#------------------------------------------------------------------------------ #$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/52/2005220.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2005220 loop_ _publ_author_name 'Cox, P. J.' 'Buchanan, H. J.' 'Wardell, J. L.' _publ_contact_author ; Philip J. Cox School of Pharmacy The Robert Gordon University Schoolhill Aberdeen, AB9 1FR Scotland ; _publ_section_title ; Redetermination of Cholesteryl p-Toluenesulfonate at 150K ; _journal_issue 8 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 2111 _journal_page_last 2113 _journal_volume 52 _journal_year 1996 _chemical_formula_moiety 'C34 H52 O3 S' _chemical_formula_structural 'C27 H45 O S O2 C6 H4 C H3' _chemical_formula_sum 'C34 H52 O3 S' _chemical_formula_weight 540.82 _chemical_name_systematic ; Cholesteryl p-Toluenesulfonate ; _space_group_IT_number 4 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _audit_creation_method SHELXL _cell_angle_alpha 90 _cell_angle_beta 95.06(3) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 12.893(4) _cell_length_b 6.215(2) _cell_length_c 18.800(8) _cell_measurement_reflns_used 250 _cell_measurement_temperature 150 _cell_measurement_theta_max 25.09 _cell_measurement_theta_min 1.84 _cell_volume 1500.6(9) _computing_cell_refinement 'ABSMAD (KARAULOV, 1992)' _computing_data_collection 'MADNES (Pflugrath & Messerschmidt, 1989)' _computing_molecular_graphics 'ZORTEP (Zsolnai, 1995)' _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device ; Delft Instruments FAST diffractometer with Oxford Cryosystems low temperature device (Cosier & Glazer, 1986) ; _diffrn_measurement_method 'area detector' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0755 _diffrn_reflns_av_sigmaI/netI 0.2185 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 6774 _diffrn_reflns_theta_max 25.09 _diffrn_reflns_theta_min 1.84 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.140 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.197 _exptl_crystal_density_meas 'not measured' _exptl_crystal_description lozenge _exptl_crystal_F_000 592 _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _refine_diff_density_max 0.26 _refine_diff_density_min -0.22 _refine_ls_abs_structure_details 'Flack (1983)' _refine_ls_abs_structure_Flack -0.08(13) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 0.659 _refine_ls_goodness_of_fit_obs 0.888 _refine_ls_matrix_type full _refine_ls_number_parameters 345 _refine_ls_number_reflns 4411 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 0.659 _refine_ls_restrained_S_obs 0.888 _refine_ls_R_factor_all 0.0981 _refine_ls_R_factor_obs 0.0494 _refine_ls_shift/esd_max 0.042 _refine_ls_shift/esd_mean 0.006 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w = 1/[\s^2^(Fo^2^)+(0.0235P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_all 0.1066 _refine_ls_wR_factor_obs 0.0960 _reflns_number_observed 2136 _reflns_number_total 4411 _reflns_observed_criterion >2sigma(I) _[local]_cod_data_source_file bm1066.cif _[local]_cod_data_source_block sost _[local]_cod_cif_authors_sg_H-M P21 _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2005220 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' loop_ _atom_site_label _atom_site_occupancy _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_type_symbol S 1 .2807(1) -0.2479(2) .48083(7) .0320(4) Uani d . S O1 1 .1787(3) -0.3303(5) .5114(2) .033(1) Uani d . O O2 1 .2836(3) -.0205(5) .4817(2) .040(1) Uani d . O O3 1 .2826(3) -0.3578(6) .4151(2) .041(1) Uani d . O C1 1 .0260(5) .0108(8) .6307(3) .034(2) Uani d . C H1A 1 -.0309(5) .1096(8) .6183(3) .039(3) Uiso calc R H H1B 1 .0811(5) .0911(8) .6573(3) .039(3) Uiso calc R H C2 1 .0670(4) -.0727(8) .5616(3) .034(2) Uani d . C H2A 1 .0106(4) -0.1392(8) .5318(3) .039(3) Uiso calc R H H2B 1 .0934(4) .0467(8) .5353(3) .039(3) Uiso calc R H C3 1 .1515(4) -0.2326(8) .5784(2) .024(1) Uani d . C H3 1 .2127(4) -0.1609(8) .6024(2) .039(3) Uiso calc R H C4 1 .1182(4) -0.4149(8) .6241(3) .034(2) Uani d . C H4A 1 .1779(4) -0.5051(8) .6380(3) .039(3) Uiso calc R H H4B 1 .0671(4) -0.5023(8) .5964(3) .039(3) Uiso calc R H C5 1 .0712(4) -0.3338(7) .6914(3) .026(1) Uani d . C C6 1 .1009(4) -0.4182(8) .7539(3) .029(2) Uani d . C H6 1 .1533(4) -0.5213(8) .7559(3) .039(3) Uiso calc R H C7 1 .0569(4) -0.3606(8) .8215(3) .033(1) Uani d . C H7A 1 .1064(4) -0.2719(8) .8501(3) .039(3) Uiso calc R H H7B 1 .0455(4) -0.4907(8) .8482(3) .039(3) Uiso calc R H C8 1 -.0437(4) -0.2417(9) .8083(2) .027(1) Uani d . C H8 1 -.0969(4) -0.3448(9) .7896(2) .039(3) Uiso calc R H C9 1 -.0344(4) -.0680(8) .7512(3) .027(1) Uani d . C H9 1 .0287(4) .0129(8) .7670(3) .039(3) Uiso calc R H C10 1 -.0127(4) -0.1686(7) .6799(2) .021(1) Uani d . C C11 1 -0.1226(4) .0987(8) .7459(3) .033(2) Uani d . C H11A 1 -0.1001(4) .2227(8) .7200(3) .039(3) Uiso calc R H H11B 1 -0.1823(4) .0371(8) .7182(3) .039(3) Uiso calc R H C12 1 -0.1568(4) .1746(8) .8166(2) .031(2) Uani d . C H12A 1 -0.2185(4) .2633(8) .8078(2) .039(3) Uiso calc R H H12B 1 -0.1023(4) .2630(8) .8404(2) .039(3) Uiso calc R H C13 1 -0.1807(4) -.0124(7) .8657(3) .024(1) Uani d . C C14 1 -.0799(4) -0.1435(8) .8770(2) .023(1) Uani