# Electronic Supplementary Material (ESI) for Chemical Science # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Chemical Science' _journal_coden_cambridge 1475 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email gcf@mit.edu _publ_contact_author_name 'Gregory Fu ' _publ_author_name 'Gregory Fu' data_d10056 _database_code_depnum_ccdc_archive 'CCDC 837036' #TrackingRef '- d10056 Table 2 entry 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H36 O2 S' _chemical_formula_weight 388.59 _chemical_absolute_configuration ad loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) 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 6.01460(10) _cell_length_b 18.8648(3) _cell_length_c 20.1082(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2281.56(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9322 _cell_measurement_theta_min 3.21 _cell_measurement_theta_max 69.23 _exptl_crystal_description truncated _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.131 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 1.360 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6122 _exptl_absorpt_correction_T_max 0.6857 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2009)' _exptl_special_details ; 'Bruker D8 three-circle diffractometer, Bruker APEX CCD' ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3 _diffrn_reflns_number 45400 _diffrn_reflns_av_R_equivalents 0.0304 _diffrn_reflns_av_sigmaI/netI 0.0158 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.21 _diffrn_reflns_theta_max 69.32 _reflns_number_total 4267 _reflns_number_gt 4186 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v2009.9.0 (Bruker-AXS, 2009)' _computing_cell_refinement 'SAINT 7.46A (Bruker-AXS, 2009)' _computing_data_reduction 'SAINT 7.46A (Bruker-AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0469P)^2^+0.4428P] 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' _refine_ls_abs_structure_Flack 0.008(11) _refine_ls_number_reflns 4267 _refine_ls_number_parameters 260 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0285 _refine_ls_R_factor_gt 0.0279 _refine_ls_wR_factor_ref 0.0728 _refine_ls_wR_factor_gt 0.0721 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.042 _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 0.13776(5) 0.661715(16) 0.473693(15) 0.02085(9) Uani 1 1 d . . . C1 C 0.3628(2) 0.65127(7) 0.41170(6) 0.0193(3) Uani 1 1 d . . . H1A H 0.4969 0.6783 0.4266 0.023 Uiso 1 1 calc R . . C2 C 0.4185(2) 0.57434(7) 0.40701(6) 0.0195(3) Uani 1 1 d . . . H2A H 0.3146 0.5442 0.3854 0.023 Uiso 1 1 calc R . . C3 C 0.6027(2) 0.54504(7) 0.43080(6) 0.0195(3) Uani 1 1 d . . . H3A H 