Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 182 _audit_creation_date 00-08-12 _audit_creation_method CRYSTALS_ver_12-03-99 #C28 H16 O6 S4 Lactone of thiacalix[4]arene # Check this file using the IUCr facility at: # http://www/iucr.ac.uk/iucr-top/journals/acta/c/services/checkcif.html #**************************************************************************** # The contents of this file between this point and the next #***** line # are held in the file REFCIF.DAT # This is a character file which you may edit to reflect local conditions # # Items which need looking at are represented by a '?' # Items for which there are choices are prefixed with 'choose from' # # 1. SUBMISSION DETAILS _publ_contact_letter ; 'Pavel Lhotak' 'Department of organic chemistry' 'Prague Institute of Chemical Technology' 'Technicka 5' '166 28 Prague 6' 'Czech Republic' ; _publ_contact_author_phone ' 00420/(0)2/24354280 ' _publ_contact_author_fax ' 00420/(0)2/24354288 ' _publ_contact_author_email ' lhotakp@vscht.cz ' _publ_requested_journal 'Chem. Comm.' _publ_requested_category CO # choose from: FI FM FO CI CM CO AD# _publ_requested_coeditor_name ' ? ' #============================================================================= # 2. PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _journal_techeditor_notes ; ? ; _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #============================================================================= # 3. TITLE AND AUTHOR LIST _publ_section_title ; 'Unprecedented formation of lactone derivatives in thiacalix[4]arene series' ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address 'Dudic, Miroslav' ; Department of Organic Chemistry, Prague Institute of Chemical Technology, Technicka 5, 166 28 Prague 6, Czech Republic ; 'Lhotak, Pavel' ; Department of Organic Chemistry, Prague Institute of Chemical Technology, Technicka 5, 166 28 Prague 6, Czech Republic ; 'Stibor, Ivan' ; Department of Organic Chemistry, Prague Institute of Chemical Technology, Technicka 5, 166 28 Prague 6, Czech Republic ; 'Petrickova, Hana' ; Department of Solid State Chemistry, Prague Institute of Chemical Technology, Technicka 5, 166 28 Prague 6, Czech Republic ; 'Sykora, Jan' ; Department of Solid State Chemistry, Prague Institute of Chemical Technology, Technicka 5, 166 28 Prague 6, Czech Republic ; 'Hodacova, Jana' ; Institute of Organic Chemistry and Biochemistry, Academic of Sciences of the Czech Republic, Flemingovo nam. 2, 166 10 Prague 6, Czech Republic' ; #============================================================================== # 4. TEXT _publ_section_abstract #Text of the abstract ; ? ; _publ_section_comment #Text of the paper ; ? ; _publ_section_acknowledgements # Acknowledgments ; ? ; _publ_section_figure_captions #Captions to figures ; ? ; _publ_section_exptl_refinement # see also _refine_ls_hydrogen for refinement keywords. ; H atoms placed geometrically after each cycle ; _publ_section_exptl_prep ; ? ; ## -----------------REFERENCES ----------------------## _publ_section_references # Add your own references - in alphabetic order ; # SIR92 # Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 # Chebychev Weights # Carruthers, J.R. and Watkin, D.J. (1979), Acta Cryst, A35, 698-699 # CRYSTALS # Watkin, D.J., Prout, C.K. Carruthers, J.R. & Betteridge, P.W. (1996) CRYSTALS Issue 10. Chemical Crystallography Laboratory, OXFORD, UK. #CAMERON # Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. # RC93 # Watkin, D.J., Prout, C.K., Lilley, P.M.deQ. (1994), RC93, Chemical Crystallography Laboratory, Oxford, UK. ; #========================================================================== # Diffractometer details #========================================================================== #++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ CAD4 data_Mira1 _database_code_CSD 157253 _diffrn_measurement_device_type ' Enraf-nonius CAD4 ' _diffrn_radiation_monochromator graphite _computing_data_collection 'CAD-4 software (Enraf-Nonius, 1989)' _computing_data_reduction ; RC93 (Watkin, D.J., Prout, C.K., Lilley, P.M.deQ. 1994) ; _computing_cell_refinement 'CAD-4 software (Enraf-Nonius, 1989)' #========================================================================== # General computing #========================================================================== _computing_structure_refinement ; CRYSTALS Issue 10 (Watkin, Prout, Carruthers & Betteridge, 1996) ; _computing_publication_material ; CRYSTALS Issue 10 (Watkin, Prout, Carruthers & Betteridge, 1996) ; _computing_molecular_graphics ; CAMERON (Watkin, Prout & Pearce, 1996) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1992)' #========================================================================== _chemical_name_systematic ; ? ; _chemical_melting_point '?' # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom, difmap # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment noref #**************************************************************************** _cell_length_a 19.670(8) _cell_angle_alpha 90 _cell_length_b 9.503(2) _cell_angle_beta 103.223(17) _cell_length_c 28.757(3) _cell_angle_gamma 90 _cell_volume 5232.9 _symmetry_cell_setting 'Monoclinic ' _symmetry_space_group_name_H-M 'P 1 21/c 1 ' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' '-x,-y,-z' '-x,y+1/2,-z+1/2' 'x,-y+1/2,z+1/2' loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0170 0.0090 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International_Tables_Vol_IV_Table_2.2B' 'O ' 0.0470 0.0320 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International_Tables_Vol_IV_Table_2.2B' 'S ' 0.3190 0.5570 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 'International_Tables_Vol_IV_Table_2.2B' 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7997 0.0030 'International_Tables_Vol_IV_Table_2.2B' _chemical_formula_sum ' C28 H16 O6 S4 ' _chemical_formula_moiety ' C56 H32 O12 S8 ' _chemical_compound_source ; ? ; _chemical_formula_weight 576.671 _cell_measurement_reflns_used 10 _cell_measurement_theta_min 6 _cell_measurement_theta_max 39 _cell_measurement_temperature 293 _cell_formula_units_Z 8 _exptl_crystal_description ' block ' _exptl_crystal_colour ' colourless ' _exptl_crystal_size_min 