIX 0 C6 1 -0.151233 0.716890 0.758262 11.00000 0.02456 0.05035 = 0.04889 0.00548 0.00605 0.00877 AFIX 137 H6A 2 -0.229711 0.687311 0.683906 11.00000 -1.50000 H6B 2 -0.118378 0.807034 0.747615 11.00000 -1.50000 H6C 2 -0.205011 0.712076 0.826962 11.00000 -1.50000 AFIX 0 C7 1 -0.042011 0.486788 0.793229 11.00000 0.03640 0.03311 = 0.03725 0.00456 0.00701 -0.01204 AFIX 137 H7A 2 -0.107286 0.477254 0.855041 11.00000 -1.50000 H7B 2 0.060119 0.434491 0.816431 11.00000 -1.50000 H7C 2 -0.108608 0.456896 0.714288 11.00000 -1.50000 HKLF 4 REM gw63 in P2(1)/n REM R1 = 0.0305 for 2293 Fo > 4sig(Fo) and 0.0412 for all 2818 data REM 94 parameters refined using 0 restraints END WGHT 0.0388 0.1703 REM Highest difference peak 0.376, deepest hole -0.254, 1-sigma level 0.051 Q1 1 0.0399 0.6397 0.7144 11.00000 0.05 0.38 Q2 1 0.0840 0.6757 0.8565 11.00000 0.05 0.31 Q3 1 0.2008 0.6029 0.6807 11.00000 0.05 0.29 Q4 1 0.3442 0.5872 0.7450 11.00000 0.05 0.29 Q5 1 0.3246 0.5687 0.6429 11.00000 0.05 0.29 Q6 1 -0.0186 0.5570 0.7810 11.00000 0.05 0.28 Q7 1 0.3523 0.5993 0.8695 11.00000 0.05 0.27 Q8 1 -0.0658 0.6665 0.7729 11.00000 0.05 0.27 Q9 1 0.1039 0.7314 0.6580 11.00000 0.05 0.27 Q10 1 0.0276 0.6126 0.5944 11.00000 0.05 0.27 ; _database_code_depnum_ccdc_archive 'CCDC 896892' ####################################################################### # # 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_23 #TrackingRef 'Weaver.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C13 H24 O S2' _chemical_formula_sum 'C13 H24 O S2' _chemical_formula_weight 260.44 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 P2(1) _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.1567(6) _cell_length_b 6.6861(5) _cell_length_c 12.7905(10) _cell_angle_alpha 90.00 _cell_angle_beta 97.2784(11) _cell_angle_gamma 90.00 _cell_volume 691.93(9) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4348 _cell_measurement_theta_min 2.81 _cell_measurement_theta_max 28.31 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.250 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 284 _exptl_absorpt_coefficient_mu 0.364 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.822 _exptl_absorpt_correction_T_max 0.979 _exptl_absorpt_process_details 'SADABS v2008/1, Sheldrick, G.M., (2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 II CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 6972 _diffrn_reflns_av_R_equivalents 0.0170 _diffrn_reflns_av_sigmaI/netI 0.0252 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 28.31 _reflns_number_total 3367 _reflns_number_gt 3240 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX 2' _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 and local programs' _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. 1511 Friedel pairs. ; _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^)+(0.0421P)^2^+0.0247P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary 'all non-H atoms found by direct methods' _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.04(5) _chemical_absolute_configuration rm _refine_ls_number_reflns 3367 _refine_ls_number_parameters 148 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0279 _refine_ls_R_factor_gt 0.0263 _refine_ls_wR_factor_ref 0.0665 _refine_ls_wR_factor_gt 0.0655 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.054 _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 O1 O 0.91423(13) -0.27283(18) 0.14581(9) 0.0297(2) Uani 1 1 d . . . S1 S 0.76910(4) -0.14317(5) 0.10679(3) 0.02032(9) Uani 1 1 d . . . C2 C 0.76283(17) 0.0676(2) 0.20056(10) 0.0179(3) Uani 1 1 d . . . S3 S 0.60115(4) 0.23151(5) 0.13702(3) 0.02126(9) Uani 1 1 d . . . C4 C 0.69424(18) 0.3199(2) 0.02412(11) 0.0240(3) Uani 1 1 d . . . H4A H 0.6218 0.4229 -0.0132 0.029 Uiso 1 1 calc R . . H4B H 0.8017 0.3835 0.0490 0.029 Uiso 1 1 calc R . . C5 C 0.7215(2) 0.1535(2) -0.05232(12) 0.0250(3) Uani 1 1 d . . . H5A H 0.7687 0.2116 -0.1132 0.030 Uiso 1 1 calc R . . H5B H 0.6133 0.0938 -0.0792 0.030 Uiso 1 1 calc R . . C6 C 0.83551(19) -0.0105(2) -0.00431(11) 0.0244(3) Uani 1 1 d . . . H6A H 0.9452 0.0493 0.0187 0.029 Uiso 1 1 calc R . . H6B H 0.8499 -0.1092 -0.0601 0.029 Uiso 1 1 calc R . . C7 C 0.71393(18) -0.0227(2) 0.30461(11) 0.0205(3) Uani 1 1 d . . . H7 H 0.8055 -0.1170 0.3300 0.025 Uiso 1 1 calc R . . C8 C 0.72005(18) 0.1398(2) 0.38975(11) 0.0240(3) Uani 1 1 d . . . H8A H 0.6349 0.2421 0.3677 0.029 Uiso 1 1 calc R . . H8B H 0.6937 0.0792 0.4562 0.029 Uiso 1 1 calc R . . C9 C 0.88852(19) 0.2403(3) 0.40945(11) 0.0265(3) Uani 1 1 d . . . H9A H 0.9723 0.1408 0.4381 0.032 Uiso 1 1 calc R . . H9B H 0.8853 0.3473 0.4626 0.032 Uiso 1 1 calc R . . C10 C 0.93877(18) 0.3300(2) 0.30835(11) 0.0228(3) Uani 1 1 d . . . H10 H 0.8567 0.4360 0.2831 0.027 Uiso 1 1 calc R . . C11 C 0.93242(17) 0.1677(2) 0.22346(11) 0.0204(3) Uani 1 1 d . . . H11A H 0.9617 0.2280 0.1576 0.024 Uiso 1 1 calc R . . H11B H 1.0162 0.0643 0.2464 0.024 Uiso 1 1 calc R . . C12 C 0.55453(18) -0.1501(3) 0.29714(12) 0.0269(3) Uani 1 1 d . . . H12 H 0.5437 -0.2227 0.2283 0.032 Uiso 1 1 calc R . . C13 C 0.5718(2) -0.3076(3) 0.38485(17) 0.0404(4) Uani 1 1 d . . . H13A H 0.5808 -0.2410 0.4536 0.061 Uiso 1 1 calc R . . H13B H 0.6712 -0.3879 0.3803 0.061 Uiso 1 1 calc R . . H13C H 0.4744 -0.3948 0.3767 0.061 Uiso 1 1 calc R . . C14 C 0.3945(2) -0.0348(3) 0.30198(15) 0.0358(4) Uani 1 1 d . . . H14A H 0.3009 -0.1278 0.2933 0.054 Uiso 1 1 calc R . . H14B H 0.3807 0.0650 0.2454 0.054 Uiso 1 1 calc R . . H14C H 0.3990 0.0325 0.3703 0.054 Uiso 1 1 calc R . . C15 C 1.1097(2) 0.4262(3) 0.32624(13) 0.0297(3) Uani 1 1 d . . . H15A H 1.1089 0.5365 0.3766 0.045 Uiso 1 1 calc R . . H15B H 1.1386 0.4778 0.2592 0.045 Uiso 1 1 calc R . . H15C H 1.1914 0.3261 0.3543 0.045 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 O1 0.0344(6) 0.0224(5) 0.0335(6) 0.0028(5) 0.0091(4) 0.0094(5) S1 0.02389(17) 0.01710(15) 0.02084(16) -0.00159(13) 0.00623(12) 0.00069(13) C2 0.0194(7) 0.0164(6) 0.0178(6) -0.0015(5) 0.0023(5) 0.0014(5) S3 0.01983(16) 0.02173(16) 0.02226(17) 0.00093(14) 0.00277(12) 0.00403(14) C4 0.0254(7) 0.0230(8) 0.0237(7) 0.0067(6) 0.0029(5) 0.0005(6) C5 0.0275(7) 0.0271(8) 0.0207(7) 0.0035(6) 0.0038(6) 0.0000(6) C6 0.0304(8) 0.0243(7) 0.0199(7) 0.0004(6) 0.0092(6) 0.0023(6) C7 0.0225(7) 0.0185(6) 0.0210(7) 0.0011(5) 0.0047(5) 0.0009(5) C8 0.0306(8) 0.0236(8) 0.0186(6) 0.0003(6) 0.0057(6) -0.0012(6) C9 0.0344(8) 0.0252(7) 0.0191(6) -0.0025(6) -0.0001(5) -0.0047(7) C10 0.0255(7) 0.0205(7) 0.0215(6) 0.0010(6) -0.0008(5) -0.0027(6) C11 0.0177(6) 0.0222(7) 0.0211(6) 0.0010(5) 0.0018(5) -0.0004(5) C12 0.0293(7) 0.0270(7) 0.0266(7) -0.0044(7) 0.0117(6) -0.0064(7) C13 0.0406(10) 0.0233(9) 0.0615(12) 0.0098(8) 0.0225(9) 0.0001(7) C14 0.0250(8) 0.0428(10) 0.0407(9) 0.0033(8) 0.0084(7) -0.0029(8) C15 0.0296(8) 0.0310(8) 0.0271(8) -0.0006(6) -0.0020(6) -0.0075(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 O1 S1 1.5007(11) . ? S1 C6 1.8151(14) . ? S1 C2 1.8556(14) . ? C2 C11 1.5311(18) . ? C2 C7 1.5587(18) . ? C2 S3 1.8244(14) . ? S3 C4 1.8134(14) . ? C4 C5 1.516(2) . ? C5 C6 1.517(2) . ? C7 C8 1.535(2) . ? C7 C12 1.547(2) . ? C8 C9 1.522(2) . ? C9 C10 1.528(2) . ? C10 C15 1.526(2) . ? C10 C11 1.531(2) . ? C12 C14 1.524(2) . ? C12 C13 1.532(2) . ? 