# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 182/1511 data_global _publ_contact_author 'Andrei S.Batsanov' _publ_contact_author_email a.s.batsanov@durham.ac.uk loop_ _publ_author_name 'Bryce, Martin R.' 'Batsanov, Andrei S.' 'Finn, Terry' 'Hansen, Thomas K.' 'Howard, Judith A. K.' 'Kamenjicki, Marta' 'Lednev, Igor K.' 'Asher, Sandford A.' _journal_name_full 'Chemical Communications' _journal_volume '?' _journal_page_first '?' _journal_page_last '?' _journal_year '1999' _ccdc_journal_depnumber '?' _publ_section_title ; Crown-annelated 9,10-bis(1,3-dithiol-2-ylidene)-9,10- dihydroanthracene derivatives: electrochemical and spectroscopic studies of metal complexation. ; #====================================================================== data_(6) _ccdc_compound_id '6' _ccdc_biological_activity '?' _ccdc_polymorph '?' _ccdc_disorder ; Atoms O(4), O(5) and C(24) are disordered over two positions (A and B) with occupancies refined to 90.2(5) and 9.8(5)%. Positions B were refined in isotropic approximation, with restrained bond distances. ; _ccdc_comments '?' _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C27 H28 O5 S4' _chemical_formula_weight 560.73 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Orthorhombic' _symmetry_space_group_name_H-M 'P 21 21 21 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.600(1) _cell_length_b 18.395(1) _cell_length_c 18.566(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2595.6(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 443 _cell_measurement_theta_min 12 _cell_measurement_theta_max 19 _exptl_crystal_description 'prism ' _exptl_crystal_colour 'orange ' _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.435 _exptl_crystal_density_method ? _exptl_crystal_F_000 1176 _exptl_absorpt_coefficient_mu 0.404 _exptl_absorpt_correction_type 'integration' _exptl_absorpt_correction_T_min 0.9276 _exptl_absorpt_correction_T_max 0.9808 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0.00 0.00 1.00 0.0400 0.00 0.00 -1.00 0.0400 0.00 1.00 -1.00 0.0600 0.00 -1.00 1.00 0.0600 0.00 -1.00 0.00 0.0600 0.00 1.00 0.00 0.0600 0.00 -1.00 -1.00 0.0500 0.00 1.00 1.00 0.0500 1.00 0.00 0.00 0.2500 -1.00 0.00 0.00 0.2500 _exptl_special_details ; Over a quadrant of reciprocal space scanned by \w in 20 s exposures, each exposure covering 0.3\% \w. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'SMART 1K CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_standards_number 'not measured' _diffrn_standards_interval_count 'not measured' _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 10781 _diffrn_reflns_av_R_equivalents 0.0373 _diffrn_reflns_av_sigmaI/netI 0.0305 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.56 _diffrn_reflns_theta_max 26.37 _reflns_number_total 4235 _reflns_number_observed 3920 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SMART (Bruker, 1996)' _computing_cell_refinement 'SMART (Bruker, 1996)' _computing_data_reduction 'SAINT (Bruker, 1996)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'SHELXTL 5/VMS (1995)' _computing_publication_material 'SHELXTL 5/VMS (1995)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 16 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R- factors wR and all goodnesses of fit S are based on F^2^, conventional R- factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. H atoms refined freely (refall) in isotropic approximation, except the disordered ones at C(23), C(24), C(25) and C(26). The major positions of those were treated in riding model, their minor positions were neglected. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0110P)^2^+3.2496P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.07(8) _refine_ls_number_reflns 4219 _refine_ls_number_parameters 418 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0453 _refine_ls_R_factor_obs 0.0378 _refine_ls_wR_factor_all 0.0827 _refine_ls_wR_factor_obs 0.0743 _refine_ls_goodness_of_fit_all 1.175 _refine_ls_goodness_of_fit_obs 1.146 _refine_ls_restrained_S_all 1.225 _refine_ls_restrained_S_obs 1.147 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group S1 S 0.52878(12) 0.63646(4) 0.39408(5) 0.0181(2) Uani 1 d . . S2 S 0.53024(12) 0.59961(4) 0.54704(5) 0.0184(2) Uani 1 d . . S3 S 0.35885(12) 0.49800(4) 0.34688(5) 0.0221(2) Uani 1 d . . S4 S 0.33913(12) 0.45630(4) 0.52408(5) 0.0225(2) Uani 1 d . . O1 O 0.4199(3) 0.94303(12) 0.5497(2) 0.0279(6) Uani 1 d . . O2 O 0.7865(3) 0.37052(13) 0.3581(2) 0.0288(6) Uani 1 d . . O3 O 1.0032(3) 0.32211(13) 0.4773(2) 0.0332(7) Uani 1 d . . O4A O 0.9010(4) 0.28806(15) 0.6230(2) 0.0329(9) Uani 0.902(5) d P 1 O5A O 0.6896(5) 0.4254(2) 0.6818(2) 0.0398(10) Uani 0.902(5) d P 1 O4B O 1.0818(31) 0.3486(10) 0.6310(13) 0.022(7) Uiso 0.098(5) d PD 2 O5B O 0.7101(44) 0.3809(21) 0.6615(22) 0.079(14) Uiso 0.098(5) d PD 2 C1 C 0.6772(5) 0.7853(2) 0.3746(2) 0.0199(8) Uani 1 d . . H1 H 0.7277(49) 0.7398(20) 0.3584(23) 0.030(11) Uiso 1 d . . C2 C 0.6721(5) 0.8401(2) 0.3235(2) 0.0220(8) Uani 1 d . . H2 H 0.7129(46) 0.8316(17) 0.2800(22) 0.012(10) Uiso 1 d . . C3 C 0.5994(5) 0.9076(2) 0.3394(2) 0.0248(9) Uani 1 d . . H3 H 0.5893(54) 0.9453(21) 0.3045(23) 0.040(12) Uiso 1 d . . C4 C 0.5392(5) 0.9204(2) 0.4081(2) 0.0215(8) Uani 1 d . . H4 H 0.4976(52) 0.9656(20) 0.4208(21) 0.034(11) Uiso 1 d . . C5 C 0.5377(5) 0.8555(2) 0.6649(2) 0.0234(8) Uani 1 d . . H5 H 0.4942(47) 0.9005(18) 0.6731(19) 0.024(10) Uiso 1 d . . C6 C 0.5931(5) 0.8101(2) 0.7200(2) 0.0274(9) Uani 1 d . . H6 H 0.5838(49) 0.8251(18) 0.7691(21) 0.023(10) Uiso 1 d . . C7 C 0.6675(5) 0.7430(2) 0.7026(2) 0.0238(8) Uani 1 d . . H7 H 0.7031(45) 0.7124(17) 0.7388(19) 0.010(8) Uiso 1 d . . C8 C 0.6776(5) 0.7202(2) 0.6317(2) 0.0193(8) Uani 1 d . . H8 H 0.7397(45) 0.6767(18) 0.6218(19) 0.016(9) Uiso 1 d . . C9 C 0.6075(4) 0.7390(2) 0.4995(2) 0.0156(8) Uani 1 d . . C10 C 0.4959(4) 0.8855(2) 0.5355(2) 0.0194(8) Uani 1 d . . C11 C 0.6135(4) 0.7965(2) 0.4445(2) 0.0161(7) Uani 1 d . . C12 C 0.5481(4) 0.8666(2) 0.4614(2) 0.0165(7) Uani 1 d . . C13 C 0.5487(4) 0.8338(2) 0.5932(2) 0.0192(8) Uani 1 d . . C14 C 0.6133(4) 0.7635(2) 0.5753(2) 0.0178(8) Uani 1 d . . C15 C 0.5672(4) 0.6682(2) 0.4818(2) 0.0140(7) Uani 1 d . . C16 C 0.4373(4) 0.5520(2) 0.4185(2) 0.0176(8) Uani 1 d . . C17 C 0.4377(4) 0.53533(15) 0.4884(2) 0.0175(7) Uani 1 d . . C18 C 0.5025(5) 0.4188(2) 0.3542(2) 0.0211(8) Uani 1 d . . H181 H 0.4891(47) 0.3994(17) 0.4021(20) 0.019(9) Uiso 1 d . . H182 H 0.4512(42) 0.3823(15) 0.3168(17) 0.008(8) Uiso 1 d . . C19 C 0.6929(5) 0.4356(2) 0.3399(3) 0.0262(9) Uani 1 d . . H191 H 0.7130(56) 0.4526(22) 0.2866(26) 0.045(13) Uiso 1 d . . H192 H 0.7310(44) 0.4762(17) 0.3723(20) 0.016(9) Uiso 1 d . . C20 C 0.9727(5) 0.3819(2) 0.3646(3) 0.0318(10) Uani 1 d . . H201 H 0.9934(46) 0.4254(18) 0.3907(19) 0.017(9) Uiso 1 d . . H202 H 1.0232(56) 0.3880(19) 0.3143(24) 0.036(12) Uiso 1 d . . C21 C 1.0515(6) 0.3183(2) 0.4036(3) 0.0333(10) Uani 1 d . . H211 H 1.0135(49) 0.2713(18) 0.3830(20) 0.022(9) Uiso 1 d . . H212 H 1.1810(64) 0.3213(22) 0.4021(26) 0.049(13) Uiso 1 d . . C22 C 1.0821(6) 0.2667(2) 0.5201(3) 0.0393(11) Uani 1 d . . H221 H 1.2051(68) 0.2607(24) 0.5078(28) 0.053(14) Uiso 1 d . . H222 H 1.0100(63) 0.2155(23) 0.5055(23) 0.054(14) Uiso 1 d . . C23 C 1.0735(5) 0.2870(2) 0.5966(3) 0.0394(11) Uani 1 d D . H231 H 1.1441(5) 0.2521(2) 0.6251(3) 0.051 Uiso 0.902(5) d PR 1 H232 H 1.1263(5) 0.3358(2) 0.6028(3) 0.051 Uiso 0.902(5) d PR 1 C24A C 0.8884(7) 0.3198(2) 0.6930(3) 0.0355(12) Uani 0.902(5) d P 1 H241 H 0.9975(7) 0.3082(2) 0.7198(3) 0.046 Uiso 0.902(5) d PR 1 H242 H 0.7891(7) 0.2968(2) 0.7190(3) 0.046 Uiso 0.902(5) d PR 1 C24B C 1.0176(45) 0.3534(20) 0.7019(18) 0.040(11) Uiso 0.098(5) d PD 2 C25 C 0.8635(6) 0.4013(2) 0.6936(3) 0.0420(11) Uani 1 d D . H251 H 0.9030(6) 0.4202(2) 0.7408(3) 0.055 Uiso 0.902(5) d PR 1 H252 H 0.9407(6) 0.4227(2) 0.6563(3) 0.055 Uiso 0.902(5) d PR 1 C26 C 0.6311(6) 0.4236(2) 0.6095(2) 0.0349(10) Uani 1 d D . H261 H 0.6394(6) 0.3737(2) 0.5899(2) 0.045 Uiso 0.902(5) d PR 1 H262 H 0.7032(6) 0.4563(2) 0.5792(2) 0.045 Uiso 0.902(5) d PR 1 C27 C 0.4430(6) 0.4490(2) 0.6112(2) 0.0351(10) Uani 1 d . . H271 H 0.4350(42) 0.4970(17) 0.6374(18) 0.015(9) Uiso 1 d . . H272 H 0.3667(53) 0.4133(21) 0.6383(23) 0.037(11) Uiso 1 d . . 