0.20 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_max 0.50 _exptl_crystal_density_diffrn 1.46 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 2384.15 _exptl_absorpt_coefficient_mu 3.70 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '\y scan,(North et al, 1968)' _exptl_absorpt_correction_T_min 0.23 _exptl_absorpt_correction_T_max 0.48 # Sheldrick geometric definitions 0.33 0.48 _diffrn_standards_interval_time 3600 _diffrn_standards_interval_count 0 _diffrn_standards_number 4 _diffrn_standards_decay_% 4.20 _diffrn_ambient_temperature 293 _diffrn_reflns_number 17755 _reflns_number_total 8746 _diffrn_reflns_av_R_equivalents 0.06 # Number of reflections with Friedels Law is 8746 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 8904 _diffrn_measured_fraction_theta_max 0.982 _reflns_number_gt 3906 _diffrn_reflns_theta_min 0.00 _diffrn_reflns_theta_max 65.00 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 33 _reflns_limit_h_min -22 _reflns_limit_h_max 22 _reflns_limit_k_min 0 _reflns_limit_k_max 11 _reflns_limit_l_min 0 _reflns_limit_l_max 33 _refine_diff_density_min -0.60 _refine_diff_density_max 0.65 _reflns_threshold_expression >1.96\s(I) _refine_ls_number_reflns 3906 _refine_ls_number_parameters 685 _refine_ls_R_factor_gt 0.0821 _refine_ls_wR_factor_ref 0.0735 _refine_ls_goodness_of_fit_ref 1.0669 _refine_ls_shift/su_max 0.001379 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Chebychev polynomial with 5 parameters, Carruthers & Watkin , 1979, 3.19 1.44 2.44 0.948E-01-.248 ; _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54180 _diffrn_measurement_method \w/2\q # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 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_adp_type S1 1.12637(13) 0.4290(3) 0.74857(7) 0.0703 1.0000 Uani S2 0.89361(12) 0.5960(2) 0.61506(7) 0.0549 1.0000 Uani S3 0.85263(14) 0.1165(3) 0.50633(7) 0.0704 1.0000 Uani S4 1.12733(15) 0.0688(3) 0.59940(8) 0.0794 1.0000 Uani S5 1.58135(13) 0.4554(2) 0.74863(6) 0.0598 1.0000 Uani S6 1.36726(11) 0.5826(2) 0.59499(6) 0.0501 1.0000 Uani S7 1.36682(11) 0.0884(2) 0.49584(6) 0.0517 1.0000 Uani S8 1.63099(12) 0.0931(2) 0.61119(6) 0.0582 1.0000 Uani O1 1.0408(3) 0.6053(5) 0.66914(16) 0.0510 1.0000 Uani O2 0.9324(3) 0.3525(5) 0.55898(15) 0.0435 1.0000 Uani O3 1.0077(3) 0.1335(6) 0.51888(16) 0.0617 1.0000 Uani O4 1.0954(3) 0.3324(6) 0.64722(17) 0.0526 1.0000 Uani O5 0.9217(3) 0.4279(6) 0.48291(19) 0.0555 1.0000 Uani O6 1.1851(4) 0.4834(8) 0.6452(2) 0.0822 1.0000 Uani O7 1.5059(3) 0.6176(5) 0.66256(15) 0.0486 1.0000 Uani O8 1.4280(2) 0.3419(5) 0.55064(14) 0.0355 1.0000 Uani O9 1.5207(3) 0.1366(5) 0.52249(14) 0.0452 1.0000 Uani O10 1.5769(3) 0.3556(6) 0.65013(15) 0.0458 1.0000 Uani O11 1.4299(3) 0.4144(5) 0.47593(16) 0.0498 1.0000 Uani O12 1.6622(4) 0.5149(7) 0.65454(19) 0.0708 1.0000 Uani C1 0.9248(5) 0.3072(11) 0.7216(3) 0.0702 1.0000 Uani C2 0.8919(5) 0.390(1) 0.6825(3) 0.0652 1.0000 Uani C3 0.9347(4) 0.4886(8) 0.6651(2) 0.0452 1.0000 Uani C4 1.0029(4) 0.5001(8) 0.6854(2) 0.0445 1.0000 Uani C5 1.0367(4) 0.4162(9) 0.7239(2) 0.0483 1.0000 Uani C6 0.9947(6) 0.3185(9) 0.7419(3) 0.0606 1.0000 Uani C7 0.7211(5) 0.3810(15) 0.5535(4) 0.0841 1.0000 Uani C8 0.7468(5) 0.2666(13) 0.5315(3) 0.0749 1.0000 Uani C9 0.8173(4) 0.2590(9) 0.5340(3) 0.0527 1.0000 Uani C10 0.8618(4) 0.3641(8) 0.5567(2) 0.0455 1.0000 Uani C11 0.8353(4) 0.4723(9) 0.5809(3) 0.0506 1.0000 Uani C12 0.7653(6) 0.4781(12) 0.5788(3) 0.0713 1.0000 Uani C13 0.9477(7) -0.0412(11) 0.6353(3) 0.0830 1.0000 Uani C14 1.0169(7) -0.0238(11) 0.6375(3) 0.0811 1.0000 Uani C15 1.0373(5) 0.0397(9) 0.5984(3) 0.0608 1.0000 Uani C16 0.9866(5) 0.0788(8) 0.5590(2) 0.0545 1.0000 Uani C17 0.9154(5) 0.0593(9) 0.5559(3) 0.0571 1.0000 Uani C18 0.8969(6) -0.0044(9) 0.5963(3) 0.0728 1.0000 Uani C19 1.2227(6) 0.0582(15) 0.7403(4) 0.1025 1.0000 Uani C20 1.1981(5) 0.1806(13) 0.7568(3) 0.0827 1.0000 Uani C21 1.1562(4) 0.272(1) 0.7271(3) 0.0615 1.0000 Uani C22 1.1383(4) 0.2390(11) 0.6771(3) 0.0601 1.0000 Uani C23 1.1579(5) 0.1169(12) 0.6611(3) 0.0731 1.0000 Uani C24 1.2008(6) 0.0259(13) 0.6924(4) 0.0924 1.0000 Uani C25 0.9542(4) 0.3617(8) 0.5168(2) 0.0450 1.0000 Uani C26 1.0184(4) 0.2840(8) 0.5201(2) 0.0429 1.0000 Uani C27 1.1225(6) 0.4606(12) 0.6392(2) 0.0609 1.0000 Uani C28 1.0649(5) 0.5687(9) 0.6269(3) 0.0578 1.0000 Uani C29 1.3878(5) 0.305(1) 0.7050(3) 0.0584 1.0000 Uani C30 1.3581(5) 0.3795(8) 0.6629(3) 0.0525 1.0000 Uani C31 1.4007(4) 0.4841(8) 0.6477(2) 0.0418 1.0000 Uani C32 1.4666(5) 0.5070(8) 0.6748(2) 0.0456 1.0000 Uani C33 1.4947(4) 0.4306(8) 0.7164(2) 0.0455 1.0000 Uani C34 1.4526(5) 0.3263(9) 0.7305(3) 0.0527 1.0000 Uani C35 1.2126(5) 0.3383(11) 0.5223(3) 0.0643 1.0000 Uani C36 1.2487(5) 0.226(1) 0.5062(3) 0.0582 1.0000 Uani C37 1.3198(4) 0.2275(8) 0.5168(2) 0.0426 1.0000 Uani C38 1.3554(4) 0.3417(8) 0.5403(2) 0.0386 1.0000 Uani C39 1.3193(4) 0.4479(8) 0.5588(2) 0.0387 1.0000 Uani C40 1.2493(5) 0.446(1) 0.5490(3) 0.0583 1.0000 Uani C41 1.4439(6) -0.0579(9) 0.6286(3) 0.0680 1.0000 Uani C42 1.5142(6) -0.0218(9) 0.6375(2) 0.0639 1.0000 Uani C43 1.5425(5) 0.0457(8) 0.6029(2) 0.0510 1.0000 Uani C44 1.4948(4) 0.0750(8) 0.5596(2) 0.0404 1.0000 Uani C45 1.4243(4) 0.0419(8) 0.5503(2) 0.0413 1.0000 Uani C46 1.3997(5) -0.0255(9) 0.5855(3) 0.0584 1.0000 Uani C47 1.6988(5) 0.1066(11) 0.7550(3) 0.0755 1.0000 Uani C48 1.6643(5) 0.221(1) 0.7676(3) 0.0617 1.0000 Uani C49 1.6218(4) 0.3023(9) 0.7328(2) 0.0500 1.0000 Uani C50 1.6182(4) 0.2700(9) 0.6849(2) 0.0478 1.0000 Uani C51 1.6464(4) 0.1465(9) 0.6719(3) 0.0528 1.0000 Uani C52 1.6879(5) 0.0647(11) 0.7068(3) 0.0703 1.0000 Uani C53 1.4579(4) 0.3548(7) 0.5116(2) 0.0378 1.0000 Uani C54 1.5274(4) 0.2861(8) 0.5234(2) 0.0447 1.0000 Uani C55 1.6020(5) 0.4888(9) 0.6443(2) 0.0482 1.0000 Uani C56 1.5401(4) 0.5843(8) 0.6247(2) 0.0482 1.0000 Uani H11 0.8966(5) 0.2376(11) 0.7353(3) 0.0798 1.0000 Uiso H21 0.8409(5) 0.381(1) 0.6677(3) 0.0826 1.0000 Uiso H61 1.0170(6) 0.2578(9) 0.7696(3) 0.0737 1.0000 Uiso H71 0.6696(5) 0.3898(15) 0.5504(4) 0.1027 1.0000 Uiso H81 0.7150(5) 0.1918(13) 0.5144(3) 0.0877 1.0000 Uiso H121 0.7463(6) 0.5550(12) 0.5959(3) 0.0896 1.0000 Uiso H131 0.9337(7) -0.0827(11) 0.6637(3) 0.1045 1.0000 Uiso H141 1.0532(7) -0.0555(11) 0.6659(3) 0.0989 1.0000 Uiso H181 0.8466(6) -0.0204(9) 