0.7158 0.5744 0.4490 0.023 Uiso 1 1 calc R . . C4 C 0.6342(2) 0.46686(7) 0.42935(6) 0.0182(2) Uani 1 1 d . . . O1 O 0.51361(16) 0.42568(5) 0.40083(5) 0.0224(2) Uani 1 1 d . . . O2 O 0.81598(15) 0.44929(5) 0.46492(5) 0.0199(2) Uani 1 1 d . . . C5 C 0.8830(2) 0.37431(6) 0.47277(6) 0.0191(3) Uani 1 1 d . . . C6 C 0.6957(2) 0.33169(7) 0.50424(7) 0.0239(3) Uani 1 1 d . . . H6A H 0.6408 0.3566 0.5437 0.036 Uiso 1 1 calc R . . H6B H 0.7514 0.2848 0.5171 0.036 Uiso 1 1 calc R . . H6C H 0.5743 0.3262 0.4721 0.036 Uiso 1 1 calc R . . C7 C 0.9562(2) 0.34483(8) 0.40584(7) 0.0257(3) Uani 1 1 d . . . H7A H 0.8304 0.3455 0.3749 0.039 Uiso 1 1 calc R . . H7B H 1.0083 0.2960 0.4115 0.039 Uiso 1 1 calc R . . H7C H 1.0772 0.3740 0.3880 0.039 Uiso 1 1 calc R . . C8 C 1.0796(2) 0.37941(7) 0.52016(7) 0.0240(3) Uani 1 1 d . . . H8A H 1.1933 0.4105 0.5009 0.036 Uiso 1 1 calc R . . H8B H 1.1423 0.3321 0.5273 0.036 Uiso 1 1 calc R . . H8C H 1.0297 0.3990 0.5628 0.036 Uiso 1 1 calc R . . C9 C 0.2757(2) 0.68307(7) 0.34628(6) 0.0205(3) Uani 1 1 d . . . H9A H 0.1559 0.6524 0.3286 0.025 Uiso 1 1 calc R . . H9B H 0.2107 0.7303 0.3554 0.025 Uiso 1 1 calc R . . C10 C 0.4567(2) 0.69060(7) 0.29391(7) 0.0229(3) Uani 1 1 d . A . H10A H 0.5278 0.6433 0.2870 0.028 Uiso 1 1 calc R . . C11 C 0.3711(3) 0.71772(8) 0.22656(7) 0.0308(3) Uani 1 1 d . A . H11A H 0.3039 0.6787 0.2006 0.037 Uiso 1 1 calc R . . H11B H 0.2584 0.7554 0.2329 0.037 Uiso 1 1 calc R . . C12 C 0.5769(3) 0.74706(9) 0.19128(8) 0.0355(4) Uani 1 1 d D . . H12A H 0.6303 0.7132 0.1572 0.043 Uiso 0.564(16) 1 calc PR A 1 H12B H 0.5419 0.7927 0.1693 0.043 Uiso 0.564(16) 1 calc PR A 1 H12C H 0.6659 0.7083 0.1715 0.043 Uiso 0.436(16) 1 calc PR A 2 H12D H 0.5341 0.7807 0.1557 0.043 Uiso 0.436(16) 1 calc PR A 2 C13 C 0.7515(9) 0.7576(4) 0.2445(2) 0.0336(12) Uani 0.564(16) 1 d PDU A 1 H13A H 0.8114 0.8065 0.2426 0.040 Uiso 0.564(16) 1 calc PR A 1 H13B H 0.8758 0.7239 0.2381 0.040 Uiso 0.564(16) 1 calc PR A 1 C13A C 0.7070(12) 0.7847(5) 0.2460(3) 0.0331(15) Uani 0.436(16) 1 d PDU A 2 H13C H 0.6655 0.8354 0.2485 0.040 Uiso 0.436(16) 1 calc PR A 2 H13D H 0.8690 0.7809 0.2381 0.040 Uiso 0.436(16) 1 calc PR A 2 C14 C 0.6388(3) 0.74458(9) 0.31142(8) 0.0330(3) Uani 1 1 d D . . H14A H 0.5739 0.7888 0.3294 0.040 Uiso 0.564(16) 1 calc PR A 1 H14B H 0.7447 0.7248 0.3442 0.040 Uiso 0.564(16) 1 calc PR A 1 H14C H 0.7694 0.7199 0.3305 0.040 Uiso 0.436(16) 1 calc PR A 2 H14D H 0.5824 0.7788 0.3448 0.040 Uiso 0.436(16) 1 calc PR A 2 C21 C 0.2645(2) 0.62199(7) 0.54453(6) 0.0196(3) Uani 1 1 d . . . C22 C 0.1713(2) 0.56151(7) 0.57239(7) 0.0219(3) Uani 1 1 d . . . H22A H 0.0387 0.5421 0.5543 0.026 Uiso 1 1 