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 0.0228(4) 0.0155(3) 0.0160(5) -0.0001(3) 0.0003(4) -0.0007(3) S2 0.0247(4) 0.0149(3) 0.0156(5) 0.0006(3) -0.0009(4) -0.0010(3) S3 0.0225(4) 0.0207(4) 0.0232(6) -0.0039(3) -0.0050(4) -0.0003(3) S4 0.0250(4) 0.0180(4) 0.0246(6) 0.0027(3) 0.0004(4) -0.0043(3) O1 0.0295(14) 0.0188(11) 0.035(2) -0.0039(11) 0.0051(13) 0.0045(10) O2 0.0206(13) 0.0228(12) 0.043(2) -0.0012(11) -0.0027(13) 0.0005(10) O3 0.029(2) 0.0352(14) 0.036(2) 0.0027(11) 0.0015(14) 0.0115(11) O4A 0.029(2) 0.032(2) 0.037(2) 0.0008(13) -0.006(2) -0.0036(12) O5A 0.058(2) 0.038(2) 0.024(2) -0.0025(13) -0.017(2) 0.014(2) C1 0.020(2) 0.018(2) 0.022(2) -0.0007(13) -0.001(2) 0.0017(13) C2 0.030(2) 0.026(2) 0.010(2) 0.0015(13) 0.003(2) -0.0028(15) C3 0.031(2) 0.020(2) 0.023(2) 0.0063(14) -0.006(2) -0.0021(14) C4 0.024(2) 0.0155(15) 0.025(2) 0.0000(13) -0.009(2) -0.0006(13) C5 0.023(2) 0.021(2) 0.027(2) -0.0046(14) 0.006(2) -0.0032(14) C6 0.034(2) 0.032(2) 0.016(2) -0.0078(15) 0.001(2) -0.007(2) C7 0.025(2) 0.027(2) 0.019(2) 0.0053(15) -0.005(2) -0.0064(15) C8 0.020(2) 0.019(2) 0.019(2) 0.0005(13) -0.004(2) -0.0013(13) C9 0.012(2) 0.017(2) 0.018(2) 0.0004(12) 0.004(2) 0.0013(11) C10 0.017(2) 0.0157(14) 0.026(2) -0.0029(12) -0.003(2) -0.0050(12) C11 0.012(2) 0.0198(15) 0.016(2) 0.0004(12) -0.003(2) -0.0009(12) C12 0.0110(14) 0.0181(14) 0.021(2) 0.0005(13) -0.003(2) -0.0041(12) C13 0.014(2) 0.0198(15) 0.024(2) -0.0021(13) 0.003(2) -0.0060(13) C14 0.013(2) 0.0172(15) 0.023(2) -0.0022(13) 0.003(2) -0.0048(12) C15 0.012(2) 0.0201(15) 0.010(2) 0.0032(12) 0.0002(15) 0.0033(12) C16 0.015(2) 0.0120(13) 0.025(2) -0.0023(13) 0.000(2) 0.0007(12) C17 0.019(2) 0.0122(14) 0.021(2) -0.0011(12) -0.001(2) 0.0018(12) C18 0.025(2) 0.0178(15) 0.021(2) -0.0040(13) -0.004(2) 0.0005(13) C19 0.028(2) 0.020(2) 0.031(3) -0.001(2) -0.003(2) 0.0001(13) C20 0.019(2) 0.035(2) 0.041(3) 0.001(2) 0.007(2) -0.001(2) C21 0.023(2) 0.033(2) 0.043(3) -0.004(2) 0.005(2) 0.007(2) C22 0.030(2) 0.036(2) 0.051(3) 0.008(2) 0.002(2) 0.013(2) C23 0.030(2) 0.041(2) 0.047(4) 0.005(2) -0.008(2) 0.001(2) C24A 0.041(3) 0.036(2) 0.030(3) 0.010(2) -0.003(2) 0.005(2) C25 0.049(3) 0.038(2) 0.039(3) -0.001(2) -0.016(2) 0.003(2) C26 0.043(2) 0.026(2) 0.036(3) -0.001(2) -0.013(2) 0.005(2) C27 0.043(2) 0.024(2) 0.039(3) 0.008(2) 0.000(2) -0.008(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C15 1.755(4) . ? S1 C16 1.761(3) . ? S2 C17 1.755(3) . ? S2 C15 1.771(3) . ? S3 C16 1.764(4) . ? S3 C18 1.826(3) . ? S4 C17 1.765(3) . ? S4 C27 1.805(5) . ? O1 C10 1.233(4) . ? O2 C19 1.433(4) . ? O2 C20 1.435(5) . ? O3 C21 1.419(5) . ? O3 C22 1.426(5) . ? O4A C23 1.400(5) . ? O4A C24A 1.427(5) . ? O5A C25 1.411(6) . ? O5A C26 1.413(5) . ? O4B C23 1.30(2) . ? O4B C24B 1.41(3) . ? O5B C25 1.36(3) . ? O5B C26 1.38(3) . ? C1 C2 1.385(5) . ? C1 C11 1.400(5) . ? C2 C3 1.391(5) . ? C3 C4 1.375(6) . ? C4 C12 1.400(5) . ? C5 C6 1.386(5) . ? C5 C13 1.393(5) . ? C6 C7 1.396(5) . ? C7 C8 1.384(5) . ? C8 C14 1.404(5) . ? C9 C15 1.377(4) . ? C9 C11 1.472(4) . ? C9 C14 1.478(5) . ? C10 C12 1.474(5) . ? C10 C13 1.488(5) . ? C11 C12 1.417(4) . ? C13 C14 1.422(4) . ? C16 C17 1.333(5) . ? C18 C19 1.503(5) . ? C20 C21 1.500(6) . ? C22 C23 1.470(7) . ? C24A C25 1.511(5) . ? C24B C25 1.47(3) . ? C26 C27 1.504(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C15 S1 C16 96.9(2) . . ? C17 S2 C15 96.9(2) . . ? C16 S3 C18 101.0(2) . . ? C17 S4 C27 102.3(2) . . ? C19 