0.5960(3) 0.0961 1.0000 Uiso H191 1.2571(6) -0.0023(15) 0.7625(4) 0.1195 1.0000 Uiso H201 1.2120(5) 0.2043(13) 0.7916(3) 0.0985 1.0000 Uiso H241 1.2133(6) -0.0671(13) 0.6804(4) 0.1179 1.0000 Uiso H291 1.3585(5) 0.232(1) 0.7164(3) 0.0784 1.0000 Uiso H301 1.3097(5) 0.3604(8) 0.6439(3) 0.0698 1.0000 Uiso H341 1.4716(5) 0.2694(9) 0.7599(3) 0.0620 1.0000 Uiso H351 1.1604(5) 0.3406(11) 0.5139(3) 0.0831 1.0000 Uiso H361 1.2224(5) 0.146(1) 0.4880(3) 0.0766 1.0000 Uiso H401 1.2240(5) 0.525(1) 0.5610(3) 0.0715 1.0000 Uiso H411 1.4258(6) -0.1081(9) 0.6538(3) 0.0786 1.0000 Uiso H421 1.5459(6) -0.0461(9) 0.6689(2) 0.0724 1.0000 Uiso H461 1.3490(5) -0.0506(9) 0.5798(3) 0.0798 1.0000 Uiso H471 1.7318(5) 0.0531(11) 0.7804(3) 0.0836 1.0000 Uiso H481 1.6693(5) 0.247(1) 0.8019(3) 0.0679 1.0000 Uiso H521 1.7103(5) -0.0229(11) 0.6981(3) 0.0892 1.0000 Uiso H542 1.5624(4) 0.2957(8) 0.5487(2) 0.0500 1.0000 Uiso H261 1.0633(4) 0.3057(8) 0.5518(2) 0.0500 1.0000 Uiso H561 1.5684(4) 0.6622(8) 0.6224(2) 0.0500 1.0000 Uiso H282 1.0865(5) 0.6289(9) 0.6229(3) 0.0500 1.0000 Uiso H541 1.5585(4) 0.3176(8) 0.4991(2) 0.0500 1.0000 Uiso H281 1.0301(5) 0.5530(9) 0.5957(3) 0.0500 1.0000 Uiso H262 1.0471(4) 0.3051(8) 0.5037(2) 0.0500 1.0000 Uiso H562 1.4955(4) 0.5337(8) 0.5955(2) 0.0500 1.0000 Uiso 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 0.0786(17) 0.095(2) 0.033(1) -0.0110(11) 0.003(1) -0.0097(15) S2 0.0684(15) 0.0446(12) 0.0557(12) 0.000(1) 0.023(1) 0.0022(11) S3 0.1025(19) 0.0702(17) 0.037(1) -0.011(1) 0.0140(11) -0.0417(15) S4 0.110(2) 0.085(2) 0.0508(12) 0.0006(12) 0.0347(13) 0.0359(17) S5 0.0881(17) 0.0624(15) 0.0267(9) -0.0077(9) 0.009(1) -0.0068(13) S6 0.0740(15) 0.0421(12) 0.0380(9) 0.0055(9) 0.0208(9) 0.0099(11) S7 0.0672(14) 0.0529(13) 0.0344(9) -0.0092(9) 0.0105(9) -0.0123(11) S8 0.0724(15) 0.0693(15) 0.0353(9) -0.002(1) 0.0168(9) 0.0162(13) O1 0.070(4) 0.050(3) 0.037(3) -0.012(2) 0.021(3) -0.016(3) O2 0.051(4) 0.045(3) 0.034(3) 0.000(2) 0.008(2) -0.006(3) O3 0.118(5) 0.044(4) 0.034(3) -0.007(2) 0.039(3) 0.000(3) O4 0.062(4) 0.062(4) 0.033(3) 0.001(3) 0.009(3) 0.007(3) O5 0.064(4) 0.056(4) 0.050(3) 0.008(3) 0.020(3) -0.006(3) O6 0.076(5) 0.126(6) 0.045(3) 0.006(4) 0.015(3) -0.003(4) O7 0.079(4) 0.038(3) 0.031(2) -0.007(2) 0.018(3) -0.009(3) O8 0.048(3) 0.035(3) 0.024(2) -0.0003(19) 0.010(2) -0.005(2) O9 0.076(4) 0.043(3) 0.024(2) -0.002(2) 0.027(2) -0.001(3) O10 0.056(3) 0.054(3) 0.026(2) -0.004(2) 0.005(2) 0.007(3) O11 0.058(3) 0.057(3) 0.033(3) 0.013(3) 0.009(2) -0.001(3) O12 0.074(5) 0.090(5) 0.048(3) 0.010(3) 0.013(3) -0.017(4) C1 0.083(8) 0.078(7) 0.049(5) 0.005(5) 0.012(5) -0.024(6) C2 0.077(6) 0.067(6) 0.059(5) -0.009(5) 0.032(5) -0.011(5) C3 0.058(6) 0.048(5) 0.032(4) -0.000(3) 0.016(4) 0.002(4) C4 0.055(5) 0.050(5) 0.030(4) -0.013(3) 0.014(4) -0.010(4) C5 0.065(5) 0.057(5) 0.020(3) -0.018(3) 0.005(3) -0.002(4) C6 0.103(8) 0.051(6) 0.032(4) -0.001(4) 0.023(5) -0.000(5) C7 0.051(6) 0.126(11) 0.076(7) 0.033(7) 0.016(6) -0.011(7) C8 0.060(7) 0.111(9) 0.044(5) 0.016(6) -0.007(5) -0.033(6) C9 0.048(5) 0.075(6) 0.035(4) 0.009(4) 0.008(4) -0.013(5) C10 0.054(6) 0.047(5) 0.038(4) -0.002(4) 0.014(4) -0.007(4) C11 0.055(6) 0.053(5) 0.046(4) 0.011(4) 0.016(4) 0.004(4) C12 0.071(7) 0.101(8) 0.049(5) 0.015(5) 0.027(5) 0.001(6) C13 0.153(11) 0.067(7) 0.033(5) -0.004(4) 0.029(6) -0.020(7) C14 0.12(1) 0.074(7) 0.053(6) 0.009(5) 0.032(6) 0.009(7) C15 0.095(7) 0.045(5) 0.049(5) -0.004(4) 0.029(5) 0.006(5) C16 0.099(7) 0.037(5) 0.030(4) -0.013(3) 0.020(4) -0.002(5) C17 0.094(7) 0.044(5) 0.031(4) -0.007(3) 0.008(4) -0.016(5) C18 0.124(9) 0.051(6) 0.053(5) -0.014(4) 0.041(6) -0.033(6) C19 0.097(9) 0.155(12) 0.052(6) 0.029(7) 0.011(6) 0.040(9) C20 0.066(7) 0.12(1) 0.054(5) 0.017(6) -0.007(5) 0.019(7) C21 0.050(5) 0.084(7) 0.043(4) 0.011(5) -0.005(4) 0.008(5) C22 0.057(6) 0.085(7) 0.036(4) 0.006(4) 0.006(4) 0.014(5) C23 0.077(7) 0.099(8) 0.047(5) 0.010(5) 0.021(5) 0.043(6) C24 0.109(9) 0.097(8) 0.078(7) 0.023(6) 0.037(6) 0.052(7) C25 0.070(6) 0.045(5) 0.024(3) -0.001(3) 0.020(4) -0.016(4) C26 0.047(5) 0.052(5) 0.031(4) 0.003(3) 0.011(3) -0.002(4) C27 0.066(7) 0.091(8) 0.023(4) -0.021(4) 0.003(4) -0.007(6) C28 0.081(6) 0.060(6) 0.042(4) 0.006(4) 0.034(4) -0.010(5) C29 0.058(6) 0.066(6) 0.060(5) 0.022(5) 0.032(5) 0.010(5) C30 0.062(6) 0.050(5) 0.047(4) 0.016(4) 0.016(4) -0.004(4) C31 0.056(5) 0.039(5) 0.034(4) 0.005(3) 0.017(4) 0.009(4) C32 0.081(6) 0.036(5) 0.025(3) 0.003(3) 0.024(4) 0.016(4) C33 0.063(5) 0.050(5) 0.023(3) 0.004(3) 0.009(3) 0.014(4) C34 0.074(7) 0.055(6) 0.032(4) 0.009(4) 0.017(4) 0.002(5) C35 0.052(6) 0.086(7) 0.055(5) 0.025(5) 0.011(4) 0.003(5) C36 0.064(7) 0.061(6) 0.050(5) 0.008(4) 0.015(4) -0.011(5) C37 0.046(5) 0.050(5) 0.033(4) 0.006(3) 0.012(3) -0.010(4) C38 0.043(5) 0.042(4) 0.028(3) 0.007(3) 0.005(3) -0.002(4) C39 0.046(5) 0.044(5) 0.031(3) 0.009(3) 0.021(3) 0.002(4) C40 0.070(7) 0.072(6) 0.037(4) 0.003(4) 0.020(4) 0.004(5) C41 0.117(8) 0.060(6) 0.039(4) -0.007(4) 0.042(5) -0.035(6) C42 0.123(9) 0.046(5) 0.022(4) 0.004(3) 0.016(4) -0.009(5) C43 0.079(6) 0.042(5) 0.031(4) -0.003(3) 0.010(4) 0.014(4) C44 0.060(5) 0.033(4) 0.032(4) -0.001(3) 0.020(3) 0.003(4) C45 0.065(6) 0.035(4) 0.024(3) -0.006(3) 0.011(3) -0.007(4) C46 0.086(7) 0.052(5) 0.046(5) -0.008(4) 0.034(5) -0.010(5) C47 0.079(7) 0.090(8) 0.041(4) 0.015(5) -0.020(4) 0.026(6) C48 0.070(6) 0.068(7) 0.041(4) 0.008(4) 0.001(4) -0.010(5) C49 0.066(5) 0.062(6) 0.020(3) -0.004(3) 0.005(3) -0.002(4) C50 0.050(5) 0.057(5) 0.034(4) 0.006(4) 0.004(4) 0.003(4) C51 0.057(5) 0.062(6) 0.038(4) -0.007(4) 0.007(4) 0.010(5) C52 0.080(7) 0.079(7) 0.053(5) 0.009(5) 0.017(5) 0.019(6) C53 0.054(5) 0.035(4) 0.026(4) -0.002(3) 0.011(3) -0.007(4) C54 0.055(5) 0.051(5) 0.030(4) 0.005(3) 0.012(3) -0.009(4) C55 0.061(6) 0.063(6) 0.024(3) -0.010(4) 0.017(4) -0.025(5) C56 0.075(6) 0.044(5) 0.032(4) 0.006(4) 0.028(4) -0.004(5) _refine_ls_extinction_method 'None' loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag S1 . C5 . 1.748(8) yes S1 . C21 . 1.77(1) yes S2 . C3 . 1.798(8) yes S2 . C11 . 1.774(9) yes S3 . C9 . 1.790(9) yes S3 . C17 . 1.745(9) yes S4 . C15 . 1.79(1) yes S4 . C23 . 1.797(9) yes S5 . C33 . 1.760(8) yes S5 . C49 . 1.767(9) yes S6 . C31 . 1.775(7) yes S6 . C39 . 1.779(8) yes S7 . C37 . 1.794(8) yes S7 . C45 . 