# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full Chem.Commun. # 1. SUBMISSION DETAILS _journal_coden_Cambridge 0182 _publ_contact_author_name 'Thomas J.J.Muller' _publ_contact_author_address ; Organisch-Chemisches Institut Universitat Heidelberg Im Neuenheimer Feld 270 D-69120 Heidelberg Germany ; _publ_contact_author_phone '049 6221 54-6207' _publ_contact_author_fax '049 6221 54-4205' _publ_contact_author_email Thomas.J.J.Mueller@oci.uni-heidelberg.de _publ_requested_coeditor_name ? #======================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; Coupling-Isomerization-Claisen Sequences - Mechanistic Dichotomies in Hetero Domino Reactions ; loop_ _publ_author_name _publ_author_address D.D'Souza ; Organisch-Chemisches Institut Universitat Heidelberg Im Neuenheimer Feld 270 69120 Heidelberg Bundesrepublik Deutschland ; T.J.J.Muller ; Organisch-Chemisches Institut Universitat Heidelberg Im Neuenheimer Feld 270 69120 Heidelberg Bundesrepublik Deutschland ; F.Rominger ; Organisch-Chemisches Institut Universitat Heidelberg Im Neuenheimer Feld 270 69120 Heidelberg Bundesrepublik Deutschland ; #====================================================================== data_dds10 _database_code_depnum_ccdc_archive 'CCDC 610545' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'in paper 3a' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H29 N O2 S' _chemical_formula_weight 515.64 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' N N 0.0061 0.0033 '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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.7645(4) _cell_length_b 10.8448(3) _cell_length_c 13.3319(5) _cell_angle_alpha 78.6870(10) _cell_angle_beta 69.8610(10) _cell_angle_gamma 68.8750(10) _cell_volume 1358.37(8) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description polyhedron _exptl_crystal_colour colorless _exptl_crystal_size_max .25 _exptl_crystal_size_mid .13 _exptl_crystal_size_min .10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.261 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 544 _exptl_absorpt_coefficient_mu 0.151 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9632 _exptl_absorpt_correction_T_max 0.9851 _exptl_absorpt_process_details 'Blessing, Acta Cryst. (1995) A51 33-38.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12447 _diffrn_reflns_av_R_equivalents 0.0416 _diffrn_reflns_av_sigmaI/netI 0.0619 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 25.68 _reflns_number_total 5133 _reflns_number_gt 3360 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0520P)^2^+0.1071P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5133 _refine_ls_number_parameters 369 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0863 _refine_ls_R_factor_gt 0.0451 _refine_ls_wR_factor_ref 0.1108 _refine_ls_wR_factor_gt 0.0960 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.008 _refine_ls_shift/su_max 0.036 _refine_ls_shift/su_mean 0.001 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 0.76891(7) 0.40464(6) 0.42378(5) 0.04512(19) Uani 1 1 d . . . C1 C 0.80598(19) 0.55106(18) 0.40209(15) 0.0254(4) Uani 1 1 d . . . N1 N 0.82744(18) 0.58064(17) 0.48347(13) 0.0360(4) Uani 1 1 d . . . C2 C 0.8142(2) 0.4848(2) 0.56723(17) 0.0411(6) Uani 1 1 d . . . H2 H 0.8258 0.4905 0.6335 0.049 Uiso 1 1 calc R . . C3 C 0.7837(2) 0.3828(2) 0.54965(17) 0.0383(5) Uani 1 1 d . . . H3 H 0.7722 0.3094 0.5999 0.046 Uiso 1 1 calc R . . C4 C 0.8106(2) 0.64036(19) 0.30072(15) 0.0250(4) Uani 1 1 d . . . H4 H 0.8842(17) 0.6732(16) 0.2868(13) 0.013(4) Uiso 1 1 d . . . C5 C 0.82868(19) 0.58115(18) 0.19993(15) 0.0246(4) Uani 1 1 d . . . C6 C 0.9591(2) 0.47459(19) 0.14906(15) 0.0280(5) Uani 1 1 d . . . O6 O 0.95437(15) 0.38058(14) 0.11535(12) 0.0438(4) Uani 1 1 d . . . C7 C 0.68742(19) 0.94384(18) 0.14981(15) 0.0241(4) Uani 1 1 d . . . C11 C 1.0962(2) 0.48772(19) 0.14033(15) 0.0286(5) Uani 1 1 d . . . C12 C 1.1181(2) 0.6095(2) 0.11863(17) 0.0374(5) Uani 1 1 d . . . H12 H 1.0435 0.6879 0.1119 0.045 Uiso 1 1 calc R . . C13 C 1.2472(3) 0.6182(3) 0.10667(19) 0.0523(7) Uani 1 1 d . . . H13 H 1.2621 0.7020 0.0897 0.063 Uiso 1 1 calc R . . C14 C 1.3550(3) 0.5045(3) 0.1194(2) 0.0567(7) Uani 1 1 d . . . H14 H 1.4433 0.5106 0.1131 0.068 Uiso 1 1 calc R . . C15 C 1.3343(2) 0.3828(3) 0.14133(19) 0.0524(7) Uani 1 1 d . . . H15 H 1.4083 0.3050 0.1504 0.063 Uiso 1 1 calc R . . C16 C 1.2064(2) 0.3733(2) 0.15012(16) 0.0393(6) Uani 1 1 d . . . H16 H 1.1934 0.2888 0.1628 0.047 Uiso 1 1 calc R . . C21 C 0.7603(2) 0.69778(19) 0.12912(16) 0.0270(5) Uani 1 1 d . . . H21 H 0.7980(19) 0.7017(18) 0.0542(16) 0.032(6) Uiso 1 1 d . . . C22 C 0.70429(19) 0.81704(18) 0.18947(15) 0.0239(4) Uani 1 1 d . . . C23 C 0.6759(2) 0.76292(19) 0.30668(15) 0.0252(5) Uani 1 1 d . . . H23 H 0.6679(18) 0.8215(18) 0.3522(15) 0.025(5) Uiso 1 1 d . . . C24 C 0.5522(2) 0.7147(2) 0.33610(17) 0.0292(5) Uani 1 1 d . . . H24 H 0.473(2) 0.7455(18) 0.3958(16) 0.032(6) Uiso 1 1 d . . . C25 C 0.5634(2) 0.6269(2) 0.27425(16) 0.0297(5) Uani 1 1 d . . . H25 H 0.492(2) 0.5909(18) 0.2827(15) 0.029(5) Uiso 1 1 d . . . C26 C 0.6927(2) 0.59015(19) 0.18343(16) 0.0277(5) Uani 1 1 d . . . H26 H 0.7034(18) 0.5274(18) 0.1333(14) 0.028(5) Uiso 1 1 d . . . C31 C 0.7225(2) 0.98164(18) 0.03217(15) 0.0274(5) Uani 1 1 d . . . C32 C 0.8544(2) 0.9330(2) -0.03782(17) 0.0452(6) Uani 1 1 d . . . H32 H 0.9281 0.8746 -0.0110 0.054 Uiso 1 1 calc R . . C33 C 0.8804(3) 0.9688(2) -0.14715(19) 0.0601(8) Uani 1 1 d . . . H33 H 0.9715 0.9340 -0.1945 0.072 Uiso 1 1 calc R . . C34 C 0.7759(3) 1.0538(2) -0.18717(19) 0.0561(7) Uani 1 1 d . . . H34 H 0.7944 1.0781 -0.2620 0.067 Uiso 1 1 calc R . . C35 C 0.6441(3) 1.1041(2) -0.11869(19) 0.0474(6) Uani 1 1 d . . . H35 H 0.5711 1.1626 -0.1462 0.057 Uiso 1 1 calc R . . C36 C 0.6180(2) 1.0694(2) -0.01017(17) 0.0352(5) Uani 1 1 d . . . H36 H 0.5270 1.1059 0.0367 0.042 Uiso 1 1 calc R . . C41 C 0.6329(2) 1.05555(18) 0.21876(15) 0.0253(4) Uani 1 1 d . . . C42 C 0.5166(2) 1.06916(19) 0.30975(16) 0.0324(5) Uani 1 1 d . . . H42 H 0.4677 1.0065 0.3282 0.039 Uiso 1 1 calc R . . C43 C 0.4715(2) 1.1728(2) 0.37344(17) 0.0397(6) Uani 1 1 d . . . H43 H 0.3919 1.1810 0.4348 0.048 Uiso 1 1 calc R . . C44 C 0.5416(2) 1.2642(2) 0.34838(18) 0.0404(6) Uani 1 1 d . . . H44 H 0.5117 1.3340 0.3931 0.048 Uiso 1 1 calc R . . C45 C 0.6555(2) 1.2538(2) 0.25790(18) 0.0387(6) Uani 1 1 d . . . H45 H 0.7036 1.3171 0.2399 0.046 Uiso 1 1 calc R . . C46 C 0.6994(2) 1.15141(19) 0.19369(16) 0.0317(5) Uani 1 1 d . . . H46 H 0.7768 1.1462 0.1309 0.038 Uiso 1 1 calc R . . C50 C 0.1582(2) 0.0380(2) 0.48175(18) 0.0408(6) Uani 1 1 d . . . O50 O 0.2050(2) -0.07392(18) 0.45440(15) 