O2 C20 112.8(3) . . ? C21 O3 C22 113.2(3) . . ? C23 O4A C24A 112.8(4) . . ? C25 O5A C26 115.8(4) . . ? C23 O4B C24B 119.8(24) . . ? C25 O5B C26 121.4(24) . . ? C2 C1 C11 121.2(3) . . ? C1 C2 C3 121.0(4) . . ? C4 C3 C2 118.8(3) . . ? C3 C4 C12 121.2(3) . . ? C6 C5 C13 121.0(3) . . ? C5 C6 C7 119.1(4) . . ? C8 C7 C6 120.7(4) . . ? C7 C8 C14 121.3(3) . . ? C15 C9 C11 121.4(3) . . ? C15 C9 C14 121.5(3) . . ? C11 C9 C14 116.1(3) . . ? O1 C10 C12 121.8(3) . . ? O1 C10 C13 121.4(3) . . ? C12 C10 C13 116.6(3) . . ? C1 C11 C12 117.4(3) . . ? C1 C11 C9 123.2(3) . . ? C12 C11 C9 119.4(3) . . ? C4 C12 C11 120.2(3) . . ? C4 C12 C10 118.7(3) . . ? C11 C12 C10 121.0(3) . . ? C5 C13 C14 120.3(3) . . ? C5 C13 C10 119.2(3) . . ? C14 C13 C10 120.5(3) . . ? C8 C14 C13 117.5(3) . . ? C8 C14 C9 123.2(3) . . ? C13 C14 C9 119.3(3) . . ? C9 C15 S1 125.0(3) . . ? C9 C15 S2 123.1(3) . . ? S1 C15 S2 111.8(2) . . ? C17 C16 S1 116.9(2) . . ? C17 C16 S3 127.2(2) . . ? S1 C16 S3 115.9(2) . . ? C16 C17 S2 116.7(2) . . ? C16 C17 S4 123.7(2) . . ? S2 C17 S4 119.5(2) . . ? C19 C18 S3 113.4(2) . . ? O2 C19 C18 105.3(3) . . ? O2 C20 C21 108.7(3) . . ? O3 C21 C20 108.8(3) . . ? O3 C22 C23 109.7(3) . . ? O4B C23 C22 133.9(12) . . ? O4A C23 C22 112.5(4) . . ? O4A C24A C25 114.8(4) . . ? O4B C24B C25 102.4(22) . . ? O5B C25 C24B 124.2(24) . . ? O5A C25 C24A 115.4(4) . . ? O5B C26 C27 125.2(19) . . ? O5A C26 C27 105.8(4) . . ? C26 C27 S4 114.9(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C17 C16 S3 C18 -61.5(3) . . . . ? C16 S3 C18 C19 -64.7(3) . . . . ? S3 C18 C19 O2 172.0(3) . . . . ? C18 C19 O2 C20 -165.7(4) . . . . ? C19 O2 C20 C21 163.9(4) . . . . ? O2 C20 C21 O3 -72.5(4) . . . . ? C20 C21 O3 C22 -175.8(3) . . . . ? C21 O3 C22 C23 162.0(3) . . . . ? O3 C22 C23 O4A 67.1(5) . . . . ? C22 C23 O4A C24A -169.8(3) . . . . ? C23 O4A C24A C25 88.0(5) . . . . ? O4A C24A C25 O5A 80.9(5) . . . . ? C24A C25 O5A C26 -77.4(5) . . . . ? C25 O5A C26 C27 178.1(3) . . . . ? O5A C26 C27 S4 176.9(3) . . . . ? C26 C27 S4 C17 -74.0(3) . . . . ? C27 S4 C17 C16 161.8(3) . . . . ? C22 C23 O4B C24B 160.9(17) . . . . ? C23 O4B C24B C25 -112.4(25) . . . . ? O4B C24B C25 O5B 71.9(36) . . . . ? C24B C25 O5B C26 -131.3(33) . . . . ? C25 O5B C26 C27 -126.9(30) . . . . ? _refine_diff_density_max 0.276 _refine_diff_density_min -0.213 _refine_diff_density_rms 0.055 #==========================================END data_8.CH2Cl2 _ccdc_compound_id '8' _ccdc_biological_activity '?' _ccdc_polymorph '?' _ccdc_disorder ; none ; _ccdc_comments '?' _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C32 H34 O4 S6, C H2 Cl2' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C33 H36 Cl2 O4 S6' _chemical_formula_weight 759.88 _chemical_melting_point '223-225 deg.C' _chemical_compound_source ? 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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.891(2) _cell_length_b 12.546(1) _cell_length_c 12.691(2) _cell_angle_alpha 104.928(4) _cell_angle_beta 97.021(5) _cell_angle_gamma 106.602(4) _cell_volume 1713.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 413 _cell_measurement_theta_min 7 _cell_measurement_theta_max 26 _exptl_crystal_description rhomb _exptl_crystal_colour orange _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.473 _exptl_crystal_density_method ? _exptl_crystal_F_000 792 _exptl_absorpt_coefficient_mu 0.593 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.8714 _exptl_absorpt_correction_T_max 0.9340 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1.00 0.00 0.00 0.1000 -1.00 0.00 0.00 0.1000 0.00 -1.00 1.00 0.1000 0.00 1.00 -1.00 0.1000 0.00 1.00 0.00 0.0750 0.00 -1.00 0.00 0.0750 0.00 0.00 1.00 0.1600 _exptl_special_details ; Frames of 0.3 deg \w, 10 s/frame. ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'SMART 1K CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_standards_number 'not measured' _diffrn_standards_interval_count 'not measured' _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 9437 _diffrn_reflns_av_R_equivalents 0.0251 _diffrn_reflns_av_sigmaI/netI 0.0263 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 27.48 _reflns_number_total 7137 _reflns_number_observed 6205 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 57 with very negative F^2^. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R- factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0133P)^2^+2.5069P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0023(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 7080 _refine_ls_number_parameters 551 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0476 _refine_ls_R_factor_obs 0.0370 _refine_ls_wR_factor_all 0.0889 _refine_ls_wR_factor_obs 0.0737 _refine_ls_goodness_of_fit_all 1.176 _refine_ls_goodness_of_fit_obs 1.125 _refine_ls_restrained_S_all 1.259 _refine_ls_restrained_S_obs 1.125 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group S1 S 0.28050(5) 0.79719(5) 0.87402(5) 0.01513(12) Uani 1 d . . S2 S 0.50579(5) 0.95960(5) 0.85522(5) 0.01578(12) Uani 1 d . . S3 S 0.43936(5) 0.35227(5) 0.61745(5) 0.01820(13) Uani 1 d . . S4 S 0.67500(5) 0.50698(5) 0.61680(5) 0.01806(13) Uani 1 d . . S5 S 0.12478(5) 0.91094(5) 0.76955(5) 0.01815(13) Uani 1 d . . S6 S 0.38412(5) 1.09812(5) 0.75146(5) 0.01989(13) Uani 1 d . . O1 O -0.01418(14) 0.81987(14) 0.51263(14) 0.0203(3) Uani 1 d . . O2 O 0.0027(2) 0.80666(15) 0.28117(15) 0.0230(4) Uani 1 d . . O3 O 0.2451(2) 0.8274(2) 0.1961(2) 0.0332(4) Uani 1 d . . O4 O 0.3307(2) 0.8923(2) 0.4367(2) 0.0284(4) Uani 1 d . . C1 C 0.7114(2) 0.8796(2) 0.9419(2) 0.0182(5) Uani 1 d . . H1 H 0.6919(23) 0.9459(23) 0.9793(22) 0.017(6) Uiso 1 d . . C2 C 0.8318(2) 0.8929(2) 0.9400(2) 0.0220(5) Uani 1 d . . H2 H 0.8895(26) 0.9677(26) 0.9705(24) 0.027(7) Uiso 1 d . . C3 C 0.8646(2) 0.7968(2) 0.8930(2) 0.0207(5) Uani 1 d . . H3 H 0.9485(27) 0.8066(25) 0.8980(24) 0.028(7) Uiso 1 d . . C4 C 0.7773(2) 0.6870(2) 0.8451(2) 0.0167(4) Uani 1 d . . H4 H 0.8013(21) 0.6236(21) 0.8174(20) 0.008(6) Uiso 1 d . . C5 C 0.3988(2) 0.4264(2) 0.8590(2) 0.0169(5) Uani 1 d . . H5 H 0.4217(24) 0.3640(25) 0.8262(23) 0.022(7) Uiso 1 d . . C6 C 0.3106(2) 0.4125(2) 0.9218(2) 0.0198(5) Uani 1 d . . H6 H 0.2719(23) 0.3366(23) 0.9276(21) 0.015(6) Uiso 1 d . . C7 C 0.2844(2) 0.5094(2) 0.9813(2) 0.0189(5) Uani 1 d . . H7 H 0.2287(28) 0.5010(26) 1.0285(26) 0.034(8) Uiso 1 d . . C8 C 0.3442(2) 0.6203(2) 0.9752(2) 0.0163(4) Uani 1 d . . H8 H 0.3313(22) 0.6891(22) 1.0192(21) 0.013(6) Uiso 1 d . . C9 C 0.4939(2) 0.7497(2) 0.8966(2) 0.0138(4) Uani 1 d . . C10 C 0.5588(2) 0.5577(2) 0.7905(2) 0.0141(4) Uani 1 d . . C11 C 0.6224(2) 0.7700(2) 0.8942(2) 0.0140(4) Uani 1 d . . C12 C 0.6552(2) 0.6719(2) 0.8427(2) 0.0138(4) Uani 1 d . . C13 C 0.4595(2) 0.5367(2) 0.8510(2) 0.0136(4) Uani 1 d . . C14 C 0.4298(2) 0.6346(2) 0.9082(2) 0.0134(4) Uani 1 d . . C15 C 0.4367(2) 0.8257(2) 0.8805(2) 0.0136(4) Uani 1 d . . C16 C 0.2680(2) 0.9034(2) 0.8095(2) 0.0161(4) Uani 1 d . . C17 C 0.3713(2) 0.9788(2) 0.8030(2) 0.0157(4) Uani 1 d . . C18 C 0.5591(2) 0.4821(2) 0.6915(2) 0.0149(4) Uani 1 d . . C19 C 0.4906(2) 0.3227(2) 0.4916(2) 0.0183(5) Uani 1 d . . C20 C 0.5988(2) 0.3938(2) 0.4920(2) 0.0181(5) Uani 1 d . . C21 C 0.4070(2) 0.2207(2) 0.3973(2) 0.0244(5) Uani 1 d . . H211 H 0.3393(30) 0.2396(28) 0.3678(28) 0.041(9) Uiso 1 d . . H212 H 0.3805(34) 0.1539(35) 0.4210(32) 0.061(12) Uiso 1 d . . H213 H 0.4459(31) 0.2038(30) 0.3413(30) 0.046(10) Uiso 1 d . . C22 C 0.6663(3) 0.3871(3) 0.3993(2) 0.0257(5) Uani 1 d . . H221 H 0.7424(31) 0.3868(28) 0.4239(27) 0.039(9) Uiso 1 d . . H222 H 0.6799(30) 0.4561(31) 0.3771(28) 0.044(10) Uiso 1 d . . H223 H 0.6258(33) 0.3191(34) 0.3372(32) 0.056(11) Uiso 1 d . . C23 C 0.0468(2) 0.7638(2) 0.6716(2) 0.0194(5) Uani 1 d . . H231 H 0.1060(26) 0.7400(24) 0.6309(24) 0.026(7) Uiso 1 d . . H232 