1.764(7) yes S8 . C43 . 1.760(9) yes S8 . C51 . 1.777(7) yes O1 . C4 . 1.391(9) yes O1 . C28 . 1.443(8) yes O2 . C10 . 1.380(9) yes O2 . C25 . 1.378(8) yes O3 . C16 . 1.410(9) yes O3 . C26 . 1.445(9) yes O4 . C22 . 1.380(9) yes O4 . C27 . 1.370(11) yes O5 . C25 . 1.212(9) yes O6 . C27 . 1.22(1) yes O7 . C32 . 1.397(9) yes O7 . C56 . 1.439(8) yes O8 . C38 . 1.391(9) yes O8 . C53 . 1.387(7) yes O9 . C44 . 1.410(8) yes O9 . C54 . 1.427(8) yes O10 . C50 . 1.396(8) yes O10 . C55 . 1.383(9) yes O11 . C53 . 1.190(8) yes O12 . C55 . 1.178(9) yes C1 . C2 . 1.403(13) yes C1 . C6 . 1.370(12) yes C1 . H11 . 1.000 no C2 . C3 . 1.425(11) yes C2 . H21 . 1.000 no C3 . C4 . 1.34(1) yes C4 . C5 . 1.402(11) yes C5 . C6 . 1.417(11) yes C6 . H61 . 1.000 no C7 . C8 . 1.408(15) yes C7 . C12 . 1.360(15) yes C7 . H71 . 1.000 no C8 . C9 . 1.374(12) yes C8 . H81 . 1.000 no C9 . C10 . 1.389(11) yes C10 . C11 . 1.406(11) yes C11 . C12 . 1.365(12) yes C12 . H121 . 1.000 no C13 . C14 . 1.357(15) yes C13 . C18 . 1.366(14) yes C13 . H131 . 1.000 no C14 . C15 . 1.412(12) yes C14 . H141 . 1.000 no C15 . C16 . 1.379(12) yes C16 . C17 . 1.396(12) yes C17 . C18 . 1.429(11) yes C18 . H181 . 1.000 no C19 . C20 . 1.384(15) yes C19 . C24 . 1.380(15) yes C19 . H191 . 1.000 no C20 . C21 . 1.356(12) yes C20 . H201 . 1.000 no C21 . C22 . 1.434(11) yes C22 . C23 . 1.338(12) yes C23 . C24 . 1.386(13) yes C24 . H241 . 1.000 no C25 . C26 . 1.449(11) yes C26 . H261 . 1.133 no C26 . H262 . 0.839 no C27 . C28 . 1.510(12) yes C28 . H282 . 0.738 no C28 . H281 . 1.006 no C29 . C30 . 1.412(11) yes C29 . C34 . 1.333(11) yes C29 . H291 . 1.000 no C30 . C31 . 1.43(1) yes C30 . H301 . 1.000 no C31 . C32 . 1.368(11) yes C32 . C33 . 1.401(9) yes C33 . C34 . 1.410(11) yes C34 . H341 . 1.000 no C35 . C36 . 1.416(12) yes C35 . C40 . 1.381(12) yes C35 . H351 . 1.000 no C36 . C37 . 1.362(11) yes C36 . H361 . 1.000 no C37 . C38 . 1.38(1) yes C38 . C39 . 1.41(1) yes C39 . C40 . 1.340(11) yes C40 . H401 . 1.000 no C41 . C42 . 1.391(13) yes C41 . C46 . 1.375(12) yes C41 . H411 . 1.000 no C42 . C43 . 1.402(11) yes C42 . H421 . 1.000 no C43 . C44 . 1.40(1) yes C44 . C45 . 1.387(11) yes C45 . C46 . 1.38(1) yes C46 . H461 . 1.000 no C47 . C48 . 1.375(12) yes C47 . C52 . 1.408(12) yes C47 . H471 . 1.000 no C48 . C49 . 1.382(11) yes C48 . H481 . 1.000 no C49 . C50 . 1.398(9) yes C50 . C51 . 1.384(11) yes C51 . C52 . 1.381(11) yes C52 . H521 . 1.000 no C53 . C54 . 1.48(1) yes C54 . H542 . 0.884 no C54 . H541 . 1.069 no C55 . C56 . 1.521(12) yes C56 . H561 . 0.938 no C56 . H562 . 1.169 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C5 . S1 . C21 . 100.6(4) yes C3 . S2 . C11 . 100.5(4) yes C9 . S3 . C17 . 98.5(4) yes C15 . S4 . C23 . 99.3(4) yes C33 . S5 . C49 . 101.1(4) yes C31 . S6 . C39 . 99.4(3) yes C37 . S7 . C45 . 99.3(3) yes C43 . S8 . C51 . 98.5(4) yes C4 . O1 . C28 . 114.5(5) yes C10 . O2 . C25 . 117.7(6) yes C16 . O3 . C26 . 114.4(5) yes C22 . O4 . C27 . 118.1(7) yes C32 . O7 . C56 . 113.9(5) yes C38 . O8 . C53 . 115.6(5) yes C44 . O9 . C54 . 116.6(5) yes C50 . O10 . C55 . 117.0(6) yes C2 . C1 . C6 . 122.0(9) yes C2 . C1 . H11 . 119.4(6) no C6 . C1 . H11 . 118.6(5) no C1 . C2 . C3 . 116.7(9) yes C1 . C2 . H21 . 121.8(6) no C3 . C2 . H21 . 121.5(5) no S2 . C3 . C2 . 117.5(7) yes S2 . C3 . C4 . 121.6(6) yes C2 . C3 . C4 . 120.9(7) yes O1 . C4 . C3 . 118.2(7) yes O1 . C4 . C5 . 118.7(7) yes C3 . C4 . C5 . 123.0(7) yes S1 . C5 . C4 . 122.3(6) yes S1 . C5 . C6 . 121.0(6) yes C4 . C5 . C6 . 116.7(8) yes C1 . C6 . C5 . 120.6(8) yes C1 . C6 . H61 . 120.5(5) no C5 . C6 . H61 . 118.9(5) no C8 . C7 . C12 . 120.8(10) yes C8 . C7 . H71 . 119.2(6) no C12 . C7 . H71 . 120.0(7) no C7 . C8 . C9 . 118.7(9) yes C7 . C8 . H81 . 121.4(6) no C9 . C8 . H81 . 119.9(6) no S3 . C9 . C8 . 120.4(8) yes S3 . C9 . C10 . 119.1(6) yes C8 . C9 . C10 . 120.4(9) yes O2 . C10 . C9 . 118.9(7) yes O2 . C10 . C11 . 121.2(7) yes C9 . C10 . C11 . 119.6(8) yes S2 . C11 . C10 . 119.5(6) yes S2 . C11 . C12 . 121.0(7) yes C10 . C11 . C12 . 119.4(8) yes C7 . C12 . C11 . 120.8(10) yes C7 . C12 . H121 . 119.6(7) no C11 . C12 . H121 . 119.6(6) no C14 . C13 . C18 . 123.0(9) yes C14 . C13 . H131 . 118.1(6) no C18 . C13 . H131 . 119.0(6) no C13 . C14 . C15 . 118.6(10) yes C13 . C14 . H141 . 121.6(6) no C15 . C14 . H141 . 119.8(7) no S4 . C15 . C14 . 121.0(8) yes S4 . C15 . C16 . 119.9(7) yes C14 . C15 . C16 . 119.1(10) yes O3 . C16 . C15 . 118.7(8) yes O3 . C16 . C17 . 118.4(7) yes C15 . C16 . C17 . 122.8(7) yes S3 . C17 . C16 . 121.5(6) yes S3 . C17 . C18 . 122.2(8) yes C16 . C17 . C18 . 116.3(8) yes C13 . C18 . C17 . 120.2(10) yes C13 . C18 . H181 . 120.3(6) no C17 . C18 . H181 . 119.6(6) no C20 . C19 . C24 . 118.4(10) yes C20 . C19 . H191 . 120.2(6) no C24 . C19 . H191 . 121.3(7) no C19 . C20 . C21 . 122.0(10) yes C19 . C20 . H201 . 119.7(6) no C21 . C20 . H201 . 118.3(6) no S1 . C21 . C20 . 121.5(8) yes S1 . C21 . C22 . 120.6(7) yes C20 . C21 . C22 . 117.9(9) yes O4 . C22 . C21 . 117.3(8) yes O4 . C22 . C23 . 121.9(7) yes C21 . C22 . C23 . 120.6(8) yes S4 . C23 . C22 . 120.1(7) yes S4 . C23 . C24 . 120.0(8) yes C22 . C23 . C24 . 119.9(9) yes C19 . C24 . C23 . 120.9(11) yes C19 . C24 . H241 . 119.8(7) no C23 . C24 . H241 . 119.2(7) no O2 . C25 . O5 . 121.9(7) yes O2 . C25 . C26 . 110.6(6) yes O5 . C25 . C26 . 127.6(6) yes O3 . C26 . C25 . 112.5(6) yes O3 . C26 . H261 . 106.4(4) no C25 . C26 . H261 . 117.9(4) no O3 . C26 . H262 . 109.7(4) no C25 . C26 . H262 . 122.0(4) no H261 . C26 . H262 . 84.814 no O4 . C27 . O6 . 123.4(9) yes O4 . C27 . C28 . 110.1(8) yes O6 . C27 . C28 . 126.2(10) yes O1 . C28 . C27 . 109.8(6) yes O1 . C28 . H282 . 104.7(4) no C27 . C28 . H282 . 97.8(5) no O1 . C28 . H281 . 119.9(4) no C27 . C28 . H281 . 115.4(4) no H282 . C28 . H281 . 106.017 no C30 . C29 . C34 . 123.3(8) yes C30 . C29 . H291 . 118.3(5) no C34 . C29 . H291 . 118.4(5) no C29 . C30 . C31 . 117.2(8) yes C29 . C30 . H301 . 122.0(5) no C31 . C30 . H301 . 120.8(4) no S6 . C31 . C30 . 119.9(6) yes S6 . C31 . C32 . 121.3(6) yes C30 . C31 . C32 . 118.8(7) yes O7 . C32 . C31 . 119.0(6) yes O7 . C32 . C33 . 118.1(7) yes C31 . C32 . C33 . 122.7(7) yes S5 . C33 . C32 . 121.7(6) yes S5 . C33 . C34 . 120.3(6) yes C32 . C33 . C34 . 117.9(7) yes C29 . C34 . C33 . 120.1(7) yes C29 . C34 . H341 . 