# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 207/405 data_Y-10 #------------------------------------------------------------------------------ _audit_creation_date '1999-01-20' _audit_creation_method 'by teXsan v1.7' #------------------------------------------------------------------------------ _publ_requested_journal ' Perkin' _publ_contact_author ; Masood Parvez Department of Chemistry University of Calgary 2500 University Drive N.W. Calgary, Alberta Canada T2N 1N4 ; _publ_contact_author_phone ' (403)220-5348 ' _publ_contact_author_email ' parvez@ucalgary.ca ' #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan (MSC, 1995)' _computing_structure_solution ; SIR92 (Altomare, et. al. 1993) ; _computing_structure_refinement 'teXsan (MSC, 1995)' _computing_publication_material 'teXsan (MSC, 1995)' #------------------------------------------------------------------------------ _cell_length_a 12.2879(19) _cell_length_b 13.883(3) _cell_length_c 11.625(2) _cell_angle_alpha 111.965(14) _cell_angle_beta 106.941(15) _cell_angle_gamma 90.328(17) _cell_volume 1744.5(6) _cell_formula_units_Z 4 _cell_measurement_temperature 170.2 _cell_measurement_reflns_used 21 _cell_measurement_theta_min 9.0 _cell_measurement_theta_max 10.6 #------------------------------------------------------------------------------ _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_Int_Tables_number 2 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x, -y, -z' #------------------------------------------------------------------------------ _exptl_crystal_description 'prism' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.47 _exptl_crystal_size_min 0.42 _exptl_crystal_density_diffrn 1.212 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 318.47 _chemical_formula_sum 'C19 H26 O2 S ' _exptl_crystal_F_000 688.00 _exptl_absorpt_coefficient_mu 0.182 _exptl_absorpt_correction_type ; \y scans (North,Phillips & Matthews, 1968) ; _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.976 #------------------------------------------------------------------------------ _diffrn_ambient_temperature 170.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC6S' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 200 _diffrn_standards_decay_% 0.20 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -3 4 2 3 2 2 -4 3 3 _diffrn_reflns_number 8439 _reflns_number_total 8052 _reflns_number_observed 3464 _reflns_observed_criterion >3.00\s(I) _diffrn_reflns_av_R_equivalents 0.03499 _diffrn_reflns_av_sigmaI/netI 0.110 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 27.56 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 -0.01862 _diffrn_orient_matrix_UB_12 0.06530 _diffrn_orient_matrix_UB_13 0.06168 _diffrn_orient_matrix_UB_21 0.02629 _diffrn_orient_matrix_UB_22 -0.02578 _diffrn_orient_matrix_UB_23 0.07196 _diffrn_orient_matrix_UB_31 0.07951 _diffrn_orient_matrix_UB_32 0.03475 _diffrn_orient_matrix_UB_33 0.02405 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 76 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H 0 104 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0 8 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; S 0 4 0.125 0.123 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_refinement_flags _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom S(1) -0.25629(12) 0.48985(9) -0.04798(12) 0.0559(4) 1.000 . Uani d ? S(2) 0.20912(11) 0.30172(9) 0.52748(10) 0.0477(4) 1.000 . Uani d ? O(1) -0.1303(2) 0.4640(2) 0.1619(3) 0.0379(8) 1.000 . Uani d ? O(2) -0.3978(2) 0.13670(19) 0.0958(2) 0.0327(8) 1.000 . Uani d ? O(3) 0.1360(2) 0.3325(2) 0.3094(2) 0.0340(8) 1.000 . Uani d ? O(4) 0.3791(2) 0.06435(18) 0.0723(2) 0.0328(8) 1.000 . Uani d ? C(1) -0.1545(5) 0.5973(4) 0.0814(5) 0.0689(19) 1.000 . Uani d ? C(2) -0.0680(4) 0.5459(4) 0.1526(4) 0.0564(16) 1.000 . Uani d ? C(3) -0.2113(3) 0.3997(3) 0.0381(4) 0.0334(12) 1.000 . Uani d ? C(4) -0.3099(3) 0.3540(3) 0.0697(4) 0.0309(11) 1.000 . Uani d ? C(5) -0.2571(3) 0.2844(3) 0.1447(3) 0.0257(11) 1.000 . Uani d ? C(6) -0.1949(3) 0.1995(3) 0.0707(4) 0.0322(12) 1.000 . Uani d ? C(7) -0.1049(4) 0.2444(3) 0.0314(4) 0.0396(13) 1.000 . Uani d ? C(8) -0.1536(4) 0.3144(3) -0.0398(4) 0.0376(12) 1.000 . Uani d ? C(9) -0.3577(4) 0.4442(3) 0.1579(5) 0.0507(16) 1.000 . Uani d ? C(10) -0.4073(4) 0.2844(4) -0.0590(5) 0.0597(17) 1.000 . Uani d ? C(11) -0.4679(5) 0.3311(5) -0.1458(7) 0.088(2) 1.000 . Uani d ? C(12) -0.4814(5) 0.2978(5) -0.2714(6) 0.100(2) 1.000 . Uani d ? C(13) -0.3429(3) 0.2387(3) 0.1924(4) 0.0303(11) 1.000 . Uani d ? C(14) -0.2881(3) 0.2374(3) 0.3263(4) 0.0306(12) 1.000 . Uani d ? C(15) -0.2289(4) 0.1570(3) 0.3447(4) 0.0436(14) 1.000 . Uani d ? C(16) -0.1762(5) 0.1611(4) 0.4697(5) 0.0589(17) 1.000 . Uani d ? C(17) -0.1840(5) 0.2436(4) 0.5767(4) 0.0598(17) 1.000 . Uani d ? C(18) -0.2445(5) 0.3227(4) 0.5604(5) 0.0611(17) 1.000 . Uani d ? C(19) -0.2963(4) 0.3193(3) 0.4359(4) 0.0478(15) 1.000 . Uani d ? C(20) 0.0787(4) 0.3594(4) 0.4945(5) 0.0600(17) 1.000 . Uani d ? C(21) 0.0884(4) 0.4052(3) 0.3986(4) 0.0471(14) 1.000 . Uani d ? C(22) 0.2351(3) 0.2988(3) 0.3757(3) 0.0260(11) 1.000 . Uani d ? C(23) 0.2446(3) 0.1865(3) 0.2827(3) 0.0265(11) 1.000 . Uani d ? C(24) 0.2624(3) 0.1975(3) 0.1604(3) 0.0245(10) 1.000 . Uani d ? C(25) 0.3660(3) 0.2770(3) 0.1962(4) 0.0346(12) 1.000 . Uani d ? C(26) 0.3585(4) 0.3848(3) 0.2941(4) 0.0401(13) 1.000 . Uani d ? C(27) 0.3407(4) 0.3767(3) 0.4139(4) 0.0355(12) 1.000 . Uani d ? C(28) 0.1310(4) 0.1158(3) 0.2404(4) 0.0400(13) 1.000 . Uani d ? C(29) 0.3448(4) 0.1430(3) 0.3576(4) 0.0426(13) 1.000 . Uani d ? C(30) 0.3396(5) 0.0288(4) 0.3182(5) 0.0675(19) 1.000 . Uani d ? C(31) 0.3298(6) -0.0238(4) 0.3864(6) 0.096(3) 1.000 . Uani d ? C(32) 0.2655(3) 0.0940(3) 0.0477(4) 0.0271(11) 1.000 . Uani d ? C(33) 0.2212(3) 0.1025(3) -0.0837(4) 0.0298(11) 1.000 . Uani d ? C(34) 0.1038(4) 0.0855(3) -0.1468(4) 0.0352(12) 1.000 . Uani d ? C(35) 0.0595(4) 0.0951(3) -0.2650(4) 0.0480(15) 1.000 . Uani d ? C(36) 0.1319(5) 0.1223(4) -0.3222(4) 0.0515(16) 1.000 . Uani d ? C(37) 0.2488(4) 0.1385(3) -0.2613(4) 0.0509(16) 1.000 . Uani d ? C(38) 0.2933(4) 0.1277(3) -0.1433(4) 0.0404(13) 1.000 . Uani d ? H(1) -0.4721 0.1244 0.1016 0.039 1.000 . Uiso c ? H(2) 0.3802 0.0008 0.0030 0.040 1.000 . Uiso c ? H(3) -0.1190 0.6357 0.0465 0.083 1.000 . Uiso c ? H(4) -0.1912 0.6429 0.1382 0.083 1.000 . Uiso c ? H(5) -0.0262 0.5953 0.2375 0.068 1.000 . Uiso c ? H(6) -0.0163 0.5179 0.1052 0.068 1.000 . Uiso c ? H(7) -0.1996 