d . C H14 1 -.0254(4) -.0418(8) .8945(2) .039(3) Uiso calc R H C15 1 -.0960(4) -0.2908(8) .9385(2) .030(1) Uani d . C H15A 1 -.0300(4) -0.3286(8) .9643(2) .039(3) Uiso calc R H H15B 1 -0.1315(4) -0.4215(8) .9220(2) .039(3) Uiso calc R H C16 1 -0.1623(4) -0.1611(8) .9850(3) .031(1) Uani d . C H16A 1 -0.1222(4) -0.1215(8) 1.0291(3) .039(3) Uiso calc R H H16B 1 -0.2219(4) -0.2451(8) .9966(3) .039(3) Uiso calc R H C17 1 -0.1991(4) .0437(8) .9428(3) .030(2) Uani d . C H17 1 -0.1497(4) .1582(8) .9578(3) .039(3) Uiso calc R H C18 1 -0.2706(4) -0.1460(8) .8306(2) .032(1) Uani d . C H18A 1 -0.2574(4) -0.1788(8) .7823(2) .078(5) Uiso calc R H H18B 1 -0.3343(4) -.0657(8) .8306(2) .078(5) Uiso calc R H H18C 1 -0.2767(4) -0.2773(8) .8568(2) .078(5) Uiso calc R H C19 1 -0.1113(4) -0.2717(8) .6424(3) .036(1) Uani d . C H19A 1 -0.1650(4) -0.1649(8) .6352(3) .078(5) Uiso calc R H H19B 1 -0.1346(4) -0.3857(8) .6715(3) .078(5) Uiso calc R H H19C 1 -.0959(4) -0.3288(8) .5971(3) .078(5) Uiso calc R H C20 1 -0.3055(4) .1200(8) .9608(3) .028(1) Uani d . C H20 1 -0.3534(4) -.0011(8) .9509(3) .039(3) Uiso calc R H C21 1 -0.3493(4) .3068(8) .9155(3) .042(2) Uani d . C H21A 1 -0.4165(4) .3454(8) .9299(3) .078(5) Uiso calc R H H21B 1 -0.3559(4) .2653(8) .8661(3) .078(5) Uiso calc R H H21C 1 -0.3032(4) .4278(8) .9219(3) .078(5) Uiso calc R H C22 1 -0.3077(4) .1727(8) 1.0396(2) .031(2) Uani d . C H22A 1 -0.2826(4) .0479(8) 1.0669(2) .039(3) Uiso calc R H H22B 1 -0.2588(4) .2888(8) 1.0510(2) .039(3) Uiso calc R H C23 1 -0.4111(4) .237(1) 1.0643(3) .045(2) Uani d . C H23A 1 -0.4630(4) .134(1) 1.0456(3) .039(3) Uiso calc R H H23B 1 -0.4304(4) .376(1) 1.0439(3) .039(3) Uiso calc R H C24 1 -0.4148(4) .250(1) 1.1439(3) .043(2) Uani d . C H24A 1 -0.4857(4) .284(1) 1.1536(3) .039(3) Uiso calc R H H24B 1 -0.3986(4) .109(1) 1.1639(3) .039(3) Uiso calc R H C25 1 -0.3439(4) .4101(9) 1.1826(3) .039(2) Uani d . C H25 1 -0.2724(4) .3672(9) 1.1754(3) .039(3) Uiso calc R H C26 1 -0.3592(6) .6339(9) 1.1530(3) .072(2) Uani d . C H26A 1 -0.3518(6) .6323(9) 1.1026(3) .078(5) Uiso calc R H H26B 1 -0.3080(6) .7283(9) 1.1763(3) .078(5) Uiso calc R H H26C 1 -0.4276(6) .6839(9) 1.1611(3) .078(5) Uiso calc R H C27 1 -0.3542(5) .404(1) 1.2611(3) .070(2) Uani d . C H27A 1 -0.3078(5) .507(1) 1.2847(3) .078(5) Uiso calc R H H27B 1 -0.3367(5) .263(1) 1.2791(3) .078(5) Uiso calc R H H27C 1 -0.4245(5) .438(1) 1.2700(3) .078(5) Uiso calc R H C28 1 .5318(5) -0.4887(9) .6425(3) .035(2) Uani d . C C29 1 .4497(4) -0.6243(9) .6192(3) .034(1) Uani d . C H29 1 .4458(4) -0.7629(9) .6375(3) .039(3) Uiso calc R H C30 