120.4(5) no C33 . C34 . H341 . 119.5(4) no C36 . C35 . C40 . 120.2(9) yes C36 . C35 . H351 . 120.2(5) no C40 . C35 . H351 . 119.6(6) no C35 . C36 . C37 . 119.1(8) yes C35 . C36 . H361 . 120.5(5) no C37 . C36 . H361 . 120.4(5) no S7 . C37 . C36 . 120.0(6) yes S7 . C37 . C38 . 120.1(6) yes C36 . C37 . C38 . 119.7(8) yes O8 . C38 . C37 . 119.1(7) yes O8 . C38 . C39 . 120.1(6) yes C37 . C38 . C39 . 120.4(7) yes S6 . C39 . C38 . 119.4(6) yes S6 . C39 . C40 . 120.9(6) yes C38 . C39 . C40 . 119.7(8) yes C35 . C40 . C39 . 120.5(9) yes C35 . C40 . H401 . 120.5(6) no C39 . C40 . H401 . 119.1(5) no C42 . C41 . C46 . 120.6(7) yes C42 . C41 . H411 . 119.2(5) no C46 . C41 . H411 . 120.2(5) no C41 . C42 . C43 . 121.5(8) yes C41 . C42 . H421 . 119.8(5) no C43 . C42 . H421 . 118.7(5) no S8 . C43 . C42 . 124.2(6) yes S8 . C43 . C44 . 120.6(6) yes C42 . C43 . C44 . 115.2(8) yes O9 . C44 . C43 . 118.0(7) yes O9 . C44 . C45 . 117.8(6) yes C43 . C44 . C45 . 124.2(7) yes S7 . C45 . C44 . 121.6(5) yes S7 . C45 . C46 . 120.5(7) yes C44 . C45 . C46 . 117.9(7) yes C41 . C46 . C45 . 120.7(9) yes C41 . C46 . H461 . 119.8(5) no C45 . C46 . H461 . 119.6(5) no C48 . C47 . C52 . 120.6(8) yes C48 . C47 . H471 . 119.1(5) no C52 . C47 . H471 . 120.2(6) no C47 . C48 . C49 . 120.3(8) yes C47 . C48 . H481 . 120.7(5) no C49 . C48 . H481 . 119.0(5) no S5 . C49 . C48 . 120.4(6) yes S5 . C49 . C50 . 120.7(6) yes C48 . C49 . C50 . 118.4(8) yes O10 . C50 . C49 . 117.9(7) yes O10 . C50 . C51 . 120.3(7) yes C49 . C50 . C51 . 121.2(7) yes S8 . C51 . C50 . 121.2(6) yes S8 . C51 . C52 . 119.6(7) yes C50 . C51 . C52 . 119.2(7) yes C47 . C52 . C51 . 119.1(9) yes C47 . C52 . H521 . 120.3(6) no C51 . C52 . H521 . 120.5(5) no O8 . C53 . O11 . 122.8(7) yes O8 . C53 . C54 . 108.3(6) yes O11 . C53 . C54 . 128.9(6) yes O9 . C54 . C53 . 110.9(6) yes O9 . C54 . H542 . 99.7(4) no C53 . C54 . H542 . 130.2(4) no O9 . C54 . H541 . 109.4(3) no C53 . C54 . H541 . 111.2(4) no H542 . C54 . H541 . 93.255 no O10 . C55 . O12 . 121.9(9) yes O10 . C55 . C56 . 108.2(7) yes O12 . C55 . C56 . 129.8(8) yes O7 . C56 . C55 . 108.8(5) yes O7 . C56 . H561 . 105.5(4) no C55 . C56 . H561 . 93.4(4) no O7 . C56 . H562 . 103.3(4) no C55 . C56 . H562 . 115.3(4) no H561 . C56 . H562 . 129.316 no data_Mira2 _database_code_CSD 157254 _audit_creation_date 00-08-12 _audit_creation_method CRYSTALS_ver_12-03-99 # C44 H48 O6 S4 lactone of tercbutyl thiacalix[4]arene 7/8/00 # Check this file using the IUCr facility at: # http://www/iucr.ac.uk/iucr-top/journals/acta/c/services/checkcif.html #**************************************************************************** # The contents of this file between this point and the next #***** line # are held in the file REFCIF.DAT # This is a character file which you may edit to reflect local conditions # # Items which need looking at are represented by a '?' # Items for which there are choices are prefixed with 'choose from' # #========================================================================== # Diffractometer details #========================================================================== #++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ CAD4 _diffrn_measurement_device_type ' Enraf-nonius CAD4 ' _diffrn_radiation_monochromator graphite _computing_data_collection 'CAD-4 software (Enraf-Nonius, 1989)' _computing_data_reduction ; RC93 (Watkin, D.J., Prout, C.K., Lilley, P.M.deQ. 1994) ; _computing_cell_refinement 'CAD-4 software (Enraf-Nonius, 1989)' #========================================================================== # General computing #========================================================================== _computing_structure_refinement ; CRYSTALS Issue 10 (Watkin, Prout, Carruthers & Betteridge, 1996) ; _computing_publication_material ; CRYSTALS Issue 10 (Watkin, Prout, Carruthers & Betteridge, 1996) ; _computing_molecular_graphics ; CAMERON (Watkin, Prout & Pearce, 1996) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1992)' #========================================================================== _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point 'not measured' # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom, difmap # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment noref #**************************************************************************** _cell_length_a 20.044(1) _cell_angle_alpha 90 _cell_length_b 10.731(1) _cell_angle_beta 102.170(6) _cell_length_c 20.490(1) _cell_angle_gamma 90 _cell_volume 4308.4 _symmetry_cell_setting 'Monoclinic ' _symmetry_space_group_name_H-M 'P 1 21/c 1 ' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' '-x,-y,-z' '-x,y+1/2,-z+1/2' 'x,-y+1/2,z+1/2' loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'S ' 0.3190 0.5570 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 'International_Tables_Vol_IV_Table_2.2B' 'O ' 0.0470 0.0320 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International_Tables_Vol_IV_Table_2.2B' 'C ' 0.0170 0.0090 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International_Tables_Vol_IV_Table_2.2B' 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7997 0.0030 'International_Tables_Vol_IV_Table_2.2B' _chemical_formula_sum ' C44 H48 O6 S4 ' _chemical_formula_moiety ' C44 H48 O6 S4 ' _chemical_compound_source ; ? ; _chemical_formula_weight 801.10 _cell_measurement_reflns_used 11 _cell_measurement_theta_min 23 _cell_measurement_theta_max 40 _cell_measurement_temperature 293 _cell_formula_units_Z 4 _exptl_crystal_description ' block ' _exptl_crystal_colour ' colourless ' _exptl_crystal_size_min 0.20 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_max 0.60 _exptl_crystal_density_diffrn 1.23 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 1705.09 _exptl_absorpt_coefficient_mu 2.39 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '\y scan,(North et al, 1968)' _exptl_absorpt_correction_T_min 0.50 _exptl_absorpt_correction_T_max 0.62 # Sheldrick geometric definitions 0.49 0.62 _diffrn_standards_interval_time 3600 _diffrn_standards_interval_count 0 _diffrn_standards_number 2 _diffrn_standards_decay_% 2.00 _diffrn_ambient_temperature 293 _diffrn_reflns_number 8536 _reflns_number_total 7827 _diffrn_reflns_av_R_equivalents 0.04 # Number of reflections with