# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Gang Xu' _publ_contact_author_email xugang008@mail.kib.ac.cn loop_ _publ_author_name 'Xing-Wei Yang' 'Xu Deng' 'Xia Liu' 'Chun-Yan Wu' 'Xiao-Nian Li' 'Bin Wu' 'Huai-Rong Luo' 'Yan Li' 'Hong-Xi Xu' 'Qin-Shi Zhao' 'Gang Xu' data_mo_fxy70_sad _database_code_depnum_ccdc_archive 'CCDC 872701' #TrackingRef '- Hypercohin A.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C45 H51 Br O6' _chemical_formula_sum 'C45 H51 Br O6' _chemical_formula_weight 767.77 _chemical_absolute_configuration ad 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 Triclinic _symmetry_space_group_name_H-M 'P 1' _symmetry_space_group_name_Hall 'P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 9.0921(12) _cell_length_b 9.5542(12) _cell_length_c 12.8573(17) _cell_angle_alpha 72.794(2) _cell_angle_beta 70.787(2) _cell_angle_gamma 78.211(2) _cell_volume 1000.4(2) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9902 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 30.01 _exptl_crystal_description chunk _exptl_crystal_colour colourless _exptl_crystal_size_max 0.90 _exptl_crystal_size_mid 0.78 _exptl_crystal_size_min 0.62 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.274 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 404 _exptl_absorpt_coefficient_mu 1.074 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4448 _exptl_absorpt_correction_T_max 0.5556 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 13227 _diffrn_reflns_av_R_equivalents 0.0217 _diffrn_reflns_av_sigmaI/netI 0.0738 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 30.01 _reflns_number_total 9544 _reflns_number_gt 8716 _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^)+(0.0446P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.013(5) _refine_ls_number_reflns 9544 _refine_ls_number_parameters 469 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0391 _refine_ls_R_factor_gt 0.0357 _refine_ls_wR_factor_ref 0.1042 _refine_ls_wR_factor_gt 0.1030 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _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 -0.49353(3) 1.40931(3) -0.10789(2) 0.03725(9) Uani 1 1 d . . . O1 O -0.07654(18) 1.08249(16) 0.27246(13) 0.0161(3) Uani 1 1 d . . . O2 O 0.06147(17) 0.84717(16) 0.51545(12) 0.0150(3) Uani 1 1 d . . . O3 O 0.16095(19) 0.39147(17) 0.42274(14) 0.0198(3) Uani 1 1 d . . . O4 O 0.38284(19) 1.04114(18) 0.28220(14) 0.0206(3) Uani 1 1 d . . . O5 O 0.51992(18) 0.74070(17) 0.23954(14) 0.0192(3) Uani 1 1 d . . . O6 O 0.0730(2) 1.26482(19) 0.16444(17) 0.0286(4) Uani 1 1 d . . . C1 C -0.3589(3) 1.3464(3) -0.01292(19) 0.0218(4) Uani 1 1 d . . . C2 C -0.3824(3) 1.2198(3) 0.0739(2) 0.0240(5) Uani 1 1 d . . . H2 H -0.4667 1.1660 0.0873 0.029 Uiso 1 1 calc R . . C3 C -0.2815(3) 1.1722(3) 0.14116(19) 0.0202(4) Uani 1 1 d . . . H3 H -0.2965 1.0854 0.2014 0.024 Uiso 1 1 calc R . . C4 C -0.1578(3) 1.2519(2) 0.12051(19) 0.0165(4) Uani 1 1 d . . . C5 C -0.0404(3) 1.2047(2) 0.18600(19) 0.0177(4) Uani 1 1 d . . . C6 C 0.0415(2) 1.0171(2) 0.33081(17) 0.0142(4) Uani 1 1 d . . . H6 H 0.1056 1.0934 0.3261 0.017 Uiso 1 1 calc R . . C7 C -0.0484(2) 0.9507(2) 0.45679(18) 0.0157(4) Uani 1 1 d . . . C8 C 0.1531(2) 0.7455(2) 0.45737(17) 0.0128(4) Uani 1 1 d . . . C9 C 0.1321(2) 0.6018(2) 0.48928(17) 0.0134(4) Uani 1 1 d . . . C10 C 0.0213(3) 0.5331(2) 0.60178(18) 0.0168(4) Uani 1 1 d . . . H10A H -0.0550 0.6114 0.6327 0.020 Uiso 1 1 calc R . . H10B H -0.0377 0.4653 0.5904 0.020 Uiso 1 1 calc R . . C11 C 0.1119(3) 0.4494(2) 0.68488(18) 0.0178(4) Uani 1 1 d . . . H11 H 0.1846 0.5012 0.6930 0.021 Uiso 1 1 calc R . . C12 C 0.1025(3) 0.3112(2) 0.74848(18) 0.0203(4) Uani 1 1 d . . . C13 C 0.2000(4) 0.2452(3) 0.8296(2) 0.0366(6) Uani 1 1 d . . . H13A H 0.1777 0.1436 0.8687 0.055 Uiso 1 1 calc R . . H13B H 0.1744 0.3037 0.8856 0.055 Uiso 1 1 calc R . . H13C H 0.3115 0.2452 0.7872 0.055 Uiso 1 1 calc R . . C14 C -0.1798(3) 0.8664(3) 0.4673(2) 0.0201(4) Uani 1 1 d . . . H14A H -0.1371 0.7898 0.4252 0.030 Uiso 1 1 calc R . . H14B H -0.2597 0.9347 0.4358 0.030 Uiso 1 1 calc R . . H14C H -0.2273 0.8205 0.5476 0.030 Uiso 1 1 calc R . . C15 C -0.0039(4) 0.2115(3) 0.7482(3) 0.0351(6) Uani 1 1 d . . . H15A H 0.0102 0.1160 0.8016 0.053 Uiso 1 1 calc R . . H15B H 0.0212 0.1972 0.6716 0.053 Uiso 1 1 calc R . . H15C H -0.1130 0.2559 0.7712 0.053 Uiso 1 1 calc R . . C16 C 0.2069(2) 0.5095(2) 0.40725(17) 0.0139(4) Uani 1 1 d . . . C17 C 0.3442(2) 0.5583(2) 0.30047(17) 0.0137(4) Uani 1 1 d . . . C18 C 0.3098(3) 0.5574(2) 0.18944(18) 0.0175(4) Uani 1 1 d . . . H18A H 0.4095 0.5658 0.1275 0.021 Uiso 1 1 calc R . . H18B H 0.2778 0.4597 0.2006 0.021 Uiso 1 1 calc R . . C19 C 0.1845(2) 0.6766(2) 0.14798(18) 0.0150(4) Uani 1 1 d . . . H19 H 0.0942 0.6867 0.2164 0.018 Uiso 1 1 calc R . . C20 C 0.1230(3) 0.6250(2) 0.06852(18) 0.0179(4) Uani 1 1 d . . . H20A H 0.2060 0.6263 -0.0045 0.022 Uiso 1 1 calc R . . H20B H 0.0983 0.5223 0.1037 0.022 Uiso 1 1 calc R . . C21 C -0.0215(3) 0.7224(2) 0.04604(19) 0.0178(4) Uani 1 1 d . . . H21 