H 0.0166(26) 0.7118(25) 0.7131(25) 0.027(7) Uiso 1 d . . C24 C -0.0582(2) 0.7645(2) 0.5911(2) 0.0216(5) Uani 1 d . . H241 H -0.1081(28) 0.6801(28) 0.5520(26) 0.038(9) Uiso 1 d . . H242 H -0.1054(27) 0.8039(26) 0.6332(25) 0.031(8) Uiso 1 d . . C25 C -0.1096(2) 0.8093(2) 0.4267(2) 0.0228(5) Uani 1 d . . H251 H -0.1629(24) 0.8469(23) 0.4592(22) 0.020(7) Uiso 1 d . . H252 H -0.1566(26) 0.7224(26) 0.3879(25) 0.029(8) Uiso 1 d . . C26 C -0.0610(3) 0.8699(2) 0.3459(2) 0.0256(5) Uani 1 d . . H261 H -0.1335(27) 0.8765(26) 0.2935(26) 0.033(8) Uiso 1 d . . H262 H -0.0102(25) 0.9449(25) 0.3811(23) 0.023(7) Uiso 1 d . . C27 C 0.0514(3) 0.8631(3) 0.2048(3) 0.0337(6) Uani 1 d . . H271 H 0.1057(29) 0.9444(30) 0.2431(27) 0.040(9) Uiso 1 d . . H272 H -0.0116(28) 0.8676(27) 0.1508(27) 0.035(8) Uiso 1 d . . C28 C 0.1235(3) 0.7981(3) 0.1405(2) 0.0328(6) Uani 1 d . . H281 H 0.0844(25) 0.7121(26) 0.1176(24) 0.026(7) Uiso 1 d . . H282 H 0.1291(31) 0.8215(30) 0.0713(31) 0.049(10) Uiso 1 d . . C29 C 0.2698(2) 0.7515(2) 0.2552(2) 0.0287(6) Uani 1 d . . H291 H 0.3540(30) 0.7587(28) 0.2551(27) 0.041(9) Uiso 1 d . . H292 H 0.2185(26) 0.6722(26) 0.2141(24) 0.027(7) Uiso 1 d . . C30 C 0.2494(2) 0.7795(2) 0.3728(2) 0.0238(5) Uani 1 d . . H301 H 0.1685(27) 0.7790(25) 0.3747(24) 0.030(8) Uiso 1 d . . H302 H 0.2647(25) 0.7223(25) 0.4074(24) 0.025(7) Uiso 1 d . . C31 C 0.3042(2) 0.9308(2) 0.5436(2) 0.0258(5) Uani 1 d . . H311 H 0.2932(31) 0.8674(31) 0.5800(30) 0.050(10) Uiso 1 d . . H312 H 0.2277(27) 0.9510(26) 0.5314(25) 0.032(8) Uiso 1 d . . C32 C 0.4107(2) 1.0347(2) 0.6141(2) 0.0209(5) Uani 1 d . . H321 H 0.4265(27) 1.0969(27) 0.5846(26) 0.033(8) Uiso 1 d . . H322 H 0.4800(28) 1.0126(26) 0.6232(25) 0.033(8) Uiso 1 d . . Cl1 Cl 1.00556(6) 0.46329(5) 0.62008(6) 0.02890(15) Uani 1 d . . Cl2 Cl 1.01162(6) 0.54767(6) 0.85972(6) 0.02791(14) Uani 1 d . . C33 C 1.0762(2) 0.4758(2) 0.7561(2) 0.0250(5) Uani 1 d . . H331 H 1.1573(29) 0.5237(27) 0.7682(25) 0.033(8) Uiso 1 d . . H332 H 1.0631(28) 0.3973(29) 0.7580(26) 0.037(9) Uiso 1 d . . 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 0.0135(2) 0.0152(2) 0.0196(3) 0.0084(2) 0.0060(2) 0.0054(2) S2 0.0154(3) 0.0131(2) 0.0182(3) 0.0051(2) 0.0049(2) 0.0030(2) S3 0.0198(3) 0.0155(3) 0.0171(3) 0.0028(2) 0.0057(2) 0.0036(2) S4 0.0169(3) 0.0211(3) 0.0167(3) 0.0041(2) 0.0075(2) 0.0070(2) S5 0.0176(3) 0.0161(3) 0.0237(3) 0.0070(2) 0.0057(2) 0.0087(2) S6 0.0252(3) 0.0138(3) 0.0248(3) 0.0093(2) 0.0096(2) 0.0079(2) O1 0.0162(8) 0.0236(8) 0.0212(9) 0.0097(7) 0.0031(7) 0.0047(6) O2 0.0284(9) 0.0231(9) 0.0242(10) 0.0116(7) 0.0089(7) 0.0134(7) O3 0.0327(10) 0.0356(11) 0.0291(11) 0.0145(8) 0.0078(8) 0.0034(8) O4 0.0243(9) 0.0301(10) 0.0232(10) 0.0045(8) 0.0108(7) -0.0014(7) C1 0.0170(11) 0.0181(11) 0.0161(12) 0.0021(9) 0.0017(9) 0.0042(9) C2 0.0148(11) 0.0224(12) 0.0215(13) 0.0040(10) -0.0001(9) -0.0006(9) C3 0.0123(10) 0.0291(13) 0.0194(13) 0.0081(10) 0.0042(9) 0.0041(9) C4 0.0154(10) 0.0226(11) 0.0148(12) 0.0061(9) 0.0054(9) 0.0092(9) C5 0.0191(11) 0.0168(11) 0.0149(12) 0.0058(9) 0.0016(9) 0.0061(9) C6 0.0189(11) 0.0208(11) 0.0203(13) 0.0114(9) 0.0023(9) 0.0037(9) C7 0.0154(10) 0.0262(12) 0.0188(13) 0.0133(10) 0.0053(9) 0.0059(9) C8 0.0179(10) 0.0202(11) 0.0143(12) 0.0065(9) 0.0047(9) 0.0098(9) C9 0.0141(10) 0.0153(10) 0.0104(11) 0.0028(8) 0.0026(8) 0.0034(8) C10 0.0136(10) 0.0161(10) 0.0150(12) 0.0072(8) 0.0035(8) 0.0062(8) C11 0.0142(10) 0.0196(11) 0.0075(11) 0.0043(8) 0.0010(8) 0.0048(8) C12 0.0146(10) 0.0171(10) 0.0118(11) 0.0074(8) 0.0039(8) 0.0052(8) C13 0.0136(10) 0.0168(10) 0.0100(11) 0.0046(8) 0.0014(8) 0.0047(8) C14 0.0134(10) 0.0177(10) 0.0094(11) 0.0058(8) 0.0002(8) 0.0050(8) C15 0.0141(10) 0.0137(10) 0.0118(11) 0.0026(8) 0.0043(8) 0.0032(8) C16 0.0205(11) 0.0156(10) 0.0149(12) 0.0044(8) 0.0052(9) 0.0095(9) C17 0.0181(11) 0.0145(10) 0.0171(12) 0.0065(8) 0.0063(9) 0.0065(8) C18 0.0151(10) 0.0158(10) 0.0161(12) 0.0060(8) 