Friedels Law is 7827 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 7850 _diffrn_measured_fraction_theta_max 0.997 _reflns_number_gt 5629 _diffrn_reflns_theta_min 0.00 _diffrn_reflns_theta_max 68.00 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _reflns_limit_h_min -24 _reflns_limit_h_max 23 _reflns_limit_k_min 0 _reflns_limit_k_max 12 _reflns_limit_l_min 0 _reflns_limit_l_max 24 _refine_diff_density_min -0.65 _refine_diff_density_max 0.72 _reflns_threshold_expression >1.96\s(I) _refine_ls_number_reflns 5629 _refine_ls_number_parameters 487 _refine_ls_R_factor_gt 0.0756 _refine_ls_wR_factor_ref 0.0829 _refine_ls_goodness_of_fit_ref 0.9649 _refine_ls_shift/su_max 0.008194 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Chebychev polynomial with 5 parameters, Carruthers & Watkin , 1979, 4.42 2.80 3.08 0.142 -.205 ; _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54180 _diffrn_measurement_method \w/2\q # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 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_adp_type S4 0.76418(4) 0.38569(9) -0.18925(5) 0.0428 1.0000 Uani S2 0.79705(5) 0.33203(8) 0.15359(4) 0.0413 1.0000 Uani S3 0.97630(5) 0.18960(11) -0.00212(5) 0.0528 1.0000 Uani S1 0.56299(5) 0.34392(13) -0.04493(5) 0.0585 1.0000 Uani O2 0.86297(12) 0.3337(2) 0.03310(12) 0.0408 1.0000 Uani O4 0.70335(12) 0.3939(2) -0.06737(12) 0.0402 1.0000 Uani O3 0.90143(13) 0.3872(3) -0.09402(13) 0.0507 1.0000 Uani O6 0.6705(2) 0.5941(3) -0.08172(18) 0.0781 1.0000 Uani O1 0.67758(15) 0.4535(3) 0.06128(14) 0.0535 1.0000 Uani O5 0.9482(2) 0.4731(4) 0.06537(18) 0.0845 1.0000 Uani C11 0.86287(17) 0.2315(3) 0.13846(16) 0.0360 1.0000 Uani C24 0.63497(19) 0.2919(4) -0.23946(17) 0.0419 1.0000 Uani C10 0.88990(17) 0.2466(3) 0.08205(16) 0.0363 1.0000 Uani C23 0.67949(18) 0.3415(3) -0.18477(17) 0.0378 1.0000 Uani C14 0.7828(2) 0.1357(4) -0.1606(2) 0.0457 1.0000 Uani C22 0.65814(17) 0.3542(3) -0.12510(17) 0.0379 1.0000 Uani C8 0.96407(19) 0.0724(4) 0.11423(18) 0.0440 1.0000 Uani C7 0.93799(19) 0.0539(3) 0.17192(17) 0.0405 1.0000 Uani C12 0.88747(18) 0.1359(3) 0.18293(17) 0.0386 1.0000 Uani C16 0.86976(18) 0.2717(4) -0.10122(17) 0.0412 1.0000 Uani C19 0.56932(19) 0.2518(4) -0.23573(18) 0.0459 1.0000 Uani C2 0.7184(2) 0.1279(4) 0.10680(19) 0.0441 1.0000 Uani C27 0.6956(2) 0.5122(4) -0.0463(2) 0.0508 1.0000 Uani C21 0.59305(18) 0.3165(4) -0.11963(18) 0.0432 1.0000 Uani C3 0.72595(18) 0.2556(3) 0.10305(16) 0.0375 1.0000 Uani C13 0.8139(2) 0.0316(4) -0.1265(2) 0.0495 1.0000 Uani C20 0.54985(19) 0.2660(4) -0.17504(19) 0.0501 1.0000 Uani C4 0.67660(19) 0.3240(4) 0.05845(18) 0.0426 1.0000 Uani C15 0.80867(18) 0.2547(3) -0.14762(18) 0.0396 1.0000 Uani C26 0.8830(2) 0.4746(4) -0.0486(2) 0.0558 1.0000 Uani C1 0.6646(2) 0.0627(4) 0.0666(2) 0.0494 1.0000 Uani C6 0.6188(2) 0.1322(4) 0.02014(19) 0.0512 1.0000 Uani C17 0.90082(18) 0.1700(4) -0.06561(17) 0.0421 1.0000 Uani C18 0.8731(2) 0.0521(4) -0.0785(2) 0.0483 1.0000 Uani C25 0.9045(2) 0.4316(4) 0.0230(2) 0.0521 1.0000 Uani C33 0.9634(2) -0.0549(4) 0.2180(2) 0.0546 1.0000 Uani C9 0.94052(18) 0.1669(4) 0.06956(18) 0.0425 1.0000 Uani C5 0.62453(19) 0.2609(4) 0.01550(19) 0.0480 1.0000 Uani C28 0.7228(2) 0.5176(4) 0.0279(2) 0.0547 1.0000 Uani C41 0.5219(2) 0.1941(5) -0.2964(2) 0.0647 1.0000 Uani C29 0.6555(3) -0.0775(5) 0.0782(3) 0.0719 1.0000 Uani C37 0.7838(3) -0.0970(5) -0.1425(3) 0.0765 1.0000 Uani C35 0.9307(4) -0.0623(7) 0.2772(3) 0.1064 1.0000 Uani C43 0.4583(4) 0.1397(9) -0.2814(3) 0.1254 1.0000 Uani C32 0.7236(5) -0.1418(7) 0.0930(7) 0.1866 1.0000 Uani C36 1.0413(3) -0.0435(7) 0.2417(4) 0.1057 1.0000 Uani C31 0.6247(8) -0.0899(7) 0.1382(5) 0.2218 1.0000 Uani C30 0.6124(4) -0.1430(7) 0.0195(4) 0.1175 1.0000 Uani C34 0.9502(5) -0.1752(6) 0.1788(4) 0.1233 1.0000 Uani C44 0.5612(4) 0.0811(8) -0.3207(4) 0.1237 1.0000 Uani C42 0.5095(5) 0.2822(9) -0.3535(3) 0.1469 1.0000 Uani C39 0.7094(4) -0.0980(8) -0.1402(6) 0.1606 1.0000 Uani C38 0.7831(8) -0.1268(8) -0.2157(6) 0.2052 1.0000 Uani C40 0.8194(5) -0.1985(6) -0.1027(6) 0.1675 1.0000 Uani H241 0.65011(19) 0.2844(4) -0.28277(17) 0.0483 1.0000 Uiso H141 0.7404(2) 0.1239(4) -0.1958(2) 0.0544 1.0000 Uiso H81 1.00059(19) 0.0155(4) 0.10517(18) 0.0513 1.0000 Uiso H121 0.86845(18) 0.1259(3) 0.22399(17) 0.0448 1.0000 Uiso H21 0.7530(2) 0.0800(4) 0.13965(19) 0.0523 1.0000 Uiso H201 0.50305(19) 0.2392(4) -0.17123(19) 0.0551 1.0000 Uiso H61 0.5806(2) 0.0884(4) -0.01072(19) 0.0594 1.0000 Uiso H181 0.8964(2) -0.0203(4) -0.0525(2) 0.0580 1.0000 Uiso H351 0.9496(4) -0.1355(7) 0.3053(3) 0.1276 1.0000 Uiso H352 0.9410(4) 0.0158(7) 0.3040(3) 0.1276 1.0000 Uiso H353 0.8802(4) -0.0718(7) 0.2619(3) 0.1276 1.0000 Uiso H431 0.4299(4) 0.1037(9) -0.3231(3) 0.1327 1.0000 Uiso H432 0.4703(4) 0.0727(9) -0.2470(3) 0.1327 1.0000 Uiso H433 0.4320(4) 0.2067(9) -0.2640(3) 0.1327 1.0000 Uiso H321 0.7167(5) -0.2326(7) 0.1004(7) 0.1716 1.0000 Uiso H322 0.7465(5) -0.1312(7) 0.0545(7) 0.1716 1.0000 Uiso H323 0.7528(5) -0.1048(7) 0.1340(7) 0.1716 1.0000 Uiso H361 1.0587(3) -0.1145(7) 0.2722(4) 0.1196 1.0000 Uiso H362 1.0632(3) -0.0456(7) 0.2022(4) 0.1196 1.0000 Uiso H363 1.0526(3) 0.0370(7) 0.2662(4) 0.1196 1.0000 Uiso H311 0.6180(8) -0.1801(7) 0.1473(5) 0.2177 1.0000 Uiso H312 0.6560(8) -0.0517(7) 0.1776(5) 0.2177 1.0000 Uiso H313 0.5796(8) -0.0462(7) 0.1301(5) 0.2177 1.0000 Uiso H301 0.6085(4) -0.2331(7) 0.0305(4) 0.1359 1.0000 Uiso H302 0.6342(4) -0.1349(7) -0.0199(4) 0.1359 1.0000 Uiso H303 0.5658(4) -0.1048(7) 0.0088(4) 0.1359 1.0000 Uiso H341 0.9666(5) -0.2472(6) 0.2088(4) 0.1297 1.0000 Uiso H342 0.9748(5) -0.1736(6) 0.1412(4) 0.1297 1.0000 Uiso H343 0.9000(5) -0.1839(6) 0.1605(4) 0.1297 1.0000 Uiso H441 0.5313(4) 0.0411(8) -0.3605(4) 0.1447 1.0000 Uiso H442 0.6038(4) 0.1124(8) -0.3332(4) 0.1447 1.0000 Uiso H443 0.5732(4) 0.0186(8) -0.2840(4) 0.1447 1.0000 Uiso H421 0.4783(5) 0.2428(9) -0.3926(3) 0.1437 1.0000 Uiso H422 0.5538(5) 0.3036(9) -0.3657(3) 0.1437 1.0000 Uiso H423 0.4879(5) 0.3597(9) -0.3404(3) 0.1437 1.0000 Uiso H391 0.6903(4) -0.1834(8) -0.1511(6) 0.1523 1.0000 Uiso H392 0.6839(4) -0.0369(8) -0.1731(6) 0.1523 1.0000 Uiso H393 0.7046(4) -0.0745(8) -0.0941(6) 0.1523 1.0000 Uiso H381 0.7633(8) -0.2117(8) -0.2265(6) 0.2045 1.0000 Uiso H382 0.8305(8) -0.1245(8) -0.2237(6) 0.2045 1.0000 Uiso H383 