0.0756(6) Uani 1 1 d . . . C51 C 0.1291(3) 0.0648(3) 0.5938(2) 0.0710(8) Uani 1 1 d . . . H51A H 0.0289 0.0848 0.6308 0.107 Uiso 1 1 calc R . . H51B H 0.1581 0.1407 0.5939 0.107 Uiso 1 1 calc R . . H51C H 0.1811 -0.0135 0.6308 0.107 Uiso 1 1 calc R . . C52 C 0.1245(3) 0.1548(2) 0.4047(2) 0.0538(7) Uani 1 1 d . . . H52A H 0.1910 0.1362 0.3333 0.081 Uiso 1 1 calc R . . H52B H 0.1307 0.2321 0.4280 0.081 Uiso 1 1 calc R . . H52C H 0.0297 0.1732 0.4019 0.081 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 S1 0.0709(5) 0.0318(3) 0.0459(4) 0.0083(3) -0.0308(3) -0.0248(3) C1 0.0240(11) 0.0230(10) 0.0269(11) -0.0046(9) -0.0059(9) -0.0049(8) N1 0.0479(12) 0.0344(10) 0.0275(10) -0.0012(8) -0.0136(8) -0.0136(9) C2 0.0513(15) 0.0425(14) 0.0267(12) 0.0002(10) -0.0146(11) -0.0104(11) C3 0.0366(13) 0.0354(13) 0.0332(13) 0.0086(10) -0.0092(10) -0.0072(10) C4 0.0265(12) 0.0232(11) 0.0250(11) -0.0033(8) -0.0055(9) -0.0090(9) C5 0.0277(11) 0.0220(10) 0.0235(10) -0.0032(8) -0.0062(9) -0.0077(9) C6 0.0357(12) 0.0208(11) 0.0241(11) -0.0016(9) -0.0059(9) -0.0079(9) O6 0.0438(10) 0.0314(9) 0.0560(10) -0.0197(8) -0.0072(8) -0.0108(7) C7 0.0216(11) 0.0242(11) 0.0246(11) -0.0020(8) -0.0052(8) -0.0065(8) C11 0.0312(12) 0.0301(12) 0.0204(11) -0.0054(9) -0.0042(9) -0.0067(9) C12 0.0362(14) 0.0351(13) 0.0388(13) -0.0042(10) -0.0074(10) -0.0120(10) C13 0.0494(17) 0.0627(18) 0.0485(16) -0.0089(13) -0.0023(12) -0.0316(15) C14 0.0342(15) 0.090(2) 0.0496(16) -0.0254(15) -0.0053(12) -0.0213(15) C15 0.0342(15) 0.0673(19) 0.0485(16) -0.0201(13) -0.0165(12) 0.0041(13) C16 0.0439(15) 0.0352(13) 0.0335(13) -0.0076(10) -0.0144(11) -0.0014(11) C21 0.0340(12) 0.0240(11) 0.0221(12) -0.0029(9) -0.0082(9) -0.0079(9) C22 0.0224(11) 0.0252(11) 0.0225(10) -0.0039(8) -0.0047(8) -0.0068(8) C23 0.0317(12) 0.0198(10) 0.0217(11) -0.0046(9) -0.0067(9) -0.0050(9) C24 0.0276(12) 0.0268(12) 0.0256(12) 0.0027(9) -0.0057(10) -0.0045(9) C25 0.0271(12) 0.0285(12) 0.0342(12) 0.0023(10) -0.0112(10) -0.0101(10) C26 0.0330(12) 0.0238(11) 0.0295(12) -0.0040(9) -0.0110(10) -0.0101(9) C31 0.0361(13) 0.0218(11) 0.0258(11) -0.0018(9) -0.0082(9) -0.0119(9) C32 0.0495(15) 0.0387(14) 0.0310(13) 0.0021(10) -0.0045(11) -0.0049(11) C33 0.0703(19) 0.0490(16) 0.0321(14) 0.0009(12) 0.0060(13) -0.0083(14) C34 0.101(2) 0.0439(15) 0.0257(13) 0.0065(11) -0.0195(15) -0.0307(16) C35 0.0717(19) 0.0401(14) 0.0476(16) 0.0129(12) -0.0381(14) -0.0270(13) C36 0.0406(13) 0.0331(12) 0.0368(13) 0.0037(10) -0.0152(10) -0.0174(10) C41 0.0299(12) 0.0211(10) 0.0247(11) -0.0012(8) -0.0109(9) -0.0057(9) C42 0.0343(13) 0.0243(11) 0.0348(12) -0.0036(9) -0.0058(10) -0.0088(9) C43 0.0396(14) 0.0352(13) 0.0360(13) -0.0098(10) -0.0024(10) -0.0071(11) C44 0.0548(16) 0.0263(12) 0.0402(14) -0.0109(10) -0.0168(12) -0.0063(11) C45 0.0517(15) 0.0251(12) 0.0465(15) -0.0013(10) -0.0212(12) -0.0150(10) C46 0.0370(13) 0.0280(12) 0.0317(12) 0.0014(9) -0.0118(10) -0.0125(10) C50 0.0368(14) 0.0476(15) 0.0391(14) -0.0039(12) -0.0078(11) -0.0177(12) O50 0.1151(17) 0.0445(12) 0.0579(12) -0.0025(10) -0.0281(11) -0.0138(11) C51 0.085(2) 0.099(2) 0.0427(16) -0.0050(16) -0.0209(15) -0.0438(19) C52 0.0643(17) 0.0458(15) 0.0498(16) -0.0032(12) -0.0188(13) -0.0147(13) _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 C3 1.703(2) . ? S1 C1 1.7208(19) . ? C1 N1 1.302(2) . ? C1 C4 1.497(3) . ? N1 C2 1.374(3) . ? C2 C3 1.343(3) . ? C4 C5 1.525(3) . ? C4 C23 1.565(3) . ? C5 C6 1.500(3) . ? C5 C26 1.520(3) . ? C5 C21 1.540(3) . ? C6 O6 1.215(2) . ? C6 C11 1.496(3) . ? C7 C22 1.343(2) . ? C7 C41 1.487(3) . ? C7 C31 1.491(3) . ? C11 C12 1.382(3) . ? C11 C16 1.395(3) . ? C12 C13 1.379(3) . ? C13 C14 1.385(4) . ? C14 C15 1.376(3) . ? C15 C16 1.381(3) . ? C21 C22 1.482(3) . ? C21 C26 1.528(3) . ? C22 C23 1.523(3) . ? C23 C24 1.504(3) . ? C24 C25 1.326(3) . ? C25 C26 1.480(3) . ? C31 C32 1.380(3) . ? C31 C36 1.395(3) . ? C32 C33 1.389(3) . ? C33 C34 1.368(4) . ? C34 C35 1.375(4) . ? C35 C36 1.377(3) . ? C41 C46 1.393(3) . ? C41 C42 1.397(3) . ? C42 C43 1.385(3) . ? C43 C44 1.377(3) . ? C44 C45 1.381(3) . ? C45 C46 1.380(3) . ? C50 O50 1.211(3) . ? C50 C51 1.482(3) . ? C50 C52 1.485(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 C3 S1 C1 89.80(10) . . ? N1 C1 C4 121.73(17) . . ? N1 C1 S1 114.02(15) . . ? C4 C1 S1 124.23(14) . . ? C1 N1 C2 110.50(17) . . ? C3 C2 N1 115.9(2) . . ? C2 C3 S1 109.80(16) . . ? C1 C4 C5 117.71(16) . . ? C1 C4 C23 114.31(16) . . ? C5 C4 C23 102.05(15) . . ? C6 C5 C26 118.49(17) . . ? C6 C5 C4 122.12(16) . . ? C26 C5 C4 114.42(16) . . ? C6 C5 C21 119.78(16) . . ? C26 C5 C21 59.90(12) . . ? C4 C5 C21 105.69(15) . . ? O6 C6 C11 120.71(18) . . ? O6 C6 C5 121.37(18) . . ? C11 C6 C5 117.92(17) . . ? C22 C7 C41 123.02(17) . . ? C22 C7 C31 121.58(17) . . ? C41 C7 C31 115.41(16) . . ? C12 C11 C16 119.2(2) . . ? C12 C11 C6 121.78(18) . . ? C16 C11 C6 118.93(18) . . ? C13 C12 C11 120.6(2) . . ? C12 C13 C14 119.8(2) . . ? C15 C14 C13 120.1(2) . . ? C14 C15 C16 120.2(2) . . ? C15 C16 C11 120.0(2) . . ? C22 C21 C26 114.15(17) . . ? C22 C21 C5 106.66(16) . . ? C26 C21 C5 59.41(12) . . ? C7 C22 C21 127.85(17) . . ? C7 C22 C23 127.67(17) . . ? C21 C22 C23 104.42(16) . . ? C24 C23 C22 107.87(16) . . ? C24 C23 C4 108.95(16) . . ? C22 C23 C4 100.71(15) . . ? C25 C24 C23 115.36(19) . . ? C24 C25 C26 117.14(19) . . ? C25 C26 C5 117.87(17) . . ? C25 C26 C21 117.23(17) . . ? C5 C26 C21 60.69(12) . . ? C32 C31 C36 117.95(19) . . ? C32 C31 C7 123.00(18) . . ? C36 C31 C7 119.05(18) . . ? C31 C32 C33 120.6(2) . . ? C34 C33 C32 120.5(2) . . ? C33 C34 C35 119.8(2) . . ? C36 C35 C34 119.9(2) . . ? C35 C36 C31 121.2(2) . . ? C46 C41 C42 117.51(18) . . ? C46 C41 C7 119.73(17) . . ? C42 C41 C7 122.76(17) . . ? C43 C42 C41 120.87(19) . . ? C44 C43 C42 120.4(2) . . ? C43 C44 C45 119.7(2) . . ? C46 C45 C44 120.0(2) . . ? C45 C46 C41 121.6(2) . . ? O50 C50 C51 121.7(2) . . ? O50 C50 C52 121.4(2) . . ? C51 C50 C52 116.9(2) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.171 _refine_diff_density_min -0.322 _refine_diff_density_rms 0.042 #====================================================================== data_dds25 _database_code_depnum_ccdc_archive 'CCDC 610546' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'in paper 4b' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C35 H24 Cl N O' _chemical_formula_weight 510.00 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' N N 0.0061 0.0033 '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' 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 9.1420(3) _cell_length_b 11.3244(4) _cell_length_c 14.2565(5) _cell_angle_alpha 71.9000(10) _cell_angle_beta 89.3550(10) _cell_angle_gamma 77.0850(10) _cell_volume 1364.72(8) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description polyhedron _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.241 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 532 _exptl_absorpt_coefficient_mu 0.168 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9481 _exptl_absorpt_correction_T_max 0.9768 _exptl_absorpt_process_details 'Blessing, Acta Cryst. (1995) A51 33-38.