0.3298 0.2217 0.031 1.000 . Uiso c ? H(8) -0.1583 0.1648 0.1253 0.039 1.000 . Uiso c ? H(9) -0.2498 0.1506 -0.0060 0.039 1.000 . Uiso c ? H(10) -0.0435 0.2843 0.1079 0.048 1.000 . Uiso c ? H(11) -0.0769 0.1882 -0.0245 0.048 1.000 . Uiso c ? H(12) -0.2085 0.2727 -0.1215 0.045 1.000 . Uiso c ? H(13) -0.0930 0.3463 -0.0542 0.045 1.000 . Uiso c ? H(14) -0.2975 0.4850 0.2352 0.061 1.000 . Uiso c ? H(15) -0.3897 0.4871 0.1126 0.061 1.000 . Uiso c ? H(16) -0.4154 0.4163 0.1805 0.061 1.000 . Uiso c ? H(17) -0.3731 0.2290 -0.1076 0.072 1.000 . Uiso c ? H(18) -0.4626 0.2564 -0.0335 0.072 1.000 . Uiso c ? H(19) -0.5016 0.3918 -0.1092 0.105 1.000 . Uiso c ? H(20) -0.4492 0.2374 -0.3125 0.120 1.000 . Uiso c ? H(21) -0.5232 0.3342 -0.3211 0.120 1.000 . Uiso c ? H(22) -0.4011 0.2834 0.1992 0.036 1.000 . Uiso c ? H(23) -0.2246 0.0985 0.2711 0.052 1.000 . Uiso c ? H(24) -0.1340 0.1064 0.4811 0.071 1.000 . Uiso c ? H(25) -0.1479 0.2459 0.6621 0.072 1.000 . Uiso c ? H(26) -0.2507 0.3798 0.6344 0.073 1.000 . Uiso c ? H(27) -0.3386 0.3742 0.4253 0.057 1.000 . Uiso c ? H(28) 0.0136 0.3076 0.4571 0.072 1.000 . Uiso c ? H(29) 0.0733 0.4125 0.5722 0.072 1.000 . Uiso c ? H(30) 0.1371 0.4701 0.4434 0.057 1.000 . Uiso c ? H(31) 0.0148 0.4158 0.3530 0.057 1.000 . Uiso c ? H(32) 0.1972 0.2261 0.1250 0.029 1.000 . Uiso c ? H(33) 0.4337 0.2521 0.2334 0.042 1.000 . Uiso c ? H(34) 0.3698 0.2835 0.1189 0.042 1.000 . Uiso c ? H(35) 0.4277 0.4294 0.3199 0.048 1.000 . Uiso c ? H(36) 0.2959 0.4135 0.2539 0.048 1.000 . Uiso c ? H(37) 0.3304 0.4436 0.4701 0.043 1.000 . Uiso c ? H(38) 0.4065 0.3538 0.4583 0.043 1.000 . Uiso c ? H(39) 0.1173 0.1129 0.3155 0.048 1.000 . Uiso c ? H(40) 0.0698 0.1438 0.1967 0.048 1.000 . Uiso c ? H(41) 0.1358 0.0473 0.1831 0.048 1.000 . Uiso c ? H(42) 0.4132 0.1665 0.3481 0.051 1.000 . Uiso c ? H(43) 0.3492 0.1724 0.4471 0.051 1.000 . Uiso c ? H(44) 0.3440 -0.0105 0.2333 0.081 1.000 . Uiso c ? H(45) 0.3250 0.0114 0.4719 0.115 1.000 . Uiso c ? H(46) 0.3272 -0.0979 0.3509 0.115 1.000 . Uiso c ? H(47) 0.2158 0.0409 0.0468 0.033 1.000 . Uiso c ? H(48) 0.0532 0.0669 -0.1081 0.042 1.000 . Uiso c ? H(49) -0.0210 0.0830 -0.3071 0.057 1.000 . Uiso c ? H(50) 0.1013 0.1298 -0.4030 0.062 1.000 . Uiso c ? H(51) 0.2989 0.1571 -0.3004 0.061 1.000 . Uiso c ? H(52) 0.3741 0.1376 -0.1028 0.048 1.000 . Uiso c ? loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S(1) 0.0743(10) 0.0432(7) 0.0532(8) -0.0002(7) 0.0119(7) 0.0284(6) S(2) 0.0676(9) 0.0500(7) 0.0295(6) 0.0078(7) 0.0229(6) 0.0143(5) O(1) 0.0363(18) 0.0373(16) 0.0319(16) -0.0128(14) 0.0086(13) 0.0068(13) O(2) 0.0259(16) 0.0231(14) 0.0397(16) -0.0051(12) 0.0143(13) -0.0005(12) O(3) 0.0338(17) 0.0379(16) 0.0280(15) 0.0156(14) 0.0125(13) 0.0082(13) O(4) 0.0262(17) 0.0248(14) 0.0383(16) 0.0054(12) 0.0131(13) 0.0003(12) C(1) 0.083(4) 0.036(3) 0.089(4) -0.010(3) 0.029(3) 0.024(3) C(2) 0.067(4) 0.047(3) 0.047(3) -0.023(3) 0.021(3) 0.009(2) C(3) 0.035(3) 0.032(2) 0.029(2) -0.002(2) 0.005(2) 0.0123(19) C(4) 0.024(2) 0.030(2) 0.037(2) 0.0029(18) 0.0067(19) 0.0135(19) C(5) 0.022(2) 0.024(2) 0.026(2) -0.0001(17) 0.0082(17) 0.0051(17) C(6) 0.028(3) 0.033(2) 0.037(2) 0.0082(19) 0.013(2) 0.0120(19) C(7) 0.036(3) 0.044(3) 0.040(3) 0.007(2) 0.020(2) 0.011(2) C(8) 