1 .3739(4) -0.5494(8) .5685(3) .033(2) Uani d . C H30 1 .3201(4) -0.6408(8) .5518(3) .039(3) Uiso calc R H C31 1 .3763(4) -0.3442(8) .5423(2) .023(1) Uani d . C C32 1 .4588(4) -0.2158(8) .5648(3) .039(2) Uani d . C H32 1 .4622(4) -.0772(8) .5465(3) .039(3) Uiso calc R H C33 1 .5377(5) -0.2873(9) .6142(3) .037(2) Uani d . C H33 1 .5940(5) -0.1986(9) .6279(3) .039(3) Uiso calc R H C34 1 .6107(5) -0.5653(9) .7001(3) .052(2) Uani d . C H34A 1 .5941(5) -0.7096(9) .7134(3) .078(5) Uiso calc R H H34B 1 .6098(5) -0.4728(9) .7409(3) .078(5) Uiso calc R H H34C 1 .6786(5) -0.5627(9) .6830(3) .078(5) Uiso calc R H 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 0.0342(10) 0.0351(10) 0.0276(9) -0.0041(8) 0.0083(7) -0.0012(8) O1 0.032(2) 0.041(2) 0.025(2) -0.006(2) 0.005(2) -0.007(2) O2 0.046(3) 0.026(2) 0.050(3) -0.004(2) 0.009(2) 0.009(2) O3 0.050(3) 0.052(2) 0.021(2) -0.012(2) 0.009(2) -0.016(2) C1 0.042(4) 0.036(3) 0.023(3) 0.008(3) 0.005(3) 0.006(3) C2 0.045(4) 0.033(4) 0.024(3) 0.001(3) 0.003(3) 0.008(3) C3 0.026(3) 0.031(3) 0.017(3) 0.006(3) 0.006(2) -0.001(3) C4 0.028(4) 0.038(4) 0.035(4) 0.008(3) 0.000(3) -0.004(3) C5 0.033(4) 0.022(3) 0.024(3) -0.001(3) 0.007(3) 0.007(2) C6 0.031(4) 0.033(4) 0.025(3) 0.006(3) 0.005(3) 0.003(2) C7 0.022(4) 0.037(3) 0.039(4) 0.005(3) 0.003(3) 0.004(3) C8 0.021(3) 0.029(3) 0.029(3) -0.003(3) 0.000(2) 0.003(3) C9 0.025(4) 0.030(4) 0.028(3) -0.003(3) 0.004(3) 0.000(2) C10 0.022(3) 0.019(3) 0.021(3) 0.002(2) -0.002(3) -0.001(2) C11 0.028(4) 0.037(4) 0.033(4) 0.004(3) 0.005(3) 0.010(3) C12 0.031(4) 0.032(4) 0.031(3) 0.005(3) 0.009(3) -0.001(2) C13 0.029(4) 0.019(3) 0.025(3) -0.001(3) 0.005(3) -0.003(2) C14 0.022(3) 0.026(3) 0.020(3) -0.002(3) -0.001(3) 0.000(3) C15 0.030(4) 0.033(4) 0.027(3) 0.001(3) 0.001(3) 0.000(3) C16 0.035(4) 0.035(3) 0.022(3) -0.011(3) 0.005(3) 0.002(2) C17 0.027(4) 0.034(4) 0.027(4) -0.003(3) -0.001(3) -0.002(2) C18 0.024(3) 0.041(3) 0.029(3) -0.001(3) 0.003(3) 0.004(3) C19 0.034(4) 0.043(3) 0.033(3) -0.001(3) 0.007(3) -0.005(3) C20 0.021(4) 0.032(3) 0.032(4) -0.005(3) 0.005(3) -0.002(3) C21 0.036(4) 0.049(5) 0.042(4) 0.003(3) 0.006(3) -0.005(3) C22 0.031(4) 0.032(3) 0.032(4) 0.000(3) 0.006(3) -0.006(2) C23 0.033(4) 0.053(4) 0.050(4) -0.012(3) 0.016(3) -0.020(3) C24 0.046(4) 0.042(3) 0.046(4) 0.007(4) 0.026(3) -0.008(3) C25 0.032(4) 0.050(4) 0.036(4) 0.016(3) 0.006(3) 0.003(3) C26 0.091(6) 0.047(4) 0.080(6) -0.010(4) 0.016(5) -0.003(4) C27 0.071(5) 0.106(6) 0.034(4) 0.032(5) 0.011(4) -0.007(4) C28 0.036(4) 0.045(4) 0.023(4) 0.004(3) 0.002(3) -0.008(3) C29 0.041(4) 0.037(3) 0.025(3) 0.010(3) 