# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_z _database_code_depnum_ccdc_archive 'CCDC 888344' #TrackingRef 'Pd(LB-Phos)2Cl2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H76 Cl2 O7 P2 Pd' _chemical_formula_weight 980.31 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' P P 0.1023 0.0942 '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' Pd Pd -0.9988 1.0072 '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 12.8490(5) _cell_length_b 13.1603(5) _cell_length_c 17.5483(6) _cell_angle_alpha 73.8470(10) _cell_angle_beta 68.5700(10) _cell_angle_gamma 65.9210(10) _cell_volume 2492.57(16) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.573 _exptl_crystal_size_mid 0.426 _exptl_crystal_size_min 0.231 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.306 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1036 _exptl_absorpt_coefficient_mu 0.589 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.816515 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29003 _diffrn_reflns_av_R_equivalents 0.0178 _diffrn_reflns_av_sigmaI/netI 0.0183 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 25.01 _reflns_number_total 8738 _reflns_number_gt 8018 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0476P)^2^+1.7663P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8738 _refine_ls_number_parameters 526 _refine_ls_number_restraints 52 _refine_ls_R_factor_all 0.0323 _refine_ls_R_factor_gt 0.0290 _refine_ls_wR_factor_ref 0.0881 _refine_ls_wR_factor_gt 0.0839 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.082 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 1.614105(14) 0.784810(13) 0.751850(10) 0.02847(7) Uani 1 1 d . . . Cl1 Cl 1.54914(6) 0.74953(5) 0.65818(4) 0.04296(15) Uani 1 1 d . . . Cl2 Cl 1.69112(6) 0.82339(5) 0.83696(4) 0.04164(14) Uani 1 1 d . . . P2 P 1.48638(5) 0.97346(5) 0.73871(4) 0.02961(13) Uani 1 1 d . . . P1 P 1.75731(5) 0.60303(5) 0.75289(3) 0.03010(13) Uani 1 1 d . . . O1 O 1.34327(15) 0.83029(15) 0.82075(11) 0.0445(4) Uani 1 1 d . . . O2 O 1.0174(2) 1.0318(2) 0.70184(18) 0.0799(7) Uani 1 1 d . . . O3 O 1.32441(17) 1.17526(15) 0.64465(12) 0.0483(4) Uani 1 1 d . . . O4 O 1.99311(17) 0.43873(19) 0.78796(12) 0.0639(6) Uani 1 1 d . . . O5 O 1.8519(2) 0.42598(19) 1.08408(12) 0.0612(5) Uani 1 1 d . . . O6 O 1.59089(15) 0.61965(15) 0.91751(10) 0.0425(4) Uani 1 1 d . . . C1 C 1.6885(2) 1.0318(2) 0.65340(16) 0.0438(6) Uani 1 1 d . . . H1A H 1.6789 1.0541 0.7045 0.053 Uiso 1 1 calc R . . H1B H 1.7364 0.9526 0.6547 0.053 Uiso 1 1 calc R . . C2 C 1.7516(3) 1.1008(3) 0.57973(19) 0.0618(8) Uani 1 1 d . . . H2A H 1.7071 1.1804 0.5816 0.074 Uiso 1 1 calc R . . H2B H 1.8302 1.0857 0.5835 0.074 Uiso 1 1 calc R . . C3 C 1.7634(3) 1.0728(3) 0.49791(19) 0.0657(9) Uani 1 1 d . . . H3A H 1.8157 0.9955 0.4932 0.079 Uiso 1 1 calc R . . H3B H 1.7988 1.1214 0.4525 0.079 Uiso 1 1 calc R . . C4 C 1.6426(3) 1.0879(3) 0.49170(17) 0.0543(7) Uani 1 1 d . . . H4A H 1.6531 1.0652 0.4405 0.065 Uiso 1 1 calc R . . H4B H 1.5930 1.1667 0.4906 0.065 Uiso 1 1 calc R . . C5 C 1.5813(2) 1.0176(2) 0.56486(15) 0.0430(6) Uani 1 1 d . . . H5A H 1.6284 0.9384 0.5641 0.052 Uiso 1 1 calc R . . H5B H 1.5039 1.0296 0.5605 0.052 Uiso 1 1 calc R . . C6 C 1.5661(2) 1.05059(19) 0.64644(14) 0.0347(5) Uani 1 1 d . . . H6A H 1.5197 1.1311 0.6451 0.042 Uiso 1 1 calc R . . C7 C 1.3909(3) 1.1758(2) 0.80680(17) 0.0460(6) Uani 1 1 d . . . H7A H 1.3194 1.1931 0.7916 0.055 Uiso 1 1 calc R . . H7B H 1.4453 1.2057 0.7601 0.055 Uiso 1 1 calc R . . C8 C 1.3591(3) 1.2322(3) 0.88088(19) 0.0578(7) Uani 1 1 d . . . H8A H 1.4316 1.2220 0.8921 0.069 Uiso 1 1 calc R . . H8B H 1.3188 1.3124 0.8677 0.069 Uiso 1 1 calc R . . C9 C 1.2798(3) 1.1848(3) 0.95737(19) 0.0596(8) Uani 1 1 d . . . H9A H 1.2646 1.2203 1.0038 0.072 Uiso 1 1 calc R . . H9B H 1.2042 1.2011 0.9483 0.072 Uiso 1 1 calc R . . C10 C 1.3378(3) 1.0592(3) 0.97748(18) 0.0617(8) Uani 1 1 d . . . H10A H 1.2837 1.0296 1.0247 0.074 Uiso 1 1 calc R . . H10B H 1.4091 1.0435 0.9925 0.074 Uiso 1 1 calc R . . C11 C 1.3708(3) 1.0000(2) 0.90386(16) 0.0524(7) Uani 1 1 d . . . H11A H 1.4132 0.9204 0.9175 0.063 Uiso 1 1 calc R . . H11B H 1.2987 1.0074 0.8936 0.063 Uiso 1 1 calc R . . C12 C 1.4483(2) 1.0490(2) 0.82546(15) 0.0364(5) Uani 1 1 d . . . H12A H 1.5230 1.0346 0.8364 0.044 Uiso 1 1 calc R . . C13 C 1.2872(2) 0.9159(2) 0.76953(16) 0.0387(5) Uani 1 1 d . . . C14 C 1.1807(2) 0.9228(2) 0.76129(18) 0.0483(6) Uani 1 1 d . . . H14A H 1.1487 0.8659 0.7879 0.058 Uiso 1 1 calc R . . C15 C 1.1236(2) 1.0155(3) 0.7130(2) 0.0542(7) Uani 1 1 d . . . C16 C 1.1703(2) 1.1001(2) 0.67333(18) 0.0509(7) Uani 1 1 d . . . H16A H 1.1302 1.1628 0.6415 0.061 Uiso 1 1 calc R . . C17 C 1.2773(2) 1.0913(2) 0.68097(15) 0.0391(5) Uani 1 1 d . . . C18 C 1.3411(2) 0.99753(19) 0.72805(14) 0.0343(5) Uani 1 1 d . . . C19 C 1.3125(3) 0.7311(3) 0.8465(2) 0.0614(8) Uani 1 1 d . . . H19A H 1.3581 0.6779 0.8824 0.092 Uiso 1 1 calc R . . H19B H 1.3294 0.6985 0.7988 0.092 Uiso 1 1 calc R . . H19C H 1.2292 0.7499 0.8755 0.092 Uiso 1 1 calc R . . C20 C 0.9615(3) 0.9510(4) 0.7435(3) 0.0996(15) Uani 1 1 d . . . H20A H 0.8880 0.9737 0.7306 0.149 Uiso 1 1 calc R . . H20B H 0.9457 0.9448 0.8022 0.149 Uiso 1 1 calc R . . H20C H 1.0128 0.8793 