0.037(3) 0.042(3) 0.031(2) -0.004(2) 0.013(2) 0.009(2) C(9) 0.048(3) 0.039(3) 0.085(4) 0.017(2) 0.037(3) 0.033(3) C(10) 0.030(3) 0.073(4) 0.078(4) -0.005(3) -0.005(3) 0.048(3) C(11) 0.053(4) 0.080(4) 0.106(5) -0.001(3) -0.016(4) 0.042(4) C(12) 0.093(5) 0.116(6) 0.055(4) -0.009(4) -0.031(4) 0.036(4) C(13) 0.025(2) 0.023(2) 0.038(2) -0.0008(17) 0.0130(19) 0.0037(18) C(14) 0.033(3) 0.026(2) 0.032(2) -0.0046(19) 0.0139(19) 0.0078(18) C(15) 0.065(3) 0.030(2) 0.034(2) 0.004(2) 0.019(2) 0.009(2) C(16) 0.084(4) 0.049(3) 0.047(3) 0.008(3) 0.019(3) 0.024(3) C(17) 0.089(4) 0.048(3) 0.034(3) -0.014(3) 0.015(3) 0.011(2) C(18) 0.094(4) 0.040(3) 0.037(3) -0.004(3) 0.029(3) -0.003(2) C(19) 0.064(4) 0.030(3) 0.045(3) 0.004(2) 0.023(3) 0.006(2) C(20) 0.064(4) 0.064(3) 0.055(3) 0.013(3) 0.040(3) 0.010(3) C(21) 0.042(3) 0.048(3) 0.046(3) 0.016(2) 0.021(2) 0.008(2) C(22) 0.029(2) 0.027(2) 0.0220(19) 0.0055(18) 0.0102(18) 0.0083(17) C(23) 0.027(2) 0.027(2) 0.027(2) 0.0041(18) 0.0096(18) 0.0100(17) C(24) 0.025(2) 0.0191(19) 0.028(2) 0.0032(16) 0.0111(18) 0.0063(17) C(25) 0.036(3) 0.030(2) 0.037(2) -0.0012(19) 0.019(2) 0.0081(19) C(26) 0.046(3) 0.024(2) 0.048(3) -0.005(2) 0.024(2) 0.005(2) C(27) 0.040(3) 0.025(2) 0.035(2) 0.0028(19) 0.013(2) 0.0035(18) C(28) 0.045(3) 0.036(2) 0.039(3) -0.004(2) 0.019(2) 0.010(2) C(29) 0.049(3) 0.034(3) 0.041(3) 0.010(2) 0.011(2) 0.014(2) C(30) 0.085(4) 0.050(3) 0.069(4) 0.018(3) 0.017(3) 0.029(3) C(31) 0.168(7) 0.061(4) 0.091(5) 0.034(4) 0.058(5) 0.052(4) C(32) 0.021(2) 0.024(2) 0.034(2) -0.0013(17) 0.0116(18) 0.0075(18) C(33) 0.036(3) 0.018(2) 0.030(2) -0.0014(18) 0.016(2) -0.0006(17) C(34) 0.032(3) 0.036(2) 0.033(2) 0.002(2) 0.012(2) 0.0073(19) C(35) 0.047(3) 0.048(3) 0.040(3) 0.004(2) 0.006(2) 0.013(2) C(36) 0.073(4) 0.047(3) 0.035(3) 0.005(3) 0.014(3) 0.019(2) C(37) 0.066(4) 0.047(3) 0.043(3) -0.007(3) 0.027(3) 0.014(2) C(38) 0.040(3) 0.037(3) 0.038(3) -0.006(2) 0.016(2) 0.005(2) #------------------------------------------------------------------------------ _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'w = 1/[\s^2^(Fo) + 0.00008|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_number_reflns 3464 _refine_ls_number_parameters 397 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0499 _refine_ls_R_factor_obs 0.0499 _refine_ls_wR_factor_all 0.0489 _refine_ls_wR_factor_obs 0.0489 _refine_ls_goodness_of_fit_all 1.896 _refine_ls_goodness_of_fit_obs 1.896 _refine_ls_shift/esd_max 0.0038 _refine_ls_shift/esd_mean 0.0003 _refine_diff_density_min -0.30 _refine_diff_density_max 0.58 #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag S(1) C(1) 1.804(5) . . yes S(1) C(3) 1.870(4) . . yes S(2) C(20) 1.801(5) . . yes S(2) C(22) 1.868(4) . . yes O(1) C(2) 1.421(5) . . yes O(1) C(3) 1.433(4) . . yes O(2) C(13) 1.442(4) . . yes O(2) H(1) 0.95 . . no O(3) C(21) 1.419(4) . . yes O(3) C(22) 1.423(4) . . yes O(4) C(32) 1.436(4) . . yes O(4) H(2) 0.95 . . no C(1) C(2) 1.505(7) . . yes C(1) H(3) 0.95 . . no C(1) H(4) 0.95 . . no C(2) H(5) 0.95 . . no C(2) H(6) 0.95 . . no C(3) C(4) 1.559(5) . . yes C(3) C(8) 1.519(5) . . yes C(4) C(5) 1.556(5) . . yes C(4) C(9) 1.537(5) . . yes C(4) C(10) 1.570(6) . . yes C(5) C(6) 1.533(5) . . yes C(5) C(13) 1.555(5) . . yes