calc R . . C23 C 0.2725(2) 0.52965(7) 0.62661(7) 0.0226(3) Uani 1 1 d . . . H23A H 0.2057 0.4889 0.6458 0.027 Uiso 1 1 calc R . . C24 C 0.4698(2) 0.55576(7) 0.65382(6) 0.0190(3) Uani 1 1 d . . . C31 C 0.5822(2) 0.51646(8) 0.71121(7) 0.0228(3) Uani 1 1 d . . . C32 C 0.4165(3) 0.50262(9) 0.76774(7) 0.0312(3) Uani 1 1 d . . . H32A H 0.3519 0.5477 0.7824 0.047 Uiso 1 1 calc R . . H32B H 0.4938 0.4801 0.8051 0.047 Uiso 1 1 calc R . . H32C H 0.2979 0.4713 0.7518 0.047 Uiso 1 1 calc R . . C33 C 0.7787(3) 0.55798(9) 0.74016(7) 0.0286(3) Uani 1 1 d . . . H33A H 0.8934 0.5638 0.7060 0.043 Uiso 1 1 calc R . . H33B H 0.8407 0.5320 0.7781 0.043 Uiso 1 1 calc R . . H33C H 0.7276 0.6047 0.7549 0.043 Uiso 1 1 calc R . . C34 C 0.6686(3) 0.44533(9) 0.68438(8) 0.0345(4) Uani 1 1 d . . . H34A H 0.5430 0.4165 0.6690 0.052 Uiso 1 1 calc R . . H34B H 0.7477 0.4201 0.7198 0.052 Uiso 1 1 calc R . . H34C H 0.7703 0.4540 0.6472 0.052 Uiso 1 1 calc R . . C25 C 0.5597(2) 0.61631(7) 0.62487(7) 0.0239(3) Uani 1 1 d . . . H25A H 0.6937 0.6355 0.6423 0.029 Uiso 1 1 calc R . . C26 C 0.4583(3) 0.64939(7) 0.57113(7) 0.0250(3) Uani 1 1 d . . . H26A H 0.5223 0.6910 0.5526 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 0.02311(16) 0.01926(15) 0.02019(15) 0.00267(12) 0.00036(13) 0.00505(12) C1 0.0189(6) 0.0191(6) 0.0199(6) 0.0005(5) 0.0011(5) 0.0012(5) C2 0.0227(7) 0.0199(6) 0.0159(6) 0.0000(5) -0.0013(5) 0.0000(5) C3 0.0195(6) 0.0183(6) 0.0207(6) 0.0006(5) -0.0009(5) -0.0005(5) C4 0.0174(6) 0.0206(6) 0.0166(5) 0.0011(5) 0.0028(5) 0.0015(5) O1 0.0239(5) 0.0198(4) 0.0236(5) -0.0018(4) -0.0035(4) 0.0008(4) O2 0.0193(4) 0.0154(4) 0.0251(5) 0.0009(4) -0.0034(4) 0.0027(3) C5 0.0209(6) 0.0141(6) 0.0224(6) 0.0016(5) 0.0007(6) 0.0031(5) C6 0.0256(7) 0.0203(6) 0.0258(6) 0.0035(6) 0.0006(5) 0.0002(6) C7 0.0290(7) 0.0245(7) 0.0236(7) 0.0010(6) 0.0021(6) 0.0077(6) C8 0.0219(6) 0.0223(7) 0.0278(7) 0.0005(6) -0.0032(6) 0.0045(5) C9 0.0211(6) 0.0178(6) 0.0226(6) 0.0019(5) -0.0038(5) 0.0023(5) C10 0.0264(7) 0.0211(6) 0.0213(6) 0.0014(5) -0.0002(6) 0.0065(6) C11 0.0348(8) 0.0340(8) 0.0238(7) 0.0065(6) -0.0036(7) -0.0042(7) C12 0.0390(9) 0.0383(9) 0.0293(8) 0.0110(7) 0.0073(7) 0.0047(7) C13 0.032(2) 0.029(3) 0.0394(18) 0.0060(19) 0.0080(16) -0.0015(18) C13A 0.026(3) 0.031(4) 0.043(2) 0.007(2) 0.0088(18) 0.003(2) C14 0.0240(7) 0.0441(9) 0.0308(8) 0.0042(6) -0.0002(7) -0.0042(7) C21 0.0241(6) 0.0160(6) 0.0186(6) -0.0009(5) 0.0015(5) 0.0046(5) C22 0.0186(6) 0.0244(7) 0.0227(6) 0.0001(5) -0.0005(5) -0.0022(5) C23 0.0232(7) 0.0219(6) 0.0226(6) 0.0048(5) 0.0011(6) -0.0045(6) C24 0.0217(6) 0.0203(6) 0.0149(6) -0.0030(5) 0.0028(5) 0.0001(5) C31 0.0255(7) 