0.0043(8) 0.0069(8) C19 0.0242(12) 0.0198(11) 0.0136(12) 0.0047(9) 0.0038(9) 0.0119(9) C20 0.0218(11) 0.0214(11) 0.0150(12) 0.0042(9) 0.0053(9) 0.0137(9) C21 0.0288(13) 0.0248(13) 0.0174(14) 0.0029(10) 0.0020(11) 0.0101(11) C22 0.0273(13) 0.0346(15) 0.0196(14) 0.0069(11) 0.0105(11) 0.0159(11) C23 0.0213(11) 0.0149(10) 0.0238(14) 0.0074(9) 0.0064(10) 0.0067(9) C24 0.0175(11) 0.0242(12) 0.0231(14) 0.0094(10) 0.0063(10) 0.0040(10) C25 0.0184(11) 0.0284(13) 0.0234(14) 0.0070(10) 0.0019(10) 0.0121(10) C26 0.0322(14) 0.0237(13) 0.0250(15) 0.0074(10) 0.0045(11) 0.0159(11) C27 0.047(2) 0.036(2) 0.028(2) 0.0196(13) 0.0123(13) 0.0184(14) C28 0.036(2) 0.042(2) 0.022(2) 0.0128(12) 0.0068(12) 0.0134(13) C29 0.0235(13) 0.0282(14) 0.029(2) 0.0026(11) 0.0038(11) 0.0060(11) C30 0.0201(12) 0.0214(12) 0.0276(15) 0.0079(10) 0.0027(10) 0.0041(10) C31 0.0230(12) 0.0301(14) 0.0221(14) 0.0074(11) 0.0102(10) 0.0038(11) C32 0.0234(12) 0.0218(12) 0.0201(14) 0.0100(10) 0.0085(10) 0.0065(10) Cl1 0.0338(3) 0.0228(3) 0.0256(4) 0.0059(2) 0.0019(3) 0.0059(2) Cl2 0.0259(3) 0.0297(3) 0.0295(4) 0.0075(3) 0.0098(3) 0.0109(2) C33 0.0259(13) 0.0238(13) 0.029(2) 0.0103(11) 0.0085(11) 0.0098(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C16 1.764(2) . ? S1 C15 1.776(2) . ? S2 C17 1.760(2) . ? S2 C15 1.776(2) . ? S3 C19 1.767(2) . ? S3 C18 1.767(2) . ? S4 C20 1.761(2) . ? S4 C18 1.767(2) . ? S5 C16 1.753(2) . ? S5 C23 1.836(2) . ? S6 C17 1.758(2) . ? S6 C32 1.826(3) . ? O1 C24 1.422(3) . ? O1 C25 1.425(3) . ? O2 C27 1.425(3) . ? O2 C26 1.426(3) . ? O3 C29 1.425(3) . ? O3 C28 1.427(3) . ? O4 C31 1.423(3) . ? O4 C30 1.424(3) . ? C1 C2 1.397(3) . ? C1 C11 1.400(3) . ? C1 H1 0.95(3) . ? C2 C3 1.386(4) . ? C2 H2 0.94(3) . ? C3 C4 1.393(3) . ? C3 H3 0.96(3) . ? C4 C12 1.405(3) . ? C4 H4 0.92(2) . ? C5 C6 1.392(3) . ? C5 C13 1.402(3) . ? C5 H5 0.92(3) . ? C6 C7 1.395(3) . ? C6 H6 0.96(3) . ? C7 C8 1.397(3) . ? C7 H7 0.95(3) . ? C8 C14 1.406(3) . ? C8 H8 0.96(3) . ? C9 C15 1.360(3) . ? C9 C11 1.481(3) . ? C9 C14 1.482(3) . ? C10 C18 1.366(3) . ? C10 C12 1.481(3) . ? C10 C13 1.484(3) . ? C11 C12 1.420(3) . ? C13 C14 1.419(3) . ? C16 C17 1.346(3) . ? C19 C20 1.339(3) . ? C19 C21 1.500(3) . ? C20 C22 1.501(3) . ? C21 H211 0.96(3) . ? C21 H212 0.95(4) . ? C21 H213 0.91(4) . ? C22 H221 0.92(3) . ? C22 H222 0.95(4) . ? C22 H223 0.95(4) . ? C23 C24 1.517(3) . ? C23 H231 0.99(3) . ? C23 H232 0.96(3) . ? C24 H241 1.01(3) . ? C24 H242 0.97(3) . ? C25 C26 1.503(4) . ? C25 H251 0.96(3) . ? C25 H252 1.03(3) . ? C26 H261 1.06(3) . ? C26 H262 0.92(3) . ? C27 C28 1.515(4) . ? C27 H271 0.99(3) . ? C27 H272 0.98(3) . ? C28 H281 0.99(3) . ? C28 H282 1.00(4) . ? C29 C30 1.509(4) . ? C29 H291 0.98(3) . ? C29 H292 0.97(3) . ? C30 H301 0.96(3) . ? C30 H302 0.98(3) . ? C31 C32 1.511(4) . ? C31 H311 1.00(4) . ? C31 H312 1.02(3) . ? C32 H321 0.93(3) . ? C32 H322 0.94(3) . ? Cl1 C33 1.773(3) . ? Cl2 C33 1.779(3) . ? C33 H331 0.95(3) . ? C33 H332 0.96(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C16 S1 C15 95.95(11) . . ? C17 S2 C15 95.97(10) . . ? C19 S3 C18 97.41(11) . . ? C20 S4 C18 97.26(11) . . ? C16 S5 C23 101.36(11) . . ? C17 S6 C32 98.84(11) . . ? C24 O1 C25 111.3(2) . . ? C27 O2 C26 111.7(2) . . ? C29 O3 C28 116.6(2) . . ? C31 O4 C30 111.7(2) . . ? C2 C1 C11 120.6(2) . . ? C2 C1 H1 118.4(16) . . ? C11 C1 H1 120.9(16) . . ? C3 C2 C1 120.1(2) . . ? C3 C2 H2 120.8(18) . . ? C1 C2 H2 119.0(18) . . ? C2 C3 C4 120.0(2) . . ? C2 C3 H3 118.8(18) . . ? C4 C3 H3 121.1(17) . . ? C3 C4 C12 121.0(2) . . ? C3 C4 H4 118.7(15) . . ? C12 C4 H4 120.3(15) . . ? C6 C5 C13 120.9(2) . . ? C6 C5 H5 120.0(17) . . ? C13 C5 H5 118.9(17) . . ? C5 C6 C7 120.2(2) . . ? C5 C6 H6 119.3(15) . . ? C7 C6 H6 120.4(15) . . ? C6 C7 C8 120.0(2) . . ? C6 C7 H7 120.4(19) . . ? C8 C7 H7 119.6(19) . . ? C7 C8 C14 120.3(2) . . ? C7 C8 H8 121.4(15) . . ? C14 C8 H8 118.2(15) . . ? C15 C9 C11 123.1(2) . . ? C15 C9 C14 