# Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is (c) The Royal Society of Chemistry 2009 ####################################################################### # # 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_cd28246 _database_code_depnum_ccdc_archive 'CCDC 689419' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H38 O2' _chemical_formula_weight 550.70 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.8855(10) _cell_length_b 12.0229(11) _cell_length_c 13.1337(12) _cell_angle_alpha 88.141(2) _cell_angle_beta 75.077(2) _cell_angle_gamma 73.626(2) _cell_volume 1592.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1107 _cell_measurement_theta_min 4.462 _cell_measurement_theta_max 40.098 _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.265 _exptl_crystal_size_mid 0.234 _exptl_crystal_size_min 0.175 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.149 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 588 _exptl_absorpt_coefficient_mu 0.069 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.75212 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 8447 _diffrn_reflns_av_R_equivalents 0.0489 _diffrn_reflns_av_sigmaI/netI 0.1087 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5832 _reflns_number_gt 2787 _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^)+(0.0764P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5832 _refine_ls_number_parameters 395 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1545 _refine_ls_R_factor_gt 0.0757 _refine_ls_wR_factor_ref 0.1982 _refine_ls_wR_factor_gt 0.1628 _refine_ls_goodness_of_fit_ref 0.941 _refine_ls_restrained_S_all 0.949 _refine_ls_shift/su_max 0.048 _refine_ls_shift/su_mean 0.010 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 1.2306(4) -0.0152(4) -0.0137(3) 0.1290(16) Uani 1 1 d . . . O2 O 1.1995(4) 0.1721(4) -0.0112(3) 0.1272(19) Uani 1 1 d . A . C1 C 0.8587(3) 0.1843(3) 0.2598(2) 0.0431(9) Uani 1 1 d . . . C2 C 0.7985(4) 0.3008(3) 0.2229(3) 0.0535(10) Uani 1 1 d . . . C3 C 0.9059(4) 0.3671(3) 0.1997(3) 0.0593(10) Uani 1 1 d . . . C4 C 1.0263(4) 0.2727(3) 0.2075(2) 0.0436(9) Uani 1 1 d . . . C5 C 1.0074(3) 0.1519(3) 0.1995(2) 0.0432(9) Uani 1 1 d . . . C6 C 1.1196(3) 0.0765(3) 0.2423(2) 0.0432(9) Uani 1 1 d . . . C7 C 1.1969(4) 0.1467(3) 0.2597(2) 0.0446(9) Uani 1 1 d . . . C8 C 1.1344(4) 0.2674(3) 0.2414(2) 0.0443(9) Uani 1 1 d . . . C9 C 1.3132(4) 0.0971(3) 0.2888(3) 0.0564(10) Uani 1 1 d . . . H9 H 1.3635 0.1433 0.3020 0.068 Uiso 1 1 calc R . . C10 C 1.3543(4) -0.0222(3) 0.2982(3) 0.0650(11) Uani 1 1 d . . . H10 H 1.4328 -0.0562 0.3172 0.078 Uiso 1 1 calc R . . C11 C 1.2794(4) -0.0899(3) 0.2794(3) 0.0625(11) Uani 1 1 d . . . H11 H 1.3071 -0.1696 0.2871 0.075 Uiso 1 1 calc R . . C12 C 1.1655(4) -0.0429(3) 0.2499(3) 0.0554(10) Uani 1 1 d . . . H12 H 1.1180 -0.0907 0.2347 0.066 Uiso 1 1 calc R . . C13 C 0.7959(3) 0.1262(3) 0.3358(2) 0.0416(8) Uani 1 1 d . . . C14 C 0.6664(3) 0.1811(3) 0.4105(2) 0.0427(8) Uani 1 1 d . . . C15 C 0.6428(4) 0.2856(3) 0.4660(3) 0.0613(11) Uani 1 1 d . . . H15 H 0.7081 0.3240 0.4532 0.074 Uiso 1 1 calc R . . C16 C 0.5246(5) 0.3321(3) 0.5390(3) 0.0736(13) Uani 1 1 d . . . H16 H 0.5112 0.4009 0.5761 0.088 Uiso 1 1 calc R . . C17 C 0.4256(4) 0.2781(3) 0.5579(3) 0.0730(12) Uani 1 1 d . . . H17 H 0.3446 0.3113 0.6058 0.088 Uiso 1 1 calc R . . C18 C 0.4472(4) 0.1766(3) 0.5064(3) 0.0591(10) Uani 1 1 d . . . H18 H 0.3811 0.1391 0.5193 0.071 Uiso 1 1 calc R . . C19 C 0.5654(4) 0.1285(3) 0.4354(3) 0.0528(10) Uani 1 1 d . . . H19 H 0.5787 0.0573 0.4024 0.063 Uiso 1 1 calc R . . C20 C 0.8504(3) -0.0007(3) 0.3491(3) 0.0455(9) Uani 1 1 d . . . C21 C 0.8581(4) -0.0803(3) 0.2723(3) 0.0576(11) Uani 1 1 d . . . H21 H 0.8317 -0.0539 0.2117 0.069 Uiso 1 1 calc R . . C22 C 0.9041(4) -0.1976(4) 0.2838(4) 0.0746(13) Uani 1 1 d . . . H22 H 0.9083 -0.2499 0.2316 0.089 Uiso 1 1 calc R . . C23 C 0.9436(4) -0.2370(3) 0.3721(4) 0.0775(14) Uani 1 1 d . . . H23 H 0.9761 -0.3163 0.3792 0.093 Uiso 1 1 calc R . . C24 C 0.9359(4) -0.1613(4) 0.4500(3) 0.0701(12) Uani 1 1 d . . . H24 H 0.9633 -0.1888 0.5099 0.084 Uiso 1 1 calc R . . C25 C 0.8871(4) -0.0433(3) 0.4397(3) 0.0540(10) Uani 1 1 d . . . H25 H 0.8787 0.0081 0.4941 0.065 Uiso 1 1 calc R . . C26 C 0.6837(4) 0.3317(4) 0.1980(3) 0.0685(12) Uani 1 1 d . . . C27 C 0.6212(5) 0.4522(4) 0.1647(4) 0.1136(19) Uani 1 1 d . . . H27A H 0.6690 0.5043 0.1769 0.130 Uiso 1 1 calc R . . H27B H 0.5305 0.4795 0.2051 0.130 Uiso 1 1 calc R . . H27C H 0.6244 0.4491 0.0911 0.130 Uiso 1 1 calc R . . C28 C 0.5969(4) 0.2546(4) 0.1985(3) 0.0861(14) Uani 1 1 d . . . H28A H 0.6463 0.1752 0.2018 0.119 Uiso 1 1 calc R . . H28B H 0.5670 0.2641 0.1353 0.119 Uiso 1 1 calc R . . H28C H 0.5218 0.2751 0.2588 0.119 Uiso 1 1 calc R . . C29 C 0.9280(5) 0.4176(4) 0.0892(4) 0.1064(18) Uani 1 1 d . . . H29A H 1.0118 0.4347 0.0708 0.130 Uiso 1 1 calc R . . H29B H 0.8582 0.4875 0.0895 0.130 Uiso 1 1 calc R . . H29C H 0.9277 0.3620 0.0384 0.130 Uiso 1 1 calc R . . C30 C 0.8677(5) 0.4643(3) 0.2863(4) 0.0944(16) Uani 1 1 d . . . H30A H 0.8636 0.4304 0.3538 0.132 Uiso 1 1 calc R . . H30B H 0.7828 0.5165 0.2864 0.132 Uiso 1 1 calc R . . H30C H 0.9331 0.5061 0.2722 0.132 Uiso 1 1 calc R . . C31 C 1.0233(4) 0.1078(3) 0.0856(3) 0.0639(11) Uani 1 1 d . . . H31A H 0.9974 0.0367 0.0891 0.077 Uiso 1 1 calc R . . H31B H 0.9635 0.1650 0.0538 0.077 Uiso 1 1 calc R . . C32 C 1.1635(6) 0.0852(6) 0.0153(4) 0.0996(19) Uani 1 1 d . . . C33 C 1.3408(7) 0.1430(7) -0.0728(6) 0.118(3) Uani 1 1 d D . . H33A H 1.3988 0.1007 -0.0308 0.141 Uiso 0.28(2) 1 calc PR A 1 H33B H 1.3553 0.0964 -0.1360 0.141 Uiso 0.28(2) 1 calc PR A 1 H33C H 1.3456 0.1782 -0.1398 0.141 Uiso 0.72(2) 1 d PR A 2 H33D H 1.3750 0.0602 -0.0837 0.141 Uiso 0.72(2) 1 d PR A 2 C35 C 1.1828(4) 0.3661(3) 0.2626(3) 0.0506(9) Uani 1 1 d . . . C36 C 1.2068(4) 0.4449(3) 0.1867(3) 0.0654(11) Uani 1 1 d . . . H36 H 1.1970 0.4342 0.1197 0.078 Uiso 1 1 calc R . . C37 C 1.2453(5) 0.5402(3) 0.2091(5) 0.0847(14) Uani 1 1 d . . . H37 H 1.2595 0.5936 0.1578 0.102 Uiso 1 1 calc R . . C38 C 1.2621(5) 0.5548(4) 0.3058(5) 0.0893(16) Uani 1 1 d . . . H38 H 1.2863 0.6194 0.3212 0.107 Uiso 1 1 calc R . . C39 C 1.2438(5) 0.4752(4) 0.3815(4) 0.0849(14) Uani 1 1 d . . . H39 H 1.2577 0.4847 0.4472 0.102 Uiso 1 1 calc R . . C40 C 1.2049(4) 0.3816(3) 0.3596(3) 0.0667(12) Uani 1 1 d . . . H40 H 1.1931 0.3276 0.4109 0.080 Uiso 1 1 calc R . . C34 C 1.365(3) 0.2549(15) -0.100(3) 0.123(15) Uani 0.28(2) 1 d PD A 1 H34A H 1.3350 0.3046 -0.0370 0.134 Uiso 0.28(2) 1 calc PR A 1 H34B H 1.3169 0.2898 -0.1500 0.134 Uiso 0.28(2) 1 calc PR A 1 H34C H 1.4577 0.2441 -0.1292 0.134 Uiso 0.28(2) 1 calc PR A 1 C34' C 1.4148(10) 0.188(2) -0.0232(12) 0.127(9) Uani 0.72(2) 1 d PD A 2 H34D H 1.4875 0.2035 -0.0750 0.136 Uiso 0.72(2) 1 calc PR A 2 H34E H 1.4483 0.1331 0.0248 0.136 Uiso 0.72(2) 1 calc PR A 2 H34F H 1.3599 0.2589 0.0152 0.136 Uiso 0.72(2) 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 O1 0.117(4) 0.151(4) 0.105(3) -0.042(3) 0.010(3) -0.037(3) O2 0.125(4) 0.175(4) 0.097(3) -0.040(3) 0.048(3) -0.118(4) C1 0.043(2) 0.052(2) 0.0396(19) -0.0014(16) -0.0106(17) -0.0222(18) C2 0.045(3) 0.063(2) 0.052(2) 0.0152(18) -0.0082(19) -0.021(2) C3 0.052(3) 0.054(2) 0.074(3) 0.023(2) -0.014(2) -0.023(2) C4 0.045(2) 0.050(2) 0.0390(19) 0.0069(16) -0.0067(17) -0.0229(19) C5 0.044(2) 0.051(2) 0.0375(19) -0.0053(15) -0.0068(16) -0.0208(18) C6 