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 C6 103.98(7) . . ? O1 S1 C2 108.00(6) . . ? C6 S1 C2 99.80(7) . . ? C11 C2 C7 109.19(11) . . ? C11 C2 S3 114.04(10) . . ? C7 C2 S3 111.37(9) . . ? C11 C2 S1 110.94(9) . . ? C7 C2 S1 106.76(9) . . ? S3 C2 S1 104.23(7) . . ? C4 S3 C2 101.45(6) . . ? C5 C4 S3 112.64(10) . . ? C4 C5 C6 113.71(12) . . ? C5 C6 S1 116.23(10) . . ? C8 C7 C12 112.65(12) . . ? C8 C7 C2 110.03(12) . . ? C12 C7 C2 117.69(12) . . ? C9 C8 C7 112.19(12) . . ? C8 C9 C10 111.51(12) . . ? C15 C10 C9 112.12(12) . . ? C15 C10 C11 110.68(12) . . ? C9 C10 C11 109.47(12) . . ? C2 C11 C10 113.20(11) . . ? C14 C12 C13 108.52(13) . . ? C14 C12 C7 115.89(14) . . ? C13 C12 C7 109.56(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 O1 S1 C2 C11 49.48(11) . . . . ? C6 S1 C2 C11 -58.81(10) . . . . ? O1 S1 C2 C7 -69.39(10) . . . . ? C6 S1 C2 C7 -177.68(10) . . . . ? O1 S1 C2 S3 172.64(6) . . . . ? C6 S1 C2 S3 64.35(8) . . . . ? C11 C2 S3 C4 53.68(11) . . . . ? C7 C2 S3 C4 177.81(10) . . . . ? S1 C2 S3 C4 -67.44(8) . . . . ? C2 S3 C4 C5 64.70(12) . . . . ? S3 C4 C5 C6 -60.52(15) . . . . ? C4 C5 C6 S1 60.31(16) . . . . ? O1 S1 C6 C5 -172.48(11) . . . . ? C2 S1 C6 C5 -61.00(12) . . . . ? C11 C2 C7 C8 55.30(15) . . . . ? S3 C2 C7 C8 -71.53(13) . . . . ? S1 C2 C7 C8 175.30(10) . . . . ? C11 C2 C7 C12 -173.85(12) . . . . ? S3 C2 C7 C12 59.33(15) . . . . ? S1 C2 C7 C12 -53.84(15) . . . . ? C12 C7 C8 C9 170.21(13) . . . . ? C2 C7 C8 C9 -56.32(16) . . . . ? C7 C8 C9 C10 56.71(17) . . . . ? C8 C9 C10 C15 -178.38(13) . . . . ? C8 C9 C10 C11 -55.16(16) . . . . ? C7 C2 C11 C10 -57.15(15) . . . . ? S3 C2 C11 C10 68.14(13) . . . . ? S1 C2 C11 C10 -174.55(9) . . . . ? C15 C10 C11 C2 -179.06(12) . . . . ? C9 C10 C11 C2 56.87(15) . . . . ? C8 C7 C12 C14 43.32(18) . . . . ? C2 C7 C12 C14 -86.32(16) . . . . ? C8 C7 C12 C13 -79.85(16) . . . . ? C2 C7 C12 C13 150.50(13) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.321 _refine_diff_density_min -0.185 _refine_diff_density_rms 0.042 _iucr_refine_instruction_details ; TITL gw50 in P2(1) CELL 0.71073 8.1567 6.6861 12.7905 90.000 97.2784 90.000 ZERR 2.00 0.0006 0.0005 0.0010 0.000 0.0011 0.000 LATT -1 SYMM -X, 0.5+Y, -Z SFAC C H O S UNIT 26 48 2 4 TEMP -123 SIZE 0.06 0.19 0.56 ACTA CONF WPDB -1 L.S. 4 BOND FMAP 2 PLAN 10 REM EXTI 0.000000 INSIGNIFICANT WGHT 0.042100 0.024700 FVAR 0.45501 O1 3 0.914225 -0.272828 0.145807 11.00000 0.03441 0.02241 = 0.03355 0.00283 0.00906 0.00940 S1 4 0.769096 -0.143172 0.106786 11.00000 0.02389 0.01710 = 0.02084 -0.00159 0.00623 0.00069 C2 1 0.762831 0.067642 0.200557 11.00000 0.01944 0.01638 = 0.01776 -0.00149 0.00233 0.00137 S3 4 0.601153 0.231509 0.137016 11.00000 0.01983 0.02173 = 0.02226 0.00093 0.00277 0.00403 C4 1 0.694239 0.319883 0.024119 11.00000 0.02543 0.02296 = 0.02366 0.00675 0.00291 0.00051 AFIX 23 H4A 2 0.621832 0.422909 -0.013235 11.00000 -1.20000 H4B 2 0.801701 0.383515 0.049036 11.00000 -1.20000 AFIX 0 C5 1 0.721520 0.153529 -0.052319 11.00000 0.02748 0.02714 = 0.02066 0.00346 0.00384 0.00004 AFIX 23 H5A 2 0.768678 0.211602 -0.113159 11.00000 -1.20000 H5B 2 0.613292 0.093766 -0.079170 11.00000 -1.20000 AFIX 0 C6 1 0.835511 -0.010504 -0.004307 11.00000 0.03041 0.02427 = 0.01993 0.00039 0.00920 0.00228 AFIX 23 H6A 2 0.945190 0.049300 0.018694 11.00000 -1.20000 H6B 2 0.849882 -0.109239 -0.060107 11.00000 -1.20000 AFIX 0 C7 1 0.713932 -0.022715 0.304606 11.00000 0.02249 0.01855 = 0.02103 0.00107 0.00467 0.00087 AFIX 13 H7 2 0.805526 -0.117049 0.330000 11.00000 -1.20000 AFIX 0 C8 1 0.720054 0.139817 0.389747 11.00000 0.03059 0.02361 = 0.01860 0.00033 0.00572 -0.00117 AFIX 23 H8A 2 0.634917 0.242121 0.367683 11.00000 -1.20000 H8B 2 0.693697 0.079167 0.456230 11.00000 -1.20000 AFIX 0 C9 1 0.888518 0.240278 0.409455 11.00000 0.03443 0.02515 = 0.01908 -0.00250 -0.00013 -0.00465 AFIX 23 H9A 2 0.972254 0.140778 0.438125 11.00000 -1.20000 H9B 2 0.885289 0.347329 0.462629 11.00000 -1.20000 AFIX 0 C10 1 0.938767 0.330008 0.308350 11.00000 0.02551 0.02049 = 0.02151 0.00102 -0.00082 -0.00272 AFIX 13 H10 2 0.856677 0.435966 0.283058 11.00000 -1.20000 AFIX 0 C11 1 0.932417 0.167704 0.223459 11.00000 0.01771 0.02218 = 0.02109 0.00095 0.00184 -0.00039 AFIX 23 H11A 2 0.961678 0.228013 0.157599 11.00000 -1.20000 H11B 2 1.016192 0.064316 0.246404 11.00000 -1.20000 AFIX 0 C12 1 0.554532 -0.150081 0.297144 11.00000 0.02933 0.02696 = 0.02662 -0.00442 0.01169 -0.00644 AFIX 13 H12 2 0.543739 -0.222673 0.228257 11.00000 -1.20000 AFIX 0 C13 1 0.571786 -0.307647 0.384849 11.00000 0.04062 0.02333 = 0.06149 0.00975 0.02248 0.00011 AFIX 137 H13A 2 0.580781 -0.240967 0.453570 11.00000 -1.50000 H13B 2 0.671182 -0.387902 0.380344 11.00000 -1.50000 H13C 2 0.474428 -0.394843 0.376724 11.00000 -1.50000 AFIX 0 C14 1 0.394498 -0.034807 0.301980 11.00000 0.02503 0.04282 = 0.04074 0.00334 0.00838 -0.00285 AFIX 137 H14A 2 0.300911 -0.127828 0.293285 11.00000 -1.50000 H14B 2 0.380692 0.064991 0.245433 11.00000 -1.50000 H14C 2 0.398975 0.032548 0.370333 11.00000 -1.50000 AFIX 0 C15 1 1.109731 0.426205 0.326240 11.00000 0.02956 0.03104 = 0.02709 -0.00060 -0.00205 -0.00746 AFIX 137 H15A 2 1.108905 0.536472 0.376649 11.00000 -1.50000 H15B 2 1.138605 0.477765 0.259215 11.00000 -1.50000 H15C 2 1.191449 0.326140 0.354342 11.00000 -1.50000 HKLF 4 REM gw50 in P2(1) REM R1 = 0.0263 for 3240 Fo > 4sig(Fo) and 0.0279 for all 3367 data REM 148 parameters refined using 1 restraints END WGHT 0.0420 0.0246 REM Highest difference peak 0.321, deepest hole -0.185, 1-sigma level 0.042 Q1 1 0.6265 0.2629 0.0773 11.00000 0.05 0.32 Q2 1 0.9386 0.2412 0.2631 11.00000 0.05 0.29 Q3 1 0.7814 -0.0216 0.1613 11.00000 0.05 0.26 Q4 1 0.7752 -0.0955 0.0471 11.00000 0.05 0.26 Q5 1 0.8605 0.1120 0.2166 11.00000 0.05 0.25 Q6 1 0.7513 0.0208 0.2557 11.00000 0.05 0.24 Q7 1 0.4905 0.2277 0.1237 11.00000 0.05 0.24 Q8 1 0.7137 0.2300 -0.0124 11.00000 0.05 0.23 Q9 1 0.6577 -0.1541 0.0954 11.00000 0.05 0.23 Q10 1 0.9099 0.2744 0.3591 11.00000 0.05 0.22 ; _database_code_depnum_ccdc_archive 'CCDC 896893' ####################################################################### # # 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_24a #TrackingRef 'Weaver.