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14158 _diffrn_reflns_av_R_equivalents 0.0405 _diffrn_reflns_av_sigmaI/netI 0.0639 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 27.47 _reflns_number_total 6191 _reflns_number_gt 3612 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0512P)^2^+0.2107P] 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 6191 _refine_ls_number_parameters 343 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1021 _refine_ls_R_factor_gt 0.0487 _refine_ls_wR_factor_ref 0.1259 _refine_ls_wR_factor_gt 0.1072 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.011 _refine_ls_shift/su_max 0.001 _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 Cl1 Cl 0.67377(8) 0.76816(6) 0.06127(5) 0.0770(2) Uani 1 1 d . . . C1 C 0.7005(2) 1.11509(17) 0.30087(14) 0.0354(4) Uani 1 1 d . . . O1 O 0.63719(15) 1.09488(12) 0.37834(10) 0.0462(4) Uani 1 1 d . . . C2 C 0.7729(2) 1.22644(16) 0.26754(13) 0.0322(4) Uani 1 1 d . . . C3 C 0.8994(2) 1.21573(17) 0.21897(13) 0.0363(4) Uani 1 1 d . . . H3 H 0.9322 1.1372 0.2056 0.044 Uiso 1 1 calc R . . C4 C 0.86330(19) 1.23862(16) 0.46190(13) 0.0316(4) Uani 1 1 d . . . H4 H 0.8625 1.1592 0.4453 0.038 Uiso 1 1 calc R . . C11 C 0.7038(2) 1.02908(17) 0.23935(14) 0.0357(4) Uani 1 1 d . . . C12 C 0.6861(2) 1.07617(19) 0.13732(15) 0.0496(5) Uani 1 1 d . . . H12 H 0.6811 1.1641 0.1045 0.060 Uiso 1 1 calc R . . C13 C 0.6754(3) 0.9961(2) 0.08247(16) 0.0567(6) Uani 1 1 d . . . H13 H 0.6599 1.0293 0.0125 0.068 Uiso 1 1 calc R . . C14 C 0.6876(2) 0.8685(2) 0.13021(16) 0.0477(5) Uani 1 1 d . . . C15 C 0.7066(2) 0.81907(19) 0.23156(16) 0.0470(5) Uani 1 1 d . . . H15 H 0.7151 0.7305 0.2638 0.056 Uiso 1 1 calc R . . C16 C 0.7129(2) 0.89977(18) 0.28581(15) 0.0410(5) Uani 1 1 d . . . H16 H 0.7236 0.8666 0.3559 0.049 Uiso 1 1 calc R . . C21 C 0.70157(19) 1.33796(16) 0.30107(13) 0.0306(4) Uani 1 1 d . . . C22 C 0.73937(19) 1.34312(16) 0.39398(13) 0.0313(4) Uani 1 1 d . . . C23 C 0.6647(2) 1.44748(17) 0.42222(14) 0.0377(5) Uani 1 1 d . . . H23 H 0.6896 1.4522 0.4853 0.045 Uiso 1 1 calc R . . C24 C 0.5550(2) 1.54420(17) 0.35989(15) 0.0418(5) Uani 1 1 d . . . H24 H 0.5056 1.6146 0.3802 0.050 Uiso 1 1 calc R . . C25 C 0.5178(2) 1.53814(18) 0.26859(15) 0.0419(5) Uani 1 1 d . . . H25 H 0.4429 1.6045 0.2256 0.050 Uiso 1 1 calc R . . C26 C 0.5897(2) 1.43526(17) 0.23956(14) 0.0384(5) Uani 1 1 d . . . H26 H 0.5625 1.4308 0.1768 0.046 Uiso 1 1 calc R . . C31 C 0.8309(2) 1.20900(17) 0.57102(14) 0.0363(5) Uani 1 1 d . . . C32 C 0.9096(2) 1.2418(2) 0.63744(15) 0.0506(6) Uani 1 1 d . . . H32 H 0.9862 1.2865 0.6152 0.061 Uiso 1 1 calc R . . C33 C 0.8775(3) 1.2099(3) 0.73724(17) 0.0690(7) Uani 1 1 d . . . H33 H 0.9323 1.2330 0.7823 0.083 Uiso 1 1 calc R . . C34 C 0.7670(3) 1.1452(2) 0.76992(18) 0.0698(8) Uani 1 1 d . . . H34 H 0.7457 1.1231 0.8377 0.084 Uiso 1 1 calc R . . C35 C 0.6870(3) 1.1123(2) 0.70480(19) 0.0606(7) Uani 1 1 d . . . H35 H 0.6104 1.0677 0.7276 0.073 Uiso 1 1 calc R . . C36 C 0.7182(2) 1.14419(18) 0.60569(16) 0.0467(5) Uani 1 1 d . . . H36 H 0.6622 1.1216 0.5609 0.056 Uiso 1 1 calc R . . C41 C 1.0194(2) 1.26316(16) 0.44046(12) 0.0309(4) Uani 1 1 d . . . C42 C 1.1403(2) 1.16009(18) 0.45091(14) 0.0391(5) Uani 1 1 d . . . H42 H 1.1234 1.0763 0.4700 0.047 Uiso 1 1 calc R . . C43 C 1.2845(2) 1.1766(2) 0.43419(15) 0.0456(5) Uani 1 1 d . . . H43 H 1.3656 1.1045 0.4421 0.055 Uiso 1 1 calc R . . C44 C 1.3110(2) 1.2975(2) 0.40609(14) 0.0438(5) Uani 1 1 d . . . H44 H 1.4102 1.3091 0.3952 0.053 Uiso 1 1 calc R . . C45 C 1.1925(2) 1.4010(2) 0.39394(15) 0.0476(5) Uani 1 1 d . . . H45 H 1.2100 1.4847 0.3736 0.057 Uiso 1 1 calc R . . C46 C 1.0479(2) 1.38446(18) 0.41111(14) 0.0420(5) Uani 1 1 d . . . H46 H 0.9672 1.4569 0.4027 0.050 Uiso 1 1 calc R . . C51 C 0.9950(2) 1.30758(17) 0.18325(13) 0.0345(4) Uani 1 1 d . . . C52 C 0.9401(2) 1.43971(18) 0.15387(15) 0.0441(5) Uani 1 1 d . . . H52 H 0.8374 1.4742 0.1610 0.053 Uiso 1 1 calc R . . C53 C 1.0331(2) 1.52073(19) 0.11470(15) 0.0465(5) Uani 1 1 d . . . H53 H 0.9940 1.6105 0.0942 0.056 Uiso 1 1 calc R . . C54 C 1.1841(2) 1.47156(19) 0.10508(13) 0.0408(5) Uani 1 1 d . . . C55 C 1.2412(2) 1.3411(2) 0.13556(15) 0.0473(5) Uani 1 1 d . . . H55 H 1.3447 1.3069 0.1307 0.057 Uiso 1 1 calc R . . C56 C 1.1463(2) 1.26093(19) 0.17319(15) 0.0442(5) Uani 1 1 d . . . H56 H 1.1856 1.1712 0.1928 0.053 Uiso 1 1 calc R . . C57 C 1.2789(2) 1.5571(2) 0.05887(15) 0.0508(6) Uani 1 1 d . . . N57 N 1.3529(2) 1.6246(2) 0.02122(16) 0.0763(7) Uani 1 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 Cl1 0.1038(6) 0.0590(4) 0.0779(5) -0.0394(3) -0.0092(4) -0.0124(4) C1 0.0309(10) 0.0313(10) 0.0414(11) -0.0088(9) 0.0014(9) -0.0054(8) O1 0.0503(9) 0.0417(8) 0.0496(9) -0.0143(7) 0.0174(7) -0.0173(7) C2 0.0338(11) 0.0292(10) 0.0332(10) -0.0089(8) 0.0025(8) -0.0084(8) C3 0.0412(12) 0.0309(10) 0.0388(11) -0.0129(9) 0.0064(9) -0.0098(9) C4 0.0324(10) 0.0255(9) 0.0361(10) -0.0093(8) 0.0023(8) -0.0058(8) C11 0.0329(11) 0.0313(10) 0.0425(12) -0.0100(9) 0.0016(8) -0.0093(8) C12 0.0680(15) 0.0335(11) 0.0455(13) -0.0067(10) -0.0017(11) -0.0160(10) C13 0.0815(17) 0.0500(14) 0.0395(12) -0.0115(11) -0.0019(11) -0.0203(12) C14 0.0510(13) 0.0433(12) 0.0554(14) -0.0240(11) 0.0015(10) -0.0125(10) C15 0.0520(13) 0.0328(11) 0.0559(14) -0.0121(10) 0.0019(10) -0.0116(10) C16 0.0423(12) 0.0362(11) 0.0424(11) -0.0077(9) 0.0015(9) -0.0115(9) C21 0.0277(10) 0.0274(9) 0.0361(10) -0.0068(8) 0.0055(8) -0.0095(8) C22 0.0276(10) 0.0274(9) 0.0373(11) -0.0074(8) 0.0049(8) -0.0072(8) C23 0.0399(11) 0.0317(10) 0.0399(11) -0.0105(9) 0.0060(9) -0.0064(9) C24 0.0416(12) 0.0265(10) 0.0519(13) -0.0098(9) 0.0117(10) -0.0007(9) C25 0.0333(11) 0.0336(11) 0.0465(13) -0.0005(9) 0.0020(9) -0.0003(9) C26 0.0366(11) 0.0368(11) 0.0371(11) -0.0058(9) 0.0004(9) -0.0074(9) C31 0.0334(11) 0.0283(10) 0.0387(11) -0.0047(8) 0.0041(9) 0.0016(8) C32 0.0486(13) 0.0594(14) 0.0400(12) -0.0130(11) 0.0051(10) -0.0087(11) C33 0.0713(18) 0.0896(19) 0.0398(14) -0.0201(13) 0.0020(13) -0.0060(16) C34 0.0692(18) 0.0739(18) 0.0423(14) -0.0003(13) 0.0174(13) 0.0053(15) C35 0.0524(15) 0.0467(13) 0.0614(16) 0.0037(12) 0.0223(13) 0.0013(11) C36 0.0427(12) 0.0365(11) 0.0533(13) -0.0071(10) 0.0109(10) -0.0044(10) C41 0.0334(10) 0.0319(10) 0.0267(9) -0.0084(8) 