122.4(2) . . ? C11 C9 C14 114.3(2) . . ? C18 C10 C12 122.2(2) . . ? C18 C10 C13 123.5(2) . . ? C12 C10 C13 114.2(2) . . ? C1 C11 C12 119.5(2) . . ? C1 C11 C9 123.1(2) . . ? C12 C11 C9 117.4(2) . . ? C4 C12 C11 118.7(2) . . ? C4 C12 C10 123.1(2) . . ? C11 C12 C10 118.2(2) . . ? C5 C13 C14 118.9(2) . . ? C5 C13 C10 123.1(2) . . ? C14 C13 C10 117.8(2) . . ? C8 C14 C13 119.6(2) . . ? C8 C14 C9 122.6(2) . . ? C13 C14 C9 117.7(2) . . ? C9 C15 S1 123.3(2) . . ? C9 C15 S2 124.6(2) . . ? S1 C15 S2 112.03(12) . . ? C17 C16 S5 124.8(2) . . ? C17 C16 S1 116.7(2) . . ? S5 C16 S1 118.23(13) . . ? C16 C17 S6 125.8(2) . . ? C16 C17 S2 117.2(2) . . ? S6 C17 S2 116.98(12) . . ? C10 C18 S4 124.1(2) . . ? C10 C18 S3 124.3(2) . . ? S4 C18 S3 111.42(12) . . ? C20 C19 C21 128.0(2) . . ? C20 C19 S3 116.2(2) . . ? C21 C19 S3 115.8(2) . . ? C19 C20 C22 127.8(2) . . ? C19 C20 S4 117.0(2) . . ? C22 C20 S4 115.1(2) . . ? C19 C21 H211 110.4(20) . . ? C19 C21 H212 110.8(24) . . ? H211 C21 H212 110.1(30) . . ? C19 C21 H213 109.4(22) . . ? H211 C21 H213 107.5(29) . . ? H212 C21 H213 108.6(31) . . ? C20 C22 H221 110.6(20) . . ? C20 C22 H222 110.4(21) . . ? H221 C22 H222 104.0(28) . . ? C20 C22 H223 111.7(22) . . ? H221 C22 H223 109.0(29) . . ? H222 C22 H223 110.8(30) . . ? C24 C23 S5 110.3(2) . . ? C24 C23 H231 110.7(17) . . ? S5 C23 H231 107.3(17) . . ? C24 C23 H232 108.6(18) . . ? S5 C23 H232 108.7(18) . . ? H231 C23 H232 111.2(23) . . ? O1 C24 C23 109.3(2) . . ? O1 C24 H241 110.4(18) . . ? C23 C24 H241 106.5(18) . . ? O1 C24 H242 111.9(18) . . ? C23 C24 H242 108.9(18) . . ? H241 C24 H242 109.6(25) . . ? O1 C25 C26 110.3(2) . . ? O1 C25 H251 109.4(16) . . ? C26 C25 H251 107.6(16) . . ? O1 C25 H252 108.9(16) . . ? C26 C25 H252 111.8(16) . . ? H251 C25 H252 108.9(22) . . ? O2 C26 C25 110.5(2) . . ? O2 C26 H261 110.5(17) . . ? C25 C26 H261 108.7(16) . . ? O2 C26 H262 108.4(17) . . ? C25 C26 H262 112.4(18) . . ? H261 C26 H262 106.3(23) . . ? O2 C27 C28 111.1(2) . . ? O2 C27 H271 112.1(19) . . ? C28 C27 H271 107.2(19) . . ? O2 C27 H272 111.6(19) . . ? C28 C27 H272 107.8(19) . . ? H271 C27 H272 106.7(26) . . ? O3 C28 C27 114.8(3) . . ? O3 C28 H281 109.1(17) . . ? C27 C28 H281 112.3(17) . . ? O3 C28 H282 104.9(20) . . ? C27 C28 H282 107.5(20) . . ? H281 C28 H282 107.8(26) . . ? O3 C29 C30 114.3(2) . . ? O3 C29 H291 105.0(19) . . ? C30 C29 H291 110.8(19) . . ? O3 C29 H292 108.2(17) . . ? C30 C29 H292 108.5(17) . . ? H291 C29 H292 109.9(25) . . ? O4 C30 C29 109.1(2) . . ? O4 C30 H301 108.9(18) . . ? C29 C30 H301 111.8(18) . . ? O4 C30 H302 108.3(17) . . ? C29 C30 H302 110.1(17) . . ? H301 C30 H302 108.6(23) . . ? O4 C31 C32 107.5(2) . .. ? O4 C31 H311 110.1(20) . . ? C32 C31 H311 108.4(21) . . ? O4 C31 H312 107.0(17) . . ? C32 C31 H312 112.8(17) . . ? H311 C31 H312 110.9(26) . . ? C31 C32 S6 111.8(2) . . ? C31 C32 H321 113.0(19) . . ? S6 C32 H321 103.3(19) . . ? C31 C32 H322 110.3(19) . . ? S6 C32 H322 109.1(19) . . ? H321 C32 H322 109.1(26) . . ? Cl1 C33 Cl2 111.50(14) . . ? Cl1 C33 H331 106.9(19) . . ? Cl2 C33 H331 107.0(19) . . ? Cl1 C33 H332 106.0(19) . . ? Cl2 C33 H332 109.1(19) . . ? H331 C33 H332 116.4(26) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C17 C16 S5 C23 125.9(2) . . . . ? C16 S5 C23 C24 -156.2(2) . . . . ? S5 C23 C24 O1 73.6(2) . . . . ? C23 C24 O1 C25 172.5(2) . . . . ? C24 O1 C25 C26 179.2(2) . . . . ? O1 C25 C26 O2 70.5(3) . . . . ? C25 C26 O2 C27 -179.1(2) . . . . ? C26 O2 C27 C28 177.4(2) . . . . ? O2 C27 C28 O3 -84.6(3) . . . . ? C27 C28 O3 C29 97.1(3) . . . . ? C28 O3 C29 C30 -85.7(3) . . . . ? O3 C29 C30 O4 -63.6(3) . . . . ? C29 C30 O4 C21 -96.7(2) . . . . ? C30 O4 C21 C32 -144.8(2) . . . . ? O4 C21 C32 S6 141.1(2) . . . . ? C21 C32 S6 C17 2.21(11) . . . . ? C32 S6 C17 C16 -102.4(2) . . . . ? _refine_diff_density_max 0.428 _refine_diff_density_min -0.293 _refine_diff_density_rms 0.064 #===========================================END