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H26 O S2' _chemical_formula_sum 'C14 H26 O S2' _chemical_formula_weight 274.47 _chemical_absolute_configuration rmad 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 orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 8.1947(5) _cell_length_b 9.7139(6) _cell_length_c 19.6679(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1565.61(16) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 11850 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 31.35 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 1.08 _exptl_crystal_size_mid 0.48 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.164 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 600 _exptl_absorpt_coefficient_mu 0.325 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.720 _exptl_absorpt_correction_T_max 0.920 _exptl_absorpt_process_details 'SADABS v2008/1, Sheldrick, G.M., (2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX 2 CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 18432 _diffrn_reflns_av_R_equivalents 0.0202 _diffrn_reflns_av_sigmaI/netI 0.0175 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 31.63 _reflns_number_total 4918 _reflns_number_gt 4761 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX 2' _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 and local programs' _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^)+(0.0463P)^2^+0.0842P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary 'All non-H atoms found by direct methods' _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881; 2066 Friedel pairs' _refine_ls_abs_structure_Flack 0.04(4) _refine_ls_number_reflns 4918 _refine_ls_number_parameters 158 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0274 _refine_ls_R_factor_gt 0.0261 _refine_ls_wR_factor_ref 0.0717 _refine_ls_wR_factor_gt 0.0707 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_restrained_S_all 1.080 _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 0.30040(3) 0.03134(2) 0.760153(12) 0.02403(6) Uani 1 1 d . . . S3 S 0.18880(3) 0.18584(3) 0.879425(13) 0.02719(6) Uani 1 1 d . . . O1 O 0.44731(11) -0.03922(9) 0.73052(4) 0.03568(18) Uani 1 1 d . . . C2 C 0.35715(11) 0.08239(9) 0.84799(5) 0.02026(16) Uani 1 1 d . . . C4 C 0.19237(15) 0.33233(11) 0.82234(6) 0.0329(2) Uani 1 1 d . . . H4A H 0.1083 0.3994 0.8368 0.040 Uiso 1 1 calc R . . H4B H 0.3000 0.3781 0.8256 0.040 Uiso 1 1 calc R . . C5 C 0.16119(16) 0.29192(12) 0.74873(6) 0.0366(3) Uani 1 1 d . . . H5A H 0.1529 0.3766 0.7209 0.044 Uiso 1 1 calc R . . H5B H 0.0551 0.2435 0.7459 0.044 Uiso 1 1 calc R . . C6 C 0.29346(15) 0.19961(11) 0.71864(5) 0.0294(2) Uani 1 1 d . . . H6 H 0.4018 0.2458 0.7240 0.035 Uiso 1 1 calc R . . C7 C 0.36770(13) -0.05454(10) 0.88891(5) 0.02413(18) Uani 1 1 d . . . H7 H 0.4496 -0.1125 0.8644 0.029 Uiso 1 1 calc R . . C8 C 0.44078(16) -0.02896(12) 0.96004(5) 0.0336(2) Uani 1 1 d . . . H8A H 0.3640 0.0279 0.9869 0.040 Uiso 1 1 calc R . . H8B H 0.4538 -0.1182 0.9837 0.040 Uiso 1 1 calc R . . C9 C 0.60556(16) 0.04338(12) 0.95701(6) 0.0357(2) Uani 1 1 d . . . H9A H 0.6447 0.0612 1.0038 0.043 Uiso 1 1 calc R . . H9B H 0.6858 -0.0173 0.9343 0.043 Uiso 1 1 calc R . . C10 C 0.59396(13) 0.17900(11) 0.91847(5) 0.0276(2) Uani 1 1 d . . . H10 H 0.5194 0.2421 0.9440 0.033 Uiso 1 1 calc R . . C11 C 0.52270(12) 0.15464(10) 0.84743(5) 0.02355(18) Uani 1 1 d . . . H11A H 0.5110 0.2445 0.8242 0.028 Uiso 1 1 calc R . . H11B H 0.6005 0.0984 0.8208 0.028 Uiso 1 1 calc R . . C12 C 0.20854(15) -0.14203(11) 0.89106(5) 0.0297(2) Uani 1 1 d . . . H12 H 0.1436 -0.1189 0.8496 0.036 Uiso 1 1 calc R . . C13 C 0.2516(2) -0.29525(13) 0.88722(8) 0.0456(3) Uani 1 1 d . . . H13A H 0.3245 -0.3192 0.9249 0.068 Uiso 1 1 calc R . . H13B H 0.3064 -0.3144 0.8440 0.068 Uiso 1 1 calc R . . H13C H 0.1516 -0.3502 0.8903 0.068 Uiso 1 1 calc R . . C14 C 0.0988(2) -0.11712(15) 0.95301(7) 0.0445(3) Uani 1 1 d . . . H14A H -0.0047 -0.1663 0.9469 0.067 Uiso 1 1 calc R . . H14B H 0.0773 -0.0183 0.9576 0.067 Uiso 1 1 calc R . . H14C H 0.1535 -0.1509 0.9941 0.067 Uiso 1 1 calc R . . C15 C 0.76051(16) 0.24802(15) 0.91208(8) 0.0414(3) Uani 1 1 d . . . H15A H 0.8075 0.2610 0.9574 0.062 Uiso 1 1 calc R . . H15B H 0.7479 0.3377 0.8898 0.062 Uiso 1 1 calc R . . H15C H 0.8330 0.1897 0.8849 0.062 Uiso 1 1 calc R . . C16 C 0.26480(19) 0.16919(14) 0.64322(6) 0.0425(3) Uani 1 1 d . . . H16A H 0.1596 0.1226 0.6376 0.064 Uiso 1 1 calc R . . H16B H 0.3524 0.1098 0.6261 0.064 Uiso 1 1 calc R . . H16C H 0.2641 0.2557 0.6176 0.064 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 0.03050(11) 0.02085(10) 0.02076(10) 0.00047(8) -0.00296(9) -0.00146(9) S3 0.02483(11) 0.02535(12) 0.03139(12) -0.00041(9) 0.00563(10) 0.00329(9) O1 0.0467(5) 0.0337(4) 0.0266(4) -0.0064(3) 0.0031(3) 0.0100(4) C2 0.0226(4) 0.0180(4) 0.0202(4) -0.0004(3) 0.0002(3) 0.0009(3) C4 0.0328(5) 0.0218(4) 0.0443(6) 0.0024(4) 0.0013(5) 0.0066(4) C5 0.0381(6) 0.0288(5) 0.0427(6) 0.0092(4) -0.0085(5) 0.0057(4) C6 0.0360(5) 0.0261(4) 0.0261(4) 0.0065(4) -0.0046(4) -0.0035(4) C7 0.0311(4) 0.0190(4) 0.0223(4) 0.0013(3) -0.0021(3) -0.0005(3) C8 0.0493(6) 0.0266(5) 0.0249(4) 0.0031(4) -0.0091(4) -0.0033(5) C9 0.0430(6) 0.0284(5) 0.0358(5) -0.0011(4) -0.0177(5) 0.0020(5) C10 0.0284(5) 0.0241(5) 0.0303(5) -0.0050(4) -0.0062(4) 0.0007(4) C11 0.0216(4) 0.0235(4) 0.0256(4) -0.0023(3) -0.0006(3) -0.0008(3) C12 0.0363(5) 0.0252(4) 0.0276(5) 0.0035(4) -0.0005(4) -0.0062(4) C13 0.0568(8) 0.0230(5) 0.0569(8) 0.0014(5) -0.0005(6) -0.0093(5) C14 0.0532(8) 0.0410(7) 0.0392(6) 0.0053(5) 0.0140(6) -0.0130(6) C15 0.0312(5) 0.0427(7) 0.0504(7) -0.0065(6) -0.0104(5) -0.0056(5) C16 0.0607(8) 0.0410(6) 0.0258(5) 0.0093(5) -0.0098(5) -0.0089(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 O1 1.5029(9) . ? S1 C6 1.8280(11) . ? S1 C2 1.8564(9) . ? S3 C4 1.8128(11) . ? S3 C2 1.8153(10) . ? C2 C11 1.5275(13) . ? C2 C7 1.5571(13) . ? C4 C5 1.5217(17) . ? C5 C6 1.5262(18) . ? C6 C16 1.5306(16) . ? C7 C8 1.5418(14) . ? C7 C12 1.5573(15) . ? C8 C9 1.5233(18) . ? C9 C10 1.5229(16) . ? C10 C15 1.5258(16) . ? C10 C11 1.5327(14) . ? C12 C13 1.5316(17) . ? C12 C14 1.5337(17) . ? 