0.0019(8) -0.0076(8) C42 0.0357(11) 0.0322(10) 0.0437(12) -0.0043(9) 0.0077(9) -0.0077(9) C43 0.0335(12) 0.0439(12) 0.0492(12) -0.0047(10) 0.0082(9) -0.0032(9) C44 0.0336(11) 0.0547(13) 0.0425(12) -0.0103(10) 0.0074(9) -0.0164(10) C45 0.0479(13) 0.0402(12) 0.0580(14) -0.0135(10) 0.0030(11) -0.0201(10) C46 0.0373(12) 0.0348(11) 0.0539(13) -0.0147(10) 0.0022(10) -0.0075(9) C51 0.0413(12) 0.0351(10) 0.0308(10) -0.0127(8) 0.0087(8) -0.0134(9) C52 0.0429(12) 0.0388(11) 0.0488(12) -0.0099(10) 0.0105(10) -0.0120(10) C53 0.0549(14) 0.0346(11) 0.0462(12) -0.0049(9) 0.0049(10) -0.0142(10) C54 0.0446(13) 0.0473(12) 0.0306(10) -0.0056(9) 0.0000(9) -0.0201(10) C55 0.0384(12) 0.0489(13) 0.0530(13) -0.0117(11) 0.0070(10) -0.0136(10) C56 0.0435(13) 0.0371(11) 0.0520(13) -0.0134(10) 0.0101(10) -0.0107(10) C57 0.0485(14) 0.0537(14) 0.0414(12) 0.0040(10) -0.0109(10) -0.0206(11) N57 0.0656(14) 0.0744(14) 0.0710(14) 0.0185(11) -0.0143(11) -0.0379(12) _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 Cl1 C14 1.742(2) . ? C1 O1 1.223(2) . ? C1 C11 1.495(3) . ? C1 C2 1.499(2) . ? C2 C3 1.343(2) . ? C2 C21 1.499(2) . ? C3 C51 1.474(2) . ? C4 C41 1.524(2) . ? C4 C31 1.527(2) . ? C4 C22 1.528(2) . ? C11 C12 1.382(3) . ? C11 C16 1.391(3) . ? C12 C13 1.387(3) . ? C13 C14 1.372(3) . ? C14 C15 1.375(3) . ? C15 C16 1.379(3) . ? C21 C22 1.395(2) . ? C21 C26 1.395(2) . ? C22 C23 1.398(2) . ? C23 C24 1.385(3) . ? C24 C25 1.375(3) . ? C25 C26 1.383(3) . ? C31 C32 1.380(3) . ? C31 C36 1.395(3) . ? C32 C33 1.400(3) . ? C33 C34 1.372(4) . ? C34 C35 1.374(4) . ? C35 C36 1.389(3) . ? C41 C42 1.387(2) . ? C41 C46 1.389(2) . ? C42 C43 1.381(3) . ? C43 C44 1.378(3) . ? C44 C45 1.374(3) . ? C45 C46 1.385(3) . ? C51 C56 1.389(3) . ? C51 C52 1.395(3) . ? C52 C53 1.377(3) . ? C53 C54 1.391(3) . ? C54 C55 1.380(3) . ? C54 C57 1.446(3) . ? C55 C56 1.380(3) . ? C57 N57 1.139(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 O1 C1 C11 119.63(16) . . ? O1 C1 C2 119.97(16) . . ? C11 C1 C2 120.39(16) . . ? C3 C2 C1 119.28(16) . . ? C3 C2 C21 125.61(16) . . ? C1 C2 C21 114.86(15) . . ? C2 C3 C51 129.70(17) . . ? C41 C4 C31 113.43(15) . . ? C41 C4 C22 112.54(14) . . ? C31 C4 C22 112.82(14) . . ? C12 C11 C16 118.80(18) . . ? C12 C11 C1 121.70(16) . . ? C16 C11 C1 119.30(17) . . ? C11 C12 C13 120.52(19) . . ? C14 C13 C12 119.4(2) . . ? C13 C14 C15 121.25(19) . . ? C13 C14 Cl1 119.31(17) . . ? C15 C14 Cl1 119.42(16) . . ? C14 C15 C16 119.10(19) . . ? C15 C16 C11 120.94(19) . . ? C22 C21 C26 119.57(16) . . ? C22 C21 C2 121.46(15) . . ? C26 C21 C2 118.89(16) . . ? C21 C22 C23 118.62(16) . . ? C21 C22 C4 120.44(15) . . ? C23 C22 C4 120.91(16) . . ? C24 C23 C22 121.18(18) . . ? C25 C24 C23 119.87(17) . . ? C24 C25 C26 119.82(18) . . ? C25 C26 C21 120.92(18) . . ? C32 C31 C36 118.37(19) . . ? C32 C31 C4 122.99(18) . . ? C36 C31 C4 118.63(18) . . ? C31 C32 C33 120.7(2) . . ? C34 C33 C32 120.0(2) . . ? C33 C34 C35 120.2(2) . . ? C34 C35 C36 120.0(2) . . ? C35 C36 C31 120.8(2) . . ? C42 C41 C46 117.69(17) . . ? C42 C41 C4 119.03(16) . . ? C46 C41 C4 123.28(16) . . ? C43 C42 C41 121.49(18) . . ? C44 C43 C42 120.05(19) . . ? C45 C44 C43 119.40(18) . . ? C44 C45 C46 120.55(19) . . ? C45 C46 C41 120.81(18) . . ? C56 C51 C52 117.90(17) . . ? C56 C51 C3 118.55(16) . . ? C52 C51 C3 123.46(17) . . ? C53 C52 C51 120.73(19) . . ? C52 C53 C54 120.24(19) . . ? C55 C54 C53 119.86(18) . . ? C55 C54 C57 120.27(19) . . ? C53 C54 C57 119.81(19) . . ? C54 C55 C56 119.34(19) . . ? C55 C56 C51 121.91(18) . . ? N57 C57 C54 179.1(2) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.178 _refine_diff_density_min -0.448 _refine_diff_density_rms 0.039 #====================================================================== data_dds21 _database_code_depnum_ccdc_archive 'CCDC 610547' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'in paper 6b' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H25 Cl3 O2 S' _chemical_formula_weight 603.95 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 8.9794(3) _cell_length_b 11.1754(4) _cell_length_c 14.8724(6) _cell_angle_alpha 87.7930(10) _cell_angle_beta 74.6370(10) _cell_angle_gamma 88.1910(10) _cell_volume 1437.67(9) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description polyhedron _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.395 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 624 _exptl_absorpt_coefficient_mu 0.423 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8837 _exptl_absorpt_correction_T_max 0.9670 _exptl_absorpt_process_details 'Blessing, Acta Cryst. (1995) A51 33-38.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15088 _diffrn_reflns_av_R_equivalents 0.0349 _diffrn_reflns_av_sigmaI/netI 0.0521 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.42 _diffrn_reflns_theta_max 27.49 _reflns_number_total 6549 _reflns_number_gt 4397 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0593P)^2^+0.2222P] 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 const _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6549 _refine_ls_number_parameters 417 _refine_ls_number_restraints 71 _refine_ls_R_factor_all 0.0788 _refine_ls_R_factor_gt 0.0434 _refine_ls_wR_factor_ref 0.1195 _refine_ls_wR_factor_gt 0.1041 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.001 _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 C1 C -0.4637(2) 0.90813(15) 0.19679(12) 0.0229(4) Uani 1 1 d . . . O2 O -0.44462(13) 0.86428(11) 0.28670(8) 0.0247(3) Uani 1 1 d . . . C3 C -0.3073(2) 0.80557(15) 0.28615(12) 0.0235(4) Uani 1 1 d . . . C4 C -0.2260(2) 0.74618(16) 0.21049(12) 0.0249(4) Uani 1 1 d . . . C5 C -0.0646(2) 0.69642(16) 0.20237(13) 0.0280(4) Uani 1 1 d . . . H5A H -0.0189 0.7416 0.2441 0.034 Uiso 1 1 calc R . . H5B H -0.0019 0.7122 0.1377 0.034 Uiso 1 1 calc R . . O6 O -0.15927(16) 0.49720(12) 0.24159(11) 0.0407(4) Uani 1 1 d . . . C6 C -0.0497(2) 0.56390(16) 0.22540(13) 0.0281(4) Uani 1 1 d D A . C7 C 0.1044(2) 0.51870(16) 0.22770(13) 0.0281(4) Uani 1 1 d DU . . S1 S 0.13082(9) 0.36928(8) 0.24919(9) 0.0380(3) Uani 0.856(3) 1 d PDU A 1 C8 C 0.2414(9) 0.5766(6) 0.2151(8) 0.0387(16) Uani 0.856(3) 1 d PDU A 1 H8 H 0.2514 0.6602 0.2014 0.046 Uiso 0.856(3) 1 calc PR A 1 C9 C 0.3660(2) 0.5013(2) 0.22414(15) 0.0449(6) Uani 1 1 d DU . . H9 H 0.4682 0.5269 0.2181 0.054 Uiso 1 1 calc R A 1 C10 C 0.3184(3) 0.3874(2) 0.24271(15) 0.0466(6) Uani 1 1 d DU A . H10 H 0.3854 0.3230 0.2514 0.056 Uiso 1 1 calc R B 1 C11 C -0.6327(2) 0.94901(15) 0.21711(12) 0.0235(4) Uani 1 1 d . . . C12 C -0.6794(2) 1.03507(17) 0.15927(13) 0.0299(4) Uani 1 1 d . . . H12 H -0.6047 1.0714 0.1090 0.036 Uiso 1 1 calc R . . C13 C -0.8342(2) 1.06813(18) 0.17458(14) 