data_baran394twin5 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H27 Br O4' _chemical_formula_sum 'C25 H27 Br O4' _chemical_formula_weight 471.38 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' 'Br' 'Br' -0.2901 2.4595 '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 18.1209(19) _cell_length_b 6.9681(7) _cell_length_c 17.8943(18) _cell_angle_alpha 90.00 _cell_angle_beta 102.802(3) _cell_angle_gamma 90.00 _cell_volume 2203.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1717 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 26.32 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.421 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 976 _exptl_absorpt_coefficient_mu 1.894 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7267 _exptl_absorpt_correction_T_max 0.9112 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 12235 _diffrn_reflns_av_R_equivalents 0.0455 _diffrn_reflns_av_sigmaI/netI 0.0548 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 26.40 _reflns_number_total 4519 _reflns_number_gt 3163 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0428P)^2^+0.1606P] 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 4519 _refine_ls_number_parameters 275 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0797 _refine_ls_R_factor_gt 0.0458 _refine_ls_wR_factor_ref 0.1017 _refine_ls_wR_factor_gt 0.0904 _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_restrained_S_all 1.094 _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 Br1 Br 0.453743(18) 0.01162(5) 0.31235(2) 0.04267(17) Uani 1 1 d . . . O1 O 0.89449(11) 0.3219(3) 0.84142(12) 0.0336(5) Uani 1 1 d . . . O2 O 0.85080(10) 0.7145(3) 0.78153(11) 0.0275(5) Uani 1 1 d . . . O3 O 0.67700(10) 0.4656(3) 0.61443(11) 0.0250(5) Uani 1 1 d . . . O4 O 0.64572(11) 0.7269(3) 0.54100(12) 0.0335(5) Uani 1 1 d . . . C1 C 0.95892(17) 0.4046(5) 0.57063(19) 0.0366(8) Uani 1 1 d . . . H1A H 0.9452 0.5380 0.5568 0.055 Uiso 1 1 calc R . . H1B H 0.9464 0.3239 0.5247 0.055 Uiso 1 1 calc R . . H1C H 1.0133 0.3965 0.5929 0.055 Uiso 1 1 calc R . . C2 C 0.91576(15) 0.3362(4) 0.62811(16) 0.0251(7) Uani 1 1 d . . . C3 C 0.86279(15) 0.4345(4) 0.65217(16) 0.0218(6) Uani 1 1 d . . . H3A H 0.8494 0.5611 0.6346 0.026 Uiso 1 1 calc R . . C4 C 0.82446(14) 0.3356(4) 0.70908(16) 0.0202(6) Uani 1 1 d . . . C5 C 0.79295(15) 0.1379(4) 0.67356(17) 0.0253(7) Uani 1 1 d . . . H5A H 0.7787 0.0575 0.7137 0.030 Uiso 1 1 calc R . . H5B H 0.7469 0.1600 0.6329 0.030 Uiso 1 1 calc R . . C6 C 0.85271(16) 0.0311(4) 0.63935(18) 0.0283(7) Uani 1 1 d . . . H6A H 0.8585 -0.1021 0.6591 0.034 Uiso 1 1 calc R . . H6B H 0.8359 0.0258 0.5828 0.034 Uiso 1 1 calc R . . C7 C 0.92861(15) 0.1369(4) 0.66170(17) 0.0268(7) Uani 