0.7543(8) -0.0637(8) -0.2447(6) 0.2045 1.0000 Uiso H401 0.7958(5) -0.2791(6) -0.1172(6) 0.1509 1.0000 Uiso H402 0.8675(5) -0.2026(6) -0.1088(6) 0.1509 1.0000 Uiso H403 0.8192(5) -0.1835(6) -0.0546(6) 0.1509 1.0000 Uiso H281 0.7279(2) 0.6099(4) 0.0428(2) 0.0500 1.0000 Uiso H282 0.7682(2) 0.4818(4) 0.0382(2) 0.0500 1.0000 Uiso H262 0.9080(2) 0.5402(4) -0.0535(2) 0.0500 1.0000 Uiso H261 0.8305(2) 0.5041(4) -0.0588(2) 0.0500 1.0000 Uiso 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 S4 0.0357(4) 0.0481(5) 0.0433(5) 0.0175(4) 0.0050(4) -0.0040(4) S2 0.0456(5) 0.0411(5) 0.0339(4) -0.0099(4) 0.0009(3) 0.0063(4) S3 0.0351(5) 0.0813(8) 0.0428(5) 0.0207(5) 0.0100(4) 0.0129(5) S1 0.0346(5) 0.0989(9) 0.0411(5) 0.0035(5) 0.0057(4) 0.0134(5) O2 0.0381(12) 0.0403(13) 0.0407(13) 0.0112(11) 0.001(1) 0.0008(11) O4 0.0379(13) 0.0413(14) 0.0378(13) -0.0015(11) -0.000(1) 0.001(1) O3 0.0415(14) 0.0596(17) 0.0498(15) 0.0207(14) 0.0068(12) -0.0112(13) O6 0.093(3) 0.0490(18) 0.075(2) 0.0161(17) -0.0208(19) 0.0047(17) O1 0.0575(17) 0.0545(17) 0.0461(15) -0.0060(13) 0.0056(13) 0.0189(13) O5 0.089(3) 0.078(2) 0.071(2) 0.0089(18) -0.0171(19) -0.037(2) C11 0.0373(17) 0.0378(19) 0.0308(16) -0.0054(14) 0.0029(13) -0.0024(14) C24 0.0428(19) 0.049(2) 0.0326(17) 0.0038(16) 0.0042(15) -0.0045(16) C10 0.0345(17) 0.0375(18) 0.0333(17) 0.0069(14) -0.0009(13) 0.0010(14) C23 0.0358(17) 0.0395(19) 0.0365(18) 0.0101(15) 0.0040(14) -0.0000(14) C14 0.0383(19) 0.051(2) 0.048(2) 0.0044(18) 0.0102(16) -0.0019(17) C22 0.0342(17) 0.0381(19) 0.0368(18) 0.0042(15) -0.0026(14) -0.0006(14) C8 0.0369(18) 0.056(2) 0.0381(19) 0.0089(17) 0.0048(15) 0.0134(16) C7 0.0443(19) 0.043(2) 0.0320(17) 0.0039(15) 0.0023(14) 0.0068(16) C12 0.0398(18) 0.043(2) 0.0309(17) -0.0008(14) 0.0030(14) -0.0014(15) C16 0.0345(18) 0.054(2) 0.0356(18) 0.0096(16) 0.0083(14) -0.0046(16) C19 0.0374(19) 0.060(2) 0.0364(19) 0.0060(17) -0.0007(15) -0.0096(17) C2 0.044(2) 0.049(2) 0.0398(19) -0.0055(17) 0.0090(16) 0.0014(17) C27 0.052(2) 0.042(2) 0.054(2) 0.0019(19) 0.0031(18) -0.0022(18) C21 0.0334(18) 0.059(2) 0.0354(18) 0.0053(17) 0.0036(14) 0.0022(16) C3 0.0368(18) 0.045(2) 0.0312(17) -0.0057(15) 0.0080(14) 0.0028(15) C13 0.048(2) 0.042(2) 0.062(2) 0.0102(18) 0.0185(19) 0.0051(17) C20 0.0342(18) 0.073(3) 0.040(2) 0.0092(19) 0.0015(15) -0.0091(18) C4 0.044(2) 0.049(2) 0.0372(18) -0.0034(16) 0.0126(15) 0.0083(17) C15 0.0387(18) 0.043(2) 0.0380(18) 0.0081(15) 0.0097(15) -0.0022(15) C26 0.054(2) 0.046(2) 0.061(3) 0.018(2) -0.002(2) -0.0155(19) C1 0.053(2) 0.053(2) 0.046(2) -0.0120(18) 0.0210(18) -0.0067(19) C6 0.043(2) 0.071(3) 0.040(2) -0.0087(19) 0.0117(17) -0.0147(19) C17 0.0364(18) 0.058(2) 0.0351(18) 0.0115(16) 0.0140(14) 0.0090(17) C18 0.046(2) 0.055(2) 0.047(2) 0.0170(18) 0.0162(17) 0.0141(18) C25 0.051(2) 0.047(2) 0.055(2) 0.0049(19) 0.0032(19) -0.0100(18) C33 0.064(3) 0.054(2) 0.046(2) 0.0111(19) 0.0135(19) 0.020(2) C9 0.0343(18) 0.057(2) 0.0359(18) 0.0082(16) 0.0065(14) 0.0047(16) C5 0.0359(19) 0.072(3) 0.038(2) 0.0008(18) 0.0118(15) 0.0051(18) C28 0.067(3) 0.036(2) 0.054(2) -0.0048(18) -0.004(2) 0.0054(19) C41 0.051(2) 0.093(4) 0.044(2) -0.002(2) -0.0033(19) -0.026(2) C29 0.081(3) 0.058(3) 0.080(3) -0.018(3) 0.023(3) -0.023(3) C37 0.071(3) 0.046(3) 0.113(5) 0.009(3) 0.021(3) -0.002(2) C35 0.147(6) 0.107(5) 0.080(4) 0.052(4) 0.058(4) 0.058(4) C43 0.105(5) 0.203(9) 0.064(3) -0.025(4) 0.008(3) -0.090(6) C32 0.140(8) 0.064(4) 0.316(16) -0.058(7) -0.042(9) 0.007(5) C36 0.082(4) 0.127(6) 0.098(5) 0.053(4) -0.003(3) 0.036(4) C31 0.46(2) 0.064(5) 0.210(11) -0.013(6) 0.231(14) -0.059(8) C30 0.119(6) 0.088(5) 0.137(6) -0.026(4) 0.007(5) -0.037(4) C34 0.22(1) 0.060(4) 0.098(5) 0.009(3) 0.040(6) 0.017(5) C44 0.106(5) 0.145(7) 0.116(6) -0.067(5) 0.012(4) -0.030(5) C42 0.168(8) 0.182(8) 0.059(4) 0.033(5) -0.048(4) -0.075(7) C39 0.079(5) 0.085(5) 0.307(14) 0.047(7) 0.019(7) -0.017(4) C38 0.36(2) 0.091(6) 0.17(1) -0.044(6) 0.058(12) -0.080(9) C40 0.131(7) 0.059(4) 0.269(12) 0.042(6) -0.056(8) -0.010(4) _refine_ls_extinction_method 'None' loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag S4 . C23 . 1.784(4) yes S4 . C15 . 1.783(4) yes S2 . C11 . 1.781(4) yes S2 . C3 . 1.776(4) yes S3 . C17 . 1.788(4) yes S3 . C9 . 1.782(4) yes S1 . C21 . 1.784(4) yes S1 . C5 . 1.790(4) yes O2 . C10 . 1.394(4) yes O2 . C25 . 1.382(5) yes O4 . C22 . 1.396(4) yes O4 . C27 . 1.361(5) yes O3 . C16 . 1.386(5) yes O3 . C26 . 1.424(6) yes O6 . C27 . 1.182(5) yes O1 . C4 . 1.390(5) yes O1 . C28 . 1.423(5) yes O5 . C25 . 1.184(5) yes C11 . C10 . 1.386(5) yes C11 . C12 . 1.392(5) yes C24 . C23 . 1.383(5) yes C24 . C19 . 1.402(5) yes C24 . H241 . 1.000 no C10 . C9 . 1.392(5) yes C23 . C22 . 1.385(5) yes C14 . C13 . 1.393(5) yes C14 . C15 . 1.383(5) yes C14 . H141 . 1.000 no C22 . C21 . 1.393(5) yes C8 . C7 . 1.404(5) yes C8 . C9 . 1.381(5) yes C8 . H81 . 1.000 no C7 . C12 . 1.395(5) yes C7 . C33 . 1.520(5) yes C12 . H121 . 1.000 no C16 . C15 . 1.395(5) yes C16 . C17 . 1.386(5) yes C19 . C20 . 1.388(5) yes C19 . C41 . 1.527(5) yes C2 . C3 . 1.383(5) yes C2 . C1 . 1.398(5) yes C2 . H21 . 1.000 no C27 . C28 . 1.504(6) yes C21 . C20 . 1.385(5) yes C3 . C4 . 1.404(5) yes C13 . C18 . 1.390(6) yes C13 . C37 . 1.514(6) yes C20 . H201 . 1.000 no C4 . C5 . 1.391(6) yes C26 . C25 . 1.511(6) yes C26 . H262 . 0.882 no C26 . H261 . 1.076 no C1 . C6 . 1.393(6) yes C1 . C29 . 1.540(7) yes C6 . C5 . 1.391(6) yes C6 . H61 . 1.000 no C17 . C18 . 1.385(6) yes C18 . H181 . 1.000 no C33 . C35 . 1.497(7) yes C33 . C36 . 1.540(8) yes C33 . C34 . 1.513(8) yes C28 . H281 . 1.034 no C28 . H282 . 0.969 no C41 . C43 . 1.492(8) yes C41 . C44 . 1.58(1) yes C41 . C42 . 1.483(8) yes C29 . C32 . 1.501(11) yes C29 . C31 . 1.494(9) yes C29 . C30 . 1.500(8) yes C37 . C39 . 1.502(9) yes C37 . C38 . 1.531(12) yes C37 . C40 . 1.454(9) yes C35 . H351 . 1.000 no C35 . H352 . 1.000 no C35 . H353 . 1.000 no C43 . H431 . 1.000 no C43 . H432 . 1.000 no C43 . H433 . 1.000 no C32 . H321 . 1.000 no C32 . H322 . 1.000 no C32 . H323 . 1.000 no C36 . H361 . 1.000 no C36 . H362 . 1.000 no C36 . H363 . 1.000 no C31 . H311 . 1.000 no C31 . H312 . 1.000 no C31 . H313 . 1.000 no C30 . H301 . 1.000 no C30 . H302 . 1.000 no C30 . H303 . 1.000 no C34 . H341 . 1.000 no C34 . H342 . 1.000 no C34 . H343 . 1.000 no C44 . H441 . 