0.0345(5) Uani 1 1 d . . . H13 H -0.8650 1.1257 0.1340 0.041 Uiso 1 1 calc R . . C14 C -0.9434(2) 1.01768(19) 0.24853(15) 0.0369(5) Uani 1 1 d . . . H14 H -1.0494 1.0400 0.2587 0.044 Uiso 1 1 calc R . . C15 C -0.8977(2) 0.93442(18) 0.30787(14) 0.0346(5) Uani 1 1 d . . . H15 H -0.9721 0.9015 0.3600 0.041 Uiso 1 1 calc R . . C16 C -0.7434(2) 0.89894(16) 0.29129(13) 0.0277(4) Uani 1 1 d . . . H16 H -0.7134 0.8399 0.3311 0.033 Uiso 1 1 calc R . . C21 C -0.3558(2) 1.01430(16) 0.16274(12) 0.0238(4) Uani 1 1 d . . . C22 C -0.3693(2) 1.11291(16) 0.21940(14) 0.0300(4) Uani 1 1 d . . . H22 H -0.4421 1.1122 0.2788 0.036 Uiso 1 1 calc R . . C23 C -0.2777(2) 1.21179(18) 0.18999(15) 0.0370(5) Uani 1 1 d . . . H23 H -0.2874 1.2780 0.2295 0.044 Uiso 1 1 calc R . . C24 C -0.1717(2) 1.21445(19) 0.10292(16) 0.0407(5) Uani 1 1 d . . . H24 H -0.1097 1.2826 0.0824 0.049 Uiso 1 1 calc R . . C25 C -0.1573(2) 1.11739(19) 0.04662(15) 0.0389(5) Uani 1 1 d . . . H25 H -0.0842 1.1183 -0.0127 0.047 Uiso 1 1 calc R . . C26 C -0.2491(2) 1.01800(17) 0.07615(13) 0.0299(4) Uani 1 1 d . . . H26 H -0.2385 0.9519 0.0365 0.036 Uiso 1 1 calc R . . C31 C -0.4266(2) 0.80472(16) 0.12989(12) 0.0248(4) Uani 1 1 d . . . C32 C -0.5065(2) 0.78571(17) 0.06401(13) 0.0297(4) Uani 1 1 d . . . H32 H -0.5936 0.8352 0.0621 0.036 Uiso 1 1 calc R . . C33 C -0.4602(2) 0.69465(19) 0.00069(14) 0.0375(5) Uani 1 1 d . . . H33 H -0.5154 0.6820 -0.0443 0.045 Uiso 1 1 calc R . . C34 C -0.3336(3) 0.62275(19) 0.00357(14) 0.0393(5) Uani 1 1 d . . . H34 H -0.3012 0.5610 -0.0400 0.047 Uiso 1 1 calc R . . C35 C -0.2536(2) 0.64021(18) 0.06979(13) 0.0345(5) Uani 1 1 d . . . H35 H -0.1666 0.5902 0.0710 0.041 Uiso 1 1 calc R . . C36 C -0.2993(2) 0.73050(16) 0.13500(12) 0.0261(4) Uani 1 1 d . . . C41 C -0.2747(2) 0.81435(16) 0.37807(12) 0.0254(4) Uani 1 1 d . . . C42 C -0.3176(2) 0.91789(17) 0.42897(13) 0.0307(4) Uani 1 1 d . . . H42 H -0.3661 0.9827 0.4037 0.037 Uiso 1 1 calc R . . C43 C -0.2906(2) 0.92767(19) 0.51557(14) 0.0373(5) Uani 1 1 d . . . H43 H -0.3210 0.9988 0.5493 0.045 Uiso 1 1 calc R . . C44 C -0.2197(3) 0.8346(2) 0.55330(14) 0.0411(5) Uani 1 1 d . . . H44 H -0.1992 0.8422 0.6123 0.049 Uiso 1 1 calc R . . C45 C -0.1789(3) 0.73039(19) 0.50493(15) 0.0407(5) Uani 1 1 d . . . H45 H -0.1311 0.6658 0.5310 0.049 Uiso 1 1 calc R . . C46 C -0.2073(2) 0.71956(18) 0.41835(13) 0.0325(4) Uani 1 1 d . . . H46 H -0.1807 0.6469 0.3862 0.039 Uiso 1 1 calc R . . C51 C 0.7457(3) 0.3490(2) 0.4398(2) 0.0386(8) Uani 0.803(6) 1 d PDU C 1 H51 H 0.8046 0.4009 0.3869 0.046 Uiso 0.803(6) 1 calc PR C 1 Cl1 Cl 0.55293(17) 0.3472(3) 0.43501(16) 0.0906(7) Uani 0.803(6) 1 d PDU C 1 Cl2 Cl 0.8264(2) 0.20435(13) 0.42703(12) 0.0620(4) Uani 0.803(6) 1 d PDU C 1 Cl3 Cl 0.7617(2) 0.40720(17) 0.54396(15) 0.0833(6) Uani 0.803(6) 1 d PDU C 1 C51B C 0.633(2) 0.3079(12) 0.4839(9) 0.085(6) Uani 0.197(6) 1 d PDU C 2 H51B H 0.5462 0.2530 0.5128 0.103 Uiso 0.197(6) 1 calc PR C 2 Cl1B Cl 0.5832(10) 0.4068(8) 0.4071(5) 0.075(2) Uani 0.197(6) 1 d PDU C 2 Cl2B Cl 0.682(3) 0.3909(9) 0.5682(8) 0.192(7) Uani 0.197(6) 1 d PDU C 2 Cl3B Cl 0.8004(17) 0.2268(13) 0.4277(10) 0.149(5) Uani 0.197(6) 1 d PDU C 2 S1B S 0.2544(14) 0.6037(10) 0.2118(16) 0.040(2) Uani 0.144(3) 1 d PDU A 2 C8B C 0.151(2) 0.4011(16) 0.248(3) 0.073(10) Uani 0.144(3) 1 d PDU A 2 H8B H 0.0821 0.3364 0.2637 0.087 Uiso 0.144(3) 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 C1 0.0252(9) 0.0255(9) 0.0191(9) 0.0001(7) -0.0082(7) 0.0027(7) O2 0.0243(6) 0.0295(7) 0.0201(6) 0.0003(5) -0.0064(5) 0.0050(5) C3 0.0232(9) 0.0208(9) 0.0261(9) 0.0040(7) -0.0067(7) 0.0004(7) C4 0.0277(9) 0.0222(9) 0.0238(9) 0.0014(7) -0.0059(8) 0.0028(7) C5 0.0261(9) 0.0242(9) 0.0320(10) 0.0009(8) -0.0051(8) 0.0023(8) O6 0.0333(8) 0.0309(8) 0.0569(10) 0.0066(7) -0.0111(7) -0.0041(6) C6 0.0302(10) 0.0262(10) 0.0260(10) -0.0004(8) -0.0043(8) 0.0030(8) C7 0.0316(10) 0.0266(10) 0.0242(9) -0.0002(8) -0.0049(8) 0.0047(8) S1 0.0404(4) 0.0264(4) 0.0423(5) 0.0065(3) -0.0046(4) 0.0105(3) C8 0.048(3) 0.027(3) 0.041(2) -0.004(3) -0.011(2) 0.006(2) C9 0.0325(11) 0.0621(16) 0.0412(13) -0.0059(11) -0.0118(10) 0.0063(11) C10 0.0441(13) 0.0541(14) 0.0383(12) 0.0035(11) -0.0088(10) 0.0246(11) C11 0.0239(9) 0.0241(9) 0.0237(9) -0.0053(7) -0.0083(7) 0.0011(7) C12 0.0293(10) 0.0314(10) 0.0292(10) -0.0004(8) -0.0088(8) 0.0029(8) C13 0.0351(11) 0.0353(11) 0.0381(11) -0.0068(9) -0.0193(9) 0.0107(9) C14 0.0242(10) 0.0435(12) 0.0461(12) -0.0157(10) -0.0137(9) 0.0064(9) C15 0.0245(10) 0.0412(12) 0.0358(11) -0.0078(9) -0.0029(8) -0.0048(9) C16 0.0288(10) 0.0280(10) 0.0280(10) -0.0027(8) -0.0099(8) -0.0027(8) C21 0.0220(9) 0.0254(9) 0.0252(9) 0.0015(7) -0.0092(7) 0.0034(7) C22 0.0290(10) 0.0310(10) 0.0315(10) -0.0006(8) -0.0108(8) 0.0026(8) C23 0.0411(12) 0.0292(11) 0.0458(13) -0.0012(9) -0.0201(10) -0.0015(9) C24 0.0355(11) 0.0328(11) 0.0560(14) 0.0122(10) -0.0172(11) -0.0079(9) C25 0.0295(11) 0.0426(13) 0.0404(12) 0.0092(10) -0.0029(9) -0.0038(9) C26 0.0277(10) 0.0326(10) 0.0283(10) 0.0020(8) -0.0060(8) 0.0017(8) C31 0.0292(10) 0.0242(9) 0.0193(9) 0.0009(7) -0.0035(7) -0.0010(7) C32 0.0327(10) 0.0319(10) 0.0254(10) -0.0005(8) -0.0095(8) 0.0002(8) C33 0.0481(13) 0.0406(12) 0.0276(10) -0.0066(9) -0.0159(9) -0.0015(10) C34 0.0545(14) 0.0354(11) 0.0265(10) -0.0107(9) -0.0072(10) 0.0045(10) C35 0.0420(12) 0.0314(11) 0.0279(10) -0.0045(8) -0.0059(9) 0.0088(9) C36 0.0283(10) 0.0256(9) 0.0224(9) 0.0008(7) -0.0035(8) 0.0012(8) C41 0.0236(9) 0.0302(10) 0.0219(9) 0.0027(7) -0.0057(7) -0.0017(8) C42 0.0324(10) 0.0322(10) 0.0291(10) -0.0007(8) -0.0116(8) 0.0033(8) C43 0.0459(12) 0.0377(12) 0.0302(11) -0.0047(9) -0.0130(9) -0.0004(10) C44 0.0541(14) 0.0453(13) 0.0291(11) 0.0021(10) -0.0203(10) -0.0048(11) C45 0.0509(13) 0.0405(12) 0.0353(11) 0.0089(10) -0.0210(10) 0.0019(10) C46 0.0371(11) 0.0307(10) 0.0300(10) 0.0017(8) -0.0103(9) 0.0029(9) C51 0.0406(16) 0.0343(15) 0.0365(15) 0.0063(12) -0.0029(13) -0.0073(12) Cl1 0.0411(6) 0.1320(18) 0.0935(12) -0.0303(12) -0.0049(7) -0.0029(8) Cl2 0.0826(8) 0.0407(6) 0.0643(8) -0.0130(5) -0.0207(6) 0.0014(6) Cl3 0.1326(13) 0.0527(8) 0.0798(11) -0.0256(8) -0.0534(8) 0.0146(7) C51B 0.142(16) 0.069(11) 0.063(11) -0.001(7) -0.059(11) 0.005(11) Cl1B 0.066(4) 0.094(5) 0.067(3) -0.020(3) -0.017(3) 0.005(3) Cl2B 0.46(2) 0.084(5) 0.071(5) 0.002(4) -0.148(10) -0.009(9) Cl3B 0.150(8) 0.166(10) 0.140(8) -0.019(6) -0.062(6) 0.060(6) S1B 0.035(3) 0.025(4) 0.062(5) -0.006(3) -0.013(3) 0.005(2) C8B 0.071(10) 0.044(10) 0.12(3) 0.022(15) -0.049(16) -0.031(8) _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 C1 O2 1.457(2) . ? C1 C31 1.525(2) . ? C1 C11 1.525(2) . ? C1 C21 1.539(3) . ? O2 C3 1.377(2) . ? C3 C4 1.353(2) . ? C3 C41 1.479(2) . ? C4 C36 1.462(3) . ? C4 C5 1.512(2) . ? C5 C6 1.517(3) . ? O6 C6 1.220(2) . ? C6 C7 1.466(3) . ? C7 C8 1.373(7) . ? C7 C8B 1.414(16) . ? C7 S1B 1.633(11) . ? C7 S1 1.709(2) . ? S1 C10 1.680(3) . ? C8 C9 1.411(8) . ? C9 C10 1.350(3) . ? C9 S1B 1.536(12) . ? C10 C8B 1.484(17) . ? C11 C16 1.387(3) . ? C11 C12 1.394(3) . ? C12 C13 1.387(3) . ? C13 C14 1.380(3) . ? C14 C15 1.385(3) . ? C15 C16 1.390(3) . ? C21 C26 1.387(3) . ? C21 C22 1.396(3) . ? C22 C23 1.385(3) . ? C23 C24 1.389(3) . ? C24 C25 1.378(3) . ? C25 C26 1.391(3) . ? C31 C32 1.385(3) . ? C31 C36 1.407(2) . ? C32 C33 1.391(3) . ? C33 C34 1.380(3) . ? C34 C35 1.387(3) . ? C35 C36 1.402(3) . ? C41 C42 1.395(3) . ? C41 C46 1.396(3) . ? C42 C43 1.381(3) . ? C43 C44 1.380(3) . ? C44 C45 1.381(3) . ? C45 C46 1.388(3) . ? C51 Cl3 1.745(3) . ? C51 Cl2 1.746(3) . ? C51 Cl1 1.752(3) . ? C51B Cl1B 1.694(12) . ? C51B Cl2B 1.741(12) . ? C51B Cl3B 1.756(13) . ? 