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 C6 105.04(5) . . ? O1 S1 C2 106.38(4) . . ? C6 S1 C2 100.64(5) . . ? C4 S3 C2 102.20(5) . . ? C11 C2 C7 110.30(8) . . ? C11 C2 S3 115.02(6) . . ? C7 C2 S3 109.82(6) . . ? C11 C2 S1 109.79(6) . . ? C7 C2 S1 105.47(6) . . ? S3 C2 S1 105.93(5) . . ? C5 C4 S3 112.59(8) . . ? C4 C5 C6 113.66(9) . . ? C5 C6 C16 112.35(10) . . ? C5 C6 S1 111.98(8) . . ? C16 C6 S1 105.37(8) . . ? C8 C7 C2 110.67(8) . . ? C8 C7 C12 112.87(8) . . ? C2 C7 C12 115.70(8) . . ? C9 C8 C7 112.53(9) . . ? C10 C9 C8 111.30(9) . . ? C9 C10 C15 111.43(10) . . ? C9 C10 C11 110.12(8) . . ? C15 C10 C11 109.49(10) . . ? C2 C11 C10 113.76(8) . . ? C13 C12 C14 109.14(10) . . ? C13 C12 C7 109.62(10) . . ? C14 C12 C7 115.26(9) . . ? 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 C4 S3 C2 C11 58.04(8) . . . . ? C4 S3 C2 C7 -176.85(7) . . . . ? C4 S3 C2 S1 -63.42(6) . . . . ? O1 S1 C2 C11 48.34(8) . . . . ? C6 S1 C2 C11 -60.96(7) . . . . ? O1 S1 C2 C7 -70.49(7) . . . . ? C6 S1 C2 C7 -179.78(7) . . . . ? O1 S1 C2 S3 173.10(5) . . . . ? C6 S1 C2 S3 63.81(6) . . . . ? C2 S3 C4 C5 62.23(10) . . . . ? S3 C4 C5 C6 -64.52(12) . . . . ? C4 C5 C6 C16 -175.96(10) . . . . ? C4 C5 C6 S1 65.68(12) . . . . ? O1 S1 C6 C5 -173.67(8) . . . . ? C2 S1 C6 C5 -63.34(9) . . . . ? O1 S1 C6 C16 63.90(10) . . . . ? C2 S1 C6 C16 174.24(9) . . . . ? C11 C2 C7 C8 52.44(11) . . . . ? S3 C2 C7 C8 -75.34(10) . . . . ? S1 C2 C7 C8 170.92(8) . . . . ? C11 C2 C7 C12 -177.59(8) . . . . ? S3 C2 C7 C12 54.63(10) . . . . ? S1 C2 C7 C12 -59.10(9) . . . . ? C2 C7 C8 C9 -54.64(12) . . . . ? C12 C7 C8 C9 173.91(9) . . . . ? C7 C8 C9 C10 56.46(13) . . . . ? C8 C9 C10 C15 -176.98(10) . . . . ? C8 C9 C10 C11 -55.29(13) . . . . ? C7 C2 C11 C10 -54.35(10) . . . . ? S3 C2 C11 C10 70.50(9) . . . . ? S1 C2 C11 C10 -170.16(7) . . . . ? C9 C10 C11 C2 55.71(12) . . . . ? C15 C10 C11 C2 178.55(9) . . . . ? C8 C7 C12 C13 -88.77(12) . . . . ? C2 C7 C12 C13 142.33(10) . . . . ? C8 C7 C12 C14 34.81(14) . . . . ? C2 C7 C12 C14 -94.10(12) . . . . ? _diffrn_measured_fraction_theta_max 0.954 _diffrn_reflns_theta_full 29.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.329 _refine_diff_density_min -0.152 _refine_diff_density_rms 0.041 _iucr_refine_instruction_details ; TITL gw77 in P2(1)2(1)2(1) CELL 0.71073 8.1947 9.7139 19.6679 90.000 90.000 90.000 ZERR 4.00 0.0005 0.0006 0.0011 0.000 0.000 0.000 LATT -1 SYMM 0.5-X, -Y, 0.5+Z SYMM -X, 0.5+Y, 0.5-Z SYMM 0.5+X, 0.5-Y, -Z SFAC C H O S UNIT 56 104 4 8 TEMP -123 SIZE 0.26 0.48 1.08 ACTA CONF WPDB -1 OMIT 4 1 0 OMIT 1 0 8 L.S. 4 BOND FMAP 2 PLAN 10 REM EXTI 0.000000 INSIGNIFICANT WGHT 0.046300 0.084200 FVAR 0.24145 S1 4 0.300399 0.031340 0.760153 11.00000 0.03050 0.02085 = 0.02076 0.00047 -0.00296 -0.00146 S3 4 0.188799 0.185842 0.879425 11.00000 0.02483 0.02535 = 0.03139 -0.00041 0.00563 0.00329 O1 3 0.447311 -0.039217 0.730522 11.00000 0.04673 0.03373 = 0.02658 -0.00640 0.00314 0.00999 C2 1 0.357146 0.082386 0.847987 11.00000 0.02255 0.01802 = 0.02021 -0.00045 0.00022 0.00088 C4 1 0.192368 0.332331 0.822340 11.00000 0.03277 0.02177 = 0.04427 0.00241 0.00129 0.00664 AFIX 23 H4A 2 0.108299 0.399381 0.836835 11.00000 -1.20000 H4B 2 0.300034 0.378090 0.825589 11.00000 -1.20000 AFIX 0 C5 1 0.161192 0.291925 0.748726 11.00000 0.03815 0.02883 = 0.04272 0.00919 -0.00852 0.00569 AFIX 23 H5A 2 0.152889 0.376594 0.720923 11.00000 -1.20000 H5B 2 0.055113 0.243483 0.745934 11.00000 -1.20000 AFIX 0 C6 1 0.293457 0.199605 0.718636 11.00000 0.03598 0.02612 = 0.02614 0.00647 -0.00456 -0.00351 AFIX 13 H6 2 0.401766 0.245752 0.724040 11.00000 -1.20000 AFIX 0 C7 1 0.367704 -0.054545 0.888914 11.00000 0.03111 0.01902 = 0.02227 0.00133 -0.00214 -0.00048 AFIX 13 H7 2 0.449593 -0.112457 0.864360 11.00000 -1.20000 AFIX 0 C8 1 0.440785 -0.028961 0.960040 11.00000 0.04927 0.02657 = 0.02494 0.00315 -0.00915 -0.00329 AFIX 23 H8A 2 0.363983 0.027889 0.986897 11.00000 -1.20000 H8B 2 0.453790 -0.118245 0.983700 11.00000 -1.20000 AFIX 0 C9 1 0.605556 0.043375 0.957008 11.00000 0.04301 0.02838 = 0.03577 -0.00109 -0.01771 0.00196 AFIX 23 H9A 2 0.644727 0.061197 1.003804 11.00000 -1.20000 H9B 2 0.685791 -0.017318 0.934259 11.00000 -1.20000 AFIX 0 C10 1 0.593960 0.179001 0.918469 11.00000 0.02842 0.02415 = 0.03034 -0.00496 -0.00623 0.00070 AFIX 13 H10 2 0.519390 0.242071 0.943954 11.00000 -1.20000 AFIX 0 C11 1 0.522695 0.154643 0.847432 11.00000 0.02161 0.02346 = 0.02560 -0.00227 -0.00059 -0.00078 AFIX 23 H11A 2 0.511015 0.244463 0.824151 11.00000 -1.20000 H11B 2 0.600529 0.098404 0.820777 11.00000 -1.20000 AFIX 0 C12 1 0.208535 -0.142027 0.891064 11.00000 0.03633 0.02518 = 0.02755 0.00352 -0.00051 -0.00622 AFIX 13 H12 2 0.143603 -0.118888 0.849560 11.00000 -1.20000 AFIX 0 C13 1 0.251639 -0.295251 0.887220 11.00000 0.05679 0.02303 = 0.05693 0.00142 -0.00055 -0.00927 AFIX 137 H13A 2 0.324466 -0.319155 0.924938 11.00000 -1.50000 H13B 2 0.306412 -0.314441 0.843952 11.00000 -1.50000 H13C 2 0.151617 -0.350198 0.890311 11.00000 -1.50000 AFIX 0 C14 1 0.098752 -0.117119 0.953007 11.00000 0.05324 0.04099 = 0.03918 0.00530 0.01402 -0.01300 AFIX 137 H14A 2 -0.004665 -0.166258 0.946916 11.00000 -1.50000 H14B 2 0.077312 -0.018309 0.957627 11.00000 -1.50000 H14C 2 0.153459 -0.150875 0.994059 11.00000 -1.50000 AFIX 0 C15 1 0.760507 0.248022 0.912083 11.00000 0.03118 0.04268 = 0.05043 -0.00647 -0.01038 -0.00563 AFIX 137 H15A 2 0.807539 0.260991 0.957445 11.00000 -1.50000 H15B 2 0.747949 0.337681 0.889846 11.00000 -1.50000 H15C 2 0.833005 0.189726 0.884855 11.00000 -1.50000 AFIX 0 C16 1 0.264802 0.169189 0.643218 11.00000 0.06073 0.04099 = 0.02579 0.00925 -0.00980 -0.00892 AFIX 137 H16A 2 0.159611 0.122560 0.637606 11.00000 -1.50000 H16B 2 0.352362 0.109799 0.626147 11.00000 -1.50000 H16C 2 0.264084 0.255734 0.617613 11.00000 -1.50000 HKLF 4 REM gw77 in P2(1)2(1)2(1) REM R1 = 0.0261 for 4761 Fo > 4sig(Fo) and 0.0274 for all 4918 data REM 158 parameters refined using 0 restraints END WGHT 0.0462 0.0838 REM Highest difference peak 0.329, deepest hole -0.152, 1-sigma level 0.041 Q1 1 0.3133 0.0416 0.8017 11.00000 0.05 0.33 Q2 1 0.1767 0.1890 0.9182 11.00000 0.05 0.32 Q3 1 0.5549 0.1618 0.8831 11.00000 0.05 0.32 Q4 1 0.1809 0.3115 0.7848 11.00000 0.05 0.31 Q5 1 0.4394 0.1168 0.8494 11.00000 0.05 0.28 Q6 1 0.2650 0.1821 0.6836 11.00000 0.05 0.27 Q7 1 0.3824 -0.0006 0.7356 11.00000 0.05 0.27 Q8 1 0.2243 0.2631 0.8714 11.00000 0.05 0.26 Q9 1 0.5252 -0.0018 0.9571 11.00000 0.05 0.23 Q10 1 0.6767 0.1999 0.9141 11.00000 0.05 0.22 ; _database_code_depnum_ccdc_archive 'CCDC 896894' ####################################################################### # # 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_24b #TrackingRef 'Weaver.