0.044(2) 0.047(2) 0.0362(19) -0.0045(15) -0.0001(16) -0.0182(18) C7 0.047(2) 0.054(2) 0.0358(19) 0.0015(16) -0.0079(17) -0.022(2) C8 0.047(2) 0.051(2) 0.0382(19) 0.0001(15) -0.0051(17) -0.0241(19) C9 0.048(3) 0.070(3) 0.055(2) -0.0017(19) -0.013(2) -0.025(2) C10 0.049(3) 0.070(3) 0.070(3) 0.011(2) -0.011(2) -0.011(2) C11 0.053(3) 0.049(2) 0.078(3) 0.004(2) -0.006(2) -0.013(2) C12 0.049(3) 0.053(2) 0.064(3) -0.0063(18) -0.004(2) -0.022(2) C13 0.042(2) 0.049(2) 0.0394(19) -0.0002(15) -0.0104(17) -0.0205(18) C14 0.040(2) 0.042(2) 0.047(2) 0.0042(16) -0.0088(17) -0.0159(17) C15 0.064(3) 0.057(2) 0.063(3) -0.0060(19) -0.004(2) -0.028(2) C16 0.074(3) 0.061(3) 0.077(3) -0.021(2) -0.001(3) -0.019(2) C17 0.053(3) 0.065(3) 0.082(3) -0.002(2) 0.008(2) -0.009(2) C18 0.042(3) 0.063(3) 0.068(3) 0.014(2) -0.002(2) -0.020(2) C19 0.050(3) 0.044(2) 0.065(2) 0.0035(17) -0.009(2) -0.0197(19) C20 0.041(2) 0.051(2) 0.046(2) -0.0020(17) -0.0020(17) -0.0224(18) C21 0.067(3) 0.057(2) 0.054(2) -0.0078(18) -0.010(2) -0.030(2) C22 0.076(3) 0.058(3) 0.088(3) -0.018(2) -0.001(3) -0.032(3) C23 0.065(3) 0.044(2) 0.105(4) -0.001(3) 0.008(3) -0.013(2) C24 0.060(3) 0.062(3) 0.077(3) 0.019(2) -0.005(2) -0.013(2) C25 0.051(3) 0.058(2) 0.049(2) -0.0011(18) -0.0024(19) -0.019(2) C26 0.053(3) 0.081(3) 0.073(3) 0.028(2) -0.019(2) -0.021(3) C27 0.068(4) 0.122(4) 0.152(5) 0.057(4) -0.038(4) -0.025(3) C28 0.068(3) 0.122(4) 0.088(3) 0.025(3) -0.038(3) -0.044(3) C29 0.077(4) 0.135(4) 0.118(4) 0.080(3) -0.031(3) -0.051(3) C30 0.069(3) 0.052(3) 0.154(5) -0.008(3) -0.006(3) -0.023(2) C31 0.059(3) 0.097(3) 0.042(2) -0.013(2) -0.003(2) -0.039(2) C32 0.108(5) 0.151(6) 0.043(3) -0.039(3) -0.013(3) -0.044(4) C33 0.074(5) 0.183(10) 0.088(5) -0.038(5) 0.042(4) -0.069(6) C35 0.048(2) 0.052(2) 0.055(2) 0.0013(18) -0.0083(19) -0.0246(19) C36 0.063(3) 0.061(3) 0.076(3) 0.013(2) -0.014(2) -0.030(2) C37 0.076(4) 0.058(3) 0.127(4) 0.023(3) -0.023(3) -0.034(3) C38 0.076(4) 0.061(3) 0.139(5) -0.013(3) -0.027(3) -0.030(3) C39 0.095(4) 0.075(3) 0.100(4) -0.008(3) -0.036(3) -0.038(3) C40 0.079(3) 0.062(3) 0.070(3) -0.004(2) -0.019(2) -0.037(2) C34 0.13(2) 0.078(14) 0.15(3) 0.000(12) 0.025(19) -0.064(15) C34' 0.069(7) 0.21(2) 0.112(11) -0.068(13) 0.004(6) -0.072(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 O1 C32 1.235(6) . ? O2 C32 1.227(6) . ? O2 C33 1.489(7) . ? C1 C13 1.351(4) . ? C1 C2 1.492(4) . ? C1 C5 1.551(5) . ? C2 C26 1.321(5) . ? C2 C3 1.557(5) . ? C3 C4 1.496(5) . ? C3 C29 1.543(5) . ? C3 C30 1.548(5) . ? C4 C8 1.346(4) . ? C4 C5 1.534(4) . ? C5 C6 1.524(5) . ? C5 C31 1.554(4) . ? C6 C12 1.390(4) . ? C6 C7 1.409(4) . ? C7 C9 1.383(5) . ? C7 C8 1.460(4) . ? C8 C35 1.487(4) . ? C9 C10 1.388(5) . ? C9 H9 0.9300 . ? C10 C11 1.372(5) . ? C10 H10 0.9300 . ? C11 C12 1.359(5) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.480(4) . ? C13 C20 1.495(4) . ? C14 C19 1.381(4) . ? C14 C15 1.399(4) . ? C15 C16 1.372(5) . ? C15 H15 0.9300 . ? C16 C17 1.375(5) . ? C16 H16 0.9300 . ? C17 C18 1.346(5) . ? C17 H17 0.9300 . ? C18 C19 1.363(5) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 C21 1.384(4) . ? C20 C25 1.388(5) . ? C21 C22 1.375(5) . ? C21 H21 0.9300 . ? C22 C23 1.365(6) . ? C22 H22 0.9300 . ? C23 C24 1.361(5) . ? C23 H23 0.9300 . ? C24 C25 1.383(5) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 C28 1.497(5) . ? C26 C27 1.521(5) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 C32 1.520(6) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C33 C34' 1.380(9) . ? C33 C34 1.456(13) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C33 H33C 0.9600 . ? C33 H33D 0.9600 . ? C35 C36 1.380(5) . ? C35 C40 1.383(5) . ? C36 C37 1.389(5) . ? C36 H36 0.9300 . ? C37 C38 1.353(6) . ? C37 H37 0.9300 . ? C38 C39 1.374(6) . ? C38 H38 0.9300 . ? C39 C40 1.371(5) . ? C39 H39 0.9300 . ? C40 H40 0.9300 . ? C34 H33C 1.1701 . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? C34' H34D 0.9600 . ? C34' H34E 0.9600 . ? C34' H34F 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 C32 O2 C33 112.2(6) . . ? C13 C1 C2 125.9(3) . . ? C13 C1 C5 128.6(3) . . ? C2 C1 C5 105.3(3) . . ? C26 C2 C1 124.8(3) . . ? C26 C2 C3 127.0(3) . . ? C1 C2 C3 107.3(3) . . ? C4 C3 C29 110.4(3) . . ? C4 C3 C30 111.7(3) . . ? C29 C3 C30 110.6(3) . . ? C4 C3 C2 101.4(3) . . ? C29 C3 C2 113.6(3) . . ? C30 C3 C2 109.0(3) . . ? C8 C4 C3 135.0(3) . . ? C8 C4 C5 111.3(3) . . ? C3 C4 C5 111.9(3) . . ? C6 C5 C4 101.7(3) . . ? C6 C5 C31 109.4(3) . . ? C4 C5 C31 114.7(3) . . ? C6 C5 C1 124.5(3) . . ? C4 C5 C1 96.9(2) . . ? C31 C5 C1 109.0(3) . . ? C12 C6 C7 118.9(3) . . ? C12 C6 C5 132.1(3) . . ? C7 C6 C5 108.1(3) . . ? C9 C7 C6 119.9(3) . . ? C9 C7 C8 130.4(3) . . ? C6 C7 C8 109.7(3) . . ? C4 C8 C7 108.9(3) . . ? C4 C8 C35 127.3(3) . . ? C7 C8 C35 123.8(3) . . ? C7 C9 C10 119.6(4) . . ? C7 C9 H9 120.2 . . ? C10 C9 H9 120.2 . . ? C11 C10 C9 120.0(4) . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? C12 C11 C10 121.2(4) . . ? C12 C11 H11 119.4 . . ? C10 C11 H11 119.4 . . ? C11 C12 C6 120.2(3) . . ? C11 C12 H12 119.9 . . ? C6 C12 H12 119.9 . . ? C1 C13 C14 123.2(3) . . ? C1 C13 C20 122.4(3) . . ? C14 C13 C20 114.4(3) . . ? C19 C14 C15 116.0(3) . . ? C19 C14 C13 122.2(3) . . ? C15 C14 C13 121.6(3) . . ? C16 C15 C14 120.8(3) . . ? C16 C15 H15 119.6 . . ? C14 C15 H15 119.6 . . ? C15 C16 C17 120.7(4) . . ? C15 C16 H16 119.6 . . ? C17 C16 H16 119.6 . . ? C18 C17 C16 119.3(4) . . ? C18 C17 H17 120.3 . . ? C16 C17 H17 120.3 . . ? C17 C18 C19 120.3(4) . . ? C17 C18 H18 119.8 . . ? C19 C18 H18 119.8 . . ? C18 C19 C14 122.8(3) . . ? C18 C19 H19 118.6 . . ? C14 C19 H19 118.6 . . ? C21 C20 C25 117.8(3) . . ? C21 C20 C13 119.9(3) . . ? C25 C20 C13 122.2(3) . . ? C22 C21 C20 121.2(4) . . ? C22 C21 H21 119.4 . . ? C20 C21 H21 119.4 . . ? C23 C22 C21 119.8(4) . . ? C23 C22 H22 120.1 . . ? C21 C22 H22 120.1 . . ? C24 C23 C22 120.7(4) . . ? C24 C23 H23 119.7 . . ? C22 C23 H23 119.7 . . ? C23 C24 C25 119.7(4) . . ? C23 C24 H24 120.2 . . ? C25 C24 H24 120.2 . . ? C24 C25 C20 120.8(3) . . ? C24 C25 H25 119.6 . . ? C20 C25 H25 119.6 . . ? C2 C26 C28 125.5(4) . . ? C2 C26 C27 124.1(4) . . ? C28 C26 C27 110.3(4) . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C26 C28 H28A 109.5 . . ? C26 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C26 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C3 C29 H29A 109.5 . . ? C3 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C3 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C3 C30 H30A 109.5 . . ? C3 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C3 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C32 C31 C5 113.7(3) . . ? C32 C31 H31A 108.8 . . ? C5 C31 H31A 108.8 . . ? C32 C31 H31B 108.8 . . ? C5 C31 H31B 108.8 . . ? H31A C31 H31B 107.7 . . ? O1 C32 O2 124.7(6) . . ? O1 C32 C31 120.0(6) . . ? O2 C32 C31 115.3(6) . . ? C34' C33 C34 58.6(12) . . ? C34' C33 O2 111.3(6) . . ? C34 C33 O2 104.5(12) . . ? C34' C33 H33A 53.7 . . ? C34 C33 H33A 110.9 . . ? O2 C33 H33A 110.9 . . ? C34' C33 H33B 137.9 . . ? C34 C33 H33B 110.8 . . ? O2 C33 H33B 110.8 . . ? H33A C33 H33B 108.9 . . ? C34' C33 H33C 106.6 . . ? C34 C33 H33C 53.3 . . ? O2 C33 H33C 108.8 . . ? H33A C33 H33C 140.1 . . ? H33B C33 H33C 59.7 . . ? C34' C33 H33D 111.8 . . ? C34 C33 H33D 146.2 . . ? O2 C33 H33D 108.8 . . ? H33A C33 H33D 61.4 . . ? H33B C33 H33D 51.8 . . ? H33C C33 H33D 109.4 . . ? C36 C35 C40 118.0(3) . . ? C36 C35 C8 121.3(3) . . ? C40 C35 C8 120.8(3) . . ? C35 C36 C37 120.8(4) . . ? C35 C36 H36 119.6 . . ? C37 C36 H36 119.6 . . ? C38 C37 C36 119.7(4) . . ? C38 C37 H37 120.1 . . ? C36 C37 H37 120.1 . . ? C37 C38 C39 120.6(4) . . ? C37 C38 H38 119.7 . . ? C39 C38 H38 119.7 . . ? C38 C39 C40 119.6(4) . . ? C38 C39 H39 120.2 . . ? C40 C39 H39 120.2 . . ? C39 C40 C35 121.2(4) . . ? C39 C40 H40 119.4 . . ? C35 C40 H40 119.4 . . ? C33 C34 H33C 41.1 . . ? C33 C34 H34A 109.4 . . ? H33C C34 H34A 143.5 . . ? C33 C34 H34B 109.5 . . ? H33C C34 H34B 74.5 . . ? C33 C34 H34C 109.5 . . ? H33C C34 H34C 102.5 . . ? C33 C34' H34D 109.5 . . ? C33 C34' H34E 109.5 . . ? H34D C34' H34E 109.5 . . ? C33 C34' H34F 109.5 . . ? H34D C34' H34F 109.5 . . ? H34E C34' H34F 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 C13 C1 C2 C26 -47.9(5) . . . . ? C5 C1 C2 C26 136.7(4) . . . . ? C13 C1 C2 C3 142.5(3) . . . . ? C5 C1 C2 C3 -32.9(3) . . . . ? C26 C2 C3 C4 -159.5(4) . . . . ? C1 C2 C3 C4 9.8(4) . . . . ? C26 C2 C3 C29 -41.2(6) . . . . ? C1 C2 C3 C29 128.2(3) . . . . ? C26 C2 C3 C30 82.6(5) . . . . ? C1 C2 C3 C30 -108.1(4) . . . . ? C29 C3 C4 C8 93.9(5) . . . . ? C30 C3 C4 C8 -29.6(5) . . . . ? C2 C3 C4 C8 -145.5(4) . . . . ? C29 C3 C4 C5 -103.1(3) . . . . ? C30 C3 C4 C5 133.4(3) . . . . ? C2 C3 C4 C5 17.5(4) . . . . ? C8 C4 C5 C6 3.7(3) . . . . ? C3 C4 C5 C6 -163.4(3) . . . . ? C8 C4 C5 C31 -114.2(3) . . . . ? C3 C4 C5 C31 78.6(4) . . . . ? C8 C4 C5 C1 131.2(3) . . . . ? C3 C4 C5 C1 -36.0(3) . . . . ? C13 C1 C5 C6 -25.7(5) . . . . ? C2 C1 C5 C6 149.6(3) . . . . ? C13 C1 C5 C4 -135.0(3) . . . . ? C2 C1 C5 C4 40.3(3) . . . . ? C13 C1 C5 C31 105.9(4) . . . . ? C2 C1 C5 C31 -78.9(3) . . . . ? C4 C5 C6 C12 -174.6(3) . . . . ? C31 C5 C6 C12 -52.9(5) . . . . ? C1 C5 C6 C12 78.5(5) . . . . ? C4 C5 C6 C7 -5.7(3) . . . . ? C31 C5 C6 C7 116.0(3) . . . . ? C1 C5 C6 C7 -112.6(3) . . . . ? C12 C6 C7 C9 -3.0(5) . . . . ? C5 C6 C7 C9 -173.6(3) . . . . ? C12 C6 C7 C8 176.5(3) . . . . ? C5 C6 C7 C8 5.9(3) . . . . ? C3 C4 C8 C7 162.7(4) . . . . ? C5 C4 C8 C7 -0.4(4) . . . . ? C3 C4 C8 C35 -14.7(6) . . . . ? C5 C4 C8 C35 -177.7(3) . . . . ? C9 C7 C8 C4 175.9(4) . . . . ? C6 C7 C8 C4 -3.5(4) . . . . ? C9 C7 C8 C35 -6.6(5) . . . . ? C6 C7 C8 C35 173.9(3) . . . . ? C6 C7 C9 C10 1.5(5) . . . . ? C8 C7 C9 C10 -177.9(3) . . . . ? C7 C9 C10 C11 -0.5(5) . . . . ? C9 C10 C11 C12 1.1(6) . . . . ? C10 C11 C12 C6 -2.7(6) . . . . ? C7 C6 C12 C11 3.6(5) . . . . ? C5 C6 C12 C11 171.5(4) . . . . ? C2 C1 C13 C14 -14.5(5) . . . . ? C5 C1 C13 C14 159.9(3) . . . . ? C2 C1 C13 C20 163.6(3) . . . . ? C5 C1 C13 C20 -22.1(5) . . . . ? C1 C13 C14 C19 135.6(4) . . . . ? C20 C13 C14 C19 -42.6(4) . . . . ? C1 C13 C14 C15 -49.2(5) . . . . ? C20 C13 C14 C15 132.6(3) . . . . ? C19 C14 C15 C16 -1.1(6) . . . . ? C13 C14 C15 C16 -176.6(4) . . . . ? C14 C15 C16 C17 -1.2(7) . . . . ? C15 C16 C17 C18 2.1(7) . . . . ? C16 C17 C18 C19 -0.7(6) . . . . ? C17 C18 C19 C14 -1.7(6) . . . . ? C15 C14 C19 C18 2.6(5) . . . . ? C13 C14 C19 C18 178.0(3) . . . . ? C1 C13 C20 C21 -67.0(4) . . . . ? C14 C13 C20 C21 111.3(3) . . . . ? C1 C13 C20 C25 117.0(4) . . . . ? C14 C13 C20 C25 -64.8(4) . . . . ? C25 C20 C21 C22 -1.8(5) . . . . ? C13 C20 C21 C22 -178.1(3) . . . . ? C20 C21 C22 C23 -0.3(6) . . . . ? C21 C22 C23 C24 1.1(7) . . . . ? C22 C23 C24 C25 0.2(6) . . . . ? C23 C24 C25 C20 -2.4(6) . . . . ? C21 C20 C25 C24 3.2(5) . . . . ? C13 C20 C25 C24 179.3(3) . . . . ? C1 C2 C26 C28 -2.5(7) . . . . ? C3 C2 C26 C28 165.1(4) . . . . ? C1 C2 C26 C27 177.4(4) . . . . ? C3 C2 C26 C27 -15.0(7) . . . . ? C6 C5 C31 C32 -46.8(5) . . . . ? C4 C5 C31 C32 66.7(5) . . . . ? C1 C5 C31 C32 174.0(4) . . . . ? C33 O2 C32 O1 -6.9(9) . . . . ? C33 O2 C32 C31 175.5(5) . . . . ? C5 C31 C32 O1 111.1(5) . . . . ? C5 C31 C32 O2 -71.2(6) . . . . ? C32 O2 C33 C34' -119.9(14) . . . . ? C32 O2 C33 C34 179(2) . . . . ? C4 C8 C35 C36 -54.8(5) . . . . ? C7 C8 C35 C36 128.2(4) . . . . ? C4 C8 C35 C40 125.1(4) . . . . ? C7 C8 C35 C40 -51.9(5) . . . . ? C40 C35 C36 C37 -3.2(6) . . . . ? C8 C35 C36 C37 176.6(4) . . . . ? C35 C36 C37 C38 1.3(7) . . . . ? C36 C37 C38 C39 1.2(7) . . . . ? C37 C38 C39 C40 -1.7(7) . . . . ? C38 C39 C40 C35 -0.4(7) . . . . ? C36 C35 C40 C39 2.8(6) . . . . ? C8 C35 C40 C39 -177.1(4) . . . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.309 _refine_diff_density_min -0.206 _refine_diff_density_rms 0.041 data_cd28383 _database_code_depnum_ccdc_archive 'CCDC 700829' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C41 H39 Cl4 O2' _chemical_formula_weight 705.52 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' Cl Cl 0.1484 0.1585 '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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.0910(8) _cell_length_b 12.2148(8) _cell_length_c 27.0216(19) _cell_angle_alpha 90.00 _cell_angle_beta 99.3620(10) _cell_angle_gamma 90.00 _cell_volume 3612.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3833 _cell_measurement_theta_min 4.523 _cell_measurement_theta_max 45.401 _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.465 _exptl_crystal_size_mid 0.414 _exptl_crystal_size_min 0.270 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.297 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1476 _exptl_absorpt_coefficient_mu 0.362 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7680 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 19458 _diffrn_reflns_av_R_equivalents 0.0362 _diffrn_reflns_av_sigmaI/netI 0.0538 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 26.00 _reflns_number_total 7099 _reflns_number_gt 4445 _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^)+(0.0925P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7099 _refine_ls_number_parameters 429 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0969 _refine_ls_R_factor_gt 0.0602 _refine_ls_wR_factor_ref 0.1737 _refine_ls_wR_factor_gt 0.1556 _refine_ls_goodness_of_fit_ref 0.983 _refine_ls_restrained_S_all 0.983 _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 Cl1 Cl 0.40882(9) 0.34418(9) 0.39371(3) 0.0823(3) Uani 1 1 d . . . Cl2 Cl -0.17135(8) 0.63956(8) 0.11045(3) 0.0711(3) Uani 1 1 d . . . Cl3 Cl 1.0364(2) 0.0701(3) 0.36701(9) 0.2290(13) Uani 1 1 d . . . Cl4 Cl 0.95368(19) 0.12649(19) 0.26651(11) 0.2328(13) Uani 1 1 d . . . O1 O 0.5380(2) -0.0530(2) 0.20248(9) 0.0890(9) Uani 1 1 d . . . O2 O 0.51206(19) -0.03483(18) 0.12023(8) 0.0614(6) Uani 1 1 d . . . C1 C 0.2303(2) 0.3129(2) 0.17246(9) 0.0342(6) Uani 1 1 d . . . C2 C 0.2689(2) 0.2389(2) 0.14174(9) 0.0329(6) Uani 1 1 d . . . C3 C 0.2070(2) 0.2076(2) 0.09062(10) 0.0386(6) Uani 1 1 d . . . C4 C 0.3062(2) 0.1921(2) 0.05689(10) 0.0423(7) Uani 1 1 d . . . C5 C 0.4205(2) 0.19821(19) 0.09639(9) 0.0347(6) Uani 1 1 d . . . H5 H 0.4462 0.1228 0.0914 0.042 Uiso 1 1 calc R . . C6 C 0.3923(2) 0.1784(2) 0.14899(9) 0.0336(6) Uani 1 1 d . . . C7 C 0.5066(2) 0.2226(2) 0.18159(10) 0.0361(6) Uani 1 1 d . . . C8 C 0.5433(2) 0.2228(2) 0.23266(10) 0.0438(7) Uani 1 1 d . . . H8 H 0.4922 0.1952 0.2538 0.053 Uiso 1 1 calc R . . C9 C 0.6567(3) 0.2644(3) 0.25239(12) 0.0560(8) Uani 1 1 d . . . H9 H 0.6802 0.2676 0.2870 0.067 Uiso 1 1 calc R . . C10 C 0.7355(3) 0.3011(3) 0.22149(13) 0.0573(8) Uani 1 1 d . . . H10 H 0.8109 0.3301 0.2355 0.069 Uiso 1 1 calc R . . C11 C 0.7037(3) 0.2953(2) 0.17024(12) 0.0509(8) Uani 