0.7262 0.149 Uiso 1 1 calc R . . C21 C 1.2879(3) 1.2525(3) 0.5766(2) 0.0710(9) Uani 1 1 d . . . H21A H 1.3286 1.3060 0.5574 0.106 Uiso 1 1 calc R . . H21B H 1.2036 1.2915 0.5939 0.106 Uiso 1 1 calc R . . H21C H 1.3068 1.2123 0.5326 0.106 Uiso 1 1 calc R . . C22 C 1.8257(3) 0.3844(2) 0.7143(2) 0.0591(8) Uani 1 1 d . . . H22A H 1.8490 0.3516 0.7649 0.071 Uiso 1 1 calc R . . H22B H 1.8937 0.3974 0.6706 0.071 Uiso 1 1 calc R . . C23 C 1.7889(4) 0.3028(3) 0.6917(3) 0.0822(11) Uani 1 1 d . . . H23A H 1.7732 0.3325 0.6383 0.099 Uiso 1 1 calc R . . H23B H 1.8540 0.2313 0.6868 0.099 Uiso 1 1 calc R . . C24 C 1.6793(4) 0.2836(3) 0.7557(3) 0.0880(12) Uani 1 1 d . . . H24A H 1.6564 0.2340 0.7381 0.106 Uiso 1 1 calc R . . H24B H 1.6965 0.2478 0.8081 0.106 Uiso 1 1 calc R . . C25 C 1.5790(3) 0.3941(3) 0.7662(2) 0.0731(10) Uani 1 1 d . . . H25A H 1.5102 0.3813 0.8092 0.088 Uiso 1 1 calc R . . H25B H 1.5572 0.4260 0.7150 0.088 Uiso 1 1 calc R . . C26 C 1.6126(3) 0.4774(3) 0.78935(19) 0.0566(7) Uani 1 1 d . . . H26A H 1.5473 0.5487 0.7926 0.068 Uiso 1 1 calc R . . H26B H 1.6260 0.4492 0.8435 0.068 Uiso 1 1 calc R . . C27 C 1.7239(2) 0.4956(2) 0.72629(15) 0.0374(5) Uani 1 1 d . . . H27A H 1.7054 0.5269 0.6733 0.045 Uiso 1 1 calc R . . C28 C 1.8700(2) 0.6625(3) 0.58692(16) 0.0514(7) Uani 1 1 d . . . H28A H 1.8121 0.7381 0.5887 0.062 Uiso 1 1 calc R . . H28B H 1.8373 0.6166 0.5743 0.062 Uiso 1 1 calc R . . C29 C 1.9854(3) 0.6656(3) 0.51949(18) 0.0659(9) Uani 1 1 d . . . H29A H 2.0399 0.5892 0.5139 0.079 Uiso 1 1 calc R . . H29B H 1.9681 0.7009 0.4670 0.079 Uiso 1 1 calc R . . C30 C 2.0439(3) 0.7303(4) 0.5398(2) 0.0830(11) Uani 1 1 d . . . H30A H 2.1194 0.7260 0.4980 0.100 Uiso 1 1 calc R . . H30B H 1.9936 0.8089 0.5384 0.100 Uiso 1 1 calc R . . C31 C 2.0645(3) 0.6844(3) 0.6236(2) 0.0723(10) Uani 1 1 d . . . H31A H 2.0974 0.7305 0.6359 0.087 Uiso 1 1 calc R . . H31B H 2.1218 0.6085 0.6232 0.087 Uiso 1 1 calc R . . C32 C 1.9492(2) 0.6832(3) 0.69066(18) 0.0528(7) Uani 1 1 d . . . H32A H 1.8937 0.7596 0.6940 0.063 Uiso 1 1 calc R . . H32B H 1.9650 0.6511 0.7439 0.063 Uiso 1 1 calc R . . C33 C 1.8944(2) 0.6137(2) 0.67092(14) 0.0360(5) Uani 1 1 d . . . H33A H 1.9526 0.5374 0.6673 0.043 Uiso 1 1 calc R . . C34 C 1.7020(2) 0.56089(19) 0.92555(14) 0.0364(5) Uani 1 1 d . . . C35 C 1.7241(2) 0.5233(2) 1.00201(15) 0.0430(6) Uani 1 1 d . . . H35A H 1.6627 0.5418 1.0501 0.052 Uiso 1 1 calc R . . C36 C 1.8382(3) 0.4580(2) 1.00607(16) 0.0451(6) Uani 1 1 d . . . C37 C 1.9297(2) 0.4281(2) 0.93562(16) 0.0467(6) Uani 1 1 d . . . H37A H 2.0058 0.3822 0.9390 0.056 Uiso 1 1 calc R . . C38 C 1.9061(2) 0.4676(2) 0.85963(16) 0.0432(6) Uani 1 1 d . . . C39 C 1.7935(2) 0.53782(19) 0.85130(14) 0.0361(5) Uani 1 1 d . . . C40 C 2.1096(3) 0.3716(4) 0.7906(2) 0.1008(16) Uani 1 1 d . . . H40A H 2.1599 0.3598 0.7355 0.151 Uiso 1 1 calc R . . H40B H 2.1096 0.3004 0.8244 0.151 Uiso 1 1 calc R . . H40C H 2.1390 0.4089 0.8138 0.151 Uiso 1 1 calc R . . C41 C 1.9623(3) 0.3452(3) 1.0941(2) 0.0717(10) Uani 1 1 d . . . H41A H 1.9600 0.3303 1.1514 0.108 Uiso 1 1 calc R . . H41B H 2.0254 0.3740 1.0612 0.108 Uiso 1 1 calc R . . H41C H 1.9760 0.2767 1.0766 0.108 Uiso 1 1 calc R . . C42 C 1.5008(3) 0.6706(3) 0.98546(18) 0.0613(8) Uani 1 1 d . . . H42A H 1.4273 0.7092 0.9713 0.092 Uiso 1 1 calc R . . H42B H 1.5236 0.7234 0.9984 0.092 Uiso 1 1 calc R . . H42C H 1.4907 0.6137 1.0327 0.092 Uiso 1 1 calc R . . O01 O 2.0000 0.0000 1.0000 0.304(6) Uani 1 2 d SDU . . C02 C 1.8870(10) 0.1451(9) 0.9257(7) 0.238(5) Uani 1 1 d DU . . H02A H 1.8959 0.2103 0.8862 0.357 Uiso 1 1 calc R . . H02B H 1.8192 0.1680 0.9724 0.357 Uiso 1 1 calc R . . H02C H 1.8757 0.0959 0.9003 0.357 Uiso 1 1 calc R . . C01 C 1.9885(13) 0.0887(12) 0.9520(10) 0.346(8) Uani 1 1 d DU . . H01A H 2.0557 0.0743 0.9028 0.415 Uiso 1 1 calc R . . H01B H 1.9967 0.1408 0.9774 0.415 Uiso 1 1 calc R . . O02 O 1.5000 0.5000 0.5000 0.476(14) Uani 1 2 d SDU . . C03 C 1.4330(13) 0.5160(12) 0.5686(9) 0.306(7) Uani 1 1 d DU . . H03A H 1.4699 0.4426 0.5972 0.367 Uiso 1 1 calc R . . H03B H 1.3662 0.5080 0.5603 0.367 Uiso 1 1 calc R . . C04 C 1.3644(16) 0.5709(15) 0.6432(10) 0.409(10) Uani 1 1 d DU . . H04A H 1.3213 0.5253 0.6839 0.613 Uiso 1 1 calc R . . H04B H 1.3095 0.6436 0.6288 0.613 Uiso 1 1 calc R . . H04C H 1.4179 0.5795 0.6654 0.613 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.02991(10) 0.02868(10) 0.02747(10) -0.00429(7) -0.01046(7) -0.00868(7) Cl1 0.0497(3) 0.0426(3) 0.0460(3) -0.0098(3) -0.0247(3) -0.0133(3) Cl2 0.0475(3) 0.0414(3) 0.0420(3) -0.0099(3) -0.0239(3) -0.0091(3) P2 0.0300(3) 0.0294(3) 0.0311(3) -0.0060(2) -0.0118(2) -0.0082(2) P1 0.0319(3) 0.0290(3) 0.0255(3) -0.0033(2) -0.0076(2) -0.0079(2) O1 0.0387(9) 0.0426(9) 0.0535(11) 0.0040(8) -0.0192(8) -0.0173(8) O2 0.0508(13) 0.0799(16) 0.125(2) -0.0102(15) -0.0544(14) -0.0159(12) O3 0.0546(11) 0.0410(10) 0.0508(11) 0.0031(8) -0.0289(9) -0.0121(8) O4 0.0429(11) 0.0726(14) 0.0424(11) -0.0084(10) -0.0137(9) 0.0140(10) O5 0.0822(15) 0.0694(13) 0.0387(10) 0.0052(9) -0.0325(10) -0.0278(12) O6 0.0389(9) 0.0500(10) 0.0311(8) -0.0069(7) -0.0058(7) -0.0114(8) C1 0.0476(14) 0.0482(14) 0.0429(14) -0.0003(11) -0.0159(11) -0.0251(12) C2 0.0664(19) 0.078(2) 0.0554(18) 0.0053(15) -0.0181(15) -0.0481(18) C3 