H -0.0957 0.7521 0.1098 0.021 Uiso 1 1 calc R . . C22 C -0.0593(3) 0.7728(2) -0.05192(19) 0.0183(4) Uani 1 1 d . . . C23 C -0.2163(3) 0.8596(3) -0.0553(2) 0.0273(5) Uani 1 1 d . . . H23A H -0.2237 0.8868 -0.1332 0.041 Uiso 1 1 calc R . . H23B H -0.2276 0.9491 -0.0296 0.041 Uiso 1 1 calc R . . H23C H -0.2998 0.7993 -0.0052 0.041 Uiso 1 1 calc R . . C24 C 0.0448(3) 0.7447(3) -0.1633(2) 0.0276(5) Uani 1 1 d . . . H24A H -0.0076 0.7919 -0.2226 0.041 Uiso 1 1 calc R . . H24B H 0.0663 0.6382 -0.1568 0.041 Uiso 1 1 calc R . . H24C H 0.1437 0.7857 -0.1833 0.041 Uiso 1 1 calc R . . C25 C 0.2441(2) 0.8275(2) 0.09332(17) 0.0144(4) Uani 1 1 d . . . C26 C 0.3370(3) 0.8552(3) -0.03037(18) 0.0200(4) Uani 1 1 d . . . H26A H 0.3409 0.7696 -0.0588 0.030 Uiso 1 1 calc R . . H26B H 0.4438 0.8711 -0.0388 0.030 Uiso 1 1 calc R . . H26C H 0.2866 0.9429 -0.0740 0.030 Uiso 1 1 calc R . . C27 C 0.2230(2) 0.9297(2) 0.15029(17) 0.0145(4) Uani 1 1 d . . . H27 H 0.2571 1.0239 0.1112 0.017 Uiso 1 1 calc R . . C28 C 0.1455(2) 0.8959(2) 0.27565(17) 0.0127(3) Uani 1 1 d . . . H28 H 0.0745 0.8205 0.2903 0.015 Uiso 1 1 calc R . . C29 C 0.2632(2) 0.8183(2) 0.34740(16) 0.0118(3) Uani 1 1 d . . . C30 C 0.3503(2) 0.9334(2) 0.36057(17) 0.0137(4) Uani 1 1 d . . . C31 C 0.3870(2) 0.9132(2) 0.46875(17) 0.0138(4) Uani 1 1 d . . . C32 C 0.3868(3) 1.0423(2) 0.49976(19) 0.0190(4) Uani 1 1 d . . . H32 H 0.3646 1.1362 0.4522 0.023 Uiso 1 1 calc R . . C33 C 0.4192(3) 1.0323(3) 0.6001(2) 0.0241(5) Uani 1 1 d . . . H33 H 0.4194 1.1194 0.6213 0.029 Uiso 1 1 calc R . . C34 C 0.4515(3) 0.8944(3) 0.66974(19) 0.0218(4) Uani 1 1 d . . . H34 H 0.4734 0.8877 0.7385 0.026 Uiso 1 1 calc R . . C35 C 0.4517(3) 0.7672(3) 0.63923(18) 0.0194(4) Uani 1 1 d . . . H35 H 0.4734 0.6735 0.6872 0.023 Uiso 1 1 calc R . . C36 C 0.4204(2) 0.7759(2) 0.53874(18) 0.0155(4) Uani 1 1 d . . . H36 H 0.4218 0.6883 0.5177 0.019 Uiso 1 1 calc R . . C37 C 0.3889(2) 0.7085(2) 0.29061(17) 0.0133(4) Uani 1 1 d . . . C38 C 0.4873(3) 0.4399(2) 0.31392(19) 0.0166(4) Uani 1 1 d . . . H38A H 0.4663 0.3451 0.3083 0.020 Uiso 1 1 calc R . . H38B H 0.5810 0.4709 0.2507 0.020 Uiso 1 1 calc R . . C39 C 0.5214(3) 0.4168(2) 0.42468(19) 0.0171(4) Uani 1 1 d . . . H39 H 0.4424 0.3776 0.4911 0.021 Uiso 1 1 calc R . . C40 C 0.6483(3) 0.4440(2) 0.4417(2) 0.0197(4) Uani 1 1 d . . . C41 C 0.6586(3) 0.4194(3) 0.5604(2) 0.0280(5) Uani 1 1 d . . . H41A H 0.7594 0.4453 0.5568 0.042 Uiso 1 1 calc R . . H41B H 0.6504 0.3154 0.6005 0.042 Uiso 1 1 calc R . . H41C H 0.5728 0.4814 0.6012 