1 1 d . . . H7A H 0.9691 0.0680 0.6424 0.032 Uiso 1 1 calc R . . C8 C 0.94883(15) 0.1543(4) 0.74926(16) 0.0271(7) Uani 1 1 d . . . H8A H 0.9505 0.0251 0.7726 0.033 Uiso 1 1 calc R . . H8B H 0.9994 0.2136 0.7660 0.033 Uiso 1 1 calc R . . C9 C 0.89016(14) 0.2765(4) 0.77552(17) 0.0233(6) Uani 1 1 d . . . C10 C 0.76423(14) 0.4584(4) 0.73900(16) 0.0205(6) Uani 1 1 d . . . C11 C 0.80540(14) 0.6055(4) 0.79953(16) 0.0213(6) Uani 1 1 d . . . C12 C 0.77991(16) 0.6296(4) 0.87482(17) 0.0271(7) Uani 1 1 d . . . C13 C 0.75798(16) 0.4379(4) 0.90535(17) 0.0291(7) Uani 1 1 d . . . H13A H 0.8045 0.3646 0.9275 0.035 Uiso 1 1 calc R . . H13B H 0.7310 0.4624 0.9468 0.035 Uiso 1 1 calc R . . C14 C 0.70885(15) 0.3210(4) 0.84448(17) 0.0286(7) Uani 1 1 d . . . H14A H 0.6740 0.2344 0.8590 0.034 Uiso 1 1 calc R . . C15 C 0.71100(14) 0.3309(4) 0.77148(17) 0.0253(7) Uani 1 1 d . . . H15A H 0.6767 0.2525 0.7366 0.030 Uiso 1 1 calc R . . C16 C 0.71786(15) 0.5868(4) 0.67554(16) 0.0231(6) Uani 1 1 d . . . H16A H 0.6818 0.6657 0.6966 0.028 Uiso 1 1 calc R . . H16B H 0.7520 0.6740 0.6555 0.028 Uiso 1 1 calc R . . C17 C 0.64221(15) 0.5559(4) 0.55020(16) 0.0229(7) Uani 1 1 d . . . C18 C 0.59914(14) 0.4196(4) 0.49248(16) 0.0216(6) Uani 1 1 d . . . C19 C 0.55278(14) 0.4949(4) 0.42596(16) 0.0250(6) Uani 1 1 d . . . H19A H 0.5515 0.6295 0.4173 0.030 Uiso 1 1 calc R . . C20 C 0.50882(15) 0.3743(4) 0.37267(16) 0.0268(7) Uani 1 1 d . . . H20A H 0.4763 0.4253 0.3281 0.032 Uiso 1 1 calc R . . C21 C 0.51290(14) 0.1789(4) 0.38515(16) 0.0248(7) Uani 1 1 d . . . C22 C 0.55926(15) 0.1013(4) 0.45006(17) 0.0268(7) Uani 1 1 d . . . H22A H 0.5621 -0.0337 0.4574 0.032 Uiso 1 1 calc R . . C23 C 0.60132(14) 0.2233(4) 0.50407(16) 0.0244(7) Uani 1 1 d . . . H23A H 0.6320 0.1717 0.5496 0.029 Uiso 1 1 calc R . . C24 C 0.70985(17) 0.7625(5) 0.85753(19) 0.0376(8) Uani 1 1 d . . . H24A H 0.6679 0.6965 0.8232 0.056 Uiso 1 1 calc R . . H24B H 0.7221 0.8803 0.8330 0.056 Uiso 1 1 calc R . . H24C H 0.6951 0.7947 0.9055 0.056 Uiso 1 1 calc R . . C25 C 0.84252(17) 0.7267(5) 0.93399(18) 0.0403(8) Uani 1 1 d . . . H25A H 0.8522 0.8550 0.9158 0.060 Uiso 1 1 calc R . . H25B H 0.8888 0.6497 0.9414 0.060 Uiso 1 1 calc R . . H25C H 0.8267 0.7378 0.9828 0.060 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 Br1 0.04054(19) 0.0490(3) 0.0331(2) -0.01153(17) -0.00329(15) -0.00937(17) O1 0.0311(11) 0.0436(14) 0.0237(13) 0.0018(10) 0.0011(9) 0.0043(10) O2 0.0295(10) 0.0256(11) 0.0277(12) -0.0038(9) 0.0071(9) -0.0089(9) O3 0.0251(10) 0.0227(11) 0.0229(11) -0.0016(9) -0.0038(8) 0.0006(8) O4 0.0430(12) 0.0245(12) 0.0290(13) 0.0012(10) -0.0008(10) -0.0031(10) C1 0.0345(17) 0.044(2) 0.035(2) 0.0047(16) 0.0167(15) 0.0034(15) C2 0.0244(14) 0.0275(16) 