0.070(2) 0.080(2) 0.0473(17) 0.0004(15) -0.0027(15) -0.0444(18) C4 0.0707(19) 0.0593(17) 0.0351(14) -0.0035(12) -0.0140(13) -0.0277(15) C5 0.0500(15) 0.0465(14) 0.0375(13) -0.0086(11) -0.0122(11) -0.0204(12) C6 0.0399(12) 0.0319(11) 0.0348(12) -0.0048(9) -0.0123(10) -0.0135(10) C7 0.0519(15) 0.0395(14) 0.0475(15) -0.0157(11) -0.0183(12) -0.0071(12) C8 0.0647(19) 0.0516(17) 0.0632(19) -0.0263(14) -0.0233(15) -0.0102(14) C9 0.0492(16) 0.075(2) 0.0559(17) -0.0370(16) -0.0190(14) -0.0010(15) C10 0.0636(19) 0.076(2) 0.0392(15) -0.0162(14) -0.0123(13) -0.0149(16) C11 0.0620(17) 0.0519(16) 0.0369(14) -0.0102(12) -0.0081(12) -0.0166(14) C12 0.0329(12) 0.0397(13) 0.0382(12) -0.0126(10) -0.0143(10) -0.0061(10) C13 0.0331(12) 0.0392(13) 0.0446(14) -0.0110(11) -0.0137(10) -0.0079(10) C14 0.0363(13) 0.0499(15) 0.0639(17) -0.0106(13) -0.0177(12) -0.0155(12) C15 0.0396(14) 0.0578(17) 0.074(2) -0.0200(15) -0.0284(14) -0.0077(13) C16 0.0472(15) 0.0471(15) 0.0616(17) -0.0095(13) -0.0340(14) -0.0022(12) C17 0.0429(13) 0.0350(12) 0.0411(13) -0.0099(10) -0.0188(11) -0.0065(10) C18 0.0304(11) 0.0356(12) 0.0386(12) -0.0101(10) -0.0143(10) -0.0064(9) C19 0.0588(18) 0.0510(17) 0.078(2) 0.0044(15) -0.0227(16) -0.0287(15) C20 0.062(2) 0.100(3) 0.166(5) -0.012(3) -0.062(3) -0.036(2) C21 0.091(2) 0.0576(19) 0.065(2) 0.0142(16) -0.0458(19) -0.0203(18) C22 0.0603(18) 0.0386(15) 0.072(2) -0.0184(14) -0.0139(15) -0.0092(13) C23 0.087(3) 0.0532(19) 0.107(3) -0.042(2) -0.011(2) -0.0200(18) C24 0.124(3) 0.059(2) 0.098(3) -0.020(2) -0.019(3) -0.054(2) C25 0.083(2) 0.081(2) 0.072(2) -0.0255(18) -0.0004(18) -0.055(2) C26 0.0622(18) 0.0537(17) 0.0557(17) -0.0171(14) 0.0040(14) -0.0344(15) C27 0.0449(13) 0.0338(12) 0.0328(12) -0.0060(9) -0.0083(10) -0.0147(10) C28 0.0453(15) 0.0662(18) 0.0339(13) 0.0042(12) -0.0083(11) -0.0211(13) C29 0.0562(18) 0.092(2) 0.0374(15) 0.0026(15) -0.0023(13) -0.0318(18) C30 0.075(2) 0.093(3) 0.069(2) -0.004(2) 0.0119(18) -0.052(2) C31 0.0495(18) 0.096(3) 0.080(2) -0.029(2) 0.0016(16) -0.0409(18) C32 0.0459(15) 0.0645(18) 0.0515(16) -0.0159(14) -0.0050(13) -0.0257(14) C33 0.0323(12) 0.0386(12) 0.0320(12) -0.0033(10) -0.0070(9) -0.0105(10) C34 0.0447(13) 0.0312(11) 0.0326(12) -0.0016(9) -0.0120(10) -0.0136(10) C35 0.0560(16) 0.0425(14) 0.0300(12) -0.0031(10) -0.0108(11) -0.0192(12) C36 0.0667(17) 0.0407(13) 0.0373(13) 0.0048(11) -0.0256(13) -0.0250(13) C37 0.0491(15) 0.0426(14) 0.0459(15) 0.0010(11) -0.0230(12) -0.0101(12) C38 0.0446(14) 0.0383(13) 0.0378(13) -0.0019(10) -0.0141(11) -0.0060(11) C39 0.0406(13) 0.0323(12) 0.0310(12) -0.0026(9) -0.0124(10) -0.0078(10) C40 0.0485(19) 0.130(4) 0.068(2) -0.014(2) -0.0188(17) 0.025(2) C41 0.096(3) 0.076(2) 0.061(2) 0.0163(17) -0.0516(19) -0.038(2) C42 0.0475(16) 0.078(2) 0.0405(15) -0.0168(14) -0.0017(12) -0.0094(15) O01 0.304(7) 0.301(7) 0.303(7) -0.041(2) -0.081(3) -0.107(3) C02 0.241(5) 0.238(5) 0.238(5) -0.038(2) -0.069(2) -0.082(2) C01 0.345(8) 0.346(8) 0.347(8) -0.055(2) -0.099(3) -0.117(3) O02 0.475(14) 0.476(14) 0.475(14) -0.071(3) -0.137(4) -0.162(5) C03 0.305(7) 0.309(7) 0.304(7) -0.046(2) -0.091(3) -0.102(3) C04 0.408(10) 0.410(10) 0.410(10) -0.063(3) -0.121(4) -0.139(4) _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 Pd1 Cl1 2.3147(6) . ? Pd1 Cl2 2.3193(6) . ? Pd1 P1 2.3489(6) . ? Pd1 P2 2.3545(6) . ? P2 C18 1.833(2) . ? P2 C6 1.850(2) . ? P2 C12 1.856(2) . ? P1 C39 1.836(2) . ? P1 C27 1.847(2) . ? P1 C33 1.852(2) . ? O1 C13 1.357(3) . ? O1 C19 1.424(3) . ? O2 C15 1.370(3) . ? O2 C20 1.411(5) . ? O3 C17 1.366(3) . ? O3 C21 1.423(3) . ? O4 C38 1.367(3) . ? O4 C40 1.405(4) . ? O5 C36 1.370(3) . ? O5 C41 1.422(4) . ? O6 C34 1.358(3) . ? O6 C42 1.419(3) . ? C1 C2 1.528(4) . ? C1 C6 1.535(3) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.521(4) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.523(4) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C5 1.523(4) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.532(3) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6A 0.9800 . ? C7 C12 1.518(3) . ? C7 C8 1.519(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.510(5) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.509(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.531(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.526(4) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9800 . ? C13 C14 1.393(3) . ? C13 C18 1.402(3) . ? C14 C15 1.376(4) . ? C14 H14A 0.9300 . ? C15 C16 1.375(4) . ? C16 C17 1.385(4) . ? C16 H16A 0.9300 . ? C17 C18 1.407(3) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 C27 1.519(4) . ? C22 C23 1.523(5) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.512(6) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.502(6) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.521(4) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C27 1.517(4) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 H27A 0.9800 . ? C28 C33 1.526(3) . ? C28 C29 1.529(4) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.518(5) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C31 1.504(5) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 C32 1.522(4) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 C33 1.527(4) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 H33A 0.9800 . ? C34 C35 1.385(3) . ? C34 C39 1.407(3) . ? C35 C36 1.382(4) . ? C35 H35A 0.9300 . ? C36 C37 1.377(4) . ? C37 C38 1.386(4) . ? C37 H37A 0.9300 . ? C38 C39 1.399(3) . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C41 H41A 0.9600 . ? C41 H41B 0.9600 . ? C41 H41C 0.9600 . ? C42 H42A 0.9600 . ? C42 H42B 0.9600 . ? C42 H42C 0.9600 . ? O01 C01 1.223(13) . ? O01 C01 1.223(13) 2_957 ? C02 C01 1.387(9) . ? C02 H02A 0.9600 . ? C02 H02B 0.9600 . ? C02 H02C 0.9600 . ? C01 H01A 0.9700 . ? C01 H01B 0.9700 . ? O02 C03 1.213(13) 2_866 ? O02 C03 1.213(13) . ? C03 C04 1.474(9) . ? C03 H03A 0.9700 . ? C03 H03B 0.9700 . ? C04 H04A 0.9600 . ? C04 H04B 0.9600 . ? C04 H04C 0.9600 . ? 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 Cl1 Pd1 Cl2 175.49(2) . . ? Cl1 Pd1 P1 90.08(2) . . ? Cl2 Pd1 P1 89.29(2) . . ? Cl1 Pd1 P2 89.87(2) . . ? Cl2 Pd1 P2 90.27(2) . . ? P1 Pd1 P2 173.74(2) . . ? C18 P2 C6 108.75(11) . . ? C18 P2 C12 103.60(11) . . ? C6 P2 C12 105.23(11) . . ? C18 P2 Pd1 116.27(8) . . ? C6 P2 Pd1 106.97(8) . . ? C12 P2 Pd1 115.40(8) . . ? C39 P1 C27 104.14(11) . . ? C39 P1 C33 108.84(11) . . ? C27 P1 C33 104.42(11) . . ? C39 P1 Pd1 115.43(8) . . ? C27 P1 Pd1 116.38(8) . . ? C33 P1 Pd1 106.95(8) . . ? C13 O1 C19 118.1(2) . . ? C15 O2 C20 118.6(3) . . ? C17 O3 C21 118.8(2) . . ? C38 O4 C40 119.7(2) . . ? C36 O5 C41 118.0(2) . . ? C34 O6 C42 118.3(2) . . ? C2 C1 C6 110.1(2) . . ? C2 C1 H1A 109.6 . . ? C6 C1 H1A 109.6 . . ? C2 C1 H1B 109.6 . . ? C6 C1 H1B 109.6 . . ? H1A C1 H1B 108.1 . . ? C3 C2 C1 111.5(2) . . ? C3 C2 H2A 109.3 . . ? C1 C2 H2A 109.3 . . ? C3 C2 H2B 109.3 . . ? C1 C2 H2B 109.3 . . ? H2A C2 H2B 108.0 . . ? C2 C3 C4 111.1(3) . . ? C2 C3 H3A 109.4 . . ? C4 C3 H3A 109.4 . . ? C2 C3 H3B 109.4 . . ? C4 C3 H3B 109.4 . . ? H3A C3 H3B 108.0 . . ? C3 C4 C5 110.8(2) . . ? C3 C4 H4A 109.5 . . ? C5 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? C5 C4 H4B 109.5 . . ? H4A C4 H4B 108.1 . . ? C4 C5 C6 110.3(2) . . ? C4 C5 H5A 109.6 . . ? C6 C5 H5A 109.6 . . ? C4 C5 H5B 109.6 . . ? C6 C5 H5B 109.6 . . ? H5A C5 H5B 108.1 . . ? C5 C6 C1 109.6(2) . . ? C5 C6 P2 113.20(16) . . ? C1 C6 P2 110.02(16) . . ? C5 C6 H6A 107.9 . . ? C1 C6 H6A 107.9 . . ? P2 C6 H6A 107.9 . . ? C12 C7 C8 111.5(2) . . ? C12 C7 H7A 109.3 . . ? C8 C7 H7A 109.3 . . ? C12 C7 H7B 109.3 . . ? C8 C7 H7B 109.3 . . ? H7A C7 H7B 108.0 . . ? C9 C8 C7 112.0(3) . . ? C9 C8 H8A 109.2 . . ? C7 C8 H8A 109.2 . . ? C9 C8 H8B 109.2 . . ? C7 C8 H8B 109.2 . . ? H8A C8 H8B 107.9 . . ? C10 C9 C8 110.5(2) . . ? C10 C9 H9A 109.5 . . ? C8 C9 H9A 109.5 . . ? C10 C9 H9B 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? C9 C10 C11 111.5(2) . . ? C9 C10 H10A 109.3 . . ? C11 C10 H10A 109.3 . . ? C9 C10 H10B 109.3 . . ? C11 C10 H10B 109.3 . . ? H10A C10 H10B 108.0 . . ? C12 C11 C10 112.0(2) . . ? C12 C11 H11A 109.2 . . ? C10 C11 H11A 109.2 . . ? C12 C11 H11B 109.2 . . ? C10 C11 H11B 109.2 . . ? H11A C11 H11B 107.9 . . ? C7 C12 C11 111.0(2) . . ? C7 C12 P2 114.17(17) . . ? C11 C12 P2 110.08(18) . . ? C7 C12 H12A 107.1 . . ? C11 C12 H12A 107.1 . . ? P2 C12 H12A 107.1 . . ? O1 C13 C14 121.3(2) . . ? O1 C13 C18 116.1(2) . . ? C14 C13 C18 122.6(2) . . ? C15 C14 C13 118.7(3) . . ? C15 C14 H14A 120.6 . . ? C13 C14 H14A 120.6 . . ? O2 C15 C16 115.4(3) . . ? O2 C15 C14 123.6(3) . . ? C16 C15 C14 121.1(2) . . ? C15 C16 C17 119.7(2) . . ? C15 C16 H16A 120.2 . . ? C17 C16 H16A 120.2 . . ? O3 C17 C16 121.3(2) . . ? O3 C17 C18 116.7(2) . . ? C16 C17 C18 121.9(2) . . ? C13 C18 C17 115.9(2) . . ? C13 C18 P2 118.19(17) . . ? C17 C18 P2 125.89(19) . . ? O1 C19 H19A 109.5 . . ? O1 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? O1 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? O2 C20 H20A 109.5 . . ? O2 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? O2 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? O3 C21 H21A 109.5 . . ? O3 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? O3 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C27 C22 C23 110.7(3) . . ? C27 C22 H22A 109.5 . . ? C23 C22 H22A 109.5 . . ? C27 C22 H22B 109.5 . . ? C23 C22 H22B 109.5 . . ? H22A C22 H22B 108.1 . . ? C24 C23 C22 111.9(3) . . ? C24 C23 H23A 109.2 . . ? C22 C23 H23A 109.2 . . ? C24 C23 H23B 109.2 . . ? C22 C23 H23B 109.2 . . ? H23A C23 H23B 107.9 . . ? C25 C24 C23 109.8(3) . . ? C25 C24 H24A 109.7 . . ? C23 C24 H24A 109.7 . . ? C25 C24 H24B 109.7 . . ? C23 C24 H24B 109.7 . . ? H24A C24 H24B 108.2 . . ? C24 C25 C26 111.9(3) . . ? C24 C25 H25A 109.2 . . ? C26 C25 H25A 109.2 . . ? C24 C25 H25B 109.2 . . ? C26 C25 H25B 109.2 . . ? H25A C25 H25B 107.9 . . ? C27 C26 C25 111.3(2) . . ? C27 C26 H26A 109.4 . . ? C25 C26 H26A 109.4 . . ? C27 C26 H26B 109.4 . . ? C25 C26 H26B 109.4 . . ? H26A C26 H26B 108.0 . . ? C26 C27 C22 111.0(2) . . ? C26 C27 P1 110.25(17) . . ? C22 C27 P1 115.12(19) . . ? C26 C27 H27A 106.7 . . ? C22 C27 H27A 106.7 . . ? P1 C27 H27A 106.7 . . ? C33 C28 C29 110.0(2) . . ? C33 C28 H28A 109.7 . . ? C29 C28 H28A 109.7 . . ? C33 C28 H28B 109.7 . . ? C29 C28 H28B 109.7 . . ? H28A C28 H28B 108.2 . . ? C30 C29 C28 111.4(3) . . ? C30 C29 H29A 109.4 . . ? C28 C29 H29A 109.4 . . ? C30 C29 H29B 109.4 . . ? C28 C29 H29B 109.4 . . ? H29A