0.0250(7) 0.0181(6) 0.0016(5) -0.0004(5) 0.0000(6) C32 0.0335(8) 0.0406(9) 0.0195(7) 0.0076(6) -0.0003(6) -0.0045(7) C33 0.0282(7) 0.0382(8) 0.0194(7) 0.0006(6) -0.0039(6) -0.0013(7) C34 0.0397(9) 0.0302(8) 0.0334(8) -0.0003(6) -0.0100(7) 0.0104(7) C25 0.0286(7) 0.0225(7) 0.0206(6) -0.0020(5) -0.0027(6) -0.0072(6) C26 0.0351(8) 0.0162(6) 0.0237(7) 0.0010(5) -0.0017(6) -0.0066(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 C21 1.7809(13) . ? S1 C1 1.8507(14) . ? C1 C2 1.4924(18) . ? C1 C9 1.5379(17) . ? C1 H1A 1.0000 . ? C2 C3 1.3273(19) . ? C2 H2A 0.9500 . ? C3 C4 1.4873(18) . ? C3 H3A 0.9500 . ? C4 O1 1.2078(17) . ? C4 O2 1.3478(16) . ? O2 C5 1.4793(14) . ? C5 C7 1.5213(18) . ? C5 C8 1.5215(18) . ? C5 C6 1.5219(18) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.5213(19) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C14 1.536(2) . ? C10 C11 1.5365(19) . ? C10 H10A 1.0000 . ? C11 C12 1.531(2) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.513(5) . ? C12 C13A 1.525(6) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C12 H12C 0.9900 . ? C12 H12D 0.9900 . ? C13 C14 1.526(5) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C13A C14 1.572(6) . ? C13A H13C 0.9900 . ? C13A H13D 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C14 H14C 0.9900 . ? C14 H14D 0.9900 . ? C21 C26 1.383(2) . ? C21 C22 1.3890(19) . ? C22 C23 1.386(2) . ? C22 H22A 0.9500 . ? C23 C24 1.3964(19) . ? C23 H23A 0.9500 . ? C24 C25 1.3915(19) . ? C24 C31 1.5292(18) . ? C31 C33 1.533(2) . ? C31 C32 1.534(2) . ? C31 C34 1.537(2) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C25 C26 1.389(2) . ? C25 H25A 0.9500 . ? C26 H26A 0.9500 . ? 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 C21 S1 C1 100.42(6) . . ? C2 C1 C9 113.69(10) . . ? C2 C1 S1 108.07(9) . . ? C9 C1 S1 106.58(9) . . ? C2 C1 H1A 109.5 . . ? C9 C1 H1A 109.5 . . ? S1 C1 H1A 109.5 . . ? C3 C2 C1 124.71(13) . . ? C3 C2 H2A 117.6 . . ? C1 C2 H2A 117.6 . . ? C2 C3 C4 120.82(12) . . ? C2 C3 H3A 119.6 . . ? C4 C3 H3A 119.6 . . ? O1 C4 O2 125.52(12) . . ? O1 C4 C3 124.79(12) . . ? O2 C4 C3 109.70(11) . . ? C4 O2 C5 120.86(10) . . ? O2 C5 C7 109.51(10) . . ? O2 C5 C8 102.60(10) . . ? C7 C5 C8 110.62(11) . . ? O2 C5 C6 110.35(10) . . ? C7 C5 C6 112.89(11) . . ? C8 C5 C6 110.38(11) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C10 C9 C1 112.62(11) . . ? C10 C9 H9A 109.1 . . ? C1 C9 H9A 109.1 . . ? C10 C9 H9B 109.1 . . ? C1 C9 H9B 109.1 . . ? H9A C9 H9B 107.8 . . ? C9 C10 C14 114.41(12) . . ? C9 C10 C11 113.66(12) . . ? C14 C10 C11 102.71(12) . . ? C9 C10 H10A 108.6 . . ? C14 C10 H10A 108.6 . . ? C11 C10 H10A 108.6 . . ? C12 C11 C10 