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 O2 C1 C31 107.99(13) . . ? O2 C1 C11 104.59(13) . . ? C31 C1 C11 112.20(14) . . ? O2 C1 C21 108.46(13) . . ? C31 C1 C21 112.29(14) . . ? C11 C1 C21 110.90(14) . . ? C3 O2 C1 116.73(13) . . ? C4 C3 O2 121.11(16) . . ? C4 C3 C41 128.88(16) . . ? O2 C3 C41 109.94(14) . . ? C3 C4 C36 117.87(16) . . ? C3 C4 C5 122.21(16) . . ? C36 C4 C5 119.91(15) . . ? C4 C5 C6 116.78(15) . . ? O6 C6 C7 120.93(17) . . ? O6 C6 C5 122.43(17) . . ? C7 C6 C5 116.63(16) . . ? C8 C7 C8B 100.0(9) . . ? C8 C7 C6 131.1(3) . . ? C8B C7 C6 128.9(7) . . ? C8 C7 S1B 7.5(7) . . ? C8B C7 S1B 107.4(7) . . ? C6 C7 S1B 123.6(4) . . ? C8 C7 S1 109.8(3) . . ? C8B C7 S1 10.1(9) . . ? C6 C7 S1 119.07(14) . . ? S1B C7 S1 117.3(4) . . ? C10 S1 C7 91.78(11) . . ? C7 C8 C9 114.2(5) . . ? C10 C9 C8 109.9(3) . . ? C10 C9 S1B 121.6(5) . . ? C8 C9 S1B 11.7(6) . . ? C9 C10 C8B 101.7(7) . . ? C9 C10 S1 114.29(16) . . ? C8B C10 S1 12.8(7) . . ? C16 C11 C12 118.73(17) . . ? C16 C11 C1 120.95(16) . . ? C12 C11 C1 120.29(16) . . ? C13 C12 C11 120.55(18) . . ? C14 C13 C12 120.25(18) . . ? C13 C14 C15 119.69(18) . . ? C14 C15 C16 120.14(19) . . ? C11 C16 C15 120.60(18) . . ? C26 C21 C22 118.37(17) . . ? C26 C21 C1 122.54(16) . . ? C22 C21 C1 119.04(16) . . ? C23 C22 C21 120.78(19) . . ? C22 C23 C24 120.2(2) . . ? C25 C24 C23 119.44(19) . . ? C24 C25 C26 120.4(2) . . ? C21 C26 C25 120.81(19) . . ? C32 C31 C36 120.43(17) . . ? C32 C31 C1 123.30(16) . . ? C36 C31 C1 116.20(15) . . ? C31 C32 C33 120.52(18) . . ? C34 C33 C32 119.70(18) . . ? C33 C34 C35 120.29(18) . . ? C34 C35 C36 120.98(18) . . ? C35 C36 C31 118.05(17) . . ? C35 C36 C4 122.83(16) . . ? C31 C36 C4 119.03(16) . . ? C42 C41 C46 117.99(17) . . ? C42 C41 C3 119.90(16) . . ? C46 C41 C3 122.05(17) . . ? C43 C42 C41 121.06(18) . . ? C44 C43 C42 120.30(19) . . ? C43 C44 C45 119.64(19) . . ? C44 C45 C46 120.28(19) . . ? C45 C46 C41 120.68(18) . . ? Cl3 C51 Cl2 110.07(17) . . ? Cl3 C51 Cl1 111.57(17) . . ? Cl2 C51 Cl1 109.9(2) . . ? Cl1B C51B Cl2B 107.1(8) . . ? Cl1B C51B Cl3B 109.8(11) . . ? Cl2B C51B Cl3B 106.5(10) . . ? C9 S1B C7 95.0(6) . . ? C7 C8B C10 114.2(12) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.326 _refine_diff_density_min -0.445 _refine_diff_density_rms 0.050 #====================================================================== data_dds22 _database_code_depnum_ccdc_archive 'CCDC 610548' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'in paper 7a' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H28 O3' _chemical_formula_weight 508.58 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.905(4) _cell_length_b 30.80(1) _cell_length_c 10.012(5) _cell_angle_alpha 90.00 _cell_angle_beta 99.91(1) _cell_angle_gamma 90.00 _cell_volume 2705(2) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 1564 _cell_measurement_theta_min 2.64 _cell_measurement_theta_max 21.12 _exptl_crystal_description irregular _exptl_crystal_colour colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.249 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1072 _exptl_absorpt_coefficient_mu 0.078 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9815 _exptl_absorpt_correction_T_max 0.9922 _exptl_absorpt_process_details 'Blessing, Acta Cryst. (1995) A51 33-38.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14007 _diffrn_reflns_av_R_equivalents 0.1048 _diffrn_reflns_av_sigmaI/netI 0.0674 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 20.81 _reflns_number_total 2777 _reflns_number_gt 1933 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0748P)^2^+0.0000P] 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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2777 _refine_ls_number_parameters 464 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0737 _refine_ls_R_factor_gt 0.0472 _refine_ls_wR_factor_ref 0.1206 _refine_ls_wR_factor_gt 0.1082 _refine_ls_goodness_of_fit_ref 0.908 _refine_ls_restrained_S_all 0.908 _refine_ls_shift/su_max 0.001 _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 O1 O 1.1064(3) 0.60071(7) 1.2654(2) 0.0484(6) Uani 1 1 d . . . O2 O 1.1361(3) 0.64813(7) 0.9595(2) 0.0484(7) Uani 1 1 d . . . O3 O 1.1984(3) 0.49026(7) 0.5771(2) 0.0652(8) Uani 1 1 d . . . C1 C 1.0570(4) 0.63773(11) 1.2467(3) 0.0363(8) Uani 1 1 d . . . C2 C 0.9295(4) 0.64657(11) 1.1280(3) 0.0354(8) Uani 1 1 d . . . C3 C 0.9184(4) 0.61266(10) 1.0149(3) 0.0356(8) Uani 1 1 d . . . C4 C 1.0540(4) 0.61586(11) 0.9406(3) 0.0381(8) Uani 1 1 d . . . C5 C 0.7480(4) 0.61734(9) 0.9350(3) 0.0374(8) Uani 1 1 d . . . C11 C 0.7705(4) 0.64446(9) 1.1629(3) 0.0379(8) Uani 1 1 d . . . C12 C 0.7219(4) 0.65713(11) 1.2815(4) 0.0456(10) Uani 1 1 d . . . C13 C 0.5696(5) 0.65077(12) 1.2917(4) 0.0562(11) Uani 1 1 d . . . C14 C 0.4691(5) 0.63319(12) 1.1865(4) 0.0584(11) Uani 1 1 d . . . C15 C 0.5177(4) 0.62075(11) 1.0674(4) 0.0515(10) Uani 1 1 d . . . C16 C 0.6691(4) 0.62696(10) 1.0565(3) 0.0381(8) Uani 1 1 d . . . C21 C 1.1163(4) 0.67330(11) 1.3391(3) 0.0405(9) Uani 1 1 d . . . C22 C 1.2175(5) 0.66330(15) 1.4569(4) 0.0647(11) Uani 1 1 d . . . C23 C 1.2786(6) 0.6958(2) 1.5454(5) 0.0865(15) Uani 1 1 d . . . C24 C 1.2395(6) 0.73851(19) 1.5166(5) 0.0799(14) Uani 1 1 d . . . C25 C 1.1394(6) 0.74848(16) 1.4017(5) 0.0821(14) Uani 1 1 d . . . C26 C 1.0797(5) 0.71621(12) 1.3137(4) 0.0617(11) Uani 1 1 d . . . C31 C 0.7343(4) 0.65686(10) 0.8408(3) 0.0407(9) Uani 1 1 d . . . C32 C 0.6356(5) 0.69117(12) 0.8541(4) 0.0529(10) Uani 1 1 d . . . C33 C 0.6256(6) 0.72727(14) 0.7699(5) 0.0707(12) Uani 1 1 d . . . C34 C 0.7123(6) 0.72954(16) 0.6690(5) 0.0760(15) Uani 1 1 d . . . C35 C 0.8102(6) 0.69618(15) 0.6526(4) 0.0639(12) Uani 1 1 d . . . C36 C 0.8206(5) 0.65979(13) 0.7361(3) 0.0504(10) Uani 1 1 d . . . C41 C 0.6881(4) 0.57503(10) 0.8650(3) 0.0407(9) Uani 1 1 d . . . C42 C 0.6459(4) 0.57082(12) 0.7257(4) 0.0466(10) Uani 1 1 d . . . C43 C 0.6043(5) 0.53066(14) 0.6674(5) 0.0621(11) Uani 1 1 d . . . C44 C 0.5979(5) 0.49487(15) 0.7466(5) 0.0663(13) Uani 1 1 d . . . C45 C 0.6339(4) 0.49846(13) 0.8855(5) 0.0580(11) Uani 1 1 d . . . C46 C 0.6767(4) 0.53830(11) 0.9431(4) 0.0486(10) Uani 1 1 d . . . C51 C 1.0881(4) 0.58083(10) 0.8499(3) 0.0383(8) Uani 1 1 d . . . C52 C 1.0287(4) 0.53924(10) 0.8486(3) 0.0417(9) Uani 1 1 d . . . C53 C 1.0631(4) 0.50779(12) 0.7606(3) 0.0441(9) Uani 1 1 d . . . C54 C 1.1596(4) 0.51784(11) 0.6713(3) 0.0477(10) Uani 1 1 d . . . C55 C 1.2218(5) 0.55909(12) 0.6720(4) 0.0570(11) Uani 1 1 d . . . C56 C 1.1887(4) 0.58992(12) 0.7601(3) 0.0479(10) Uani 1 1 d . . . C57 C 1.1481(8) 0.44624(14) 0.5802(6) 0.0734(14) Uani 1 1 d . . . H2 H 0.947(3) 0.6760(9) 1.092(3) 0.032(8) Uiso 1 1 d . . . H3 H 0.922(3) 0.5843(9) 1.058(3) 0.034(8) Uiso 1 1 d . . . H12 H 0.793(4) 0.6674(9) 1.358(3) 0.040(9) Uiso 1 1 d . . . H13 H 0.544(4) 0.6577(9) 1.376(3) 0.049(10) Uiso 1 1 d . . . H14 H 0.365(5) 0.6269(11) 1.197(3) 0.073(12) Uiso 1 1 d . . . H15 H 0.444(4) 0.6091(9) 0.984(3) 0.053(10) Uiso 1 1 d . . . H22 H 1.249(5) 0.6316(14) 1.467(4) 0.094(14) Uiso 1 1 d . . . H23 H 1.340(5) 0.6884(14) 1.628(5) 0.101(16) Uiso 1 1 d . . . H24 H 1.274(5) 0.7606(14) 1.581(4) 0.101(15) Uiso 1 1 d . . . H25 H 1.118(6) 0.7792(17) 1.379(5) 0.126(19) Uiso 1 1 d . . . H26 H 1.000(5) 0.7243(13) 1.231(4) 0.091(14) Uiso 1 1 d . . . H32 H 0.575(4) 0.6899(11) 0.930(3) 0.067(12) Uiso 1 1 d . . . H33 H 0.557(5) 0.7521(14) 0.791(4) 0.102(15) Uiso 1 1 d . . . H34 H 0.710(5) 0.7555(15) 0.620(4) 0.094(15) Uiso 1 1 d . . . H35 H 0.875(4) 0.6985(10) 0.580(3) 0.060(11) Uiso 1 1 d . . . H36 H 0.895(4) 0.6342(10) 0.723(3) 0.052(10) Uiso 1 1 d . . . H42 H 0.651(3) 0.5952(10) 0.669(3) 0.049(10) Uiso 1 1 d . . . H43 H 0.573(4) 0.5296(11) 0.569(4) 0.073(12) Uiso 1 1 d . . . H44 H 0.572(4) 0.4688(11) 0.712(3) 0.052(10) Uiso 1 1 d . . . H45 H 0.625(4) 0.4755(12) 0.946(3) 0.064(12) Uiso 1 1 d . . . H46 H 0.701(3) 0.5406(9) 1.039(3) 0.048(10) Uiso 1 1 d . . . H52 H 0.959(3) 0.5320(9) 0.911(3) 0.043(9) Uiso 1 1 d . . . H53 H 1.021(3) 0.4803(10) 0.765(3) 0.039(9) Uiso 1 1 d . . . H55 H 1.286(4) 0.5652(10) 0.610(3) 0.063(11) Uiso 1 1 d . . . H56 H 1.240(4) 0.6206(11) 0.767(3) 0.057(10) Uiso 1 1 d . . . H57A H 1.189(5) 0.4329(13) 0.669(4) 0.091(15) Uiso 1 1 d . . . H57B H 1.176(5) 0.4327(13) 0.496(4) 0.097(14) Uiso 1 1 d . . . H57C H 1.044(6) 0.4470(16) 0.559(5) 0.11(2) Uiso 1 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 O1 0.0476(16) 0.0418(15) 0.0543(15) 0.0020(12) 0.0043(11) 0.0019(12) O2 0.0495(16) 0.0403(14) 0.0604(16) -0.0046(11) 0.0234(12) -0.0106(13) O3 0.091(2) 0.0448(17) 0.0716(17) -0.0099(13) 0.0489(16) -0.0004(14) C1 0.035(2) 0.039(2) 0.037(2) -0.0014(17) 0.0150(17) -0.0016(17) C2 0.034(2) 0.034(2) 0.040(2) -0.0011(16) 0.0099(17) -0.0028(16) C3 0.035(2) 0.032(2) 0.041(2) -0.0026(17) 0.0102(16) -0.0037(16) C4 0.041(2) 0.036(2) 0.039(2) 0.0078(16) 0.0125(17) 0.0021(18) C5 0.037(2) 0.0369(19) 0.0396(19) -0.0035(16) 0.0101(16) -0.0016(16) C11 0.039(2) 0.0386(19) 0.038(2) -0.0017(16) 0.0105(18) 0.0023(16) C12 0.042(3) 0.050(2) 0.045(2) -0.0086(18) 0.009(2) 0.0000(18) C13 0.048(3) 0.068(3) 0.057(3) -0.014(2) 0.023(2) -0.001(2) C14 0.042(3) 0.067(3) 0.071(3) -0.013(2) 0.024(3) -0.004(2) C15 0.042(3) 0.055(2) 0.058(3) -0.011(2) 0.010(2) -0.0026(19) C16 0.034(2) 0.039(2) 0.041(2) -0.0021(16) 0.0088(18) 0.0031(16) C21 0.040(2) 0.048(2) 0.035(2) -0.0049(17) 0.0099(17) 0.0003(17) C22 0.073(3) 0.065(3) 0.052(3) -0.005(2) 0.000(2) -0.010(2) C23 0.098(4) 0.098(5) 0.053(3) -0.011(3) -0.016(3) -0.023(3) C24 0.089(4) 0.079(4) 0.069(4) -0.030(3) 0.006(3) -0.018(3) C25 0.096(4) 0.062(3) 0.081(4) -0.026(3) -0.006(3) -0.001(3) C26 0.066(3) 0.050(3) 0.063(3) -0.016(2) -0.006(2) 0.000(2) C31 0.044(2) 0.037(2) 0.038(2) -0.0046(16) -0.0025(17) -0.0062(18) C32 0.056(3) 0.045(2) 0.052(3) -0.005(2) -0.006(2) -0.003(2) C33 0.080(3) 0.050(3) 0.072(3) 0.004(3) -0.015(3) 0.002(2) C34 0.102(4) 0.047(3) 0.066(3) 0.015(3) -0.024(3) -0.016(3) C35 0.078(3) 0.065(3) 0.042(3) 0.006(2) -0.005(2) -0.025(3) C36 0.057(3) 0.051(2) 0.040(2) 0.002(2) 0.002(2) -0.010(2) C41 0.036(2) 0.042(2) 0.046(2) -0.0096(18) 0.0130(17) -0.0044(16) C42 0.050(2) 0.045(2) 0.048(3) -0.007(2) 0.0161(19) -0.0064(19) C43 0.070(3) 0.060(3) 0.061(3) -0.018(3) 0.023(2) -0.015(2) C44 0.069(3) 0.049(3) 0.086(4) -0.031(3) 0.029(3) -0.022(2) C45 0.060(3) 0.045(3) 0.073(3) -0.005(3) 0.026(2) -0.010(2) C46 0.052(3) 0.042(3) 0.054(3) -0.005(2) 0.018(2) -0.0070(18) C51 0.041(2) 0.037(2) 0.041(2) 0.0015(16) 0.0165(17) 0.0019(16) C52 0.046(2) 0.037(2) 0.046(2) 0.0027(18) 0.0202(19) 0.0035(17) C53 0.050(2) 0.033(2) 0.053(2) 0.0018(19) 0.018(2) 0.0042(18) C54 0.059(3) 0.042(2) 0.048(2) -0.0032(18) 0.027(2) 0.0061(19) C55 0.070(3) 0.048(3) 0.064(3) -0.004(2) 0.044(2) -0.006(2) C56 0.049(2) 0.044(2) 0.056(2) -0.0026(19) 0.023(2) -0.0053(19) C57 0.111(5) 0.046(3) 0.074(4) -0.010(2) 0.046(3) -0.002(3) _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 O1 C1 1.225(3) . ? O2 C4 1.229(3) . ? O3 C54 1.358(4) . ? O3 C57 1.430(5) . ? C1 C21 1.472(4) . ? C1 C2 1.520(4) . ? C2 C11 1.518(4) . ? C2 C3 1.531(4) . ? C2 H2 1.00(3) . ? C3 C4 1.527(4) . ? C3 C5 1.596(5) . ? C3 H3 0.97(3) . ? C4 C51 1.476(4) . ? C5 C31 1.532(4) . ? C5 C41 1.531(4) . ? C5 C16 1.534(4) . ? C11 C16 1.382(4) . ? C11 C12 1.387(4) . ? C12 C13 1.391(5) . ? C12 H12 0.96(3) . ? C13 C14 1.371(5) . ? C13 H13 0.94(3) . ? C14 C15 1.391(5) . ? C14 H14 0.97(4) . ? C15 C16 1.384(5) . ? C15 H15 1.03(3) . ? C21 C26 1.374(5) . ? C21 C22 1.390(5) . ? C22 C23 1.385(6) . ? C22 H22 1.02(4) . ? C23 C24 1.379(7) . ? C23 H23 0.94(5) . ? C24 C25 1.364(6) . ? C24 H24 0.95(5) . ? C25 C26 1.373(6) . ? C25 H25 0.98(5) . ? C26 H26 1.03(4) . ? C31 C32 1.396(5) . ? C31 C36 1.405(5) . ? C32 C33 1.389(6) . ? C32 H32 1.00(3) . ? C33 C34 1.375(6) . ? C33 H33 1.02(4) . ? C34 C35 1.375(6) . ? C34 H34 0.94(4) . ? C35 C36 1.392(5) . ? C35 H35 1.00(3) . ? C36 H36 1.05(3) . ? C41 C42 1.386(5) . ? C41 C46 1.389(5) . ? C42 C43 1.391(5) . ? C42 H42 0.94(3) . ? C43 C44 1.365(6) . ? C43 H43 0.98(4) . ? C44 C45 1.376(6) . ? C44 H44 0.89(3) . ? C45 C46 1.381(5) . ? C45 H45 0.94(3) . ? C46 H46 0.95(3) . ? C51 C52 1.385(4) . ? C51 C56 1.402(4) . ? C52 C53 1.379(4) . ? C52 H52 0.98(3) . ? C53 C54 1.378(4) . ? C53 H53 0.93(3) . ? C54 C55 1.386(5) . ? C55 C56 1.362(5) . ? C55 H55 0.93(3) . ? C56 H56 1.05(3) . ? C57 H57A 0.99(4) . ? C57 H57B 1.01(4) . ? C57 H57C 0.92(5) . ? 