C29 H29B 108.0 . . ? C31 C30 C29 111.7(3) . . ? C31 C30 H30A 109.3 . . ? C29 C30 H30A 109.3 . . ? C31 C30 H30B 109.3 . . ? C29 C30 H30B 109.3 . . ? H30A C30 H30B 107.9 . . ? C30 C31 C32 111.1(3) . . ? C30 C31 H31A 109.4 . . ? C32 C31 H31A 109.4 . . ? C30 C31 H31B 109.4 . . ? C32 C31 H31B 109.4 . . ? H31A C31 H31B 108.0 . . ? C31 C32 C33 110.0(2) . . ? C31 C32 H32A 109.7 . . ? C33 C32 H32A 109.7 . . ? C31 C32 H32B 109.7 . . ? C33 C32 H32B 109.7 . . ? H32A C32 H32B 108.2 . . ? C28 C33 C32 110.3(2) . . ? C28 C33 P1 110.79(17) . . ? C32 C33 P1 112.19(17) . . ? C28 C33 H33A 107.8 . . ? C32 C33 H33A 107.8 . . ? P1 C33 H33A 107.8 . . ? O6 C34 C35 122.3(2) . . ? O6 C34 C39 115.7(2) . . ? C35 C34 C39 121.9(2) . . ? C36 C35 C34 119.3(2) . . ? C36 C35 H35A 120.4 . . ? C34 C35 H35A 120.4 . . ? O5 C36 C37 123.7(3) . . ? O5 C36 C35 115.2(2) . . ? C37 C36 C35 121.1(2) . . ? C36 C37 C38 118.7(2) . . ? C36 C37 H37A 120.6 . . ? C38 C37 H37A 120.6 . . ? O4 C38 C37 121.1(2) . . ? O4 C38 C39 116.1(2) . . ? C37 C38 C39 122.8(2) . . ? C38 C39 C34 116.0(2) . . ? C38 C39 P1 125.58(18) . . ? C34 C39 P1 118.37(18) . . ? O4 C40 H40A 109.5 . . ? O4 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? O4 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? O5 C41 H41A 109.5 . . ? O5 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? O5 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? O6 C42 H42A 109.5 . . ? O6 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? O6 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C01 O01 C01 180.000(6) . 2_957 ? C01 C02 H02A 109.5 . . ? C01 C02 H02B 109.5 . . ? H02A C02 H02B 109.5 . . ? C01 C02 H02C 109.5 . . ? H02A C02 H02C 109.5 . . ? H02B C02 H02C 109.5 . . ? O01 C01 C02 121.4(13) . . ? O01 C01 H01A 107.0 . . ? C02 C01 H01A 107.0 . . ? O01 C01 H01B 107.0 . . ? C02 C01 H01B 107.0 . . ? H01A C01 H01B 106.7 . . ? C03 O02 C03 180.000(4) 2_866 . ? O02 C03 C04 159.6(16) . . ? O02 C03 H03A 96.3 . . ? C04 C03 H03A 96.3 . . ? O02 C03 H03B 96.3 . . ? C04 C03 H03B 96.3 . . ? H03A C03 H03B 103.4 . . ? C03 C04 H04A 109.5 . . ? C03 C04 H04B 109.5 . . ? H04A C04 H04B 109.5 . . ? C03 C04 H04C 109.5 . . ? H04A C04 H04C 109.5 . . ? H04B C04 H04C 109.5 . . ? 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 Cl1 Pd1 P2 C18 37.51(9) . . . . ? Cl2 Pd1 P2 C18 -147.00(9) . . . . ? P1 Pd1 P2 C18 127.12(19) . . . . ? Cl1 Pd1 P2 C6 -84.17(8) . . . . ? Cl2 Pd1 P2 C6 91.32(8) . . . . ? P1 Pd1 P2 C6 5.4(2) . . . . ? Cl1 Pd1 P2 C12 159.16(9) . . . . ? Cl2 Pd1 P2 C12 -25.35(9) . . . . ? P1 Pd1 P2 C12 -111.2(2) . . . . ? Cl1 Pd1 P1 C39 -148.07(9) . . . . ? Cl2 Pd1 P1 C39 36.40(9) . . . . ? P2 Pd1 P1 C39 122.34(19) . . . . ? Cl1 Pd1 P1 C27 -25.54(9) . . . . ? Cl2 Pd1 P1 C27 158.92(9) . . . . ? P2 Pd1 P1 C27 -115.1(2) . . . . ? Cl1 Pd1 P1 C33 90.68(8) . . . . ? Cl2 Pd1 P1 C33 -84.85(8) . . . . ? P2 Pd1 P1 C33 1.1(2) . . . . ? C6 C1 C2 C3 -56.5(4) . . . . ? C1 C2 C3 C4 55.3(4) . . . . ? C2 C3 C4 C5 -55.8(4) . . . . ? C3 C4 C5 C6 58.1(3) . . . . ? C4 C5 C6 C1 -59.2(3) . . . . ? C4 C5 C6 P2 177.55(19) . . . . ? C2 C1 C6 C5 58.2(3) . . . . ? C2 C1 C6 P2 -176.7(2) . . . . ? C18 P2 C6 C5 -56.8(2) . . . . ? C12 P2 C6 C5 -167.31(17) . . . . ? Pd1 P2 C6 C5 69.48(18) . . . . ? C18 P2 C6 C1 -179.85(17) . . . . ? C12 P2 C6 C1 69.68(19) . . . . ? Pd1 P2 C6 C1 -53.53(18) . . . . ? C12 C7 C8 C9 -55.8(3) . . . . ? C7 C8 C9 C10 56.6(3) . . . . ? C8 C9 C10 C11 -55.6(4) . . . . ? C9 C10 C11 C12 54.6(4) . . . . ? C8 C7 C12 C11 53.4(3) . . . . ? C8 C7 C12 P2 178.5(2) . . . . ? C10 C11 C12 C7 -53.0(3) . . . . ? C10 C11 C12 P2 179.6(2) . . . . ? C18 P2 C12 C7 -65.4(2) . . . . ? C6 P2 C12 C7 48.7(2) . . . . ? Pd1 P2 C12 C7 166.35(16) . . . . ? C18 P2 C12 C11 60.2(2) . . . . ? C6 P2 C12 C11 174.30(18) . . . . ? Pd1 P2 C12 C11 -68.05(19) . . . . ? C19 O1 C13 C14 18.7(4) . . . . ? C19 O1 C13 C18 -163.2(2) . . . . ? O1 C13 C14 C15 175.5(3) . . . . ? C18 C13 C14 C15 -2.5(4) . . . . ? C20 O2 C15 C16 -177.3(3) . . . . ? C20 O2 C15 C14 1.6(5) . . . . ? C13 C14 C15 O2 -178.8(3) . . . . ? C13 C14 C15 C16 0.0(4) . . . . ? O2 C15 C16 C17 179.9(3) . . . . ? C14 C15 C16 C17 1.0(5) . . . . ? C21 O3 C17 C16 -21.7(4) . . . . ? C21 O3 C17 C18 159.9(3) . . . . ? C15 C16 C17 O3 -177.9(3) . . . . ? C15 C16 C17 C18 0.4(4) . . . . ? O1 C13 C18 C17 -174.4(2) . . . . ? C14 C13 C18 C17 3.7(4) . . . . ? O1 C13 C18 P2 6.0(3) . . . . ? C14 C13 C18 P2 -175.9(2) . . . . ? O3 C17 C18 C13 175.8(2) . . . . ? C16 C17 C18 C13 -2.6(4) . . . . ? O3 C17 C18 P2 -4.7(3) . . . . ? C16 C17 C18 P2 176.9(2) . . . . ? C6 P2 C18 C13 154.13(19) . . . . ? C12 P2 C18 C13 -94.3(2) . . . . ? Pd1 P2 C18 C13 33.4(2) . . . . ? C6 P2 C18 C17 -25.4(2) . . . . ? C12 P2 C18 C17 86.2(2) . . . . ? Pd1 P2 C18 C17 -146.15(19) . . . . ? C27 C22 C23 C24 -56.3(4) . . . . ? C22 C23 C24 C25 56.8(5) . . . . ? C23 C24 C25 C26 -56.3(5) . . . . ? C24 C25 C26 C27 55.9(4) . . . . ? C25 C26 C27 C22 -54.5(4) . . . . ? C25 C26 C27 P1 176.8(2) . . . . ? C23 C22 C27 C26 54.5(4) . . . . ? C23 C22 C27 P1 -179.4(2) . . . . ? C39 P1 C27 C26 65.5(2) . . . . ? C33 P1 C27 C26 179.7(2) . . . . ? Pd1 P1 C27 C26 -62.7(2) . . . . ? C39 P1 C27 C22 -60.9(2) . . . . ? C33 P1 C27 C22 53.2(2) . . . . ? Pd1 P1 C27 C22 170.83(18) . . . . ? C33 C28 