C(5) H(7) 0.95 . . no C(6) C(7) 1.524(5) . . yes C(6) H(8) 0.95 . . no C(6) H(9) 0.95 . . no C(7) C(8) 1.519(5) . . yes C(7) H(10) 0.95 . . no C(7) H(11) 0.95 . . no C(8) H(12) 0.95 . . no C(8) H(13) 0.95 . . no C(9) H(14) 0.95 . . no C(9) H(15) 0.95 . . no C(9) H(16) 0.95 . . no C(10) C(11) 1.433(7) . . yes C(10) H(17) 0.95 . . no C(10) H(18) 0.95 . . no C(11) C(12) 1.313(8) . . yes C(11) H(19) 0.95 . . no C(12) H(20) 0.95 . . no C(12) H(21) 0.95 . . no C(13) C(14) 1.513(5) . . yes C(13) H(22) 0.95 . . no C(14) C(15) 1.385(5) . . yes C(14) C(19) 1.385(5) . . yes C(15) C(16) 1.387(6) . . yes C(15) H(23) 0.95 . . no C(16) C(17) 1.369(6) . . yes C(16) H(24) 0.95 . . no C(17) C(18) 1.369(6) . . yes C(17) H(25) 0.95 . . no C(18) C(19) 1.384(6) . . yes C(18) H(26) 0.95 . . no C(19) H(27) 0.95 . . no C(20) C(21) 1.506(6) . . yes C(20) H(28) 0.95 . . no C(20) H(29) 0.95 . . no C(21) H(30) 0.95 . . no C(21) H(31) 0.95 . . no C(22) C(23) 1.558(5) . . yes C(22) C(27) 1.531(5) . . yes C(23) C(24) 1.560(5) . . yes C(23) C(28) 1.541(5) . . yes C(23) C(29) 1.555(5) . . yes C(24) C(25) 1.531(5) . . yes C(24) C(32) 1.550(5) . . yes C(24) H(32) 0.95 . . no C(25) C(26) 1.528(5) . . yes C(25) H(33) 0.95 . . no C(25) H(34) 0.95 . . no C(26) C(27) 1.514(5) . . yes C(26) H(35) 0.95 . . no C(26) H(36) 0.95 . . no C(27) H(37) 0.95 . . no C(27) H(38) 0.95 . . no C(28) H(39) 0.95 . . no C(28) H(40) 0.95 . . no C(28) H(41) 0.95 . . no C(29) C(30) 1.472(6) . . yes C(29) H(42) 0.95 . . no C(29) H(43) 0.95 . . no C(30) C(31) 1.289(6) . . yes C(30) H(44) 0.95 . . no C(31) H(45) 0.95 . . no C(31) H(46) 0.95 . . no C(32) C(33) 1.515(5) . . yes C(32) H(47) 0.95 . . no C(33) C(34) 1.387(5) . . yes C(33) C(38) 1.387(5) . . yes C(34) C(35) 1.380(5) . . yes C(34) H(48) 0.95 . . no C(35) C(36) 1.379(6) . . yes C(35) H(49) 0.95 . . no C(36) C(37) 1.379(6) . . yes C(36) H(50) 0.95 . . no C(37) C(38) 1.386(6) . . yes C(37) H(51) 0.95 . . no C(38) H(52) 0.95 . . no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(1) S(1) C(3) 92.2(2) . . . yes C(20) S(2) C(22) 92.31(19) . . . yes C(2) O(1) C(3) 111.5(3) . . . yes C(13) O(2) H(1) 109.2 . . . no C(21) O(3) C(22) 111.5(3) . . . yes C(32) O(4) H(2) 109.5 . . . no S(1) C(1) C(2) 104.4(3) . . . yes S(1) C(1) H(3) 110.8 . . . no S(1) C(1) H(4) 110.7 . . . no C(2) C(1) H(3) 110.7 . . . no C(2) C(1) H(4) 110.7 . . . no H(3) C(1) H(4) 109.5 . . . no O(1) C(2) C(1) 106.9(4) . . . yes O(1) C(2) H(5) 110.2 . . . no O(1) C(2) H(6) 110.1 . . . no C(1) C(2) H(5) 110.1 . . . no C(1) C(2) H(6) 110.1 . . . no H(5) C(2) H(6) 109.5 . . . no S(1) C(3) O(1) 105.0(2) . . . yes S(1) C(3) C(4) 114.1(3) . . . yes S(1) C(3) C(8) 109.2(3) . . . yes O(1) C(3) C(4) 106.0(3) . . . yes O(1) C(3) C(8) 110.0(3) . . . yes C(4) C(3) C(8) 112.2(3) . . . yes C(3) C(4) C(5) 107.3(3) . . . yes C(3) C(4) C(9) 109.4(3) . . . yes C(3) C(4) C(10) 111.0(3) . . . yes C(5) C(4) C(9) 109.2(3) . . . yes C(5) C(4) C(10) 108.8(3) . . . yes C(9) C(4) C(10) 111.0(4) . . . yes C(4) C(5) C(6) 113.1(3) . . . yes C(4) C(5) C(13) 113.9(3) . . . yes C(4) C(5) H(7) 105.7 . . . no C(6) C(5) C(13) 111.8(3) . . . yes C(6) C(5) H(7) 105.8 . . . no C(13) C(5) H(7) 105.7 . . . no C(5) C(6) C(7) 112.3(3) . . . yes C(5) C(6) H(8) 