1 1 d . . . H11 H 0.7583 0.3171 0.1494 0.061 Uiso 1 1 calc R . . C12 C 0.5883(2) 0.2561(2) 0.14998(10) 0.0381(6) Uani 1 1 d . . . C13 C 0.5319(2) 0.2415(2) 0.09734(10) 0.0381(6) Uani 1 1 d . . . C14 C 0.5947(3) 0.2727(2) 0.05520(11) 0.0431(7) Uani 1 1 d . . . C15 C 0.6087(3) 0.1994(2) 0.01757(11) 0.0522(8) Uani 1 1 d . . . H15 H 0.5770 0.1291 0.0186 0.063 Uiso 1 1 calc R . . C16 C 0.6686(3) 0.2281(3) -0.02136(13) 0.0679(10) Uani 1 1 d . . . H16 H 0.6762 0.1775 -0.0464 0.082 Uiso 1 1 calc R . . C17 C 0.7168(4) 0.3304(3) -0.02338(15) 0.0750(11) Uani 1 1 d . . . H17 H 0.7563 0.3500 -0.0499 0.090 Uiso 1 1 calc R . . C18 C 0.7067(4) 0.4037(3) 0.01363(15) 0.0805(11) Uani 1 1 d . . . H18 H 0.7412 0.4729 0.0127 0.097 Uiso 1 1 calc R . . C19 C 0.6450(3) 0.3758(3) 0.05308(13) 0.0656(9) Uani 1 1 d . . . H19 H 0.6378 0.4268 0.0780 0.079 Uiso 1 1 calc R . . C20 C 0.0870(3) 0.1869(2) 0.07780(11) 0.0477(7) Uani 1 1 d . . . C21 C -0.0004(3) 0.1859(3) 0.11455(13) 0.0615(9) Uani 1 1 d . . . H21A H 0.0445 0.1859 0.1481 0.092 Uiso 1 1 calc R . . H21B H -0.0504 0.1214 0.1095 0.092 Uiso 1 1 calc R . . H21C H -0.0514 0.2497 0.1096 0.092 Uiso 1 1 calc R . . C22 C 0.0247(3) 0.1615(3) 0.02515(13) 0.0783(12) Uani 1 1 d . . . H22A H 0.0790 0.1783 0.0019 0.117 Uiso 1 1 calc R . . H22B H -0.0481 0.2048 0.0174 0.117 Uiso 1 1 calc R . . H22C H 0.0037 0.0852 0.0227 0.117 Uiso 1 1 calc R . . C23 C 0.2988(3) 0.0801(3) 0.02922(12) 0.0622(9) Uani 1 1 d . . . H23A H 0.3764 0.0639 0.0195 0.093 Uiso 1 1 calc R . . H23B H 0.2371 0.0836 -0.0001 0.093 Uiso 1 1 calc R . . H23C H 0.2784 0.0237 0.0512 0.093 Uiso 1 1 calc R . . C24 C 0.3035(3) 0.2864(3) 0.01916(11) 0.0597(9) Uani 1 1 d . . . H24A H 0.3206 0.3541 0.0369 0.090 Uiso 1 1 calc R . . H24B H 0.2241 0.2901 -0.0012 0.090 Uiso 1 1 calc R . . H24C H 0.3641 0.2738 -0.0019 0.090 Uiso 1 1 calc R . . C25 C 0.3723(2) 0.0563(2) 0.16250(10) 0.0401(6) Uani 1 1 d . . . H25A H 0.3450 0.0539 0.1948 0.048 Uiso 1 1 calc R . . H25B H 0.3072 0.0265 0.1379 0.048 Uiso 1 1 calc R . . C26 C 0.4821(3) -0.0158(2) 0.16476(11) 0.0447(7) Uani 1 1 d . . . C27 C 0.6204(4) -0.1019(3) 0.11867(15) 0.0770(11) Uani 1 1 d . . . H27A H 0.6267 -0.1572 0.1447 0.092 Uiso 1 1 calc R . . H27B H 0.6124 -0.1390 0.0866 0.092 Uiso 1 1 calc R . . C28 C 0.7308(4) -0.0354(4) 0.1259(2) 0.1082(16) Uani 1 1 d . . . H28A H 0.7260 0.0175 0.0993 0.162 Uiso 1 1 calc R . . H28B H 0.8006 -0.0816 0.1255 0.162 Uiso 1 1 calc R . . H28C H 0.7384 0.0018 0.1575 0.162 Uiso 1 1 calc R . . C29 C 0.2807(2) 0.3194(2) 0.22699(10) 0.0349(6) Uani 1 1 d . . . C30 C 0.2616(3) 0.2343(2) 0.25888(10) 0.0456(7) Uani 1 1 d . . . H30 H 0.2217 0.1715 0.2454 0.055 Uiso 1 1 calc R . . C31 C 0.3001(3) 0.2403(3) 0.30980(11) 0.0536(8) Uani 1 1 d . . . H31 H 0.2857 0.1830 0.3307 0.064 Uiso 1 1 calc R . . C32 C 0.3604(3) 0.3332(3) 0.32901(10) 0.0503(8) Uani 1 1 d . . . C33 C 0.3806(3) 0.4185(3) 0.29889(11) 0.0503(7) Uani 1 1 d . . . H33 H 0.4219 0.4805 0.3125 0.060 Uiso 1 1 calc R . . C34 C 0.3394(2) 0.4119(2) 0.24802(10) 0.0409(6) Uani 1 1 d . . . H34 H 0.3512 0.4709 0.2276 0.049 Uiso 1 1 calc R . . C35 C 0.1307(2) 0.3941(2) 0.15617(9) 0.0354(6) Uani 1 1 d . . . C36 C 0.1187(3) 0.4480(2) 0.11026(10) 0.0438(7) Uani 1 1 d . . . H36 H 0.1738 0.4332 0.0886 0.053 Uiso 1 1 calc R . . C37 C 0.0268(3) 0.5227(2) 0.09630(11) 0.0492(7) Uani 1 1 d . . . H37 H 0.0194 0.5574 0.0653 0.059 Uiso 1 1 calc R . . C38 C -0.0541(2) 0.5459(2) 0.12848(11) 0.0440(7) Uani 1 1 d . . . C39 C -0.0432(2) 0.4973(2) 0.17438(10) 0.0431(7) Uani 1 1 d . . . H39 H -0.0971 0.5145 0.1962 0.052 Uiso 1 1 calc R . . C40 C 0.0496(2) 0.4215(2) 0.18809(10) 0.0397(6) Uani 1 1 d . . . H40 H 0.0575 0.3884 0.2194 0.048 Uiso 1 1 calc R . . C41 C 0.9293(6) 0.0497(5) 0.3155(3) 0.192(4) Uani 1 1 d . . . H41A H 0.9293 -0.0269 0.3061 0.230 Uiso 1 1 calc R . . H41B H 0.8494 0.0669 0.3236 0.230 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 Cl1 0.0877(7) 0.1245(9) 0.0307(4) -0.0067(5) -0.0022(4) 0.0155(6) Cl2 0.0656(6) 0.0752(6) 0.0698(6) 0.0122(4) 0.0030(4) 0.0342(4) Cl3 0.176(2) 0.311(3) 0.202(2) -0.056(2) 0.0373(17) -0.107(2) Cl4 0.1475(16) 0.1724(18) 0.387(4) 0.114(2) 0.069(2) 0.0946(14) O1 0.102(2) 0.112(2) 0.0539(15) 0.0297(14) 0.0172(13) 0.0578(17) O2 0.0657(14) 0.0700(15) 0.0506(13) 0.0032(11) 0.0155(11) 0.0265(11) C1 0.0331(14) 0.0373(14) 0.0324(14) 0.0030(11) 0.0055(11) -0.0012(11) C2 0.0302(13) 0.0362(14) 0.0321(14) 0.0021(11) 0.0047(10) -0.0008(11) C3 0.0404(16) 0.0405(15) 0.0332(15) -0.0001(12) 0.0008(11) 0.0057(12) C4 0.0477(17) 0.0474(17) 0.0304(15) -0.0052(12) 0.0025(12) 0.0043(13) C5 0.0442(16) 0.0243(13) 0.0356(14) -0.0011(11) 0.0069(11) 0.0065(11) C6 0.0334(14) 0.0343(14) 0.0327(14) 0.0002(11) 0.0044(11) -0.0003(11) C7 0.0339(14) 0.0369(14) 0.0366(15) 0.0024(12) 0.0031(11) 0.0042(11) C8 0.0362(15) 0.0536(18) 0.0400(16) 0.0058(13) 0.0019(12) 0.0050(13) C9 0.0460(18) 0.073(2) 0.0436(18) 0.0002(15) -0.0099(14) 0.0079(16) C10 0.0373(17) 0.065(2) 0.065(2) 0.0010(17) -0.0062(15) -0.0047(14) C11 0.0374(16) 0.0522(18) 0.063(2) 0.0046(15) 0.0069(14) -0.0086(13) C12 0.0391(15) 0.0323(14) 0.0428(16) 0.0007(12) 0.0062(12) 0.0008(12) C13 0.0438(16) 0.0298(14) 0.0422(16) 0.0026(11) 0.0111(12) 0.0033(12) C14 0.0463(16) 0.0401(16) 0.0445(17) 0.0059(13) 0.0121(13) -0.0014(13) C15 0.062(2) 0.0460(17) 0.0540(19) 0.0030(14) 0.0268(15) -0.0023(15) C16 0.080(2) 0.072(2) 0.060(2) -0.0002(18) 0.0352(19) 0.0013(19) C17 0.084(3) 0.084(3) 0.065(2) 0.017(2) 0.039(2) -0.007(2) C18 0.105(3) 0.062(2) 0.081(3) 0.017(2) 0.033(2) -0.022(2) C19 0.093(3) 0.0483(19) 0.062(2) 0.0036(16) 0.0296(19) -0.0105(18) C20 0.0414(17) 0.0504(18) 0.0475(18) -0.0098(14) -0.0040(13) 0.0025(13) C21 0.0392(17) 0.062(2) 0.082(2) -0.0096(18) 0.0052(16) -0.0066(15) C22 0.056(2) 0.100(3) 0.069(3) -0.026(2) -0.0180(18) 0.0013(19) C23 0.064(2) 0.070(2) 0.0500(19) -0.0247(16) 0.0012(15) 0.0030(17) C24 0.066(2) 0.075(2) 0.0379(17) 0.0125(16) 0.0076(15) 0.0140(17) C25 0.0416(15) 0.0422(16) 0.0373(15) 0.0039(12) 0.0081(12) -0.0007(12) C26 0.0536(17) 0.0405(16) 0.0408(17) 0.0083(13) 0.0097(13) 0.0043(13) C27 0.083(3) 0.077(3) 0.075(3) -0.004(2) 0.024(2) 0.033(2) C28 0.067(3) 0.106(4) 0.156(5) 0.020(3) 0.034(3) 0.020(3) C29 0.0301(13) 0.0395(15) 0.0353(14) -0.0012(12) 0.0061(11) 0.0046(11) C30 0.0458(17) 0.0492(17) 0.0416(17) 0.0011(13) 0.0066(13) -0.0022(13) C31 0.0545(19) 0.068(2) 0.0394(17) 0.0102(15) 0.0109(14) 0.0031(16) C32 0.0438(17) 0.078(2) 0.0274(15) -0.0036(15) 0.0009(12) 0.0156(16) C33 0.0463(17) 0.0559(19) 0.0466(18) -0.0118(15) 0.0013(13) 0.0037(14) C34 0.0430(16) 0.0408(16) 0.0383(16) -0.0036(12) 0.0051(12) 0.0045(12) C35 0.0356(14) 0.0376(14) 0.0330(14) -0.0020(11) 0.0054(11) -0.0028(11) C36 0.0471(16) 0.0474(17) 0.0381(16) 0.0029(13) 0.0102(12) 0.0060(13) C37 0.0588(19) 0.0492(18) 0.0390(16) 0.0097(13) 0.0056(14) 0.0088(14) C38 0.0416(16) 0.0435(16) 0.0447(17) -0.0008(13) 0.0001(13) 0.0079(13) C39 0.0405(15) 0.0476(16) 0.0417(16) -0.0051(13) 0.0080(12) 0.0029(13) C40 0.0409(15) 0.0446(16) 0.0329(14) 0.0035(12) 0.0044(11) 0.0034(12) C41 0.137(5) 0.129(5) 0.348(11) -0.020(6) 0.157(7) -0.055(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 Cl1 C32 1.749(3) . ? Cl2 C38 1.741(3) . ? Cl3 C41 1.695(9) . ? Cl4 C41 1.679(8) . ? O1 C26 1.193(3) . ? O2 C26 1.320(3) . ? O2 C27 1.460(4) . ? C1 C2 1.343(3) . ? C1 C29 1.491(3) . ? C1 C35 1.497(3) . ? C2 C3 1.489(3) . ? C2 C6 1.540(3) . ? C3 C20 1.343(4) . ? C3 C4 1.551(4) . ? C4 C5 1.520(4) . ? C4 C24 1.535(4) . ? C4 C23 1.554(4) . ? C5 C13 1.340(4) . ? C5 C6 1.524(3) . ? C5 H5 0.9800 . ? C6 C7 1.520(3) . ? C6 C25 1.559(4) . ? C7 C8 1.374(4) . ? C7 C12 1.404(4) . ? C8 C9 1.380(4) . ? C8 H8 0.9300 . ? C9 C10 1.379(4) . ? C9 H9 0.9300 . ? C10 C11 1.374(4) . ? C10 H10 0.9300 . ? C11 C12 1.393(4) . ? C11 H11 0.9300 . ? C12 C13 1.468(4) . ? C13 C14 1.478(4) . ? C14 C19 1.382(4) . ? C14 C15 1.383(4) . ? C15 C16 1.378(4) . ? C15 H15 0.9300 . ? C16 C17 1.364(5) . ? C16 H16 0.9300 . ? C17 C18 1.360(5) . ? C17 H17 0.9300 . ? C18 C19 1.400(5) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 C21 1.497(4) . ? C20 C22 1.509(4) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 C26 1.497(4) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C27 C28 1.456(6) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 C34 1.380(4) . ? C29 C30 1.388(4) . ? C30 C31 1.374(4) . ? C30 H30 0.9300 . ? C31 C32 1.375(4) . ? C31 H31 0.9300 . ? C32 C33 1.363(4) . ? C33 C34 1.379(4) . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? C35 C40 1.384(4) . ? C35 C36 1.392(4) . ? C36 C37 1.374(4) . ? C36 H36 0.9300 . ? C37 C38 1.377(4) . ? C37 H37 0.9300 . ? C38 C39 1.363(4) . ? C39 C40 1.389(4) . ? C39 H39 0.9300 . ? C40 H40 0.9300 . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? 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 C26 O2 C27 117.1(2) . . ? C2 C1 C29 122.7(2) . . ? C2 C1 C35 123.9(2) . . ? C29 C1 C35 113.3(2) . . ? C1 C2 C3 126.9(2) . . ? C1 C2 C6 127.6(2) . . ? C3 C2 C6 105.2(2) . . ? C20 C3 C2 125.2(2) . . ? C20 C3 C4 126.4(2) . . ? C2 C3 C4 108.2(2) . . ? C5 C4 C24 110.7(2) . . ? C5 C4 C3 99.9(2) . . ? C24 C4 C3 111.1(2) . . ? C5 C4 C23 110.7(2) . . ? C24 C4 C23 110.3(2) . . ? C3 C4 C23 113.8(2) . . ? C13 C5 C4 133.9(2) . . ? C13 C5 C6 111.9(2) . . ? C4 C5 C6 111.9(2) . . ? C13 C5 H5 94.9 . . ? C4 C5 H5 94.9 . . ? C6 C5 H5 94.9 . . ? C7 C6 C5 101.9(2) . . ? C7 C6 C2 122.9(2) . . ? C5 C6 C2 96.78(19) . . ? C7 C6 C25 109.9(2) . . ? C5 C6 C25 115.4(2) . . ? C2 C6 C25 109.35(19) . . ? C8 C7 C12 119.7(2) . . ? C8 C7 C6 131.7(2) . . ? C12 C7 C6 108.1(2) . . ? C7 C8 C9 119.4(3) . . ? C7 C8 H8 120.3 . . ? C9 C8 H8 120.3 . . ? C10 C9 C8 120.9(3) . . ? C10 C9 H9 119.6 . . ? C8 C9 H9 119.6 . . ? C11 C10 C9 120.6(3) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C10 C11 C12 118.9(3) . . ? C10 C11 H11 120.6 . . ? C12 C11 H11 120.6 . . ? C11 C12 C7 120.3(3) . . ? C11 C12 C13 129.9(3) . . ? C7 C12 C13 109.8(2) . . ? C5 C13 C12 108.2(2) . . ? C5 C13 C14 129.4(2) . . ? C12 C13 C14 122.4(2) . . ? C19 C14 C15 117.7(3) . . ? C19 C14 C13 120.7(3) . . ? C15 C14 C13 121.5(2) . . ? C16 C15 C14 121.5(3) . . ? C16 C15 H15 119.2 . . ? C14 C15 H15 119.3 . . ? C17 C16 C15 120.3(3) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C18 C17 C16 119.6(3) . . ? C18 C17 H17 120.2 . . ? C16 C17 H17 120.2 . . ? C17 C18 C19 120.6(3) . . ? C17 C18 H18 119.7 . . ? C19 C18 H18 119.7 . . ? C14 C19 C18 120.3(3) . . ? C14 C19 H19 119.9 . . ? C18 C19 H19 119.9 . . ? C3 C20 C21 123.5(3) . . ? C3 C20 C22 124.3(3) . . ? C21 C20 C22 112.2(3) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C4 C23 H23A 109.5 . . ? C4 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C4 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C4 C24 H24A 109.5 . . ? C4 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C4 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 C6 115.2(2) . . ? C26 C25 H25A 108.5 . . ? C6 C25 H25A 108.5 . . ? C26 C25 H25B 108.5 . . ? C6 C25 H25B 108.5 . . ? H25A C25 H25B 107.5 . . ? O1 C26 O2 122.6(3) . . ? O1 C26 C25 124.4(3) . . ? O2 C26 C25 113.0(2) . . ? C28 C27 O2 111.2(3) . . ? C28 C27 H27A 109.4 . . ? O2 C27 H27A 109.4 . . ? C28 C27 H27B 109.4 . . ? O2 C27 H27B 109.4 . . ? H27A C27 H27B 108.0 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C34 C29 C30 117.8(2) . . ? C34 C29 C1 121.8(2) . . ? C30 C29 C1 120.2(2) . . ? C31 C30 C29 121.9(3) . . ? C31 C30 H30 119.1 . . ? C29 C30 H30 119.1 . . ? C30 C31 C32 118.4(3) . . ? C30 C31 H31 120.8 . . ? C32 C31 H31 120.8 . . ? C33 C32 C31 121.5(3) . . ? C33 C32 Cl1 119.0(2) . . ? C31 C32 Cl1 119.5(2) . . ? C32 C33 C34 119.4(3) . . ? C32 C33 H33 120.3 . . ? C34 C33 H33 120.3 . . ? C33 C34 C29 121.0(3) . . ? C33 C34 H34 119.5 . . ? C29 C34 H34 119.5 . . ? C40 C35 C36 117.6(2) . . ? C40 C35 C1 120.0(2) . . ? C36 C35 C1 122.3(2) . . ? C37 C36 C35 121.2(3) . . ? C37 C36 H36 119.4 . . ? C35 C36 H36 119.4 . . ? C36 C37 C38 119.6(3) . . ? C36 C37 H37 120.2 . . ? C38 C37 H37 120.2 . . ? C39 C38 C37 121.0(3) . . ? C39 C38 Cl2 119.5(2) . . ? C37 C38 Cl2 119.5(2) . . ? C38 C39 C40 119.0(3) . . ? C38 C39 H39 120.5 . . ? C40 C39 H39 120.5 . . ? C35 C40 C39 121.5(3) . . ? C35 C40 H40 119.2 . . ? C39 C40 H40 119.2 . . ? Cl4 C41 Cl3 112.6(3) . . ? Cl4 C41 H41A 109.1 . . ? Cl3 C41 H41A 109.1 . . ? Cl4 C41 H41B 109.1 . . ? Cl3 C41 H41B 109.1 . . ? H41A C41 H41B 107.8 . . ? 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 C29 C1 C2 C3 164.5(2) . . . . ? C35 C1 C2 C3 -13.5(4) . . . . ? C29 C1 C2 C6 -23.1(4) . . . . ? C35 C1 C2 C6 158.9(2) . . . . ? C1 C2 C3 C20 -45.2(4) . . . . ? C6 C2 C3 C20 141.1(3) . . . . ? C1 C2 C3 C4 140.5(3) . . . . ? C6 C2 C3 C4 -33.3(3) . . . . ? C20 C3 C4 C5 -165.0(3) . . . . ? C2 C3 C4 C5 9.3(3) . . . . ? C20 C3 C4 C24 78.1(4) . . . . ? C2 C3 C4 C24 -107.6(2) . . . . ? C20 C3 C4 C23 -47.0(4) . . . . ? C2 C3 C4 C23 127.3(2) . . . . ? C24 C4 C5 C13 -25.2(4) . . . . ? C3 C4 C5 C13 -142.3(3) . . . . ? C23 C4 C5 C13 97.5(3) . . . . ? C24 C4 C5 C6 135.8(2) . . . . ? C3 C4 C5 C6 18.7(3) . . . . ? C23 C4 C5 C6 -101.6(3) . . . . ? C13 C5 C6 C7 2.2(3) . . . . ? C4 C5 C6 C7 -163.1(2) . . . . ? C13 C5 C6 C2 127.9(2) . . . . ? C4 C5 C6 C2 -37.4(2) . . . . ? C13 C5 C6 C25 -116.9(2) . . . . ? C4 C5 C6 C25 77.8(3) . . . . ? C1 C2 C6 C7 -23.6(4) . . . . ? C3 C2 C6 C7 150.0(2) . . . . ? C1 C2 C6 C5 -132.5(3) . . . . ? C3 C2 C6 C5 41.2(2) . . . . ? C1 C2 C6 C25 107.5(3) . . . . ? C3 C2 C6 C25 -78.8(2) . . . . ? C5 C6 C7 C8 -175.1(3) . . . . ? C2 C6 C7 C8 78.7(4) . . . . ? C25 C6 C7 C8 -52.2(4) . . . . ? C5 C6 C7 C12 -2.9(3) . . . . ? C2 C6 C7 C12 -109.2(3) . . . . ? C25 C6 C7 C12 120.0(2) . . . . ? C12 C7 C8 C9 5.2(4) . . . . ? C6 C7 C8 C9 176.6(3) . . . . ? C7 C8 C9 C10 -2.9(4) . . . . ? C8 C9 C10 C11 -1.2(5) . . . . ? C9 C10 C11 C12 2.8(5) . . . . ? C10 C11 C12 C7 -0.4(4) . . . . ? C10 C11 C12 C13 -179.9(3) . . . . ? C8 C7 C12 C11 -3.6(4) . . . . ? C6 C7 C12 C11 -176.8(2) . . . . ? C8 C7 C12 C13 176.0(2) . . . . ? C6 C7 C12 C13 2.8(3) . . . . ? C4 C5 C13 C12 160.3(3) . . . . ? C6 C5 C13 C12 -0.7(3) . . . . ? C4 C5 C13 C14 -19.3(5) . . . . ? C6 C5 C13 C14 179.8(2) . . . . ? C11 C12 C13 C5 178.2(3) . . . . ? C7 C12 C13 C5 -1.3(3) . . . . ? C11 C12 C13 C14 -2.2(4) . . . . ? C7 C12 C13 C14 178.3(2) . . . . ? C5 C13 C14 C19 128.3(3) . . . . ? C12 C13 C14 C19 -51.2(4) . . . . ? C5 C13 C14 C15 -53.8(4) . . . . ? C12 C13 C14 C15 126.7(3) . . . . ? C19 C14 C15 C16 -1.2(5) . . . . ? C13 C14 C15 C16 -179.2(3) . . . . ? C14 C15 C16 C17 0.5(5) . . . . ? C15 C16 C17 C18 0.8(6) . . . . ? C16 C17 C18 C19 -1.5(6) . . . . ? C15 C14 C19 C18 0.5(5) . . . . ? C13 C14 C19 C18 178.5(3) . . . . ? C17 C18 C19 C14 0.8(6) . . . . ? C2 C3 C20 C21 -3.8(5) . . . . ? C4 C3 C20 C21 169.5(3) . . . . ? C2 C3 C20 C22 176.4(3) . . . . ? C4 C3 C20 C22 -10.3(5) . . . . ? C7 C6 C25 C26 -49.1(3) . . . . ? C5 C6 C25 C26 65.4(3) . . . . ? C2 C6 C25 C26 173.1(2) . . . . ? C27 O2 C26 O1 -1.8(5) . . . . ? C27 O2 C26 C25 178.3(3) . . . . ? C6 C25 C26 O1 109.5(3) . . . . ? C6 C25 C26 O2 -70.5(3) . . . . ? C26 O2 C27 C28 -86.3(4) . . . . ? C2 C1 C29 C34 118.8(3) . . . . ? C35 C1 C29 C34 -63.0(3) . . . . ? C2 C1 C29 C30 -66.0(3) . . . . ? C35 C1 C29 C30 112.2(3) . . . . ? C34 C29 C30 C31 -0.5(4) . . . . ? C1 C29 C30 C31 -175.9(3) . . . . ? C29 C30 C31 C32 -0.8(4) . . . . ? C30 C31 C32 C33 0.9(5) . . . . ? C30 C31 C32 Cl1 179.2(2) . . . . ? C31 C32 C33 C34 0.3(4) . . . . ? Cl1 C32 C33 C34 -178.0(2) . . . . ? C32 C33 C34 C29 -1.7(4) . . . . ? C30 C29 C34 C33 1.7(4) . . . . ? C1 C29 C34 C33 177.1(2) . . . . ? C2 C1 C35 C40 142.9(3) . . . . ? C29 C1 C35 C40 -35.3(3) . . . . ? C2 C1 C35 C36 -40.0(4) . . . . ? C29 C1 C35 C36 141.9(3) . . . . ? C40 C35 C36 C37 -2.4(4) . . . . ? C1 C35 C36 C37 -179.6(3) . . . . ? C35 C36 C37 C38 0.8(4) . . . . ? C36 C37 C38 C39 1.2(4) . . . . ? C36 C37 C38 Cl2 -179.3(2) . . . . ? C37 C38 C39 C40 -1.4(4) . . . . ? Cl2 C38 C39 C40 179.1(2) . . . . ? C36 C35 C40 C39 2.1(4) . . . . ? C1 C35 C40 C39 179.4(2) . . . . ? C38 C39 C40 C35 -0.3(4) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.497 _refine_diff_density_min -0.641 _refine_diff_density_rms 0.047 data_cd2931 _database_code_depnum_ccdc_archive 'CCDC 719328' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H40 Cl2 O3' _chemical_formula_weight 663.64 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' 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 9.7469(12) _cell_length_b 11.6130(14) _cell_length_c 15.7201(18) _cell_angle_alpha 90.102(2) _cell_angle_beta 93.697(3) _cell_angle_gamma 100.409(2) _cell_volume 1746.3(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2201 _cell_measurement_theta_min 4.383 _cell_measurement_theta_max 45.201 _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.471 _exptl_crystal_size_mid 0.425 _exptl_crystal_size_min 0.360 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.262 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 700 _exptl_absorpt_coefficient_mu 0.225 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.75452 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 9974 _diffrn_reflns_av_R_equivalents 0.0801 _diffrn_reflns_av_sigmaI/netI 0.0944 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 26.50 _reflns_number_total 7077 _reflns_number_gt 4011 _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^)+(0.0575P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7077 _refine_ls_number_parameters 449 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0995 _refine_ls_R_factor_gt 0.0583 _refine_ls_wR_factor_ref 0.1499 _refine_ls_wR_factor_gt 0.1324 _refine_ls_goodness_of_fit_ref 0.909 _refine_ls_restrained_S_all 0.916 _refine_ls_shift/su_max 0.022 _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 Cl1 Cl -0.04427(8) 0.71824(7) 0.35805(4) 0.0655(2) Uani 1 1 d . . . Cl2 Cl -0.07342(11) 1.20295(7) 0.12241(6) 0.0905(3) Uani 1 1 d . . . O1 O 0.2715(3) 0.5501(2) 0.08096(14) 0.1008(9) Uani 1 1 d . . . O2 O 0.3730(3) 0.4063(2) 0.12997(15) 0.0929(8) Uani 1 1 d D . . O3 O 0.1352(7) -0.0265(8) 0.5149(6) 0.205(2) Uani 1 1 d D . . C1 C 0.2577(3) 0.7367(2) 0.22411(14) 0.0422(6) Uani 1 1 d . . . C2 C 0.3869(3) 0.8303(2) 0.22913(16) 0.0473(6) Uani 1 1 d . . . C3 C 0.4664(3) 0.8182(2) 0.31592(16) 0.0479(7) Uani 1 1 d . . . C4 C 0.3895(3) 0.6998(2) 0.34264(15) 0.0437(6) Uani 1 1 d . . . C5 C 0.3064(3) 0.6308(2) 0.26706(14) 0.0422(6) Uani 1 1 d . A . C6 C 0.2110(3) 0.5346(2) 0.31094(15) 0.0409(6) Uani 1 1 d . . . C7 C 0.2403(3) 0.5476(2) 0.39888(15) 0.0440(6) Uani 1 1 d . . . C8 C 0.3519(3) 0.6517(2) 0.41754(15) 0.0437(6) Uani 1 1 d . . . C9 C 0.1713(3) 0.4683(2) 0.45478(17) 0.0522(7) Uani 1 1 d . . . H9 H 0.1906 0.4772 0.5134 0.063 Uiso 1 1 calc R . . C10 C 0.0735(3) 0.3760(2) 0.42121(18) 0.0569(7) Uani 1 1 d . . . H10 H 0.0241 0.3238 0.4579 0.068 Uiso 1 1 calc R . . C11 C 0.0474(3) 0.3594(2) 0.33469(18) 0.0544(7) Uani 1 1 d . . . H11 H -0.0172 0.2951 0.3137 0.065 Uiso 1 1 calc R . . C12 C 0.1169(3) 0.4384(2) 0.27816(17) 0.0479(7) Uani 1 1 d . . . H12 H 0.1006 0.4267 0.2196 0.057 Uiso 1 1 calc R . . C13 C 0.1256(3) 0.7501(2) 0.20303(14) 0.0414(6) Uani 1 1 d . . . C14 C 0.0035(3) 0.6521(2) 0.19927(16) 0.0442(6) Uani 1 1 d . . . C15 C -0.0345(3) 0.5811(2) 0.12748(17) 0.0544(7) Uani 1 1 d . . . H15 H 0.0213 0.5919 0.0813 0.065 Uiso 1 1 calc R . . C16 C -0.1525(4) 0.4947(3) 0.1225(2) 0.0640(8) Uani 1 1 d . . . H16 H -0.1753 0.4485 0.0734 0.077 Uiso 1 1 calc R . . C17 C -0.2364(3) 0.4773(3) 0.1902(2) 0.0695(9) Uani 1 1 d . . . H17 H -0.3157 0.4189 0.1870 0.083 Uiso 1 1 calc R . . C18 C -0.2032(3) 0.5456(3) 0.2622(2) 0.0624(8) Uani 1 1 d . . . H18 H -0.2593 0.5334 0.3082 0.075 Uiso 1 1 calc R . . C19 C -0.0852(3) 0.6332(2) 0.26624(16) 0.0471(6) Uani 1 1 d . . . C20 C 0.0831(3) 0.8653(2) 0.18202(16) 0.0438(6) Uani 1 1 d . . . C21 C -0.0176(3) 0.8724(2) 0.11704(17) 0.0548(7) Uani 1 1 d . . . H21 H -0.0550 0.8054 0.0850 0.066 Uiso 1 1 calc R . . C22 C -0.0649(3) 0.9754(3) 0.09796(18) 0.0607(8) Uani 1 1 d . . . H22 H -0.1321 0.9775 0.0535 0.073 Uiso 1 1 calc R . . C23 C -0.0118(3) 1.0736(2) 0.14520(19) 0.0587(8) Uani 1 1 d . . . C24 C 0.0877(3) 1.0710(3) 0.2101(2) 0.0672(9) Uani 1 1 d . . . H24 H 0.1242 1.1386 0.2418 0.081 Uiso 1 1 calc R . . C25 C 0.1339(3) 0.9671(3) 0.22860(18) 0.0595(8) Uani 1 1 d . . . H25 H 0.2007 0.9658 0.2734 0.071 Uiso 1 1 calc R . . C26 C 0.4273(3) 0.9009(2) 0.16432(17) 0.0556(7) Uani 1 1 d . . . C27 C 0.5553(3) 0.9986(3) 0.1710(2) 0.0784(10) Uani 1 1 d . . . H27A H 0.5847 1.0147 0.2300 0.118 Uiso 1 1 calc R . . H27B H 0.5320 1.0680 0.1450 0.118 Uiso 1 1 calc R . . H27C H 0.6297 0.9747 0.1423 0.118 Uiso 1 1 calc R . . C28 C 0.3508(3) 0.8920(3) 0.07728(17) 0.0688(9) Uani 1 1 d . . . H28A H 0.2900 0.8172 0.0708 0.103 Uiso 1 1 calc R . . H28B H 0.4173 0.9000 0.0342 0.103 Uiso 1 1 calc R . . H28C H 0.2966 0.9531 0.0714 0.103 Uiso 1 1 calc R . . C29 C 0.6237(3) 0.8173(3) 0.3120(2) 0.0692(9) Uani 1 1 d . . . H29A H 0.6594 0.7901 0.3651 0.104 Uiso 1 1 calc R . . H29B H 0.6722 0.8952 0.3019 0.104 Uiso 1 1 calc R . . H29C H 0.6375 0.7662 0.2666 0.104 Uiso 1 1 calc R . . C30 C 0.4467(3) 0.9139(2) 0.37916(17) 0.0610(8) Uani 1 1 d . . . H30A H 0.3493 0.9070 0.3886 0.092 Uiso 1 1 calc R . . H30B H 0.4805 0.9895 0.3562 0.092 Uiso 1 1 calc R . . H30C H 0.4981 0.9051 0.4322 0.092 Uiso 1 1 calc R . . C31 C 0.4040(3) 0.6874(2) 0.50560(15) 0.0454(6) Uani 1 1 d . . . C32 C 0.5386(3) 0.6815(3) 0.53543(19) 0.0712(9) Uani 1 1 d . . . H32 H 0.5995 0.6586 0.4983 0.085 Uiso 1 1 calc R . . C33 C 0.5848(4) 0.7086(3) 0.6183(2) 0.0843(11) Uani 1 1 d . . . H33 H 0.6757 0.7029 0.6371 0.101 Uiso 1 1 calc R . . C34 C 0.4969(4) 0.7441(3) 0.6739(2) 0.0748(10) Uani 1 1 d . . . H34 H 0.5287 0.7638 0.7300 0.090 Uiso 1 1 calc R . . C35 C 0.3634(4) 0.7503(3) 0.6464(2) 0.0737(9) Uani 1 1 d . . . H35 H 0.3034 0.7739 0.6839 0.088 Uiso 1 1 calc R . . C36 C 0.3165(3) 0.7215(3) 0.56277(18) 0.0651(8) Uani 1 1 d . . . H36 H 0.2246 0.7251 0.5447 0.078 Uiso 1 1 calc R . . C37 C 0.4084(3) 0.5768(2) 0.21333(16) 0.0522(7) Uani 1 1 d . . . H37A H 0.4818 0.6392 0.1969 0.063 Uiso 1 1 calc R A . H37B H 0.4519 0.5235 0.2489 0.063 Uiso 1 1 calc R . . C38 C 0.3411(3) 0.5122(3) 0.13480(19) 