C29 C30 -55.6(4) . . . . ? C28 C29 C30 C31 54.8(4) . . . . ? C29 C30 C31 C32 -55.6(4) . . . . ? C30 C31 C32 C33 57.5(4) . . . . ? C29 C28 C33 C32 57.8(3) . . . . ? C29 C28 C33 P1 -177.4(2) . . . . ? C31 C32 C33 C28 -58.8(3) . . . . ? C31 C32 C33 P1 177.2(2) . . . . ? C39 P1 C33 C28 177.36(19) . . . . ? C27 P1 C33 C28 66.6(2) . . . . ? Pd1 P1 C33 C28 -57.3(2) . . . . ? C39 P1 C33 C32 -58.9(2) . . . . ? C27 P1 C33 C32 -169.65(19) . . . . ? Pd1 P1 C33 C32 66.43(19) . . . . ? C42 O6 C34 C35 17.7(4) . . . . ? C42 O6 C34 C39 -163.9(2) . . . . ? O6 C34 C35 C36 176.0(2) . . . . ? C39 C34 C35 C36 -2.2(4) . . . . ? C41 O5 C36 C37 -8.8(4) . . . . ? C41 O5 C36 C35 170.7(3) . . . . ? C34 C35 C36 O5 179.2(2) . . . . ? C34 C35 C36 C37 -1.3(4) . . . . ? O5 C36 C37 C38 -178.5(3) . . . . ? C35 C36 C37 C38 2.0(4) . . . . ? C40 O4 C38 C37 -2.6(5) . . . . ? C40 O4 C38 C39 177.8(3) . . . . ? C36 C37 C38 O4 -178.8(3) . . . . ? C36 C37 C38 C39 0.8(4) . . . . ? O4 C38 C39 C34 175.6(2) . . . . ? C37 C38 C39 C34 -4.0(4) . . . . ? O4 C38 C39 P1 -5.6(4) . . . . ? C37 C38 C39 P1 174.8(2) . . . . ? O6 C34 C39 C38 -173.7(2) . . . . ? C35 C34 C39 C38 4.7(4) . . . . ? O6 C34 C39 P1 7.5(3) . . . . ? C35 C34 C39 P1 -174.13(19) . . . . ? C27 P1 C39 C38 87.1(2) . . . . ? C33 P1 C39 C38 -23.9(3) . . . . ? Pd1 P1 C39 C38 -144.1(2) . . . . ? C27 P1 C39 C34 -94.2(2) . . . . ? C33 P1 C39 C34 154.85(19) . . . . ? Pd1 P1 C39 C34 34.6(2) . . . . ? C01 O01 C01 C02 -175(100) 2_957 . . . ? C03 O02 C03 C04 56(100) 2_866 . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.789 _refine_diff_density_min -0.468 _refine_diff_density_rms 0.059 data_101221_lpb_2_1_cu _database_code_depnum_ccdc_archive 'CCDC 888345' #TrackingRef 'S_Z-4p.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H14 O2 S' _chemical_formula_sum 'C16 H14 O2 S' _chemical_formula_weight 270.33 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.3629(6) _cell_length_b 16.6080(8) _cell_length_c 9.8929(5) _cell_angle_alpha 90.00 _cell_angle_beta 115.250(7) _cell_angle_gamma 90.00 _cell_volume 1391.37(13) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4575 _cell_measurement_theta_min 4.9385 _cell_measurement_theta_max 67.1100 _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.291 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 568 _exptl_absorpt_coefficient_mu 2.020 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4988 _exptl_absorpt_correction_T_max 0.8551 _exptl_absorpt_process_details ; CrysAlis PRO (Oxford Diffraction, 2010) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.3592 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13412 _diffrn_reflns_av_R_equivalents 0.0516 _diffrn_reflns_av_sigmaI/netI 0.0473 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 4.94 _diffrn_reflns_theta_max 67.22 _reflns_number_total 4948 _reflns_number_gt 3803 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'CrysAlis PRO (Oxford Diffraction, 2010)' _computing_data_collection 'CrysAlis PRO' _computing_data_reduction 'CrysAlis PRO' _computing_molecular_graphics 'OLEX2 (Dolomanov et al., 2009)' _computing_publication_material OLEX2 _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1143P)^2^+0.3900P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack (1983), 2365 Friedel pairs' _chemical_absolute_configuration ad _refine_ls_abs_structure_Flack 0.01(4) _refine_ls_number_reflns 4948 _refine_ls_number_parameters 346 _refine_ls_number_restraints 53 _refine_ls_R_factor_all 0.0880 _refine_ls_R_factor_gt 0.0685 _refine_ls_wR_factor_ref 0.2043 _refine_ls_wR_factor_gt 0.1807 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.125 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.4499(3) 0.82814(17) 0.9665(2) 0.1129(8) Uani 1 1 d U . . S2 S 0.4401(3) 0.59798(19) 0.0837(4) 0.0919(8) Uani 0.667(6) 1 d PDU A 1 O1 O 1.0499(5) 0.7477(3) 1.1643(5) 0.0874(13) Uani 1 1 d . . . O2 O 1.0732(4) 0.7573(3) 0.9413(4) 0.0771(11) Uani 1 1 d . . . O3 O 0.4940(7) 0.5667(3) -0.1938(6) 0.121(2) Uani 1 1 d . . . O4 O 0.7138(6) 0.5025(3) -0.1844(4) 0.0938(14) Uani 1 1 d . . . C1 C 0.5868(7) 0.8800(3) 0.6564(5) 0.0628(12) Uani 1 1 d . . . H1 H 0.6728 0.9141 0.7027 0.075 Uiso 1 1 calc R . . C2 C 0.4745(7) 0.8964(4) 0.5130(6) 0.0686(14) Uani 1 1 d . . . H2 H 0.4841 0.9423 0.4636 0.082 Uiso 1 1 calc R . . C3 C 0.3485(6) 0.8449(4) 0.4432(5) 0.0648(14) Uani 1 1 d . . . H3 H 0.2736 0.8559 0.3467 0.078 Uiso 1 1 calc R . . C4 C 0.3339(6) 0.7773(4) 0.5167(5) 0.0630(12) Uani 1 1 d . . . H4 H 0.2491 0.7426 0.4697 0.076 Uiso 1 1 calc R . . C5 C 0.4456(6) 0.7607(3) 0.6610(5) 0.0575(11) Uani 1 1 d . . . H5 H 0.4362 0.7148 0.7104 0.069 Uiso 1 1 calc R . . C6 C 0.5702(6) 0.8126(3) 0.7299(4) 0.0525(10) Uani 1 1 d . . . C7 C 0.6913(6) 0.7953(3) 0.8862(5) 0.0541(10) Uani 1 1 d . . . C8 C 0.6375(6) 0.7961(3) 1.0055(5) 0.0557(11) Uani 1 1 d DU . . C9 C 0.7351(6) 0.7708(3) 1.1718(4) 0.0518(10) Uani 1 1 d DU . . H9 H 0.8362 0.7493 1.2191 0.062 Uiso 1 1 calc RD . . C10 C 0.6190(8) 0.7912(4) 1.2320(6) 0.0768(15) Uani 1 1 d DU . . H10 H 0.6457 0.7845 1.3333 0.092 Uiso 1 1 calc R . . C11 C 0.4780(9) 0.8188(5) 1.1424(7) 0.0905(19) Uani 1 1 d U . . H11 H 0.4015 0.8319 1.1752 0.109 Uiso 1 1 calc R . . C12 C 0.8408(6) 0.7813(3) 0.9077(5) 0.0583(11) Uani 