108.7 . . . no C(5) C(6) H(9) 108.8 . . . no C(7) C(6) H(8) 108.8 . . . no C(7) C(6) H(9) 108.8 . . . no H(8) C(6) H(9) 109.5 . . . no C(6) C(7) C(8) 111.9(3) . . . yes C(6) C(7) H(10) 108.9 . . . no C(6) C(7) H(11) 108.8 . . . no C(8) C(7) H(10) 108.9 . . . no C(8) C(7) H(11) 108.9 . . . no H(10) C(7) H(11) 109.5 . . . no C(3) C(8) C(7) 111.8(3) . . . yes C(3) C(8) H(12) 108.9 . . . no C(3) C(8) H(13) 108.8 . . . no C(7) C(8) H(12) 108.9 . . . no C(7) C(8) H(13) 108.9 . . . no H(12) C(8) H(13) 109.5 . . . no C(4) C(9) H(14) 109.4 . . . no C(4) C(9) H(15) 109.5 . . . no C(4) C(9) H(16) 109.5 . . . no H(14) C(9) H(15) 109.4 . . . no H(14) C(9) H(16) 109.5 . . . no H(15) C(9) H(16) 109.5 . . . no C(4) C(10) C(11) 119.2(4) . . . yes C(4) C(10) H(17) 106.9 . . . no C(4) C(10) H(18) 107.0 . . . no C(11) C(10) H(17) 107.0 . . . no C(11) C(10) H(18) 107.0 . . . no H(17) C(10) H(18) 109.5 . . . no C(10) C(11) C(12) 126.1(6) . . . yes C(10) C(11) H(19) 117.0 . . . no C(12) C(11) H(19) 116.9 . . . no C(11) C(12) H(20) 120.1 . . . no C(11) C(12) H(21) 120.0 . . . no H(20) C(12) H(21) 119.9 . . . no O(2) C(13) C(5) 110.0(3) . . . yes O(2) C(13) C(14) 112.3(3) . . . yes O(2) C(13) H(22) 107.2 . . . no C(5) C(13) C(14) 112.7(3) . . . yes C(5) C(13) H(22) 107.1 . . . no C(14) C(13) H(22) 107.1 . . . no C(13) C(14) C(15) 122.6(3) . . . yes C(13) C(14) C(19) 119.5(4) . . . yes C(15) C(14) C(19) 117.9(4) . . . yes C(14) C(15) C(16) 120.6(4) . . . yes C(14) C(15) H(23) 119.7 . . . no C(16) C(15) H(23) 119.7 . . . no C(15) C(16) C(17) 120.5(5) . . . yes C(15) C(16) H(24) 119.8 . . . no C(17) C(16) H(24) 119.8 . . . no C(16) C(17) C(18) 119.9(4) . . . yes C(16) C(17) H(25) 120.1 . . . no C(18) C(17) H(25) 120.0 . . . no C(17) C(18) C(19) 119.8(4) . . . yes C(17) C(18) H(26) 120.1 . . . no C(19) C(18) H(26) 120.1 . . . no C(14) C(19) C(18) 121.3(4) . . . yes C(14) C(19) H(27) 119.3 . . . no C(18) C(19) H(27) 119.3 . . . no S(2) C(20) C(21) 104.3(3) . . . yes S(2) C(20) H(28) 110.8 . . . no S(2) C(20) H(29) 110.8 . . . no C(21) C(20) H(28) 110.7 . . . no C(21) C(20) H(29) 110.7 . . . no H(28) C(20) H(29) 109.5 . . . no O(3) C(21) C(20) 107.2(3) . . . yes O(3) C(21) H(30) 110.0 . . . no O(3) C(21) H(31) 110.0 . . . no C(20) C(21) H(30) 110.0 . . . no C(20) C(21) H(31) 110.1 . . . no H(30) C(21) H(31) 109.5 . . . no S(2) C(22) O(3) 105.1(2) . . . yes S(2) C(22) C(23) 112.8(2) . . . yes S(2) C(22) C(27) 109.0(3) . . . yes O(3) C(22) C(23) 107.5(3) . . . yes O(3) C(22) C(27) 109.6(3) . . . yes C(23) C(22) C(27) 112.5(3) . . . yes C(22) C(23) C(24) 106.2(3) . . . yes C(22) C(23) C(28) 108.9(3) . . . yes C(22) C(23) C(29) 108.7(3) . . . yes C(24) C(23) C(28) 109.3(3) . . . yes C(24) C(23) C(29) 113.7(3) . . . yes C(28) C(23) C(29) 109.9(3) . . . yes C(23) C(24) C(25) 112.6(3) . . . yes C(23) C(24) C(32) 116.1(3) . . . yes C(23) C(24) H(32) 105.6 . . . no C(25) C(24) C(32) 110.4(3) . . . yes C(25) C(24) H(32) 105.7 . . . no C(32) C(24) H(32) 105.6 . . . no C(24) C(25) C(26) 112.2(3) . . . yes C(24) C(25) H(33) 108.8 . . . no C(24) C(25) H(34) 108.8 . . . no C(26) C(25) H(33) 108.8 . . . no C(26) C(25) H(34) 108.8 . . . no H(33) C(25) H(34) 109.5 . . . no C(25) C(26) C(27) 110.6(3) . . . yes C(25) C(26) H(35) 