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 C54 O3 C57 117.4(3) . . ? O1 C1 C21 121.1(3) . . ? O1 C1 C2 119.1(3) . . ? C21 C1 C2 119.8(3) . . ? C11 C2 C1 114.4(3) . . ? C11 C2 C3 101.4(2) . . ? C1 C2 C3 113.6(3) . . ? C11 C2 H2 109.6(15) . . ? C1 C2 H2 107.7(16) . . ? C3 C2 H2 110.0(14) . . ? C4 C3 C2 111.1(3) . . ? C4 C3 C5 120.9(3) . . ? C2 C3 C5 104.1(2) . . ? C4 C3 H3 107.6(16) . . ? C2 C3 H3 106.9(15) . . ? C5 C3 H3 105.3(17) . . ? O2 C4 C51 120.4(3) . . ? O2 C4 C3 118.5(3) . . ? C51 C4 C3 121.1(3) . . ? C31 C5 C41 114.2(3) . . ? C31 C5 C16 109.6(2) . . ? C41 C5 C16 110.9(2) . . ? C31 C5 C3 110.4(3) . . ? C41 C5 C3 112.3(2) . . ? C16 C5 C3 98.4(2) . . ? C16 C11 C12 120.7(3) . . ? C16 C11 C2 110.5(3) . . ? C12 C11 C2 128.8(3) . . ? C11 C12 C13 118.4(4) . . ? C11 C12 H12 120.9(18) . . ? C13 C12 H12 120.4(17) . . ? C14 C13 C12 121.0(4) . . ? C14 C13 H13 124(2) . . ? C12 C13 H13 115(2) . . ? C13 C14 C15 120.6(4) . . ? C13 C14 H14 120(2) . . ? C15 C14 H14 119(2) . . ? C16 C15 C14 118.7(4) . . ? C16 C15 H15 118.6(17) . . ? C14 C15 H15 122.5(18) . . ? C11 C16 C15 120.6(3) . . ? C11 C16 C5 111.1(3) . . ? C15 C16 C5 128.3(3) . . ? C26 C21 C22 117.9(4) . . ? C26 C21 C1 123.5(3) . . ? C22 C21 C1 118.6(3) . . ? C23 C22 C21 120.6(5) . . ? C23 C22 H22 124(2) . . ? C21 C22 H22 115(2) . . ? C24 C23 C22 119.9(5) . . ? C24 C23 H23 120(3) . . ? C22 C23 H23 120(3) . . ? C25 C24 C23 119.8(5) . . ? C25 C24 H24 120(3) . . ? C23 C24 H24 120(3) . . ? C24 C25 C26 120.2(5) . . ? C24 C25 H25 119(3) . . ? C26 C25 H25 121(3) . . ? C25 C26 C21 121.7(4) . . ? C25 C26 H26 119(2) . . ? C21 C26 H26 119(2) . . ? C32 C31 C36 117.2(3) . . ? C32 C31 C5 121.8(3) . . ? C36 C31 C5 121.0(3) . . ? C33 C32 C31 121.6(4) . . ? C33 C32 H32 120(2) . . ? C31 C32 H32 118(2) . . ? C34 C33 C32 120.0(5) . . ? C34 C33 H33 123(2) . . ? C32 C33 H33 117(2) . . ? C35 C34 C33 119.8(5) . . ? C35 C34 H34 122(3) . . ? C33 C34 H34 117(3) . . ? C34 C35 C36 120.6(5) . . ? C34 C35 H35 119.2(19) . . ? C36 C35 H35 120(2) . . ? C35 C36 C31 120.7(4) . . ? C35 C36 H36 120.4(16) . . ? C31 C36 H36 118.8(16) . . ? C42 C41 C46 117.1(3) . . ? C42 C41 C5 123.6(3) . . ? C46 C41 C5 119.3(3) . . ? C41 C42 C43 120.8(4) . . ? C41 C42 H42 119.6(18) . . ? C43 C42 H42 119.5(18) . . ? C44 C43 C42 120.6(4) . . ? C44 C43 H43 122(2) . . ? C42 C43 H43 117(2) . . ? C43 C44 C45 119.8(4) . . ? C43 C44 H44 122(2) . . ? C45 C44 H44 118(2) . . ? C44 C45 C46 119.5(4) . . ? C44 C45 H45 124(2) . . ? C46 C45 H45 117(2) . . ? C45 C46 C41 122.0(4) . . ? C45 C46 H46 119.1(19) . . ? C41 C46 H46 118.8(19) . . ? C52 C51 C56 117.6(3) . . ? C52 C51 C4 124.3(3) . . ? C56 C51 C4 118.1(3) . . ? C53 C52 C51 121.9(3) . . ? C53 C52 H52 119.0(16) . . ? C51 C52 H52 119.0(16) . . ? C54 C53 C52 119.3(3) . . ? C54 C53 H53 122.5(17) . . ? C52 C53 H53 118.3(18) . . ? O3 C54 C53 124.9(3) . . ? O3 C54 C55 115.4(3) . . ? C53 C54 C55 119.7(3) . . ? C56 C55 C54 120.8(4) . . ? C56 C55 H55 121(2) . . ? C54 C55 H55 118(2) . . ? C55 C56 C51 120.6(3) . . ? C55 C56 H56 122.2(17) . . ? C51 C56 H56 117.2(16) . . ? O3 C57 H57A 110(2) . . ? O3 C57 H57B 105(2) . . ? H57A C57 H57B 118(3) . . ? O3 C57 H57C 106(3) . . ? H57A C57 H57C 115(4) . . ? H57B C57 H57C 102(4) . . ? 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 O1 C1 C2 C11 93.5(3) . . . . ? C21 C1 C2 C11 -84.9(3) . . . . ? O1 C1 C2 C3 -22.2(4) . . . . ? C21 C1 C2 C3 159.3(3) . . . . ? C11 C2 C3 C4 167.2(3) . . . . ? C1 C2 C3 C4 -69.6(3) . . . . ? C11 C2 C3 C5 35.6(3) . . . . ? C1 C2 C3 C5 158.8(3) . . . . ? C2 C3 C4 O2 -13.2(4) . . . . ? C5 C3 C4 O2 109.2(3) . . . . ? C2 C3 C4 C51 165.8(3) . . . . ? C5 C3 C4 C51 -71.8(4) . . . . ? C4 C3 C5 C31 -47.4(4) . . . . ? C2 C3 C5 C31 78.3(3) . . . . ? C4 C3 C5 C41 81.3(3) . . . . ? C2 C3 C5 C41 -153.0(3) . . . . ? C4 C3 C5 C16 -162.0(3) . . . . ? C2 C3 C5 C16 -36.3(3) . . . . ? C1 C2 C11 C16 -143.9(3) . . . . ? C3 C2 C11 C16 -21.2(3) . . . . ? C1 C2 C11 C12 35.8(5) . . . . ? C3 C2 C11 C12 158.4(3) . . . . ? C16 C11 C12 C13 1.6(5) . . . . ? C2 C11 C12 C13 -178.0(3) . . . . ? C11 C12 C13 C14 -1.2(5) . . . . ? C12 C13 C14 C15 0.9(6) . . . . ? C13 C14 C15 C16 -0.8(6) . . . . ? C12 C11 C16 C15 -1.6(5) . . . . ? C2 C11 C16 C15 178.1(3) . . . . ? C12 C11 C16 C5 177.6(3) . . . . ? C2 C11 C16 C5 -2.7(4) . . . . ? C14 C15 C16 C11 1.2(5) . . . . ? C14 C15 C16 C5 -177.8(3) . . . . ? C31 C5 C16 C11 -91.0(3) . . . . ? C41 C5 C16 C11 141.9(3) . . . . ? C3 C5 C16 C11 24.2(3) . . . . ? C31 C5 C16 C15 88.0(4) . . . . ? C41 C5 C16 C15 -39.0(4) . . . . ? C3 C5 C16 C15 -156.7(3) . . . . ? O1 C1 C21 C26 171.3(3) . . . . ? C2 C1 C21 C26 -10.3(5) . . . . ? O1 C1 C21 C22 -7.2(5) . . . . ? C2 C1 C21 C22 171.2(3) . . . . ? C26 C21 C22 C23 0.2(6) . . . . ? C1 C21 C22 C23 178.7(4) . . . . ? C21 C22 C23 C24 -0.3(7) . . . . ? C22 C23 C24 C25 0.8(7) . . . . ? C23 C24 C25 C26 -1.1(8) . . . . ? C24 C25 C26 C21 1.0(7) . . . . ? C22 C21 C26 C25 -0.5(6) . . . . ? C1 C21 C26 C25 -179.0(4) . . . . ? C41 C5 C31 C32 112.5(3) . . . . ? C16 C5 C31 C32 -12.6(4) . . . . ? C3 C5 C31 C32 -119.9(3) . . . . ? C41 C5 C31 C36 -67.0(4) . . . . ? C16 C5 C31 C36 167.9(3) . . . . ? C3 C5 C31 C36 60.6(4) . . . . ? C36 C31 C32 C33 -1.6(5) . . . . ? C5 C31 C32 C33 178.9(3) . . . . ? C31 C32 C33 C34 1.0(6) . . . . ? C32 C33 C34 C35 -0.7(6) . . . . ? C33 C34 C35 C36 1.0(6) . . . . ? C34 C35 C36 C31 -1.6(6) . . . . ? C32 C31 C36 C35 1.9(5) . . . . ? C5 C31 C36 C35 -178.6(3) . . . . ? C31 C5 C41 C42 9.1(4) . . . . ? C16 C5 C41 C42 133.5(3) . . . . ? C3 C5 C41 C42 -117.5(3) . . . . ? C31 C5 C41 C46 -171.9(3) . . . . ? C16 C5 C41 C46 -47.5(4) . . . . ? C3 C5 C41 C46 61.5(4) . . . . ? C46 C41 C42 C43 -4.4(5) . . . . ? C5 C41 C42 C43 174.7(3) . . . . ? C41 C42 C43 C44 2.8(6) . . . . ? C42 C43 C44 C45 -0.4(6) . . . . ? C43 C44 C45 C46 -0.2(6) . . . . ? C44 C45 C46 C41 -1.5(6) . . . . ? C42 C41 C46 C45 3.7(5) . . . . ? C5 C41 C46 C45 -175.3(3) . . . . ? O2 C4 C51 C52 162.7(3) . . . . ? C3 C4 C51 C52 -16.3(5) . . . . ? O2 C4 C51 C56 -16.4(5) . . . . ? C3 C4 C51 C56 164.6(3) . . . . ? C56 C51 C52 C53 -1.5(5) . . . . ? C4 C51 C52 C53 179.3(3) . . . . ? C51 C52 C53 C54 0.2(5) . . . . ? C57 O3 C54 C53 -6.8(6) . . . . ? C57 O3 C54 C55 174.6(4) . . . . ? C52 C53 C54 O3 -177.8(3) . . . . ? C52 C53 C54 C55 0.6(5) . . . . ? O3 C54 C55 C56 178.6(3) . . . . ? C53 C54 C55 C56 0.1(6) . . . . ? C54 C55 C56 C51 -1.5(6) . . . . ? C52 C51 C56 C55 2.2(5) . . . . ? C4 C51 C56 C55 -178.6(3) . . . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 20.81 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.175 _refine_diff_density_min -0.171 _refine_diff_density_rms 0.039 #====================================================================== #_eof # End of Crystallographic Information File