1.000 no C44 . H442 . 1.000 no C44 . H443 . 1.000 no C42 . H421 . 1.000 no C42 . H422 . 1.000 no C42 . H423 . 1.000 no C39 . H391 . 1.000 no C39 . H392 . 1.000 no C39 . H393 . 1.000 no C38 . H381 . 1.000 no C38 . H382 . 1.000 no C38 . H383 . 1.000 no C40 . H401 . 1.000 no C40 . H402 . 1.000 no C40 . H403 . 1.000 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C23 . S4 . C15 . 98.69(16) yes C11 . S2 . C3 . 98.72(16) yes C17 . S3 . C9 . 99.08(16) yes C21 . S1 . C5 . 101.73(17) yes C10 . O2 . C25 . 117.6(3) yes C22 . O4 . C27 . 117.2(3) yes C16 . O3 . C26 . 118.8(3) yes C4 . O1 . C28 . 117.9(3) yes S2 . C11 . C10 . 120.6(3) yes S2 . C11 . C12 . 120.4(3) yes C10 . C11 . C12 . 119.1(3) yes C23 . C24 . C19 . 121.8(3) yes C23 . C24 . H241 . 119.0(2) no C19 . C24 . H241 . 119.2(2) no O2 . C10 . C11 . 121.2(3) yes O2 . C10 . C9 . 117.8(3) yes C11 . C10 . C9 . 120.7(3) yes S4 . C23 . C24 . 121.3(3) yes S4 . C23 . C22 . 119.6(3) yes C24 . C23 . C22 . 119.1(3) yes C13 . C14 . C15 . 122.2(4) yes C13 . C14 . H141 . 118.9(2) no C15 . C14 . H141 . 118.9(2) no O4 . C22 . C23 . 120.8(3) yes O4 . C22 . C21 . 118.2(3) yes C23 . C22 . C21 . 120.8(3) yes C7 . C8 . C9 . 121.7(3) yes C7 . C8 . H81 . 119.1(2) no C9 . C8 . H81 . 119.1(2) no C8 . C7 . C12 . 117.3(3) yes C8 . C7 . C33 . 119.7(3) yes C12 . C7 . C33 . 122.9(3) yes C11 . C12 . C7 . 121.9(3) yes C11 . C12 . H121 . 119.0(2) no C7 . C12 . H121 . 119.1(2) no O3 . C16 . C15 . 120.4(3) yes O3 . C16 . C17 . 120.2(3) yes C15 . C16 . C17 . 119.2(4) yes C24 . C19 . C20 . 117.3(3) yes C24 . C19 . C41 . 120.7(4) yes C20 . C19 . C41 . 122.0(4) yes C3 . C2 . C1 . 122.9(4) yes C3 . C2 . H21 . 118.5(2) no C1 . C2 . H21 . 118.6(2) no O4 . C27 . O6 . 124.1(4) yes O4 . C27 . C28 . 108.4(3) yes O6 . C27 . C28 . 127.5(4) yes S1 . C21 . C22 . 120.9(3) yes S1 . C21 . C20 . 120.1(3) yes C22 . C21 . C20 . 118.8(3) yes S2 . C3 . C2 . 120.6(3) yes S2 . C3 . C4 . 120.5(3) yes C2 . C3 . C4 . 118.9(3) yes C14 . C13 . C18 . 117.0(4) yes C14 . C13 . C37 . 120.4(4) yes C18 . C13 . C37 . 122.7(4) yes C19 . C20 . C21 . 122.2(3) yes C19 . C20 . H201 . 118.9(2) no C21 . C20 . H201 . 118.9(2) no O1 . C4 . C3 . 119.5(3) yes O1 . C4 . C5 . 121.0(3) yes C3 . C4 . C5 . 119.3(4) yes S4 . C15 . C14 . 120.4(3) yes S4 . C15 . C16 . 120.1(3) yes C14 . C15 . C16 . 119.5(3) yes O3 . C26 . C25 . 111.9(3) yes O3 . C26 . H262 . 102.69(19) no C25 . C26 . H262 . 107.5(2) no O3 . C26 . H261 . 116.5(2) no C25 . C26 . H261 . 110.2(3) no H262 . C26 . H261 . 107.358 no C2 . C1 . C6 . 116.8(4) yes C2 . C1 . C29 . 120.0(4) yes C6 . C1 . C29 . 123.1(4) yes C1 . C6 . C5 . 121.7(4) yes C1 . C6 . H61 . 119.2(2) no C5 . C6 . H61 . 119.1(2) no S3 . C17 . C16 . 120.5(3) yes S3 . C17 . C18 . 119.4(3) yes C16 . C17 . C18 . 120.1(3) yes C13 . C18 . C17 . 121.9(3) yes C13 . C18 . H181 . 119.1(2) no C17 . C18 . H181 . 119.0(2) no O2 . C25 . O5 . 123.5(4) yes O2 . C25 . C26 . 108.7(3) yes O5 . C25 . C26 . 127.8(4) yes C7 . C33 . C35 . 113.4(4) yes C7 . C33 . C36 . 108.7(4) yes C35 . C33 . C36 . 109.6(5) yes C7 . C33 . C34 . 109.2(4) yes C35 . C33 . C34 . 109.1(5) yes C36 . C33 . C34 . 106.8(6) yes S3 . C9 . C10 . 120.2(3) yes S3 . C9 . C8 . 120.4(3) yes C10 . C9 . C8 . 119.4(3) yes S1 . C5 . C4 . 120.7(3) yes S1 . C5 . C6 . 119.1(3) yes C4 . C5 . C6 . 120.2(4) yes O1 . C28 . C27 . 109.6(3) yes O1 . C28 . H281 . 110.8(2) no C27 . C28 . H281 . 109.1(2) no O1 . C28 . H282 . 111.5(2) no C27 . C28 . H282 . 109.2(2) no H281 . C28 . H282 . 106.579 no C19 . C41 . C43 . 113.8(4) yes C19 . C41 . C44 . 107.5(4) yes C43 . C41 . C44 . 105.6(6) yes C19 . C41 . C42 . 110.8(5) yes C43 . C41 . C42 . 113.8(6) yes C44 . C41 . C42 . 104.6(6) yes C1 . C29 . C32 . 110.4(5) yes C1 . C29 . C31 . 107.2(5) yes C32 . C29 . C31 . 108.0(9) yes C1 . C29 . C30 . 113.6(5) yes C32 . C29 . C30 . 107.0(6) yes C31 . C29 . C30 . 110.4(7) yes C13 . C37 . C39 . 110.7(5) yes C13 . C37 . C38 . 108.9(5) yes C39 . C37 . C38 . 103.0(8) yes C13 . C37 . C40 . 115.8(5) yes C39 . C37 . C40 . 110.5(6) yes C38 . C37 . C40 . 107.1(8) yes C33 . C35 . H351 . 109.4(3) no C33 . C35 . H352 . 109.2(4) no H351 . C35 . H352 . 109.475 no C33 . C35 . H353 . 109.8(4) no H351 . C35 . H353 . 109.475 no H352 . C35 . H353 . 109.476 no C41 . C43 . H431 . 109.5(3) no C41 . C43 . H432 . 109.8(4) no H431 . C43 . H432 . 109.476 no C41 . C43 . H433 . 109.2(4) no H431 . C43 . H433 . 109.475 no H432 . C43 . H433 . 109.477 no C29 . C32 . H321 . 109.2(4) no C29 . C32 . H322 . 109.8(6) no H321 . C32 . H322 . 109.476 no C29 . C32 . H323 . 109.4(4) no H321 . C32 . H323 . 109.476 no H322 . C32 . H323 . 109.476 no C33 . C36 . H361 . 109.6(3) no C33 . C36 . H362 . 109.3(3) no H361 . C36 . H362 . 109.476 no C33 . C36 . H363 . 109.5(4) no H361 . C36 . H363 . 109.475 no H362 . C36 . H363 . 109.476 no C29 . C31 . H311 . 109.5(4) no C29 . C31 . H312 . 109.1(6) no H311 . C31 . H312 . 109.476 no C29 . C31 . H313 . 109.7(6) no H311 . C31 . H313 . 109.476 no H312 . C31 . H313 . 109.476 no C29 . C30 . H301 . 109.3(4) no C29 . C30 . H302 . 109.2(4) no H301 . C30 . H302 . 109.475 no C29 . C30 . H303 . 109.8(4) no H301 . C30 . H303 . 109.476 no H302 . C30 . H303 . 109.476 no C33 . C34 . H341 . 109.6(3) no C33 . C34 . H342 . 109.5(4) no H341 . C34 . H342 . 109.475 no C33 . C34 . H343 . 109.2(4) no H341 . C34 . H343 . 109.476 no H342 . C34 . H343 . 109.476 no C41 . C44 . H441 . 109.5(3) no C41 . C44 . H442 . 109.4(4) no H441 . C44 . H442 . 109.476 no C41 . C44 . H443 . 109.5(4) no H441 . C44 . H443 . 109.475 no H442 . C44 . H443 . 109.476 no C41 . C42 . H421 . 109.6(3) no C41 . C42 . H422 . 109.5(4) no H421 . C42 . H422 . 109.475 no C41 . C42 . H423 . 109.3(5) no H421 . C42 . H423 . 109.476 no H422 . C42 . H423 . 109.476 no C37 . C39 . H391 . 109.6(4) no C37 . C39 . H392 . 110.1(4) no H391 . C39 . H392 . 109.476 no C37 . C39 . H393 . 108.7(6) no H391 . C39 . H393 . 109.475 no H392 . C39 . H393 . 109.476 no C37 . C38 . H381 . 109.3(4) no C37 . C38 . H382 . 110.1(6) no H381 . C38 . H382 . 109.475 no C37 . C38 . H383 . 109.1(5) no H381 . C38 . H383 . 109.476 no H382 . C38 . H383 . 109.476 no C37 . C40 . H401 . 109.6(4) no C37 . C40 . H402 . 109.6(5) no H401 . C40 . H402 . 109.475 no C37 . C40 . H403 . 109.2(6) no H401 . C40 . H403 . 109.476 no H402 . C40 . H403 . 109.476 no