109.2 . . . no C(25) C(26) H(36) 109.2 . . . no C(27) C(26) H(35) 109.2 . . . no C(27) C(26) H(36) 109.2 . . . no H(35) C(26) H(36) 109.4 . . . no C(22) C(27) C(26) 111.0(3) . . . yes C(22) C(27) H(37) 109.0 . . . no C(22) C(27) H(38) 109.1 . . . no C(26) C(27) H(37) 109.1 . . . no C(26) C(27) H(38) 109.1 . . . no H(37) C(27) H(38) 109.5 . . . no C(23) C(28) H(39) 109.5 . . . no C(23) C(28) H(40) 109.5 . . . no C(23) C(28) H(41) 109.5 . . . no H(39) C(28) H(40) 109.4 . . . no H(39) C(28) H(41) 109.4 . . . no H(40) C(28) H(41) 109.4 . . . no C(23) C(29) C(30) 118.3(4) . . . yes C(23) C(29) H(42) 107.2 . . . no C(23) C(29) H(43) 107.3 . . . no C(30) C(29) H(42) 107.2 . . . no C(30) C(29) H(43) 107.2 . . . no H(42) C(29) H(43) 109.5 . . . no C(29) C(30) C(31) 127.1(5) . . . yes C(29) C(30) H(44) 116.4 . . . no C(31) C(30) H(44) 116.4 . . . no C(30) C(31) H(45) 120.1 . . . no C(30) C(31) H(46) 120.0 . . . no H(45) C(31) H(46) 119.9 . . . no O(4) C(32) C(24) 110.0(3) . . . yes O(4) C(32) C(33) 112.4(3) . . . yes O(4) C(32) H(47) 107.7 . . . no C(24) C(32) C(33) 111.3(3) . . . yes C(24) C(32) H(47) 107.6 . . . no C(33) C(32) H(47) 107.6 . . . no C(32) C(33) C(34) 118.9(3) . . . yes C(32) C(33) C(38) 122.6(4) . . . yes C(34) C(33) C(38) 118.5(4) . . . yes C(33) C(34) C(35) 120.9(4) . . . yes C(33) C(34) H(48) 119.6 . . . no C(35) C(34) H(48) 119.6 . . . no C(34) C(35) C(36) 120.3(4) . . . yes C(34) C(35) H(49) 119.9 . . . no C(36) C(35) H(49) 119.9 . . . no C(35) C(36) C(37) 119.5(4) . . . yes C(35) C(36) H(50) 120.3 . . . no C(37) C(36) H(50) 120.2 . . . no C(36) C(37) C(38) 120.2(4) . . . yes C(36) C(37) H(51) 119.9 . . . no C(38) C(37) H(51) 119.9 . . . no C(33) C(38) C(37) 120.6(4) . . . yes C(33) C(38) H(52) 119.7 . . . no C(37) C(38) H(52) 119.7 . . . no #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O(1) C(21) 3.586(5) . . no O(2) O(4) 2.802(3) . 2 no O(2) O(4) 2.815(3) . 1_455 no O(3) C(7) 3.482(5) . . no #------------------------------------------------------------------------------ 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag S(1) C(1) C(2) O(1) . . . . -41.2(4) no S(1) C(3) O(1) C(2) . . . . -31.3(4) no S(1) C(3) C(4) C(5) . . . . -178.1(2) no S(1) C(3) C(4) C(9) . . . . -59.7(4) no S(1) C(3) C(4) C(10) . . . . 63.1(4) no S(1) C(3) C(8) C(7) . . . . 174.6(3) no S(2) C(20) C(21) O(3) . . . . 40.5(4) no S(2) C(22) O(3) C(21) . . . . 31.6(4) no S(2) C(22) C(23) C(24) . . . . 178.4(2) no S(2) C(22) C(23) C(28) . . . . 60.8(3) no S(2) C(22) C(23) C(29) . . . . -58.9(4) no S(2) C(22) C(27) C(26) . . . . -174.5(3) no O(1) C(3) S(1) C(1) . . . . 4.9(3) no O(1) C(3) C(4) C(5) . . . . -63.1(4) no O(1) C(3) C(4) C(9) . . . . 55.3(4) no O(1) C(3) C(4) C(10) . . . . 178.1(3) no O(1) C(3) C(8) C(7) . . . . 59.8(4) no O(2) C(13) C(5) C(4) . . . . 92.5(4) no O(2) C(13) C(5) C(6) . . . . -37.3(4) no O(2) C(13) C(14) C(15) . . . . 40.5(5) no O(2) C(13) C(14) C(19) . . . . -139.6(4) no O(3) C(22) S(2) C(20) . . . . -5.5(3) no O(3) C(22) C(23) C(24) . . . . 63.0(3) no O(3) C(22) C(23) C(28) . . . . -54.7(4) no O(3) C(22) C(23) C(29) . . . . -174.3(3) no O(3) C(22) C(27) C(26) . . . . -59.9(4) no O(4) C(32) C(24) C(23) . . . . -84.6(4) no O(4) C(32) C(24) C(25) . . . . 