0.042 Uiso 1 1 calc R . . C42 C 0.7894(3) 0.5016(3) 0.3490(3) 0.0315(6) Uani 1 1 d . . . H42A H 0.8668 0.5131 0.3830 0.047 Uiso 1 1 calc R . . H42B H 0.7574 0.5974 0.3026 0.047 Uiso 1 1 calc R . . H42C H 0.8358 0.4318 0.3011 0.047 Uiso 1 1 calc R . . C43 C -0.1082(3) 1.0702(3) 0.5205(2) 0.0243(5) Uani 1 1 d . . . H43A H -0.0209 1.1223 0.5119 0.036 Uiso 1 1 calc R . . H43B H -0.1547 1.0257 0.6013 0.036 Uiso 1 1 calc R . . H43C H -0.1878 1.1401 0.4898 0.036 Uiso 1 1 calc R . . C44 C -0.1369(3) 1.3802(3) 0.0327(2) 0.0241(5) Uani 1 1 d . . . H44 H -0.0530 1.4345 0.0190 0.029 Uiso 1 1 calc R . . C45 C -0.2385(3) 1.4287(3) -0.0349(2) 0.0256(5) Uani 1 1 d . . . H45 H -0.2255 1.5162 -0.0945 0.031 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 0.03369(14) 0.05324(17) 0.02619(13) -0.00292(11) -0.01992(10) 0.00055(11) O1 0.0167(7) 0.0126(7) 0.0189(7) -0.0009(6) -0.0090(6) 0.0006(5) O2 0.0149(7) 0.0148(7) 0.0125(6) -0.0024(5) -0.0037(5) 0.0026(5) O3 0.0217(8) 0.0153(7) 0.0231(8) -0.0027(6) -0.0071(6) -0.0057(6) O4 0.0224(8) 0.0203(7) 0.0187(7) 0.0035(6) -0.0084(6) -0.0102(6) O5 0.0125(7) 0.0204(7) 0.0184(7) -0.0013(6) 0.0006(6) -0.0024(6) O6 0.0332(10) 0.0179(8) 0.0376(10) 0.0050(7) -0.0208(8) -0.0089(7) C1 0.0212(10) 0.0269(11) 0.0158(10) -0.0038(8) -0.0089(8) 0.0040(9) C2 0.0184(10) 0.0334(12) 0.0184(10) -0.0016(9) -0.0053(8) -0.0066(9) C3 0.0189(10) 0.0227(10) 0.0167(9) -0.0003(8) -0.0051(8) -0.0043(8) C4 0.0186(9) 0.0134(9) 0.0182(10) -0.0048(7) -0.0081(8) 0.0026(7) C5 0.0222(10) 0.0122(9) 0.0192(10) -0.0016(8) -0.0094(8) -0.0003(8) C6 0.0149(9) 0.0132(9) 0.0150(9) -0.0021(7) -0.0068(7) -0.0008(7) C7 0.0132(9) 0.0160(9) 0.0158(9) -0.0028(7) -0.0050(7) 0.0022(7) C8 0.0117(8) 0.0149(9) 0.0106(8) -0.0009(7) -0.0040(7) -0.0013(7) C9 0.0136(9) 0.0126(9) 0.0114(8) 0.0002(7) -0.0035(7) -0.0013(7) C10 0.0170(9) 0.0155(9) 0.0133(9) 0.0019(7) -0.0018(8) -0.0044(8) C11 0.0195(10) 0.0202(10) 0.0136(9) -0.0016(8) -0.0047(8) -0.0062(8) C12 0.0236(11) 0.0190(10) 0.0133(9) -0.0010(8) -0.0038(8) 0.0012(8) C13 0.0416(15) 0.0407(15) 0.0175(11) 0.0024(11) -0.0120(11) 0.0083(12) C14 0.0141(9) 0.0229(10) 0.0204(10) -0.0027(8) -0.0041(8) -0.0014(8) C15 0.0433(16) 0.0185(11) 0.0414(15) 0.0018(10) -0.0129(13) -0.0115(11) C16 0.0129(8) 0.0132(9) 0.0141(9) -0.0005(7) -0.0057(7) 0.0007(7) C17 0.0137(9) 0.0130(9) 0.0133(9) -0.0018(7) -0.0046(7) -0.0005(7) C18 0.0207(10) 0.0173(9) 0.0149(9) -0.0059(8) -0.0076(8) 0.0036(8) C19 0.0167(9) 0.0157(9) 0.0122(8) -0.0017(7) -0.0052(7) -0.0019(7) C20 0.0226(10) 