1 1 d . . . C13 C 0.9933(6) 0.7610(3) 1.0317(6) 0.0676(13) Uani 1 1 d . . . C14 C 0.9238(6) 0.7760(4) 0.8072(6) 0.0654(13) Uani 1 1 d . . . H14 H 0.9294 0.8288 0.7653 0.079 Uiso 1 1 calc R . . C15 C 0.8827(7) 0.7109(4) 0.6912(7) 0.0734(15) Uani 1 1 d . . . H15A H 0.8621 0.6613 0.7314 0.088 Uiso 1 1 calc R . . H15B H 0.7871 0.7258 0.6047 0.088 Uiso 1 1 calc R . . C16 C 1.0122(11) 0.6971(6) 0.6436(11) 0.111(3) Uani 1 1 d . . . H16A H 0.9897 0.6496 0.5828 0.167 Uiso 1 1 calc R . . H16B H 1.1104 0.6903 0.7304 0.167 Uiso 1 1 calc R . . H16C H 1.0197 0.7426 0.5872 0.167 Uiso 1 1 calc R . . C17 C 0.8956(6) 0.4398(3) 0.3802(6) 0.0623(12) Uani 1 1 d . . . H17 H 0.8054 0.4081 0.3510 0.075 Uiso 1 1 calc R . . C18 C 1.0293(8) 0.4192(4) 0.5042(6) 0.0750(15) Uani 1 1 d . . . H18 H 1.0294 0.3735 0.5586 0.090 Uiso 1 1 calc R . . C19 C 1.1635(7) 0.4656(4) 0.5485(6) 0.0706(15) Uani 1 1 d . . . H19 H 1.2539 0.4512 0.6325 0.085 Uiso 1 1 calc R . . C20 C 1.1637(6) 0.5328(4) 0.4695(6) 0.0713(14) Uani 1 1 d . . . H20 H 1.2540 0.5646 0.5010 0.086 Uiso 1 1 calc R . . C21 C 1.0320(6) 0.5538(3) 0.3439(5) 0.0597(12) Uani 1 1 d . . . H21 H 1.0343 0.5989 0.2891 0.072 Uiso 1 1 calc R . . C22 C 0.8943(5) 0.5079(3) 0.2979(5) 0.0543(11) Uani 1 1 d . . . C23 C 0.7464(6) 0.5330(3) 0.1681(5) 0.0564(11) Uani 1 1 d . A . C24 C 0.6221(6) 0.5664(3) 0.2053(7) 0.0702(13) Uani 1 1 d DU . . C25 C 0.6172(15) 0.5806(8) 0.3364(16) 0.0919(8) Uani 0.667(6) 1 d PDU A 1 H25 H 0.7066 0.5670 0.4221 0.110 Uiso 0.667(6) 1 calc PR A 1 C26 C 0.4969(10) 0.6122(5) 0.3562(13) 0.111(2) Uani 1 1 d DU . . H26 H 0.4901 0.6250 0.4448 0.133 Uiso 0.667(6) 1 calc PR A 1 H26A H 0.4748 0.6263 0.4363 0.133 Uiso 0.333(6) 1 calc PR A 2 C27 C 0.3905(9) 0.6207(5) 0.2182(12) 0.116(3) Uani 1 1 d DU A . H27A H 0.2929 0.6461 0.1841 0.140 Uiso 0.333(6) 1 calc PR A 2 H27 H 0.2896 0.6392 0.1976 0.140 Uiso 0.667(6) 1 calc PR A 1 C28 C 0.6217(8) 0.5380(4) -0.1242(7) 0.0825(19) Uani 1 1 d . A . C29 C 0.7383(6) 0.5244(3) 0.0313(6) 0.0640(13) Uani 1 1 d . . . C30 C 0.8402(7) 0.4847(3) -0.0333(5) 0.0696(14) Uani 1 1 d . A . H30 H 0.8503 0.4267 -0.0131 0.084 Uiso 1 1 calc R . . C31 C 0.9916(8) 0.5203(4) -0.0178(6) 0.0750(15) Uani 1 1 d . . . H31A H 1.0724 0.5092 0.0817 0.090 Uiso 1 1 calc R A . H31B H 0.9797 0.5783 -0.0289 0.090 Uiso 1 1 calc R . . C32 C 1.0445(11) 0.4880(5) -0.1315(8) 0.099(2) Uani 1 1 d . A . H32B H 0.9644 0.4983 -0.2302 0.148 Uiso 1 1 calc R . . H32A H 1.0620 0.4311 -0.1175 0.148 Uiso 1 1 calc R . . H32C H 1.1408 0.5141 -0.1190 0.148 Uiso 1 1 calc R . . S2A S 0.6604(6) 0.5781(4) 0.3821(7) 0.0919(8) Uani 0.333(6) 1 d PDU A 2 C25A C 0.458(2) 0.583(2) 0.136(3) 0.0919(8) Uani 0.333(6) 1 d PDU A 2 H25A H 0.3968 0.5690 0.0371 0.110 Uiso 0.333(6) 1 calc PR A 2 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 0.1085(14) 0.1628(19) 0.0773(11) 0.0219(12) 0.0491(10) 0.0543(14) S2 0.0524(11) 0.0925(15) 0.1064(19) -0.0019(14) 0.0105(13) 0.0104(10) O1 0.062(2) 0.113(3) 0.061(2) -0.002(2) 0.0000(19) 0.017(2) O2 0.0455(18) 0.102(3) 0.069(2) 0.001(2) 0.0108(18) 0.0004(18) O3 0.101(4) 0.104(4) 0.092(3) 0.010(3) -0.023(3) 0.005(3) O4 0.108(3) 0.090(3) 0.047(2) -0.0064(19) -0.002(2) -0.005(3) C1 0.059(3) 0.074(3) 0.048(2) 0.007(2) 0.015(2) -0.005(2) C2 0.072(3) 0.078(3) 0.050(3) 0.017(2) 0.020(3) 0.009(3) C3 0.058(3) 0.093(4) 0.039(2) 0.003(2) 0.017(2) 0.017(3) C4 0.049(2) 0.082(3) 0.050(3) -0.009(2) 0.013(2) 0.001(2) C5 0.055(3) 0.067(3) 0.046(2) -0.002(2) 0.016(2) -0.001(2) C6 0.056(3) 0.060(3) 0.036(2) 0.0029(18) 0.0150(19) 0.005(2) C7 0.053(2) 0.057(3) 0.042(2) -0.0003(18) 0.0107(19) 0.002(2) C8 0.063(3) 0.060(3) 0.037(2) -0.0025(18) 0.015(2) -0.002(2) C9 0.066(3) 0.061(2) 0.0335(19) -0.0067(17) 0.0262(19) -0.019(2) C10 0.091(4) 0.085(4) 0.048(3) 0.000(2) 0.023(3) -0.009(3) C11 0.097(4) 0.117(5) 0.067(3) -0.004(3) 0.044(3) 0.027(4) C12 0.056(3) 0.062(3) 0.052(2) 0.003(2) 0.019(2) 0.003(2) C13 0.051(3) 0.071(3) 0.063(3) -0.001(2) 0.007(2) -0.001(2) C14 0.054(3) 0.075(3) 0.061(3) -0.002(2) 0.019(2) 0.002(2) C15 0.066(3) 0.080(4) 0.075(4) -0.011(3) 0.030(3) -0.001(3) C16 0.127(7) 0.113(6) 0.134(7) -0.018(5) 0.093(6) 0.005(5) C17 0.058(3) 0.067(3) 0.055(3) 0.005(2) 0.017(2) -0.001(2) C18 0.086(4) 0.077(3) 0.055(3) 0.011(2) 0.023(3) 0.012(3) C19 0.056(3) 0.099(4) 0.046(3) 0.001(3) 0.012(2) 0.013(3) C20 0.046(2) 0.095(4) 0.060(3) -0.006(3) 0.012(2) 0.002(3) C21 0.053(3) 0.066(3) 0.055(3) 0.003(2) 0.019(2) -0.008(2) C22 0.049(2) 0.062(3) 0.049(2) -0.009(2) 0.018(2) 0.003(2) C23 0.048(2) 0.056(3) 0.052(3) -0.0003(19) 0.009(2) -0.0020(19) C24 0.048(2) 0.057(3) 0.092(4) -0.002(3) 0.018(3) -0.002(2) C25 0.0524(11) 0.0925(15) 0.1064(19) -0.0019(14) 0.0105(13) 0.0104(10) C26 0.097(5) 0.094(5) 0.170(6) -0.010(5) 0.084(5) 0.005(4) C27 0.060(3) 0.094(5) 0.199(7) -0.003(6) 0.058(4) 0.009(3) C28 0.080(4) 0.069(3) 0.058(3) 0.002(3) -0.009(3) -0.003(3) C29 0.061(3) 0.057(3) 0.058(3) 0.004(2) 0.010(2) 0.002(2) C30 0.087(4) 0.069(3) 0.045(2) -0.004(2) 0.020(3) -0.002(3) C31 0.089(4) 0.075(3) 0.057(3) -0.006(3) 0.028(3) -0.009(3) C32 0.131(6) 0.098(5) 0.085(4) -0.015(4) 0.063(5) -0.017(4) S2A 0.0524(11) 0.0925(15) 0.1064(19) -0.0019(14) 0.0105(13) 0.0104(10) C25A 0.0524(11) 0.0925(15) 0.1064(19) -0.0019(14) 0.0105(13) 