45.0(4) no O(4) C(32) C(33) C(34) . . . . 152.5(3) no O(4) C(32) C(33) C(38) . . . . -28.2(5) no C(1) S(1) C(3) C(4) . . . . 120.5(3) no C(1) S(1) C(3) C(8) . . . . -113.1(3) no C(1) C(2) O(1) C(3) . . . . 48.8(5) no C(2) O(1) C(3) C(4) . . . . -152.4(3) no C(2) O(1) C(3) C(8) . . . . 86.1(4) no C(2) C(1) S(1) C(3) . . . . 20.0(4) no C(3) C(4) C(5) C(6) . . . . -54.9(4) no C(3) C(4) C(5) C(13) . . . . 176.0(3) no C(3) C(4) C(10) C(11) . . . . -61.3(6) no C(3) C(8) C(7) C(6) . . . . 53.7(4) no C(4) C(3) C(8) C(7) . . . . -57.9(4) no C(4) C(5) C(6) C(7) . . . . 53.7(4) no C(4) C(5) C(13) C(14) . . . . -141.3(3) no C(4) C(10) C(11) C(12) . . . . 126.5(7) no C(5) C(4) C(3) C(8) . . . . 57.0(4) no C(5) C(4) C(10) C(11) . . . . -179.1(5) no C(5) C(6) C(7) C(8) . . . . -51.4(4) no C(5) C(13) C(14) C(15) . . . . -84.5(5) no C(5) C(13) C(14) C(19) . . . . 95.4(4) no C(6) C(5) C(4) C(9) . . . . -173.5(3) no C(6) C(5) C(4) C(10) . . . . 65.3(4) no C(6) C(5) C(13) C(14) . . . . 88.9(4) no C(7) C(6) C(5) C(13) . . . . -176.2(3) no C(8) C(3) C(4) C(9) . . . . 175.4(3) no C(8) C(3) C(4) C(10) . . . . -61.8(4) no C(9) C(4) C(5) C(13) . . . . 57.5(4) no C(9) C(4) C(10) C(11) . . . . 60.6(6) no C(10) C(4) C(5) C(13) . . . . -63.8(4) no C(13) C(14) C(15) C(16) . . . . 177.5(4) no C(13) C(14) C(19) C(18) . . . . -178.0(4) no C(14) C(15) C(16) C(17) . . . . 1.5(7) no C(14) C(19) C(18) C(17) . . . . -0.3(8) no C(15) C(14) C(19) C(18) . . . . 1.8(7) no C(15) C(16) C(17) C(18) . . . . 0.0(8) no C(16) C(15) C(14) C(19) . . . . -2.4(6) no C(16) C(17) C(18) C(19) . . . . -0.6(8) no C(20) S(2) C(22) C(23) . . . . -122.3(3) no C(20) S(2) C(22) C(27) . . . . 111.9(3) no C(20) C(21) O(3) C(22) . . . . -48.7(4) no C(21) O(3) C(22) C(23) . . . . 152.0(3) no C(21) O(3) C(22) C(27) . . . . -85.4(4) no C(21) C(20) S(2) C(22) . . . . -19.2(3) no C(22) C(23) C(24) C(25) . . . . 55.8(4) no C(22) C(23) C(24) C(32) . . . . -175.7(3) no C(22) C(23) C(29) C(30) . . . . 152.6(4) no C(22) C(27) C(26) C(25) . . . . -55.4(4) no C(23) C(22) C(27) C(26) . . . . 59.6(4) no C(23) C(24) C(25) C(26) . . . . -56.1(4) no C(23) C(24) C(32) C(33) . . . . 150.1(3) no C(23) C(29) C(30) C(31) . . . . -114.1(7) no C(24) C(23) C(22) C(27) . . . . -57.7(4) no C(24) C(23) C(29) C(30) . . . . -89.4(5) no C(24) C(25) C(26) C(27) . . . . 54.1(5) no C(24) C(32) C(33) C(34) . . . . -83.5(4) no C(24) C(32) C(33) C(38) . . . . 95.8(4) no C(25) C(24) C(23) C(28) . . . . 173.1(3) no C(25) C(24) C(23) C(29) . . . . -63.7(4) no C(25) C(24) C(32) C(33) . . . . -80.3(4) no C(26) C(25) C(24) C(32) . . . . 172.4(3) no C(27) C(22) C(23) C(28) . . . . -175.4(3) no C(27) C(22) C(23) C(29) . . . . 65.0(4) no C(28) C(23) C(24) C(32) . . . . -58.3(4) no C(28) C(23) C(29) C(30) . . . . 33.5(5) no C(29) C(23) C(24) C(32) . . . . 64.9(4) no C(32) C(33) C(34) C(35) . . . . 178.3(4) no C(32) C(33) C(38) C(37) . . . . -177.5(4) no C(33) C(34) C(35) C(36) . . . . -0.2(7) no C(33) C(38) C(37) C(36) . . . . -1.2(7) no C(34) C(33) C(38) C(37) . . . . 1.8(6) no C(34) C(35) C(36) C(37) . . . . 0.8(7) no C(35) C(34) C(33) C(38) . . . . -1.1(6) no C(35) C(36) C(37) C(38) . . . . -0.1(7) no #------------------------------------------------------------------------------