0.0612(8) Uani 1 1 d D A . C39 C 0.310(3) 0.320(2) 0.0731(13) 0.104(6) Uani 0.46(3) 1 d PD A 1 H39A H 0.2180 0.3328 0.0538 0.125 Uiso 0.46(3) 1 calc PR A 1 H39B H 0.3005 0.2439 0.1004 0.125 Uiso 0.46(3) 1 calc PR A 1 C40 C 0.3996(14) 0.321(2) -0.0013(11) 0.113(6) Uani 0.46(3) 1 d P A 1 H40A H 0.4102 0.3967 -0.0273 0.169 Uiso 0.46(3) 1 calc PR A 1 H40B H 0.3559 0.2623 -0.0422 0.169 Uiso 0.46(3) 1 calc PR A 1 H40C H 0.4898 0.3056 0.0181 0.169 Uiso 0.46(3) 1 calc PR A 1 C39' C 0.322(3) 0.3506(16) 0.0400(11) 0.110(7) Uani 0.54(3) 1 d P A 2 H39C H 0.2213 0.3270 0.0344 0.133 Uiso 0.54(3) 1 calc PR A 2 H39D H 0.3518 0.4043 -0.0053 0.133 Uiso 0.54(3) 1 calc PR A 2 C40' C 0.390(2) 0.2531(18) 0.0398(14) 0.151(7) Uani 0.54(3) 1 d P A 2 H40D H 0.4888 0.2791 0.0476 0.226 Uiso 0.54(3) 1 calc PR A 2 H40E H 0.3673 0.2118 -0.0137 0.226 Uiso 0.54(3) 1 calc PR A 2 H40F H 0.3584 0.2019 0.0853 0.226 Uiso 0.54(3) 1 calc PR A 2 C41 C 0.1200(12) 0.0640(6) 0.4645(6) 0.172(3) Uani 1 1 d D . . H41A H 0.1790 0.0667 0.4169 0.206 Uiso 1 1 calc R . . H41B H 0.1451 0.1373 0.4962 0.206 Uiso 1 1 calc R . . C42 C 0.0472(15) -0.0419(5) 0.5699(5) 0.181(4) Uani 1 1 d D . . H42A H 0.0650 0.0260 0.6077 0.218 Uiso 1 1 calc R . . H42B H 0.0628 -0.1087 0.6037 0.218 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 Cl1 0.0661(5) 0.0842(6) 0.0495(4) -0.0026(4) 0.0119(3) 0.0194(4) Cl2 0.1104(8) 0.0574(5) 0.1079(7) 0.0012(5) -0.0259(6) 0.0375(5) O1 0.122(2) 0.148(2) 0.0499(13) -0.0246(14) -0.0207(13) 0.0803(19) O2 0.106(2) 0.0904(17) 0.0891(17) -0.0415(15) -0.0291(14) 0.0488(15) O3 0.149(5) 0.216(7) 0.247(7) -0.047(5) 0.005(4) 0.026(4) C1 0.0434(16) 0.0486(15) 0.0371(14) 0.0015(11) 0.0047(11) 0.0139(12) C2 0.0418(16) 0.0540(16) 0.0483(16) 0.0029(13) 0.0057(12) 0.0138(13) C3 0.0395(16) 0.0520(16) 0.0520(16) 0.0041(13) 0.0023(12) 0.0082(13) C4 0.0390(15) 0.0521(16) 0.0431(15) -0.0002(12) -0.0028(11) 0.0179(12) C5 0.0414(15) 0.0490(15) 0.0378(14) 0.0006(12) 0.0018(11) 0.0129(12) C6 0.0425(15) 0.0436(15) 0.0402(14) 0.0014(11) -0.0009(11) 0.0181(12) C7 0.0459(16) 0.0466(15) 0.0428(15) 0.0030(12) 0.0007(12) 0.0175(13) C8 0.0451(16) 0.0471(15) 0.0414(15) -0.0005(12) -0.0019(12) 0.0167(13) C9 0.0595(19) 0.0561(17) 0.0428(15) 0.0046(13) 0.0030(13) 0.0151(15) C10 0.0576(19) 0.0548(18) 0.0572(18) 0.0102(14) 0.0064(14) 0.0064(15) C11 0.0522(18) 0.0457(16) 0.0636(19) 0.0023(14) -0.0048(14) 0.0076(13) C12 0.0534(17) 0.0469(16) 0.0457(15) 0.0002(13) -0.0036(13) 0.0179(13) C13 0.0434(16) 0.0501(15) 0.0320(13) 0.0041(11) 0.0031(11) 0.0120(13) C14 0.0435(16) 0.0495(15) 0.0433(15) 0.0045(12) -0.0004(12) 0.0193(13) C15 0.061(2) 0.0579(18) 0.0464(16) -0.0012(14) -0.0028(14) 0.0192(15) C16 0.070(2) 0.0561(19) 0.065(2) -0.0033(15) -0.0174(17) 0.0154(17) C17 0.053(2) 0.0590(19) 0.093(3) 0.0133(19) -0.0125(18) 0.0061(15) C18 0.0460(19) 0.066(2) 0.076(2) 0.0139(17) 0.0071(15) 0.0123(16) C19 0.0407(16) 0.0571(17) 0.0465(15) 0.0054(13) 0.0020(12) 0.0174(14) C20 0.0405(15) 0.0487(16) 0.0445(15) 0.0075(12) 0.0055(12) 0.0131(12) C21 0.0556(19) 0.0514(17) 0.0571(17) 0.0011(14) -0.0056(14) 0.0120(14) C22 0.061(2) 0.0599(19) 0.0626(18) 0.0094(16) -0.0101(15) 0.0189(15) C23 0.068(2) 0.0479(17) 0.0634(19) 0.0030(15) -0.0025(16) 0.0205(15) C24 0.078(2) 0.0515(18) 0.074(2) -0.0106(15) -0.0139(18) 0.0218(16) C25 0.065(2) 0.0603(19) 0.0548(18) -0.0035(15) -0.0096(15) 0.0205(16) C26 0.0536(18) 0.0613(18) 0.0545(17) 0.0090(14) 0.0136(14) 0.0139(15) C27 0.073(2) 0.078(2) 0.079(2) 0.0142(18) 0.0176(18) -0.0025(18) C28 0.073(2) 0.085(2) 0.0508(18) 0.0164(16) 0.0175(16) 0.0156(18) C29 0.0456(19) 0.082(2) 0.079(2) 0.0128(18) 0.0004(15) 0.0107(16) C30 0.069(2) 0.0520(17) 0.0602(18) 0.0020(14) -0.0033(15) 0.0088(15) C31 0.0537(18) 0.0430(15) 0.0402(14) 0.0030(12) -0.0013(13) 0.0120(13) C32 0.069(2) 0.098(2) 0.0544(19) -0.0114(17) -0.0114(16) 0.0415(19) C33 0.086(3) 0.107(3) 0.066(2) -0.008(2) -0.026(2) 0.043(2) C34 0.102(3) 0.068(2) 0.0491(19) -0.0038(16) -0.0128(19) 0.008(2) C35 0.077(3) 0.087(2) 0.056(2) -0.0123(17) 0.0102(18) 0.008(2) C36 0.056(2) 0.084(2) 0.0538(18) -0.0104(16) 0.0017(15) 0.0093(17) C37 0.0491(17) 0.0619(17) 0.0508(16) -0.0016(13) 0.0049(13) 0.0235(14) C38 0.057(2) 0.085(2) 0.0496(18) -0.0086(16) 0.0040(15) 0.0327(17) C39 0.110(10) 0.142(13) 0.066(11) -0.025(9) -0.010(10) 0.042(9) C40 0.097(9) 0.150(14) 0.097(10) -0.016(9) 0.034(7) 0.028(9) C39' 0.165(14) 0.116(10) 0.061(9) -0.054(8) -0.045(11) 0.073(11) C40' 0.243(15) 0.105(11) 0.115(12) -0.062(9) -0.035(10) 0.079(10) C41 0.228(12) 0.119(5) 0.174(7) -0.016(5) 0.080(6) 0.023(6) C42 0.240(11) 0.112(5) 0.174(7) -0.017(4) 0.064(8) -0.034(5) _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 C19 1.730(3) . ? Cl2 C23 1.745(3) . ? O1 C38 1.186(3) . ? O2 C38 1.326(3) . ? O2 C39 1.375(16) . ? O2 C39' 1.566(14) . ? O3 C42 1.248(7) . ? O3 C41 1.342(7) . ? C1 C13 1.345(3) . ? C1 C2 1.505(4) . ? C1 C5 1.538(3) . ? C2 C26 1.343(3) . ? C2 C3 1.544(4) . ? C3 C4 1.517(4) . ? C3 C30 1.535(4) . ? C3 C29 1.540(4) . ? C4 C8 1.348(3) . ? C4 C5 1.532(3) . ? C5 C6 1.516(3) . ? C5 C37 1.557(3) . ? C6 C12 1.386(4) . ? C6 C7 1.396(3) . ? C7 C9 1.388(4) . ? C7 C8 1.488(4) . ? C8 C31 1.476(3) . ? C9 C10 1.378(4) . ? C9 H9 0.9300 . ? C10 C11 1.374(4) . ? C10 H10 0.9300 . ? C11 C12 1.395(4) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.488(4) . ? C13 C20 1.501(3) . ? C14 C15 1.387(3) . ? C14 C19 1.397(3) . ? C15 C16 1.381(4) . ? C15 H15 0.9300 . ? C16 C17 1.377(4) . ? C16 H16 0.9300 . ? C17 C18 1.369(4) . ? C17 H17 0.9300 . ? C18 C19 1.389(4) . ? C18 H18 0.9300 . ? C20 C21 1.384(4) . ? C20 C25 1.385(4) . ? C21 C22 1.385(4) . ? C21 H21 0.9300 . ? C22 C23 1.362(4) . ? C22 H22 0.9300 . ? C23 C24 1.366(4) . ? C24 C25 1.388(4) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 C28 1.510(4) . ? C26 C27 1.525(4) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 C32 1.378(4) . ? C31 C36 1.383(4) . ? C32 C33 1.368(4) . ? C32 H32 0.9300 . ? C33 C34 1.375(5) . ? C33 H33 0.9300 . ? C34 C35 1.359(4) . ? C34 H34 0.9300 . ? C35 C36 1.385(4) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? C37 C38 1.494(4) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C39 C40 1.50(3) . ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C39' C40' 1.41(3) . ? C39' H39C 0.9700 . ? C39' H39D 0.9700 . ? C40' H40D 0.9600 . ? C40' H40E 0.9600 . ? C40' H40F 0.9600 . ? C41 C42 1.658(10) 2_556 ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 C41 1.658(10) 2_556 ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? 