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H30 O S2' _chemical_formula_sum 'C20 H30 O S2' _chemical_formula_weight 350.56 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 P2(1) _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.490(3) _cell_length_b 20.303(6) _cell_length_c 11.090(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.152(5) _cell_angle_gamma 90.00 _cell_volume 1911.6(10) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9628 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 29.35 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.68 _exptl_crystal_size_mid 0.56 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.218 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 760 _exptl_absorpt_coefficient_mu 0.281 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.832 _exptl_absorpt_correction_T_max 0.938 _exptl_absorpt_process_details 'SADABS v2008/1, Sheldrick, G.M., (2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 2 CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 19844 _diffrn_reflns_av_R_equivalents 0.0565 _diffrn_reflns_av_sigmaI/netI 0.0902 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.00 _diffrn_reflns_theta_max 29.73 _reflns_number_total 10576 _reflns_number_gt 8841 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX 2' _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 and local programs' _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. Twinned via twin law: -1 0 0, 0 -1 0, 0 0 1 with domains: 52.9:47.1(2)%. Monoclinic with beta angle very close to 90 degrees. ; _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^)+(0.1512P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881; 5074 Friedel pairs' _refine_ls_abs_structure_Flack -0.30(14) _chemical_absolute_configuration syn _refine_ls_number_reflns 10576 _refine_ls_number_parameters 422 _refine_ls_number_restraints 49 _refine_ls_R_factor_all 0.0973 _refine_ls_R_factor_gt 0.0793 _refine_ls_wR_factor_ref 0.2225 _refine_ls_wR_factor_gt 0.2030 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.081 _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 O1 O 0.7977(7) 0.21165(19) 0.5844(4) 0.0361(11) Uani 1 1 d . . . S1 S 0.86806(18) 0.17865(6) 0.47796(12) 0.0256(3) Uani 1 1 d . . . C2 C 0.7360(7) 0.1091(2) 0.4327(5) 0.0217(10) Uani 1 1 d . . . S3 S 0.81352(19) 0.07482(6) 0.29632(12) 0.0273(3) Uani 1 1 d . . . C4 C 0.7945(8) 0.1435(3) 0.1935(5) 0.0271(11) Uani 1 1 d . . . H4A H 0.8321 0.1298 0.1129 0.033 Uiso 1 1 calc R . . H4B H 0.6817 0.1552 0.1859 0.033 Uiso 1 1 calc R . . C5 C 0.8855(8) 0.2038(3) 0.2331(5) 0.0300(12) Uani 1 1 d . . . H5A H 0.9977 0.1916 0.2428 0.036 Uiso 1 1 calc R . . H5B H 0.8791 0.2373 0.1685 0.036 Uiso 1 1 calc R . . C6 C 0.8286(8) 0.2343(3) 0.3496(6) 0.0294(12) Uani 1 1 d . . . H6 H 0.7122 0.2411 0.3433 0.035 Uiso 1 1 calc R . . C7 C 0.7457(7) 0.0587(2) 0.5370(5) 0.0244(11) Uani 1 1 d . . . H7 H 0.7064 0.0828 0.6096 0.029 Uiso 1 1 calc R . . C8 C 0.6268(8) 0.0027(3) 0.5165(5) 0.0308(12) Uani 1 1 d . . . H8A H 0.6308 -0.0280 0.5857 0.037 Uiso 1 1 calc R . . H8B H 0.6566 -0.0221 0.4432 0.037 Uiso 1 1 calc R . . C9 C 0.4568(9) 0.0289(3) 0.5017(6) 0.0358(14) Uani 1 1 d . . . H9A H 0.3850 -0.0085 0.4858 0.043 Uiso 1 1 calc R . . H9B H 0.4234 0.0501 0.5779 0.043 Uiso 1 1 calc R . . C10 C 0.4432(8) 0.0789(3) 0.3984(6) 0.0301(12) Uani 1 1 d . . . H10 H 0.4719 0.0558 0.3220 0.036 Uiso 1 1 calc R . . C11 C 0.5630(8) 0.1338(3) 0.4184(6) 0.0299(13) Uani 1 1 d . . . H11A H 0.5333 0.1587 0.4917 0.036 Uiso 1 1 calc R . . H11B H 0.5578 0.1646 0.3493 0.036 Uiso 1 1 calc R . . C12 C 0.9105(9) 0.0316(3) 0.5741(6) 0.0342(14) Uani 1 1 d . . . H12 H 0.9881 0.0671 0.5548 0.041 Uiso 1 1 calc R . . C13 C 0.9647(10) -0.0295(4) 0.5062(7) 0.0438(17) Uani 1 1 d . . . H13A H 0.8942 -0.0663 0.5247 0.066 Uiso 1 1 calc R . . H13B H 1.0723 -0.0407 0.5309 0.066 Uiso 1 1 calc R . . H13C H 0.9623 -0.0207 0.4193 0.066 Uiso 1 1 calc R . . C14 C 0.9215(11) 0.0203(4) 0.7103(7) 0.0463(17) Uani 1 1 d . . . H14A H 0.8776 0.0584 0.7527 0.069 Uiso 1 1 calc R . . H14B H 1.0321 0.0145 0.7335 0.069 Uiso 1 1 calc R . . H14C H 0.8618 -0.0193 0.7318 0.069 Uiso 1 1 calc R . . C15 C 0.2799(9) 0.1070(4) 0.3823(8) 0.0446(17) Uani 1 1 d . . . H15A H 0.2460 0.1277 0.4577 0.067 Uiso 1 1 calc R . . H15B H 0.2066 0.0716 0.3610 0.067 Uiso 1 1 calc R . . H15C H 0.2811 0.1400 0.3178 0.067 Uiso 1 1 calc R . . C16 C 0.9068(9) 0.3016(3) 0.3765(7) 0.0388(16) Uani 1 1 d . . . H16A H 0.8507 0.3356 0.3291 0.047 Uiso 1 1 calc R . . H16B H 0.8898 0.3118 0.4628 0.047 Uiso 1 1 calc R . . C17 C 1.0789(8) 0.3080(3) 0.3512(5) 0.0294(12) Uani 1 1 d . . . C18 C 1.1245(9) 0.3322(3) 0.2403(6) 0.0359(13) Uani 1 1 d . . . H18 H 1.0467 0.3449 0.1831 0.043 Uiso 1 1 calc R . . C19 C 1.2802(10) 0.3381(3) 0.2122(8) 0.0479(19) Uani 1 1 d . . . H19 H 1.3091 0.3557 0.1360 0.057 Uiso 1 1 calc R . . C20 C 1.3969(9) 0.3191(4) 0.2919(8) 0.0508(19) Uani 1 1 d . . . H20 H 1.5049 0.3222 0.2703 0.061 Uiso 1 1 calc R . . C21 C 1.3527(12) 0.2951(3) 0.4046(8) 0.050(2) Uani 1 1 d . . . H21 H 1.4313 0.2827 0.4613 0.060 Uiso 1 1 calc R . . C22 C 1.1967(10) 0.2894(3) 0.4344(6) 0.0386(15) Uani 1 1 d . . . H22 H 1.1679 0.2728 0.5114 0.046 Uiso 1 1 calc R . . O2 O 0.6966(6) 0.2963(2) 1.0583(4) 0.0372(10) Uani 1 1 d . . . S23 S 0.61102(17) 0.32656(6) 0.95213(12) 0.0258(3) Uani 1 1 d . . . C24 C 0.7370(7) 0.3958(2) 0.8998(5) 0.0244(11) Uani 1 1 d . . . S25 S 0.6373(2) 0.42883(6) 0.76629(12) 0.0273(3) Uani 1 1 d . . . C26 C 0.6428(9) 0.3595(3) 0.6636(5) 0.0314(13) Uani 1 1 d . . . H26A H 0.5953 0.3729 0.5857 0.038 Uiso 1 1 calc R . . H26B H 0.7541 0.3476 0.6483 0.038 Uiso 1 1 calc R . . C27 C 0.5560(8) 0.2989(3) 0.7108(6) 0.0316(13) Uani 1 1 d . . . H27A H 0.5538 0.2648 0.6471 0.038 Uiso 1 1 calc R . . H27B H 0.4458 0.3111 0.7293 0.038 Uiso 1 1 calc R . . C28 C 0.6335(8) 0.2702(3) 0.8247(5) 0.0266(11) Uani 1 1 d . . . H28 H 0.7487 0.2653 0.8084 0.032 Uiso 1 1 calc R . . C29 C 0.7380(8) 0.4481(3) 1.0034(5) 0.0276(12) Uani 1 1 d . . . H29 H 0.7794 0.4242 1.0757 0.033 Uiso 1 1 calc R . . C30 C 0.8581(9) 0.5030(3) 0.9793(6) 0.0374(14) Uani 1 1 d . . . H30A H 0.8258 0.5277 0.9064 0.045 Uiso 1 1 calc R . . H30B H 0.8585 0.5340 1.0481 0.045 Uiso 1 1 calc R . . C31 C 1.0210(9) 0.4765(3) 0.9616(6) 0.0356(14) Uani 1 1 d . . . H31A H 1.0573 0.4547 1.0365 0.043 Uiso 1 1 calc R . . H31B H 1.0941 0.5131 0.9436 0.043 Uiso 1 1 calc R . . C32 C 1.0229(7) 0.4270(3) 0.8578(6) 0.0326(13) Uani 1 1 d . . . H32 H 0.9909 0.4506 0.7824 0.039 Uiso 1 1 calc R . . C33 C 0.9051(7) 0.3714(3) 0.8802(6) 0.0290(12) Uani 1 1 d . . . H33A H 0.9063 0.3411 0.8103 0.035 Uiso 1 1 calc R . . H33B H 0.9391 0.3461 0.9521 0.035 Uiso 1 1 calc R . . C34 C 0.5749(9) 0.4739(3) 1.0415(5) 0.0317(12) Uani 1 1 d . . . H34 H 0.4967 0.4377 1.0285 0.038 Uiso 1 1 calc R . . C35 C 0.5819(11) 0.4887(4) 1.1776(6) 0.0426(17) Uani 1 1 d . . . H35A H 0.6735 0.5165 1.1949 0.064 Uiso 1 1 calc R . . H35B H 0.5908 0.4473 1.2225 0.064 Uiso 1 1 calc R . . H35C H 0.4856 0.5117 1.2019 0.064 Uiso 1 1 calc R . . C36 C 0.5141(11) 0.5356(3) 0.9763(7) 0.0428(16) Uani 1 1 d . . . H36A H 0.5871 0.5722 0.9903 0.064 Uiso 1 1 calc R . . H36B H 0.4098 0.5472 1.0074 0.064 Uiso 1 1 calc R . . H36C H 0.5066 0.5268 0.8896 0.064 Uiso 1 1 calc R . . C37 C 1.1851(8) 0.3983(4) 0.8387(8) 0.0458(18) Uani 1 1 d . . . H37A H 1.2099 0.3678 0.9047 0.069 Uiso 1 1 calc R . . H37B H 1.2631 0.4338 0.8373 0.069 Uiso 1 1 calc R . . H37C H 1.1874 0.3745 0.7619 0.069 Uiso 1 1 calc R . . C38 C 0.5679(9) 0.2010(3) 0.8583(7) 0.0367(15) Uani 1 1 d . . . H38A H 0.6030 0.1688 0.7969 0.044 Uiso 1 1 calc R . . H38B H 0.6133 0.1875 0.9368 0.044 Uiso 1 1 calc R . . C39 C 0.3930(9) 0.1986(3) 0.8666(6) 0.0334(12) Uani 1 1 d U . . C40 C 0.2981(12) 0.1833(4) 0.7669(8) 0.0512(16) Uani 1 1 d U . . H40 H 0.3466 0.1747 0.6914 0.061 Uiso 1 1 calc R . . C41 C 0.1356(13) 0.1802(4) 0.7755(11) 0.071(2) Uani 1 1 d U . . H41 H 0.0729 0.1697 0.7071 0.085 Uiso 1 1 calc R . . C42 C 0.0679(11) 0.1927(4) 0.8842(13) 0.073(2) Uani 1 1 d U . . H42 H -0.0433 0.1900 0.8921 0.088 Uiso 1 1 calc R . . C43 C 0.1585(13) 0.2090(4) 0.9829(11) 0.067(2) Uani 1 1 d U . . H43 H 0.1091 0.2189 1.0575 0.081 Uiso 1 1 calc R . . C44 C 0.3210(11) 0.2111(3) 0.9744(7) 0.0451(15) Uani 1 1 d U . . H44 H 0.3827 0.2212 1.0435 0.054 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 O1 0.052(3) 0.0140(18) 0.042(2) -0.0102(16) 0.015(2) 0.0017(19) S1 0.0360(7) 0.0093(5) 0.0317(6) -0.0019(4) 0.0055(6) 0.0006(5) C2 0.032(3) 0.013(2) 0.020(2) 0.0033(17) 0.006(2) -0.0015(19) S3 0.0453(8) 0.0126(5) 0.0240(6) 0.0003(5) 0.0062(6) 0.0022(5) C4 0.037(3) 0.018(2) 0.027(3) 0.0004(19) 0.001(2) 0.001(2) C5 0.042(3) 0.015(2) 0.033(3) 0.0070(19) 0.007(3) -0.002(2) C6 0.039(3) 0.011(2) 0.039(3) 0.005(2) 0.010(3) 0.000(2) C7 0.039(3) 0.009(2) 0.025(2) -0.0005(17) 0.002(2) -0.0041(18) C8 0.046(3) 0.014(2) 0.033(3) 0.0001(19) 0.001(3) -0.005(2) C9 0.048(4) 0.019(3) 0.041(3) -0.001(2) 0.010(3) -0.006(3) C10 0.034(3) 0.015(2) 0.041(3) -0.004(2) 0.005(2) -0.007(2) C11 0.034(3) 0.015(2) 0.041(3) -0.006(2) 0.009(3) 0.001(2) C12 0.052(4) 0.019(3) 0.031(3) 0.005(2) -0.001(3) -0.004(3) C13 0.056(5) 0.028(3) 0.047(4) 0.010(3) 0.002(3) 0.006(3) C14 0.065(5) 0.037(4) 0.037(3) 0.010(3) -0.007(3) -0.001(3) C15 0.034(3) 0.033(3) 0.066(5) 0.003(3) -0.001(3) 0.000(3) C16 0.047(4) 0.014(3) 0.056(4) 0.001(3) 0.012(3) -0.003(3) C17 0.040(3) 0.017(2) 0.031(3) -0.001(2) 0.002(2) 0.002(2) C18 0.048(3) 0.017(2) 0.043(3) 0.002(2) 0.001(3) 0.002(3) C19 0.069(5) 0.021(3) 0.054(4) 0.004(3) 0.014(4) -0.013(3) C20 0.038(4) 0.030(4) 0.084(5) -0.005(4) 0.007(4) -0.003(3) C21 0.069(6) 0.017(3) 0.064(5) -0.004(3) -0.022(4) 0.001(3) C22 0.065(5) 0.012(2) 0.039(3) -0.001(2) -0.001(3) 0.002(3) O2 0.048(3) 0.024(2) 0.039(2) 0.0114(18) -0.004(2) 0.004(2) S23 0.0342(7) 0.0134(5) 0.0298(6) 0.0040(4) 0.0031(5) 0.0007(5) C24 0.036(3) 0.0052(19) 0.032(3) 0.0010(18) 0.005(2) -0.0023(19) S25 0.0457(8) 0.0118(5) 0.0245(6) 0.0011(4) 0.0019(6) 0.0029(6) C26 0.049(4) 0.022(3) 0.023(2) -0.001(2) 0.004(3) -0.007(2) C27 0.047(3) 0.015(2) 0.033(3) -0.002(2) 0.008(3) 0.002(2) C28 0.030(3) 0.014(2) 0.035(3) -0.0005(19) -0.001(2) 0.003(2) C29 0.039(3) 0.019(2) 0.025(2) 0.0025(19) 0.003(2) -0.002(2) C30 0.054(4) 0.024(3) 0.034(3) -0.001(2) 0.006(3) -0.012(3) C31 0.041(4) 0.025(3) 0.040(3) 0.003(2) -0.002(3) -0.012(2) C32 0.032(3) 0.028(3) 0.037(3) 0.008(3) 0.005(2) -0.006(3) C33 0.029(3) 0.014(2) 0.043(3) 0.006(2) 0.005(2) -0.001(2) C34 0.045(3) 0.025(3) 0.025(3) -0.005(2) 0.007(2) -0.006(2) C35 0.063(5) 0.030(3) 0.034(3) 0.000(3) 0.020(3) 0.001(3) C36 0.066(5) 0.018(3) 0.045(4) -0.008(2) 0.000(4) 0.006(3) C37 0.029(3) 0.031(3) 0.078(5) 0.011(3) 0.011(4) -0.007(3) C38 0.048(4) 0.007(2) 0.055(4) 0.002(2) 0.005(3) 0.003(2) C39 0.047(3) 0.006(2) 0.047(3) 0.0026(19) 0.002(2) -0.002(2) C40 0.078(4) 0.027(3) 0.049(3) 0.005(3) -0.004(3) -0.019(4) C41 0.076(4) 0.026(3) 0.111(5) 0.021(4) -0.035(4) -0.018(4) C42 0.039(4) 0.019(3) 0.162(7) 0.025(4) 0.004(3) 0.001(3) C43 0.072(4) 0.018(3) 0.113(5) -0.001(4) 0.041(4) -0.006(3) C44 0.064(4) 0.023(3) 0.049(3) 0.004(3) 0.011(3) -0.009(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 O1 S1 1.484(4) . ? S1 C6 1.847(6) . ? S1 C2 1.870(6) . ? C2 C7 1.547(7) . ? C2 C11 1.560(8) . ? C2 S3 1.792(5) . ? S3 C4 1.808(6) . ? C4 C5 1.513(8) . ? C5 C6 1.512(8) . ? C6 C16 1.548(9) . ? C7 C8 1.536(8) . ? C7 C12 1.558(10) . ? C8 C9 1.546(11) . ? C9 C10 1.535(9) . ? C10 C15 1.509(10) . ? C10 C11 1.524(8) . ? C12 C13 1.522(10) . ? C12 C14 1.530(9) . ? C16 C17 1.495(10) . ? C17 C18 1.381(9) . ? C17 C22 1.411(10) . ? C18 C19 1.365(11) . ? C19 C20 1.381(12) . ? C20 C21 1.394(12) . ? C21 C22 1.371(13) . ? O2 S23 1.512(5) . ? S23 C28 1.829(6) . ? S23 C24 1.860(5) . ? C24 C33 1.527(8) . ? C24 C29 1.564(8) . ? C24 S25 1.831(6) . ? S25 C26 1.812(6) . ? C26 C27 1.527(8) . ? C27 C28 1.538(9) . ? C28 C38 1.556(8) . ? C29 C30 1.534(9) . ? C29 C34 1.540(9) . ? C30 C31 1.498(11) . ? C31 C32 1.527(10) . ? C32 C37 1.511(10) . ? C32 C33 1.529(8) . ? C34 C36 1.536(10) . ? C34 C35 1.540(9) . ? C38 C39 1.489(11) . ? C39 C44 1.368(10) . ? C39 C40 1.402(11) . ? C40 C41 1.385(15) . ? C41 C42 1.361(17) . ? C42 C43 1.377(17) . ? C43 C44 1.384(14) . ? 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 C6 105.3(3) . . ? O1 S1 C2 108.2(3) . . ? C6 S1 C2 98.5(3) . . ? C7 C2 C11 109.7(5) . . ? C7 C2 S3 110.8(4) . . ? C11 C2 S3 112.8(4) . . ? C7 C2 S1 105.6(4) . . ? C11 C2 S1 110.4(3) . . ? S3 C2 S1 107.4(3) . . ? C2 S3 C4 101.5(2) . . ? C5 C4 S3 113.3(4) . . ? C6 C5 C4 114.5(5) . . ? C5 C6 C16 112.8(5) . . ? C5 C6 S1 110.5(4) . . ? C16 C6 S1 108.3(5) . . ? C8 C7 C2 110.2(5) . . ? C8 C7 C12 111.6(4) . . ? C2 C7 C12 118.5(5) . . ? C7 C8 C9 112.0(5) . . ? C10 C9 C8 112.0(5) . . ? C15 C10 C11 110.7(5) . . ? C15 C10 C9 113.9(6) . . ? C11 C10 C9 109.0(6) . . ? C10 C11 C2 114.0(5) . . ? C13 C12 C14 110.4(6) . . ? C13 C12 C7 115.4(6) . . ? C14 C12 C7 111.5(6) . . ? C17 C16 C6 117.4(6) . . ? C18 C17 C22 118.6(7) . . ? C18 C17 C16 118.4(7) . . ? C22 C17 C16 123.0(6) . . ? C19 C18 C17 120.6(7) . . ? C18 C19 C20 121.5(7) . . ? C19 C20 C21 118.5(7) . . ? C22 C21 C20 120.6(8) . . ? C21 C22 C17 120.2(7) . . ? O2 S23 C28 107.2(3) . . ? O2 S23 C24 105.9(3) . . ? C28 S23 C24 99.8(3) . . ? C33 C24 C29 108.8(5) . . ? C33 C24 S25 115.7(4) . . ? C29 C24 S25 110.3(4) . . ? C33 C24 S23 109.8(3) . . ? C29 C24 S23 106.6(4) . . ? S25 C24 S23 105.3(3) . . ? C26 S25 C24 102.2(3) . . ? C27 C26 S25 113.4(4) . . ? C26 C27 C28 112.4(6) . . ? C27 C28 C38 112.7(5) . . ? C27 C28 S23 110.6(4) . . ? C38 C28 S23 110.0(4) . . ? C30 C29 C34 113.5(5) . . ? C30 C29 C24 111.5(5) . . ? C34 C29 C24 115.4(5) . . ? C31 C30 C29 112.1(5) . . ? C30 C31 C32 110.3(6) . . ? C37 C32 C31 111.8(6) . . ? C37 C32 C33 109.5(5) . . ? C31 C32 C33 110.8(5) . . ? C24 C33 C32 113.3(5) . . ? C36 C34 C35 108.3(5) . . ? C36 C34 C29 116.7(6) . . ? C35 C34 C29 107.6(6) . . ? C39 C38 C28 113.7(5) . . ? C44 C39 C40 118.2(8) . . ? C44 C39 C38 119.8(7) . . ? C40 C39 C38 122.0(7) . . ? C41 C40 C39 121.7(9) . . ? C42 C41 C40 118.4(10) . . ? C41 C42 C43 120.8(9) . . ? C42 C43 C44 120.5(10) . . ? C39 C44 C43 120.2(9) . . ? 