104.94(13) . . ? C12 C11 H11A 110.8 . . ? C10 C11 H11A 110.8 . . ? C12 C11 H11B 110.8 . . ? C10 C11 H11B 110.8 . . ? H11A C11 H11B 108.8 . . ? C13 C12 C13A 21.89(17) . . ? C13 C12 C11 106.3(2) . . ? C13A C12 C11 104.4(3) . . ? C13 C12 H12A 110.5 . . ? C13A C12 H12A 129.3 . . ? C11 C12 H12A 110.5 . . ? C13 C12 H12B 110.5 . . ? C13A C12 H12B 91.6 . . ? C11 C12 H12B 110.5 . . ? H12A C12 H12B 108.7 . . ? C13 C12 H12C 90.4 . . ? C13A C12 H12C 110.9 . . ? C11 C12 H12C 110.9 . . ? H12A C12 H12C 21.6 . . ? H12B C12 H12C 125.3 . . ? C13 C12 H12D 127.4 . . ? C13A C12 H12D 110.9 . . ? C11 C12 H12D 110.9 . . ? H12A C12 H12D 89.9 . . ? H12B C12 H12D 20.7 . . ? H12C C12 H12D 108.9 . . ? C12 C13 C14 107.1(3) . . ? C12 C13 H13A 110.3 . . ? C14 C13 H13A 110.3 . . ? C12 C13 H13B 110.3 . . ? C14 C13 H13B 110.3 . . ? H13A C13 H13B 108.6 . . ? C12 C13A C14 104.3(4) . . ? C12 C13A H13C 110.9 . . ? C14 C13A H13C 110.9 . . ? C12 C13A H13D 110.9 . . ? C14 C13A H13D 110.9 . . ? H13C C13A H13D 108.9 . . ? C13 C14 C10 102.8(2) . . ? C13 C14 C13A 21.40(17) . . ? C10 C14 C13A 108.2(2) . . ? C13 C14 H14A 111.2 . . ? C10 C14 H14A 111.2 . . ? C13A C14 H14A 90.2 . . ? C13 C14 H14B 111.2 . . ? C10 C14 H14B 111.2 . . ? C13A C14 H14B 124.8 . . ? H14A C14 H14B 109.1 . . ? C13 C14 H14C 93.7 . . ? C10 C14 H14C 110.0 . . ? C13A C14 H14C 110.0 . . ? H14A C14 H14C 124.6 . . ? H14B C14 H14C 19.0 . . ? C13 C14 H14D 130.1 . . ? C10 C14 H14D 110.0 . . ? C13A C14 H14D 110.0 . . ? H14A C14 H14D 21.3 . . ? H14B C14 H14D 90.8 . . ? H14C C14 H14D 108.4 . . ? C26 C21 C22 119.41(13) . . ? C26 C21 S1 120.86(11) . . ? C22 C21 S1 119.70(11) . . ? C23 C22 C21 119.77(13) . . ? C23 C22 H22A 120.1 . . ? C21 C22 H22A 120.1 . . ? C22 C23 C24 121.90(12) . . ? C22 C23 H23A 119.1 . . ? C24 C23 H23A 119.1 . . ? C25 C24 C23 117.12(12) . . ? C25 C24 C31 122.81(12) . . ? C23 C24 C31 120.03(12) . . ? C24 C31 C33 112.32(12) . . ? C24 C31 C32 110.76(12) . . ? C33 C31 C32 107.84(12) . . ? C24 C31 C34 107.93(11) . . ? C33 C31 C34 108.59(13) . . ? C32 C31 C34 109.35(13) . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C31 C34 H34A 109.5 . . ? C31 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C31 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C26 C25 C24 121.58(13) . . ? C26 C25 H25A 119.2 . . ? C24 C25 H25A 119.2 . . ? C21 C26 C25 120.20(13) . . ? C21 C26 H26A 119.9 . . ? C25 C26 H26A 119.9 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 69.32 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.171 _refine_diff_density_min -0.179 _refine_diff_density_rms 0.037 # Attachment '- yf1 Table 2 entry 9.cif' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # If this CIF has been generated directly or indirectly from an entry in the # Cambridge Structural Database, then it will include bibliographic, chemical, # crystal, experimental, refinement or atomic coordinate data resulting from # the CCDC's data processing and validation procedures. Files generated from # CSD entries are Copyright 2011 Cambridge Crystallographic Data Centre. They # may be used in bona fide research applications only, and may not be copied or # further disseminated in any form, whether machine-readable or not, except for # the purposes of generating routine backup copies on your local computer # system. # # Files arising from any other source may also contain material that is the # copyright of third parties, including the originator, and you should check # with the originator concerning the permitted uses of the information # contained in this CIF. # # For further information on the CCDC and the free tools enCIFer and Mercury # for validating and visualising CIF files, please visit www.ccdc.cam.ac.uk # ####################################################################### data_yf1 _database_code_depnum_ccdc_archive 'CCDC 837037' #TrackingRef '- yf1 Table 2 entry 9.cif' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_Int_Tables_number 4 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,1/2+y,-z _cell_length_a 5.8536(7) _cell_length_b 21.778(2) _cell_length_c 17.441(2) _cell_angle_alpha 90.00 _cell_angle_beta 99.580(2) _cell_angle_gamma 90.00 _cell_volume 2192.37 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z S1 S 0.55131(10) 0.96202(2) 0.56123(3) Cl1 Cl 0.52270(12) 0.78222(3) 0.79854(3) O1 O -0.1880(3) 0.86563(7) 0.34625(8) O2 O 0.0902(3) 0.79314(7) 0.38184(9) C1 C 0.3114(4) 0.91347(9) 0.58316(11) H1 H 0.1768 0.9404 0.5886 C2 C 0.2418(4) 0.87102(9) 0.51579(12) H2 H 0.3410 0.8377 0.5088 C3 C 0.0468(4) 0.87812(10) 0.46538(13) H3 H -0.0596 0.9090 0.4751 C4 C -0.0113(4) 0.83963(9) 0.39436(12) C5 C 0.3948(4) 0.88143(9) 0.66121(12) H5A H 0.5374 0.8578 0.6579 H5B H 0.4334 0.9128 0.7024 C6 C 0.2116(4) 0.83828(11) 0.68299(14) H6A H 0.2105 0.8001 0.6522 H6B H 0.0575 0.8578 0.6691 C7 C 0.2515(5) 0.82183(11) 0.76953(14) H7A H 0.1230 0.7954 0.7805 H7B H 0.2509 0.8599 0.8006 C8 C 0.4064(4) 1.00245(9) 0.47867(11) C9 C 0.2289(5) 1.04314(10) 0.48606(13) H9 H 0.1853 1.0494 0.5356 C10 C 0.1137(4) 1.07489(9) 0.42149(13) H10 H -0.0067 1.1027 0.4278 C11 C 0.1718(4) 1.06658(9) 0.34824(12) C12 C 0.3515(5) 1.02629(11) 0.34223(13) H12 H 0.3966 1.0204 0.2929 C13 C 0.4676(5) 0.99422(11) 0.40573(12) H13 H 0.5888 0.9667 0.3993 C14 C 0.0419(4) 1.09965(10) 0.27569(13) C15 C -0.1325(5) 