0.007(3) -0.002(3) C30 0.027(4) 0.045(4) 0.029(4) -0.001(3) 0.009(3) -0.010(3) C31 0.031(4) 0.017(3) 0.023(3) -0.010(3) 0.005(3) 0.000(2) C32 0.043(4) 0.034(4) 0.042(4) -0.001(3) 0.017(3) 0.004(3) C33 0.033(4) 0.037(4) 0.042(4) -0.010(3) 0.001(3) -0.006(3) C34 0.044(5) 0.069(5) 0.044(4) -0.004(4) -0.001(4) -0.007(3) 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag O3 S O2 119.4(2) yes O3 S O1 104.1(2) yes O2 S O1 110.2(2) yes O3 S C31 110.6(2) yes O2 S C31 108.8(3) yes O1 S C31 102.4(2) yes C3 O1 S 116.8(3) no C2 C1 C10 114.4(4) no C3 C2 C1 110.2(4) no O1 C3 C2 108.6(4) no O1 C3 C4 106.3(4) no C2 C3 C4 112.5(4) no C3 C4 C5 112.1(4) no C6 C5 C10 123.7(5) no C6 C5 C4 120.1(5) no C10 C5 C4 116.1(4) no C5 C6 C7 124.6(5) no C6 C7 C8 111.7(4) no C7 C8 C14 112.3(4) no C7 C8 C9 110.1(4) no C14 C8 C9 110.9(4) no C10 C9 C11 114.3(4) no C10 C9 C8 110.9(4) no C11 C9 C8 114.6(4) no C5 C10 C9 109.9(4) no C5 C10 C19 109.8(4) no C9 C10 C19 111.4(4) no C5 C10 C1 108.2(4) no C9 C10 C1 108.7(4) no C19 C10 C1 108.7(4) no C12 C11 C9 115.2(4) no C11 C12 C13 112.5(4) no C18 C13 C17 111.0(4) no C18 C13 C12 109.7(4) no C17 C13 C12 117.0(4) no C18 C13 C14 111.9(4) no C17 C13 C14 101.0(4) no C12 C13 C14 105.8(4) no C15 C14 C13 104.9(4) no C15 C14 C8 118.5(4) no C13 C14 C8 114.3(4) no C14 C15 C16 104.1(4) no C15 C16 C17 107.8(4) no C20 C17 C13 120.0(4) no C20 C17 C16 112.6(4) no C13 C17 C16 103.3(4) no C17 C20 C21 114.4(4) yes C17 C20 C22 112.2(4) yes C21 C20 C22 110.1(4) yes C23 C22 C20 116.8(5) yes C22 C23 C24 115.4(5) yes C25 C24 C23 116.6(5) yes C27 C25 C24 111.0(5) yes C27 C25 C26 111.6(5) yes C24 C25 C26 112.4(5) yes C33 C28 C29 119.9(5) no C33 C28 C34 121.1(6) no C29 C28 C34 118.9(5) no C30 C29 C28 118.9(5) no C31 C30 C29 121.6(5) no C32 C31 C30 118.4(5) no C32 C31 S 119.7(4) no C30 C31 S 121.9(4) no C31 C32 C33 121.6(5) no C28 C33 C32 119.5(5) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag S O1 1.415(3) yes S O2 1.414(3) yes S O3 1.567(4) yes S C31 1.722(5) yes O1 C3 1.469(5) yes C1 C2 1.535(6) no C1 C10 1.559(6) no C2 C3 1.489(6) no C3 C4 1.507(6) no C4 C5 1.535(7) no C5 C6 1.312(6) yes C5 C10 1.494(6) no C6 C7 1.480(6) no C7 C8 1.494(7) no C8 C14 1.538(6) no C8 C9 1.534(6) no C9 C10 1.527(6) no C9 C11 1.535(7) no C10 C19 1.539(6) no C11 C12 1.511(6) no C12 C13 1.534(6) no C13 C18 1.528(7) no C13 C17 1.530(7) no C13 C14 1.533(7) no C14 C15 1.503(6) no C15 C16 1.509(6) no C16 C17 1.551(6) no C17 C20 1.518(7) yes C20 C21 1.519(6) yes C20 C22 1.519(6) yes C22 C23 1.504(7) yes C23 C24 1.504(6) yes C24 C25 1.496(7) yes C25 C27 1.494(6) yes C25 C26 1.505(7) yes