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 O1 S1 C2 C7 -66.9(4) . . . . ? C6 S1 C2 C7 -176.2(4) . . . . ? O1 S1 C2 C11 51.6(4) . . . . ? C6 S1 C2 C11 -57.7(4) . . . . ? O1 S1 C2 S3 174.9(3) . . . . ? C6 S1 C2 S3 65.6(3) . . . . ? C7 C2 S3 C4 -178.1(4) . . . . ? C11 C2 S3 C4 58.5(4) . . . . ? S1 C2 S3 C4 -63.3(3) . . . . ? C2 S3 C4 C5 59.9(5) . . . . ? S3 C4 C5 C6 -64.5(6) . . . . ? C4 C5 C6 C16 -171.0(6) . . . . ? C4 C5 C6 S1 67.6(6) . . . . ? O1 S1 C6 C5 -176.2(4) . . . . ? C2 S1 C6 C5 -64.7(5) . . . . ? O1 S1 C6 C16 59.7(5) . . . . ? C2 S1 C6 C16 171.3(4) . . . . ? C11 C2 C7 C8 54.6(6) . . . . ? S3 C2 C7 C8 -70.5(5) . . . . ? S1 C2 C7 C8 173.5(4) . . . . ? C11 C2 C7 C12 -175.2(5) . . . . ? S3 C2 C7 C12 59.6(6) . . . . ? S1 C2 C7 C12 -56.3(5) . . . . ? C2 C7 C8 C9 -56.2(6) . . . . ? C12 C7 C8 C9 170.0(5) . . . . ? C7 C8 C9 C10 56.9(7) . . . . ? C8 C9 C10 C15 -178.8(6) . . . . ? C8 C9 C10 C11 -54.6(6) . . . . ? C15 C10 C11 C2 -178.6(6) . . . . ? C9 C10 C11 C2 55.4(7) . . . . ? C7 C2 C11 C10 -56.2(7) . . . . ? S3 C2 C11 C10 67.8(6) . . . . ? S1 C2 C11 C10 -172.1(4) . . . . ? C8 C7 C12 C13 41.0(7) . . . . ? C2 C7 C12 C13 -88.6(6) . . . . ? C8 C7 C12 C14 -86.0(6) . . . . ? C2 C7 C12 C14 144.5(5) . . . . ? C5 C6 C16 C17 -40.9(9) . . . . ? S1 C6 C16 C17 81.7(7) . . . . ? C6 C16 C17 C18 93.3(8) . . . . ? C6 C16 C17 C22 -85.5(8) . . . . ? C22 C17 C18 C19 -0.2(9) . . . . ? C16 C17 C18 C19 -179.0(6) . . . . ? C17 C18 C19 C20 1.3(10) . . . . ? C18 C19 C20 C21 -1.9(11) . . . . ? C19 C20 C21 C22 1.4(11) . . . . ? C20 C21 C22 C17 -0.3(10) . . . . ? C18 C17 C22 C21 -0.3(9) . . . . ? C16 C17 C22 C21 178.5(6) . . . . ? O2 S23 C24 C33 51.7(5) . . . . ? C28 S23 C24 C33 -59.5(5) . . . . ? O2 S23 C24 C29 -65.9(4) . . . . ? C28 S23 C24 C29 -177.2(4) . . . . ? O2 S23 C24 S25 176.9(3) . . . . ? C28 S23 C24 S25 65.7(3) . . . . ? C33 C24 S25 C26 58.6(5) . . . . ? C29 C24 S25 C26 -177.5(4) . . . . ? S23 C24 S25 C26 -62.8(3) . . . . ? C24 S25 C26 C27 61.1(6) . . . . ? S25 C26 C27 C28 -64.8(6) . . . . ? C26 C27 C28 C38 -168.2(5) . . . . ? C26 C27 C28 S23 68.2(6) . . . . ? O2 S23 C28 C27 -177.4(4) . . . . ? C24 S23 C28 C27 -67.2(5) . . . . ? O2 S23 C28 C38 57.5(5) . . . . ? C24 S23 C28 C38 167.7(5) . . . . ? C33 C24 C29 C30 53.1(6) . . . . ? S25 C24 C29 C30 -74.8(6) . . . . ? S23 C24 C29 C30 171.4(5) . . . . ? C33 C24 C29 C34 -175.4(5) . . . . ? S25 C24 C29 C34 56.7(6) . . . . ? S23 C24 C29 C34 -57.1(6) . . . . ? C34 C29 C30 C31 171.0(6) . . . . ? C24 C29 C30 C31 -56.5(7) . . . . ? C29 C30 C31 C32 57.4(7) . . . . ? C30 C31 C32 C37 -179.0(6) . . . . ? C30 C31 C32 C33 -56.5(7) . . . . ? C29 C24 C33 C32 -54.0(6) . . . . ? S25 C24 C33 C32 70.8(6) . . . . ? S23 C24 C33 C32 -170.2(4) . . . . ? C37 C32 C33 C24 -179.6(6) . . . . ? C31 C32 C33 C24 56.6(7) . . . . ? C30 C29 C34 C36 39.5(8) . . . . ? C24 C29 C34 C36 -91.0(7) . . . . ? C30 C29 C34 C35 -82.4(6) . . . . ? C24 C29 C34 C35 147.0(5) . . . . ? C27 C28 C38 C39 -52.3(8) . . . . ? S23 C28 C38 C39 71.7(7) . . . . ? C28 C38 C39 C44 -90.2(8) . . . . ? C28 C38 C39 C40 90.3(8) . . . . ? C44 C39 C40 C41 -0.3(11) . . . . ? C38 C39 C40 C41 179.1(7) . . . . ? C39 C40 C41 C42 0.1(13) . . . . ? C40 C41 C42 C43 1.1(13) . . . . ? C41 C42 C43 C44 -2.0(13) . . . . ? C40 C39 C44 C43 -0.6(10) . . . . ? C38 C39 C44 C43 180.0(7) . . . . ? C42 C43 C44 C39 1.7(12) . . . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 29.73 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 1.011 _refine_diff_density_min -0.805 _refine_diff_density_rms 0.110 _iucr_refine_instruction_details ; TITL gw78 in P2(1) CELL 0.71073 8.490 20.303 11.090 90.000 90.152 90.000 ZERR 4.00 0.003 0.006 0.003 0.000 0.005 0.000 LATT -1 SYMM -X, 0.5+Y, -Z SFAC C H O S UNIT 80 120 4 8 TEMP -123 SIZE 0.23 0.56 0.68 ACTA CONF WPDB -1 L.S. 6 BOND FMAP 2 PLAN 10 SIMU 0.02 C39 > C44 DELU 0.005 C39 > C44 TWIN -1 0 0 0 -1 0 0 0 1 REM EXTI 0.000322 insig. WGHT 0.151200 BASF 0.47107 FVAR 0.16786 O1 3 0.797746 0.211647 0.584396 11.00000 0.05201 0.01399 = 0.04232 -0.01023 0.01471 0.00168 S1 4 0.868058 0.178649 0.477962 11.00000 0.03603 0.00929 = 0.03165 -0.00193 0.00550 0.00056 C2 1 0.735976 0.109134 0.432717 11.00000 0.03234 0.01335 = 0.01957 0.00327 0.00572 -0.00149 S3 4 0.813516 0.074819 0.296324 11.00000 0.04527 0.01261 = 0.02398 0.00034 0.00624 0.00221 C4 1 0.794476 0.143481 0.193512 11.00000 0.03714 0.01766 = 0.02659 0.00041 0.00139 0.00077 AFIX 23 H4A 2 0.832122 0.129768 0.112915 11.00000 -1.20000 H4B 2 0.681693 0.155185 0.185857 11.00000 -1.20000 AFIX 0 C5 1 0.885539 0.203806 0.233144 11.00000 0.04178 0.01483 = 0.03346 0.00696 0.00667 -0.00158 AFIX 23 H5A 2 0.997747 0.191586 0.242841 11.00000 -1.20000 H5B 2 0.879125 0.237350 0.168527 11.00000 -1.20000 AFIX 0 C6 1 0.828589 0.234278 0.349576 11.00000 0.03899 0.01056 = 0.03862 0.00496 0.01012 -0.00010 AFIX 13 H6 2 0.712194 0.241066 0.343302 11.00000 -1.20000 AFIX 0 C7 1 0.745671 0.058672 0.537012 11.00000 0.03859 0.00920 = 0.02542 -0.00047 0.00186 -0.00406 AFIX 13 H7 2 0.706448 0.082760 0.609627 11.00000 -1.20000 AFIX 0 C8 1 0.626775 0.002732 0.516460 11.00000 0.04584 0.01412 = 0.03258 0.00013 0.00121 -0.00511 AFIX 23 H8A 2 0.630815 -0.027985 0.585730 11.00000 -1.20000 H8B 2 0.656591 -0.022117 0.443181 11.00000 -1.20000 AFIX 0 C9 1 0.456821 0.028944 0.501726 11.00000 0.04778 0.01860 = 0.04094 -0.00099 0.00972 -0.00626 AFIX 23 H9A 2 0.384985 -0.008483 0.485773 11.00000 -1.20000 H9B 2 0.423357 0.050097 0.577901 11.00000 -1.20000 AFIX 0 C10 1 0.443197 0.078945 0.398377 11.00000 0.03392 0.01489 = 0.04146 -0.00415 0.00451 -0.00681 AFIX 13 H10 2 0.471901 0.055766 0.321967 11.00000 -1.20000 AFIX 0 C11 1 0.562954 0.133841 0.418375 11.00000 0.03447 0.01452 = 0.04073 -0.00601 0.00864 0.00068 AFIX 23 H11A 2 0.533331 0.158696 0.491693 11.00000 -1.20000 H11B 2 0.557844 0.164642 0.349270 11.00000 -1.20000 AFIX 0 C12 1 0.910480 0.031597 0.574065 11.00000 0.05245 0.01884 = 0.03117 0.00537 -0.00089 -0.00369 AFIX 13 H12 2 0.988069 0.067097 0.554758 11.00000 -1.20000 AFIX 0 C13 1 0.964660 -0.029461 0.506181 11.00000 0.05622 0.02808 = 0.04713 0.00980 0.00226 0.00607 AFIX 137 H13A 2 0.894236 -0.066329 0.524652 11.00000 -1.50000 H13B 2 1.072288 -0.040655 0.530893 11.00000 -1.50000 H13C 2 0.962339 -0.020709 0.419291 11.00000 -1.50000 AFIX 0 C14 1 0.921477 0.020287 0.710264 11.00000 0.06503 0.03696 = 0.03680 0.00974 -0.00695 -0.00070 AFIX 137 H14A 2 0.877614 0.058412 0.752714 11.00000 -1.50000 H14B 2 1.032065 0.014505 0.733495 11.00000 -1.50000 H14C 2 0.861793 -0.019299 0.731798 11.00000 -1.50000 AFIX 0 C15 1 0.279895 0.107016 0.382286 11.00000 0.03431 0.03342 = 0.06602 0.00322 -0.00138 -0.00025 AFIX 137 H15A 2 0.245951 0.127732 0.457685 11.00000 -1.50000 H15B 2 0.206636 0.071553 0.360961 11.00000 -1.50000 H15C 2 0.281055 0.139993 0.317764 11.00000 -1.50000 AFIX 0 C16 1 0.906785 0.301564 0.376541 11.00000 0.04665 0.01397 = 0.05590 0.00080 0.01226 -0.00267 AFIX 23 H16A 2 0.850672 0.335616 0.329126 11.00000 -1.20000 H16B 2 0.889823 0.311778 0.462824 11.00000 -1.20000 AFIX 0 C17 1 1.078907 0.308018 0.351193 11.00000 0.04020 0.01677 = 0.03138 -0.00095 0.00161 0.00186 C18 1 1.124461 0.332243 0.240289 11.00000 0.04779 0.01656 = 0.04348 0.00209 0.00122 0.00186 AFIX 43 H18 2 1.046703 0.344923 0.183073 11.00000 -1.20000 AFIX 0 C19 1 1.280245 0.338128 0.212155 11.00000 0.06861 0.02135 = 0.05368 0.00371 0.01370 -0.01349 AFIX 43 H19 2 1.309085 0.355738 0.135982 11.00000 -1.20000 AFIX 0 C20 1 1.396920 0.319074 0.291858 11.00000 0.03814 0.03037 = 0.08405 -0.00499 0.00747 -0.00282 AFIX 43 H20 2 1.504890 0.322214 0.270330 11.00000 -1.20000 AFIX 0 C21 1 1.352672 0.295127 0.404632 11.00000 0.06919 0.01677 = 0.06422 -0.00361 -0.02233 0.00061 AFIX 43 H21 2 1.431326 0.282698 0.461313 11.00000 -1.20000 AFIX 0 C22 1 1.196721 0.289360 0.434437 11.00000 0.06451 0.01177 = 0.03947 -0.00074 -0.00111 0.00227 AFIX 43 H22 2 1.167853 0.272756 0.511356 11.00000 -1.20000 AFIX 0 O2 3 0.696571 0.296273 1.058301 11.00000 0.04785 0.02419 = 0.03940 0.01140 -0.00400 0.00358 S23 4 0.611018 0.326559 0.952134 11.00000 0.03417 0.01341 = 0.02975 0.00403 0.00312 0.00066 C24 1 0.737007 0.395771 0.899823 11.00000 0.03566 0.00517 = 0.03234 0.00102 0.00464 -0.00232 S25 4 0.637300 0.428834 0.766293 11.00000 0.04566 0.01183 = 0.02448 0.00109 0.00192 0.00285 C26 1 0.642822 0.359493 0.663580 11.00000 0.04872 0.02218 = 0.02344 -0.00086 0.00402 -0.00690 AFIX 23 H26A 2 0.595257 0.372868 0.585743 11.00000 -1.20000 H26B 2 0.754063 0.347586 0.648268 11.00000 -1.20000 AFIX 0 C27 1 0.555993 0.298941 0.710833 11.00000 0.04655 0.01540 = 0.03286 -0.00183 0.00798 0.00187 AFIX 23 H27A 2 0.553770 0.264785 0.647142 11.00000 -1.20000 H27B 2 0.445760 0.311124 0.729320 11.00000 -1.20000 AFIX 0 C28 1 0.633507 0.270188 0.824738 11.00000 0.02998 0.01428 = 0.03547 -0.00048 -0.00085 0.00269 AFIX 13 H28 2 0.748714 0.265348 0.808433 11.00000 -1.20000 AFIX 0 C29 1 0.737974 0.448084 1.003403 11.00000 0.03908 0.01901 = 0.02479 0.00253 0.00344 -0.00171 AFIX 13 H29 2 0.779410 0.424171 1.075654 11.00000 -1.20000 AFIX 0 C30 1 0.858069 0.502973 0.979269 11.00000 0.05430 0.02417 = 0.03362 -0.00118 0.00588 -0.01235 AFIX 23 H30A 2 0.825832 0.527721 0.906352 11.00000 -1.20000 H30B 2 0.858462 0.534013 1.048116 11.00000 -1.20000 AFIX 0 C31 1 1.021036 0.476459 0.961553 11.00000 0.04136 0.02549 = 0.04000 0.00298 -0.00164 -0.01161 AFIX 23 H31A 2 1.057296 0.454691 1.036528 11.00000 -1.20000 H31B 2 1.094111 0.513148 0.943594 11.00000 -1.20000 AFIX 0 C32 1 1.022859 0.427027 0.857850 11.00000 0.03218 0.02821 = 0.03742 0.00769 0.00506 -0.00580 AFIX 13 H32 2 0.990902 0.450561 0.782445 11.00000 -1.20000 AFIX 0 C33 1 0.905108 0.371385 0.880222 11.00000 0.02916 0.01433 = 0.04338 0.00602 0.00455 -0.00149 AFIX 23 H33A 2 0.906256 0.341082 0.810292 11.00000 -1.20000 H33B 2 0.939105 0.346106 0.952054 11.00000 -1.20000 AFIX 0 C34 1 0.574932 0.473864 1.041483 11.00000 0.04517 0.02459 = 0.02546 -0.00492 0.00657 -0.00582 AFIX 13 H34 2 0.496666 0.437734 1.028457 11.00000 -1.20000 AFIX 0 C35 1 0.581871 0.488669 1.177564 11.00000 0.06311 0.03050 = 0.03420 -0.00034 0.01991 0.00061 AFIX 137 H35A 2 0.673546 0.516457 1.194933 11.00000 -1.50000 H35B 2 0.590848 0.447261 1.222470 11.00000 -1.50000 H35C 2 0.485636 0.511710 1.201899 11.00000 -1.50000 AFIX 0 C36 1 0.514134 0.535620 0.976291 11.00000 0.06598 0.01790 = 0.04451 -0.00785 0.00005 0.00591 AFIX 137 H36A 2 0.587123 0.572243 0.990268 11.00000 -1.50000 H36B 2 0.409840 0.547229 1.007422 11.00000 -1.50000 H36C 2 0.506646 0.526790 0.889589 11.00000 -1.50000 AFIX 0 C37 1 1.185071 0.398255 0.838726 11.00000 0.02895 0.03091 = 0.07770 0.01058 0.01138 -0.00692 AFIX 137 H37A 2 1.209886 0.367801 0.904651 11.00000 -1.50000 H37B 2 1.263057 0.433831 0.837278 11.00000 -1.50000 H37C 2 1.187448 0.374478 0.761850 11.00000 -1.50000 AFIX 0 C38 1 0.567912 0.201024 0.858289 11.00000 0.04766 0.00708 = 0.05536 0.00212 0.00462 0.00334 AFIX 23 H38A 2 0.602980 0.168846 0.796895 11.00000 -1.20000 H38B 2 0.613317 0.187453 0.936762 11.00000 -1.20000 AFIX 0 C39 1 0.393023 0.198606 0.866589 11.00000 0.04745 0.00596 = 0.04694 0.00259 0.00231 -0.00198 C40 1 0.298126 0.183263 0.766870 11.00000 0.07835 0.02672 = 0.04856 0.00503 -0.00423 -0.01887 AFIX 43 H40 2 0.346588 0.174715 0.691359 11.00000 -1.20000 AFIX 0 C41 1 0.135607 0.180234 0.775492 11.00000 0.07599 0.02613 = 0.11099 0.02144 -0.03482 -0.01823 AFIX 43 H41 2 0.072850 0.169727 0.707101 11.00000 -1.20000 AFIX 0 C42 1 0.067882 0.192661 0.884228 11.00000 0.03922 0.01871 = 0.16221 0.02457 0.00388 0.00143 AFIX 43 H42 2 -0.043333 0.190029 0.892125 11.00000 -1.20000 AFIX 0 C43 1 0.158490 0.208998 0.982937 11.00000 0.07189 0.01762 = 0.11315 -0.00131 0.04097 -0.00647 AFIX 43 H43 2 0.109057 0.218914 1.057512 11.00000 -1.20000 AFIX 0 C44 1 0.320986 0.211088 0.974379 11.00000 0.06407 0.02276 = 0.04859 0.00359 0.01130 -0.00926 AFIX 43 H44 2 0.382665 0.221216 1.043531 11.00000 -1.20000 HKLF 4 REM gw78 in P2(1) REM R1 = 0.0793 for 8841 Fo > 4sig(Fo) and 0.0973 for all 10576 data REM 422 parameters refined using 49 restraints END WGHT 0.1511 0.0000 REM Highest difference peak 1.011, deepest hole -0.805, 1-sigma level 0.110 Q1 1 0.6546 0.4289 0.8356 11.00000 0.05 1.01 Q2 1 0.8259 0.0744 0.3723 11.00000 0.05 0.99 Q3 1 0.6223 0.4299 0.6966 11.00000 0.05 0.99 Q4 1 0.6244 0.3252 1.0211 11.00000 0.05 0.95 Q5 1 0.9712 0.1786 0.4559 11.00000 0.05 0.92 Q6 1 0.7962 0.0734 0.2249 11.00000 0.05 0.92 Q7 1 0.8499 0.1794 0.4048 11.00000 0.05 0.91 Q8 1 0.5904 0.3239 0.8819 11.00000 0.05 0.88 Q9 1 0.8853 0.1813 0.5531 11.00000 0.05 0.86 Q10 1 0.7394 0.4304 0.7355 11.00000 0.05 0.84 ; _database_code_depnum_ccdc_archive 'CCDC 896895'