1.14754(11) 0.29670(15) H15A H -0.2070 1.1685 0.2494 H15B H -0.0505 1.1777 0.3330 H15C H -0.2505 1.1268 0.3211 C16 C -0.0939(6) 1.05199(12) 0.22223(14) H16A H -0.1790 1.0725 0.1761 H16B H -0.2035 1.0309 0.2500 H16C H 0.0137 1.0220 0.2062 C17 C 0.2153(5) 1.13411(17) 0.23479(18) H17A H 0.3092 1.1045 0.2113 H17B H 0.3165 1.1593 0.2727 H17C H 0.1313 1.1606 0.1941 C18 C -0.2773(4) 0.83847(9) 0.26929(11) C19 C -0.0846(4) 0.83622(11) 0.22012(13) H19A H -0.0104 0.8766 0.2207 H19B H -0.1505 0.8252 0.1665 H19C H 0.0307 0.8055 0.2416 C20 C -0.3840(5) 0.77611(11) 0.27969(14) H20A H -0.2642 0.7482 0.3056 H20B H -0.4506 0.7594 0.2287 H20C H -0.5060 0.7805 0.3115 C21 C -0.4627(5) 0.88394(11) 0.23487(14) H21A H -0.5736 0.8894 0.2707 H21B H -0.5439 0.8683 0.1850 H21C H -0.3905 0.9235 0.2267 S2 S 0.88956(10) 0.56152(2) 0.31114(3) Cl2 Cl 1.69900(12) 0.74134(3) 0.53568(4) O3 O 1.3943(3) 0.65154(6) 0.08447(8) O4 O 1.1537(3) 0.72210(6) 0.12513(9) C31 C 1.1695(4) 0.60341(9) 0.32942(11) H31 H 1.2991 0.5733 0.3306 C32 C 1.1709(4) 0.64654(9) 0.26303(12) H32 H 1.0930 0.6848 0.2635 C33 C 1.2765(4) 0.63361(9) 0.20335(12) H33 H 1.3640 0.5968 0.2044 C34 C 1.2624(4) 0.67492(9) 0.13478(11) C35 C 1.1892(4) 0.63413(9) 0.40911(11) H35A H 1.1831 0.6023 0.4492 H35B H 1.0557 0.6620 0.4092 C36 C 1.4145(4) 0.67073(9) 0.42985(12) H36A H 1.5477 0.6442 0.4238 H36B H 1.4124 0.7059 0.3938 C37 C 1.4432(4) 0.69407(10) 0.51242(12) H37A H 1.4550 0.6588 0.5486 H37B H 1.3050 0.7183 0.5193 C38 C 0.9270(4) 0.52021(8) 0.22645(12) C39 C 0.8151(4) 0.53866(9) 0.15359(11) H39 H 0.7127 0.5728 0.1491 C40 C 0.8522(4) 0.50718(10) 0.08683(12) H40 H 0.7722 0.5199 0.0375 C41 C 1.0038(4) 0.45773(9) 0.09119(12) C42 C 1.1158(4) 0.43966(9) 0.16519(13) H42 H 1.2197 0.4058 0.1699 C43 C 1.0775(4) 0.47032(9) 0.23181(12) H43 H 1.1545 0.4571 0.2813 C44 C 1.0471(4) 0.42277(10) 0.01845(13) C45 C 0.9686(5) 0.35609(10) 0.02341(15) H45A H 1.0612 0.3362 0.0686 H45B H 0.9897 0.3342 -0.0240 H45C H 0.8046 0.3552 0.0288 C46 C 1.3070(5) 0.42389(14) 0.01458(18) H46A H 1.3583 0.4665 0.0113 H46B H 1.3355 0.4012 -0.0315 H46C H 1.3932 0.4046 0.0614 C47 C 0.9129(6) 0.45064(12) -0.05646(14) H47A H 0.7465 0.4496 -0.0546 H47B H 0.9443 0.4269 -0.1013 H47C H 0.9621 0.4933 -0.0614 C48 C 1.4211(4) 0.68505(9) 0.01324(11) C49 C 1.5451(4) 0.74555(10) 0.03426(12) H49A H 1.4483 0.7719 0.0612 H49B H 1.5740 0.7660 -0.0132 H49C H 1.6929 0.7377 0.0684 C50 C 1.1870(4) 0.69245(10) -0.03958(12) H50A H 1.1116 0.6523 -0.0481 H50B H 1.2103 0.7097 -0.0896 H50C H 1.0888 0.7201 -0.0149 C51 C 1.5751(4) 0.64198(10) -0.02499(13) H51A H 1.7216 0.6354 0.0104 H51B H 1.6064 0.6604 -0.0734 H51C H 1.4960 0.6026 -0.0364 #END