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 C38 O2 C39 125.2(11) . . ? C38 O2 C39' 109.6(7) . . ? C39 O2 C39' 23.9(11) . . ? C42 O3 C41 111.9(7) . . ? C13 C1 C2 127.3(2) . . ? C13 C1 C5 127.5(2) . . ? C2 C1 C5 103.9(2) . . ? C26 C2 C1 123.8(2) . . ? C26 C2 C3 128.5(3) . . ? C1 C2 C3 107.4(2) . . ? C4 C3 C30 110.3(2) . . ? C4 C3 C29 110.7(2) . . ? C30 C3 C29 109.1(2) . . ? C4 C3 C2 100.0(2) . . ? C30 C3 C2 111.2(2) . . ? C29 C3 C2 115.2(2) . . ? C8 C4 C3 134.8(2) . . ? C8 C4 C5 111.4(2) . . ? C3 C4 C5 111.8(2) . . ? C6 C5 C4 102.28(19) . . ? C6 C5 C1 124.2(2) . . ? C4 C5 C1 95.91(18) . . ? C6 C5 C37 110.0(2) . . ? C4 C5 C37 109.1(2) . . ? C1 C5 C37 112.81(19) . . ? C12 C6 C7 119.9(2) . . ? C12 C6 C5 131.1(2) . . ? C7 C6 C5 108.6(2) . . ? C9 C7 C6 120.9(2) . . ? C9 C7 C8 129.3(2) . . ? C6 C7 C8 109.7(2) . . ? C4 C8 C31 130.3(2) . . ? C4 C8 C7 107.9(2) . . ? C31 C8 C7 121.8(2) . . ? C10 C9 C7 118.3(2) . . ? C10 C9 H9 120.9 . . ? C7 C9 H9 120.9 . . ? C11 C10 C9 121.5(3) . . ? C11 C10 H10 119.3 . . ? C9 C10 H10 119.3 . . ? C10 C11 C12 120.5(3) . . ? C10 C11 H11 119.8 . . ? C12 C11 H11 119.8 . . ? C6 C12 C11 118.8(2) . . ? C6 C12 H12 120.6 . . ? C11 C12 H12 120.6 . . ? C1 C13 C14 123.8(2) . . ? C1 C13 C20 124.3(2) . . ? C14 C13 C20 111.9(2) . . ? C15 C14 C19 116.6(3) . . ? C15 C14 C13 122.2(2) . . ? C19 C14 C13 121.0(2) . . ? C16 C15 C14 122.0(3) . . ? C16 C15 H15 119.0 . . ? C14 C15 H15 119.0 . . ? C17 C16 C15 119.9(3) . . ? C17 C16 H16 120.1 . . ? C15 C16 H16 120.1 . . ? C18 C17 C16 120.1(3) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C17 C18 C19 119.6(3) . . ? C17 C18 H18 120.2 . . ? C19 C18 H18 120.2 . . ? C18 C19 C14 121.8(3) . . ? C18 C19 Cl1 119.0(2) . . ? C14 C19 Cl1 119.2(2) . . ? C21 C20 C25 116.4(2) . . ? C21 C20 C13 120.4(2) . . ? C25 C20 C13 123.0(2) . . ? C20 C21 C22 122.5(3) . . ? C20 C21 H21 118.7 . . ? C22 C21 H21 118.7 . . ? C23 C22 C21 119.1(3) . . ? C23 C22 H22 120.4 . . ? C21 C22 H22 120.4 . . ? C22 C23 C24 120.6(3) . . ? C22 C23 Cl2 119.2(2) . . ? C24 C23 Cl2 120.2(2) . . ? C23 C24 C25 119.6(3) . . ? C23 C24 H24 120.2 . . ? C25 C24 H24 120.2 . . ? C20 C25 C24 121.7(3) . . ? C20 C25 H25 119.1 . . ? C24 C25 H25 119.1 . . ? C2 C26 C28 123.6(3) . . ? C2 C26 C27 123.5(3) . . ? C28 C26 C27 112.9(2) . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C26 C28 H28A 109.5 . . ? C26 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C26 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C3 C29 H29A 109.5 . . ? C3 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C3 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C3 C30 H30A 109.5 . . ? C3 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C3 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C32 C31 C36 117.5(3) . . ? C32 C31 C8 121.5(2) . . ? C36 C31 C8 120.9(2) . . ? C33 C32 C31 121.6(3) . . ? C33 C32 H32 119.2 . . ? C31 C32 H32 119.2 . . ? C32 C33 C34 120.1(3) . . ? C32 C33 H33 119.9 . . ? C34 C33 H33 119.9 . . ? C35 C34 C33 119.6(3) . . ? C35 C34 H34 120.2 . . ? C33 C34 H34 120.2 . . ? C34 C35 C36 120.1(3) . . ? C34 C35 H35 120.0 . . ? C36 C35 H35 120.0 . . ? C31 C36 C35 121.1(3) . . ? C31 C36 H36 119.5 . . ? C35 C36 H36 119.5 . . ? C38 C37 C5 114.5(2) . . ? C38 C37 H37A 108.6 . . ? C5 C37 H37A 108.6 . . ? C38 C37 H37B 108.6 . . ? C5 C37 H37B 108.6 . . ? H37A C37 H37B 107.6 . . ? O1 C38 O2 122.8(3) . . ? O1 C38 C37 125.6(3) . . ? O2 C38 C37 111.6(3) . . ? O2 C39 C40 108.6(18) . . ? O2 C39 H39A 110.0 . . ? C40 C39 H39A 110.0 . . ? O2 C39 H39B 110.0 . . ? C40 C39 H39B 110.0 . . ? H39A C39 H39B 108.3 . . ? C40' C39' O2 101.6(15) . . ? C40' C39' H39C 111.4 . . ? O2 C39' H39C 111.4 . . ? C40' C39' H39D 111.5 . . ? O2 C39' H39D 111.5 . . ? H39C C39' H39D 109.3 . . ? C39' C40' H40D 109.5 . . ? C39' C40' H40E 109.5 . . ? H40D C40' H40E 109.5 . . ? C39' C40' H40F 109.5 . . ? H40D C40' H40F 109.5 . . ? H40E C40' H40F 109.5 . . ? O3 C41 C42 106.1(7) . 2_556 ? O3 C41 H41A 110.5 . . ? C42 C41 H41A 110.5 2_556 . ? O3 C41 H41B 110.5 . . ? C42 C41 H41B 110.5 2_556 . ? H41A C41 H41B 108.7 . . ? O3 C42 C41 117.2(7) . 2_556 ? O3 C42 H42A 108.0 . . ? C41 C42 H42A 108.0 2_556 . ? O3 C42 H42B 108.0 . . ? C41 C42 H42B 108.0 2_556 . ? H42A C42 H42B 107.2 . . ? 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 C13 C1 C2 C26 -55.7(4) . . . . ? C5 C1 C2 C26 136.3(2) . . . . ? C13 C1 C2 C3 130.4(3) . . . . ? C5 C1 C2 C3 -37.6(2) . . . . ? C26 C2 C3 C4 -161.0(3) . . . . ? C1 C2 C3 C4 12.5(2) . . . . ? C26 C2 C3 C30 82.4(3) . . . . ? C1 C2 C3 C30 -104.0(2) . . . . ? C26 C2 C3 C29 -42.3(4) . . . . ? C1 C2 C3 C29 131.2(2) . . . . ? C30 C3 C4 C8 -27.7(4) . . . . ? C29 C3 C4 C8 93.1(3) . . . . ? C2 C3 C4 C8 -144.9(3) . . . . ? C30 C3 C4 C5 134.5(2) . . . . ? C29 C3 C4 C5 -104.6(2) . . . . ? C2 C3 C4 C5 17.4(2) . . . . ? C8 C4 C5 C6 1.0(3) . . . . ? C3 C4 C5 C6 -165.5(2) . . . . ? C8 C4 C5 C1 127.9(2) . . . . ? C3 C4 C5 C1 -38.7(2) . . . . ? C8 C4 C5 C37 -115.5(2) . . . . ? C3 C4 C5 C37 78.0(2) . . . . ? C13 C1 C5 C6 -14.6(4) . . . . ? C2 C1 C5 C6 153.3(2) . . . . ? C13 C1 C5 C4 -123.8(3) . . . . ? C2 C1 C5 C4 44.2(2) . . . . ? C13 C1 C5 C37 122.6(3) . . . . ? C2 C1 C5 C37 -69.5(2) . . . . ? C4 C5 C6 C12 -174.8(2) . . . . ? C1 C5 C6 C12 79.3(3) . . . . ? C37 C5 C6 C12 -58.9(3) . . . . ? C4 C5 C6 C7 -1.2(2) . . . . ? C1 C5 C6 C7 -107.2(3) . . . . ? C37 C5 C6 C7 114.6(2) . . . . ? C12 C6 C7 C9 -3.3(4) . . . . ? C5 C6 C7 C9 -177.7(2) . . . . ? C12 C6 C7 C8 175.5(2) . . . . ? C5 C6 C7 C8 1.1(3) . . . . ? C3 C4 C8 C31 -18.2(5) . . . . ? C5 C4 C8 C31 179.5(2) . . . . ? C3 C4 C8 C7 161.9(3) . . . . ? C5 C4 C8 C7 -0.4(3) . . . . ? C9 C7 C8 C4 178.2(2) . . . . ? C6 C7 C8 C4 -0.4(3) . . . . ? C9 C7 C8 C31 -1.8(4) . . . . ? C6 C7 C8 C31 179.6(2) . . . . ? C6 C7 C9 C10 0.3(4) . . . . ? C8 C7 C9 C10 -178.1(2) . . . . ? C7 C9 C10 C11 2.3(4) . . . . ? C9 C10 C11 C12 -1.9(4) . . . . ? C7 C6 C12 C11 3.6(4) . . . . ? C5 C6 C12 C11 176.5(2) . . . . ? C10 C11 C12 C6 -1.0(4) . . . . ? C2 C1 C13 C14 179.7(2) . . . . ? C5 C1 C13 C14 -15.1(4) . . . . ? C2 C1 C13 C20 -1.4(4) . . . . ? C5 C1 C13 C20 163.8(2) . . . . ? C1 C13 C14 C15 -85.0(3) . . . . ? C20 C13 C14 C15 96.0(3) . . . . ? C1 C13 C14 C19 100.0(3) . . . . ? C20 C13 C14 C19 -79.0(3) . . . . ? C19 C14 C15 C16 -0.9(4) . . . . ? C13 C14 C15 C16 -176.2(2) . . . . ? C14 C15 C16 C17 -0.1(4) . . . . ? C15 C16 C17 C18 0.2(4) . . . . ? C16 C17 C18 C19 0.6(4) . . . . ? C17 C18 C19 C14 -1.6(4) . . . . ? C17 C18 C19 Cl1 -179.6(2) . . . . ? C15 C14 C19 C18 1.8(4) . . . . ? C13 C14 C19 C18 177.1(2) . . . . ? C15 C14 C19 Cl1 179.76(19) . . . . ? C13 C14 C19 Cl1 -4.9(3) . . . . ? C1 C13 C20 C21 140.7(3) . . . . ? C14 C13 C20 C21 -40.3(3) . . . . ? C1 C13 C20 C25 -43.6(4) . . . . ? C14 C13 C20 C25 135.4(3) . . . . ? C25 C20 C21 C22 0.9(4) . . . . ? C13 C20 C21 C22 176.9(2) . . . . ? C20 C21 C22 C23 -0.7(4) . . . . ? C21 C22 C23 C24 0.5(5) . . . . ? C21 C22 C23 Cl2 -178.9(2) . . . . ? C22 C23 C24 C25 -0.6(5) . . . . ? Cl2 C23 C24 C25 178.8(2) . . . . ? C21 C20 C25 C24 -1.0(4) . . . . ? C13 C20 C25 C24 -176.9(3) . . . . ? C23 C24 C25 C20 0.9(5) . . . . ? C1 C2 C26 C28 -2.4(4) . . . . ? C3 C2 C26 C28 170.2(3) . . . . ? C1 C2 C26 C27 177.5(3) . . . . ? C3 C2 C26 C27 -9.9(5) . . . . ? C4 C8 C31 C32 -66.7(4) . . . . ? C7 C8 C31 C32 113.2(3) . . . . ? C4 C8 C31 C36 117.2(3) . . . . ? C7 C8 C31 C36 -62.9(3) . . . . ? C36 C31 C32 C33 -0.1(5) . . . . ? C8 C31 C32 C33 -176.4(3) . . . . ? C31 C32 C33 C34 -0.9(5) . . . . ? C32 C33 C34 C35 1.1(5) . . . . ? C33 C34 C35 C36 -0.3(5) . . . . ? C32 C31 C36 C35 0.9(4) . . . . ? C8 C31 C36 C35 177.2(3) . . . . ? C34 C35 C36 C31 -0.7(5) . . . . ? C6 C5 C37 C38 71.6(3) . . . . ? C4 C5 C37 C38 -177.0(2) . . . . ? C1 C5 C37 C38 -71.6(3) . . . . ? C39 O2 C38 O1 -13.3(14) . . . . ? C39' O2 C38 O1 7.3(11) . . . . ? C39 O2 C38 C37 169.1(14) . . . . ? C39' O2 C38 C37 -170.3(11) . . . . ? C5 C37 C38 O1 53.2(4) . . . . ? C5 C37 C38 O2 -129.3(3) . . . . ? C38 O2 C39 C40 97(2) . . . . ? C39' O2 C39 C40 42(4) . . . . ? C38 O2 C39' C40' 168.0(19) . . . . ? C39 O2 C39' C40' -57(4) . . . . ? C42 O3 C41 C42 -51.1(9) . . . 2_556 ? C41 O3 C42 C41 57.2(10) . . . 2_556 ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 0.245 _refine_diff_density_min -0.290 _refine_diff_density_rms 0.047