0.0222(17) 0.0017(13) 0.0027(12) -0.0007(13) C3 0.0230(14) 0.0196(14) 0.0213(16) 0.0004(12) 0.0014(11) -0.0004(12) C4 0.0184(13) 0.0193(15) 0.0214(16) 0.0001(12) 0.0016(11) -0.0005(11) C5 0.0257(14) 0.0193(15) 0.0295(18) -0.0035(13) 0.0031(12) -0.0004(12) C6 0.0323(15) 0.0220(16) 0.0311(18) -0.0038(13) 0.0083(13) 0.0008(13) C7 0.0272(15) 0.0245(16) 0.0300(18) 0.0017(13) 0.0092(13) 0.0073(13) C8 0.0224(14) 0.0267(16) 0.0313(18) 0.0047(13) 0.0035(13) 0.0042(12) C9 0.0227(14) 0.0217(15) 0.0252(18) 0.0041(13) 0.0048(12) -0.0020(12) C10 0.0177(13) 0.0212(16) 0.0223(16) 0.0013(12) 0.0034(11) -0.0027(11) C11 0.0192(14) 0.0200(15) 0.0222(16) 0.0015(12) -0.0008(11) 0.0030(12) C12 0.0265(14) 0.0295(17) 0.0242(17) -0.0032(13) 0.0035(12) -0.0047(13) C13 0.0281(15) 0.0346(17) 0.0262(18) 0.0010(14) 0.0091(13) -0.0033(13) C14 0.0263(15) 0.0262(17) 0.037(2) 0.0011(14) 0.0145(14) -0.0057(13) C15 0.0181(13) 0.0226(15) 0.0344(19) -0.0016(13) 0.0040(12) -0.0028(12) C16 0.0192(13) 0.0229(14) 0.0243(16) -0.0038(13) -0.0016(11) -0.0006(12) C17 0.0195(14) 0.0275(17) 0.0216(16) -0.0003(12) 0.0044(11) 0.0008(12) C18 0.0163(13) 0.0274(15) 0.0216(16) 0.0007(12) 0.0053(11) 0.0033(12) C19 0.0230(13) 0.0257(15) 0.0261(16) 0.0019(14) 0.0055(11) 0.0016(13) C20 0.0211(14) 0.0389(18) 0.0194(16) 0.0049(14) 0.0020(12) 0.0057(13) C21 0.0231(14) 0.0331(17) 0.0187(16) -0.0050(13) 0.0054(12) -0.0038(13) C22 0.0262(15) 0.0249(16) 0.0281(18) 0.0010(13) 0.0033(13) -0.0013(13) C23 0.0224(14) 0.0271(16) 0.0214(16) 0.0016(13) 0.0000(12) 0.0009(12) C24 0.0419(18) 0.0326(18) 0.042(2) -0.0045(16) 0.0169(16) 0.0069(15) C25 0.0446(19) 0.049(2) 0.0272(19) -0.0076(16) 0.0073(15) -0.0171(17) _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 Br1 C21 1.894(3) . ? O1 C9 1.207(3) . ? O2 C11 1.214(3) . ? O3 C17 1.339(3) . ? O3 C16 1.449(3) . ? O4 C17 1.207(3) . ? C1 C2 1.501(4) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.326(4) . ? C2 C7 1.511(4) . ? C3 C4 1.519(4) . ? C3 H3A 0.9500 . ? C4 C9 1.540(4) . ? C4 C5 1.571(4) . ? C4 C10 1.571(4) . ? C5 C6 1.548(4) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.533(4) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.533(4) . ? C7 H7A 1.0000 . ? C8 C9 1.516(4) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C10 C15 1.519(4) . ? C10 C16 1.540(4) . ? C10 C11 1.556(4) . ? C11 C12 1.527(4) . ? C12 C25 1.528(4) . ? C12 C13 1.529(4) . ? C12 C24 1.546(4) . ? C13 C14 1.488(4) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.317(4) . ? C14 H14A 0.9500 . ? C15 H15A 0.9500 . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.490(4) . ? C18 C23 1.383(4) . ? C18 C19 1.398(4) . ? C19 C20 1.383(4) . ? C19 H19A 0.9500 . ? C20 C21 1.379(4) . ? C20 H20A 0.9500 . ? C21 C22 1.384(4) . ? C22 C23 1.382(4) . ? C22 H22A 0.9500 . ? C23 H23A 0.9500 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? 