C28 C33 1.365(7) no C28 C29 1.394(7) no C28 C34 1.496(7) no C29 C30 1.384(6) no C30 C31 1.368(6) no C31 C32 1.367(6) no C32 C33 1.388(7) 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 _geom_torsion_publ_flag O3 S O1 C3 -176.2(3) no O2 S O1 C3 -47.1(4) no C31 S O1 C3 68.6(4) yes C10 C1 C2 C3 -55.9(6) no S O1 C3 C2 102.4(4) no S O1 C3 C4 -136.3(3) no C1 C2 C3 O1 172.3(4) no C1 C2 C3 C4 55.0(6) no O1 C3 C4 C5 -171.1(4) no C2 C3 C4 C5 -52.4(6) no C3 C4 C5 C6 -133.0(5) no C3 C4 C5 C10 50.9(6) no C10 C5 C6 C7 -0.7(8) no C4 C5 C6 C7 -176.6(5) no C5 C6 C7 C8 15.5(8) no C6 C7 C8 C14 -169.1(4) no C6 C7 C8 C9 -45.0(6) no C7 C8 C9 C10 62.7(6) no C14 C8 C9 C10 -172.4(4) no C7 C8 C9 C11 -166.0(4) no C14 C8 C9 C11 -41.1(6) no C6 C5 C10 C9 16.6(7) no C4 C5 C10 C9 -167.4(4) no C6 C5 C10 C19 -106.3(6) no C4 C5 C10 C19 69.7(5) no C6 C5 C10 C1 135.2(5) no C4 C5 C10 C1 -48.8(5) no C11 C9 C10 C5 -177.8(4) no C8 C9 C10 C5 -46.3(5) no C11 C9 C10 C19 -55.8(6) no C8 C9 C10 C19 75.6(5) no C11 C9 C10 C1 64.0(5) no C8 C9 C10 C1 -164.6(4) no C2 C1 C10 C5 51.6(6) no C2 C1 C10 C9 171.0(5) no C2 C1 C10 C19 -67.6(6) no C10 C9 C11 C12 170.8(4) no C8 C9 C11 C12 41.2(6) no C9 C11 C12 C13 -51.0(6) no C11 C12 C13 C18 -61.9(6) no C11 C12 C13 C17 170.5(5) no C11 C12 C13 C14 58.9(6) no C18 C13 C14 C15 -74.2(5) no C17 C13 C14 C15 44.0(5) no C12 C13 C14 C15 166.4(4) no C18 C13 C14 C8 57.2(6) no C17 C13 C14 C8 175.4(4) no C12 C13 C14 C8 -62.2(5) no C7 C8 C14 C15 -57.8(6) no C9 C8 C14 C15 178.6(4) no C7 C8 C14 C13 177.8(4) no C9 C8 C14 C13 54.1(6) no C13 C14 C15 C16 -33.3(5) no C8 C14 C15 C16 -162.2(4) no C14 C15 C16 C17 9.6(5) no C18 C13 C17 C20 -44.1(6) no C12 C13 C17 C20 82.9(6) no C14 C13 C17 C20 -162.9(4) no C18 C13 C17 C16 82.3(5) no C12 C13 C17 C16 -150.7(5) no C14 C13 C17 C16 -36.5(5) no C15 C16 C17 C20 148.3(4) no C15 C16 C17 C13 17.3(5) no C13 C17 C20 C21 -52.3(6) no C16 C17 C20 C21 -174.3(4) no C13 C17 C20 C22 -178.6(4) no C16 C17 C20 C22 59.4(6) no C17 C20 C22 C23 -176.3(5) no C21 C20 C22 C23 55.1(6) no C20 C22 C23 C24 169.7(5) no C22 C23 C24 C25 61.3(7) no C23 C24 C25 C27 -179.0(5) no C23 C24 C25 C26 55.1(7) no C33 C28 C29 C30 -1.3(8) no C34 C28 C29 C30 176.8(5) no C28 C29 C30 C31 -1.9(7) no C29 C30 C31 C32 3.3(7) no C29 C30 C31 S -178.4(4) no O3 S C31 C32 111.9(4) no O2 S C31 C32 -21.1(5) no O1 S C31 C32 -137.7(4) no O3 S C31 C30 -66.3(5) no O2 S C31 C30 160.7(4) no O1 S C31 C30 44.1(4) no C30 C31 C32 C33 -1.6(7) no S C31 C32 C33 -179.9(4) no C29 C28 C33 C32 3.0(8) no C34 C28 C33 C32 -175.1(5) no C31 C32 C33 C28 -1.6(8) no _journal_paper_doi 10.1107/S0108270196003150