0.0104(10) _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 C11 1.652(6) . ? S1 C8 1.714(5) . ? S2 C27 1.630(10) . ? S2 C24 1.696(6) . ? O1 C13 1.207(7) . ? O2 C13 1.392(7) . ? O2 C14 1.494(6) . ? O3 C28 1.196(9) . ? O4 C28 1.373(9) . ? O4 C30 1.488(7) . ? C1 C6 1.378(7) . ? C1 C2 1.386(7) . ? C1 H1 0.9300 . ? C2 C3 1.380(9) . ? C2 H2 0.9300 . ? C3 C4 1.376(8) . ? C3 H3 0.9300 . ? C4 C5 1.390(7) . ? C4 H4 0.9300 . ? C5 C6 1.375(7) . ? C5 H5 0.9300 . ? C6 C7 1.505(6) . ? C7 C12 1.344(7) . ? C7 C8 1.467(7) . ? C8 C9 1.560(6) . ? C9 C10 1.485(8) . ? C9 H9 0.9300 . ? C10 C11 1.319(9) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C13 1.471(7) . ? C12 C14 1.504(7) . ? C14 C15 1.502(8) . ? C14 H14 0.9800 . ? C15 C16 1.493(9) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C18 1.371(8) . ? C17 C22 1.391(7) . ? C17 H17 0.9300 . ? C18 C19 1.376(9) . ? C18 H18 0.9300 . ? C19 C20 1.363(9) . ? C19 H19 0.9300 . ? C20 C21 1.371(7) . ? C20 H20 0.9300 . ? C21 C22 1.396(7) . ? C21 H21 0.9300 . ? C22 C23 1.492(6) . ? C23 C29 1.330(7) . ? C23 C24 1.471(8) . ? C24 C25 1.338(13) . ? C24 C25A 1.420(18) . ? C24 S2A 1.639(9) . ? C25 C26 1.331(12) . ? C25 H25 0.9300 . ? C26 C27 1.310(12) . ? C26 S2A 1.548(9) . ? C26 H26 0.9300 . ? C26 H26A 0.9300 . ? C27 C25A 1.371(19) . ? C27 H27A 0.9300 . ? C27 H27 0.9300 . ? C28 C29 1.475(7) . ? C29 C30 1.509(8) . ? C30 C31 1.482(9) . ? C30 H30 0.9800 . ? C31 C32 1.507(9) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 H32B 0.9600 . ? C32 H32A 0.9600 . ? C32 H32C 0.9600 . ? C25A H25A 0.9300 . ? 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 C11 S1 C8 92.6(3) . . ? C27 S2 C24 92.4(4) . . ? C13 O2 C14 90.3(4) . . ? C28 O4 C30 91.5(4) . . ? C6 C1 C2 119.5(5) . . ? C6 C1 H1 120.3 . . ? C2 C1 H1 120.3 . . ? C3 C2 C1 120.3(5) . . ? C3 C2 H2 119.9 . . ? C1 C2 H2 119.9 . . ? C4 C3 C2 119.8(4) . . ? C4 C3 H3 120.1 . . ? C2 C3 H3 120.1 . . ? C3 C4 C5 120.2(5) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C6 C5 C4 119.5(5) . . ? C6 C5 H5 120.3 . . ? C4 C5 H5 120.3 . . ? C5 C6 C1 120.7(4) . . ? C5 C6 C7 119.8(4) . . ? C1 C6 C7 119.5(4) . . ? C12 C7 C8 124.5(4) . . ? C12 C7 C6 118.2(4) . . ? C8 C7 C6 117.3(4) . . ? C7 C8 C9 126.7(4) . . ? C7 C8 S1 119.5(3) . . ? C9 C8 S1 113.8(3) . . ? C10 C9 C8 99.3(4) . . ? C10 C9 H9 130.3 . . ? C8 C9 H9 130.3 . . ? C11 C10 C9 120.2(5) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C10 C11 S1 113.9(5) . . ? C10 C11 H11 123.1 . . ? S1 C11 H11 123.1 . . ? C7 C12 C13 138.3(5) . . ? C7 C12 C14 134.7(4) . . ? C13 C12 C14 86.9(4) . . ? O1 C13 O2 125.7(5) . . ? O1 C13 C12 140.2(6) . . ? O2 C13 C12 94.1(4) . . ? O2 C14 C15 111.5(5) . . ? O2 C14 C12 88.7(4) . . ? C15 C14 C12 120.8(5) . . ? O2 C14 H14 111.3 . . ? C15 C14 H14 111.3 . . ? C12 C14 H14 111.3 . . ? C16 C15 C14 111.9(6) . . ? C16 C15 H15A 109.2 . . ? C14 C15 H15A 109.2 . . ? C16 C15 H15B 109.2 . . ? C14 C15 H15B 109.2 . . ? H15A C15 H15B 107.9 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 C22 120.2(5) . . ? C18 C17 H17 119.9 . . ? C22 C17 H17 119.9 . . ? C17 C18 C19 120.5(6) . . ? C17 C18 H18 119.8 . . ? C19 C18 H18 119.8 . . ? C20 C19 C18 120.0(5) . . ? C20 C19 H19 120.0 . . ? C18 C19 H19 120.0 . . ? C19 C20 C21 120.5(5) . . ? C19 C20 H20 119.8 . . ? C21 C20 H20 119.8 . . ? C20 C21 C22 120.3(5) . . ? C20 C21 H21 119.8 . . ? C22 C21 H21 119.8 . . ? C17 C22 C21 118.5(4) . . ? C17 C22 C23 120.3(4) . . ? C21 C22 C23 121.1(4) . . ? C29 C23 C24 126.0(5) . . ? C29 C23 C22 118.4(5) . . ? C24 C23 C22 115.6(4) . . ? C25 C24 C25A 87.4(11) . . ? C25 C24 C23 131.9(7) . . ? C25A C24 C23 139.8(10) . . ? C25 C24 S2A 13.6(6) . . ? C25A C24 S2A 100.9(11) . . ? C23 C24 S2A 118.4(4) . . ? C25 C24 S2 101.2(7) . . ? C25A C24 S2 16.9(13) . . ? C23 C24 S2 127.0(5) . . ? S2A C24 S2 114.6(4) . . ? C26 C25 C24 126.4(12) . . ? C26 C25 H25 116.8 . . ? C24 C25 H25 116.8 . . ? C27 C26 C25 101.8(10) . . ? C27 C26 S2A 118.1(7) . . ? C25 C26 S2A 16.3(7) . . ? C27 C26 H26 129.1 . . ? C25 C26 H26 129.1 . . ? S2A C26 H26 112.8 . . ? C27 C26 H26A 121.0 . . ? C25 C26 H26A 137.2 . . ? S2A C26 H26A 121.0 . . ? H26 C26 H26A 8.2 . . ? C26 C27 C25A 103.4(11) . . ? C26 C27 S2 118.1(6) . . ? C25A C27 S2 17.9(13) . . ? C26 C27 H27A 128.3 . . ? C25A C27 H27A 128.3 . . ? S2 C27 H27A 112.8 . . ? C26 C27 H27 120.9 . . ? C25A C27 H27 134.5 . . ? S2 C27 H27 120.9 . . ? H27A C27 H27 11.6 . . ? O3 C28 O4 125.5(6) . . ? O3 C28 C29 140.7(8) . . ? O4 C28 C29 93.8(5) . . ? C23 C29 C28 137.8(6) . . ? C23 C29 C30 134.9(5) . . ? C28 C29 C30 86.8(5) . . ? C31 C30 O4 109.9(5) . . ? C31 C30 C29 122.1(5) . . ? O4 C30 C29 87.9(4) . . ? C31 C30 H30 111.5 . . ? O4 C30 H30 111.5 . . ? C29 C30 H30 111.5 . . ? C30 C31 C32 112.6(5) . . ? C30 C31 H31A 109.1 . . ? C32 C31 H31A 109.1 . . ? C30 C31 H31B 109.1 . . ? C32 C31 H31B 109.1 . . ? H31A C31 H31B 107.8 . . ? C31 C32 H32B 109.5 . . ? C31 C32 H32A 109.5 . . ? H32B C32 H32A 109.5 . . ? C31 C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? C26 S2A C24 96.7(5) . . ? C27 C25A C24 118.8(17) . . ? C27 C25A H25A 120.6 . . ? C24 C25A H25A 120.6 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 67.22 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.512 _refine_diff_density_min -0.385 _refine_diff_density_rms 0.055