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 C17 O3 C16 116.0(2) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 C1 125.7(3) . . ? C3 C2 C7 113.9(3) . . ? C1 C2 C7 120.4(3) . . ? C2 C3 C4 117.0(2) . . ? C2 C3 H3A 121.5 . . ? C4 C3 H3A 121.5 . . ? C3 C4 C9 104.4(2) . . ? C3 C4 C5 107.8(2) . . ? C9 C4 C5 103.1(2) . . ? C3 C4 C10 115.9(2) . . ? C9 C4 C10 111.0(2) . . ? C5 C4 C10 113.4(2) . . ? C6 C5 C4 111.0(2) . . ? C6 C5 H5A 109.4 . . ? C4 C5 H5A 109.4 . . ? C6 C5 H5B 109.4 . . ? C4 C5 H5B 109.4 . . ? H5A C5 H5B 108.0 . . ? C7 C6 C5 109.4(2) . . ? C7 C6 H6A 109.8 . . ? C5 C6 H6A 109.8 . . ? C7 C6 H6B 109.8 . . ? C5 C6 H6B 109.8 . . ? H6A C6 H6B 108.3 . . ? C2 C7 C8 108.3(2) . . ? C2 C7 C6 106.7(2) . . ? C8 C7 C6 107.6(2) . . ? C2 C7 H7A 111.3 . . ? C8 C7 H7A 111.3 . . ? C6 C7 H7A 111.3 . . ? C9 C8 C7 109.6(2) . . ? C9 C8 H8A 109.7 . . ? C7 C8 H8A 109.7 . . ? C9 C8 H8B 109.7 . . ? C7 C8 H8B 109.7 . . ? H8A C8 H8B 108.2 . . ? O1 C9 C8 123.5(2) . . ? O1 C9 C4 123.8(3) . . ? C8 C9 C4 112.7(2) . . ? C15 C10 C16 109.4(2) . . ? C15 C10 C11 111.5(2) . . ? C16 C10 C11 103.3(2) . . ? C15 C10 C4 111.1(2) . . ? C16 C10 C4 111.8(2) . . ? C11 C10 C4 109.5(2) . . ? O2 C11 C12 121.4(2) . . ? O2 C11 C10 118.4(2) . . ? C12 C11 C10 119.6(2) . . ? C11 C12 C25 109.7(2) . . ? C11 C12 C13 111.9(2) . . ? C25 C12 C13 110.6(2) . . ? C11 C12 C24 106.5(2) . . ? C25 C12 C24 108.9(2) . . ? C13 C12 C24 109.1(2) . . ? C14 C13 C12 112.2(2) . . ? C14 C13 H13A 109.2 . . ? C12 C13 H13A 109.2 . . ? C14 C13 H13B 109.2 . . ? C12 C13 H13B 109.2 . . ? H13A C13 H13B 107.9 . . ? C15 C14 C13 123.6(3) . . ? C15 C14 H14A 118.2 . . ? C13 C14 H14A 118.2 . . ? C14 C15 C10 124.8(3) . . ? C14 C15 H15A 117.6 . . ? C10 C15 H15A 117.6 . . ? O3 C16 C10 108.8(2) . . ? O3 C16 H16A 109.9 . . ? C10 C16 H16A 109.9 . . ? O3 C16 H16B 109.9 . . ? C10 C16 H16B 109.9 . . ? H16A C16 H16B 108.3 . . ? O4 C17 O3 123.5(3) . . ? O4 C17 C18 124.8(3) . . ? O3 C17 C18 111.7(2) . . ? C23 C18 C19 119.4(3) . . ? C23 C18 C17 122.2(3) . . ? C19 C18 C17 118.3(3) . . ? C20 C19 C18 120.3(3) . . ? C20 C19 H19A 119.9 . . ? C18 C19 H19A 119.9 . . ? C21 C20 C19 119.1(3) . . ? C21 C20 H20A 120.5 . . ? C19 C20 H20A 120.5 . . ? C20 C21 C22 121.5(3) . . ? C20 C21 Br1 119.6(2) . . ? C22 C21 Br1 118.9(2) . . ? C23 C22 C21 119.0(3) . . ? C23 C22 H22A 120.5 . . ? C21 C22 H22A 120.5 . . ? C22 C23 C18 120.7(3) . . ? C22 C23 H23A 119.7 . . ? C18 C23 H23A 119.7 . . ? C12 C24 H24A 109.5 . . ? C12 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C12 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C12 C25 H25A 109.5 . . ? C12 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C12 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 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 C1 C2 C3 C4 178.2(3) . . . . ? C7 C2 C3 C4 0.6(4) . . . . ? C2 C3 C4 C9 55.2(3) . . . . ? C2 C3 C4 C5 -54.0(3) . . . . ? C2 C3 C4 C10 177.7(2) . . . . ? C3 C4 C5 C6 45.7(3) . . . . ? C9 C4 C5 C6 -64.3(3) . . . . ? C10 C4 C5 C6 175.5(2) . . . . ? C4 C5 C6 C7 8.7(3) . . . . ? C3 C2 C7 C8 -56.9(3) . . . . ? C1 C2 C7 C8 125.3(3) . . . . ? C3 C2 C7 C6 58.7(3) . . . . ? C1 C2 C7 C6 -119.1(3) . . . . ? C5 C6 C7 C2 -60.9(3) . . . . ? C5 C6 C7 C8 55.2(3) . . . . ? C2 C7 C8 C9 51.5(3) . . . . ? C6 C7 C8 C9 -63.5(3) . . . . ? C7 C8 C9 O1 -175.9(3) . . . . ? C7 C8 C9 C4 4.3(3) . . . . ? C3 C4 C9 O1 124.7(3) . . . . ? C5 C4 C9 O1 -122.8(3) . . . . ? C10 C4 C9 O1 -0.9(4) . . . . ? C3 C4 C9 C8 -55.6(3) . . . . ? C5 C4 C9 C8 57.0(3) . . . . ? C10 C4 C9 C8 178.9(2) . . . . ? C3 C4 C10 C15 159.9(2) . . . . ? C9 C4 C10 C15 -81.2(3) . . . . ? C5 C4 C10 C15 34.4(3) . . . . ? C3 C4 C10 C16 37.3(3) . . . . ? C9 C4 C10 C16 156.2(2) . . . . ? C5 C4 C10 C16 -88.2(3) . . . . ? C3 C4 C10 C11 -76.5(3) . . . . ? C9 C4 C10 C11 42.4(3) . . . . ? C5 C4 C10 C11 158.0(2) . . . . ? C15 C10 C11 O2 178.7(2) . . . . ? C16 C10 C11 O2 -63.9(3) . . . . ? C4 C10 C11 O2 55.4(3) . . . . ? C15 C10 C11 C12 -10.2(3) . . . . ? C16 C10 C11 C12 107.2(3) . . . . ? C4 C10 C11 C12 -133.5(2) . . . . ? O2 C11 C12 C25 -27.8(4) . . . . ? C10 C11 C12 C25 161.3(2) . . . . ? O2 C11 C12 C13 -150.9(3) . . . . ? C10 C11 C12 C13 38.3(3) . . . . ? O2 C11 C12 C24 89.9(3) . . . . ? C10 C11 C12 C24 -80.9(3) . . . . ? C11 C12 C13 C14 -45.9(3) . . . . ? C25 C12 C13 C14 -168.5(3) . . . . ? C24 C12 C13 C14 71.8(3) . . . . ? C12 C13 C14 C15 28.8(4) . . . . ? C13 C14 C15 C10 1.2(5) . . . . ? C16 C10 C15 C14 -124.7(3) . . . . ? C11 C10 C15 C14 -11.0(4) . . . . ? C4 C10 C15 C14 111.4(3) . . . . ? C17 O3 C16 C10 -171.1(2) . . . . ? C15 C10 C16 O3 -61.8(3) . . . . ? C11 C10 C16 O3 179.3(2) . . . . ? C4 C10 C16 O3 61.7(3) . . . . ? C16 O3 C17 O4 2.5(4) . . . . ? C16 O3 C17 C18 -177.5(2) . . . . ? O4 C17 C18 C23 175.5(3) . . . . ? O3 C17 C18 C23 -4.6(4) . . . . ? O4 C17 C18 C19 -7.1(4) . . . . ? O3 C17 C18 C19 172.8(2) . . . . ? C23 C18 C19 C20 0.8(4) . . . . ? C17 C18 C19 C20 -176.7(2) . . . . ? C18 C19 C20 C21 -1.7(4) . . . . ? C19 C20 C21 C22 0.7(4) . . . . ? C19 C20 C21 Br1 -179.5(2) . . . . ? C20 C21 C22 C23 1.1(4) . . . . ? Br1 C21 C22 C23 -178.7(2) . . . . ? C21 C22 C23 C18 -2.1(4) . . . . ? C19 C18 C23 C22 1.1(4) . . . . ? C17 C18 C23 C22 178.5(2) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.393 _refine_diff_density_min -0.491 _refine_diff_density_rms 0.072