0.0182(10) 0.0153(9) -0.0055(8) -0.0088(8) 0.0002(8) C21 0.0194(10) 0.0177(10) 0.0171(9) -0.0054(8) -0.0060(8) -0.0011(8) C22 0.0197(10) 0.0172(9) 0.0198(10) -0.0027(8) -0.0077(8) -0.0055(8) C23 0.0245(12) 0.0254(12) 0.0343(13) -0.0018(10) -0.0170(10) -0.0020(9) C24 0.0308(12) 0.0362(13) 0.0177(10) -0.0052(9) -0.0099(9) -0.0054(10) C25 0.0143(9) 0.0171(9) 0.0103(8) -0.0002(7) -0.0045(7) -0.0017(7) C26 0.0219(11) 0.0243(11) 0.0109(9) -0.0017(8) -0.0028(8) -0.0037(8) C27 0.0149(9) 0.0139(9) 0.0124(9) 0.0016(7) -0.0050(7) -0.0024(7) C28 0.0130(8) 0.0132(8) 0.0116(8) -0.0008(7) -0.0051(7) -0.0017(7) C29 0.0118(8) 0.0112(8) 0.0106(8) -0.0005(6) -0.0026(7) -0.0018(6) C30 0.0131(8) 0.0148(9) 0.0123(9) -0.0010(7) -0.0037(7) -0.0027(7) C31 0.0133(9) 0.0149(9) 0.0133(9) -0.0032(7) -0.0035(7) -0.0030(7) C32 0.0233(10) 0.0130(9) 0.0201(10) -0.0050(8) -0.0052(8) -0.0018(8) C33 0.0310(12) 0.0238(11) 0.0191(11) -0.0092(9) -0.0045(9) -0.0056(9) C34 0.0199(10) 0.0320(12) 0.0123(9) -0.0070(9) -0.0002(8) -0.0058(9) C35 0.0167(10) 0.0240(11) 0.0132(9) 0.0002(8) -0.0024(7) -0.0030(8) C36 0.0143(9) 0.0149(9) 0.0160(9) -0.0031(7) -0.0037(7) -0.0011(7) C37 0.0135(9) 0.0140(9) 0.0113(8) -0.0015(7) -0.0041(7) -0.0008(7) C38 0.0167(9) 0.0144(9) 0.0174(10) -0.0045(8) -0.0062(8) 0.0038(7) C39 0.0170(10) 0.0139(9) 0.0178(10) -0.0028(8) -0.0063(8) 0.0047(7) C40 0.0224(10) 0.0133(9) 0.0252(11) -0.0078(8) -0.0103(9) 0.0042(8) C41 0.0320(13) 0.0266(12) 0.0333(13) -0.0132(10) -0.0220(11) 0.0086(10) C42 0.0198(11) 0.0370(14) 0.0409(15) -0.0155(12) -0.0080(10) -0.0028(10) C43 0.0304(12) 0.0205(10) 0.0211(11) -0.0096(9) -0.0081(9) 0.0066(9) C44 0.0303(12) 0.0187(11) 0.0255(11) -0.0002(9) -0.0153(10) -0.0035(9) C45 0.0306(13) 0.0219(11) 0.0229(11) 0.0016(9) -0.0142(10) 0.0004(9) _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 C1 1.897(2) . ? O1 C5 1.362(3) . ? O1 C6 1.444(2) . ? O2 C8 1.373(3) . ? O2 C7 1.482(2) . ? O3 C16 1.221(3) . ? O4 C30 1.215(3) . ? O5 C37 1.209(3) . ? O6 C5 1.196(3) . ? C1 C2 1.381(3) . ? C1 C45 1.383(4) . ? C2 C3 1.383(3) . ? C2 H2 0.9500 . ? C3 C4 1.396(3) . ? C3 H3 0.9500 . ? C4 C44 1.396(3) . ? C4 C5 1.491(3) . ? C6 C28 1.528(3) . ? C6 C7 1.558(3) . ? C6 H6 1.0000 . ? C7 C43 1.508(3) . ? C7 C14 1.522(3) . ? C8 C9 1.346(3) . ? C8 C29 1.502(3) . ? C9 C16 1.479(3) . ? C9 C10 1.512(3) . ? C10 C11 1.505(3) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.334(3) . ? C11 H11 0.9500 . ? C12 C15 1.492(4) . ? C12 C13 1.504(3) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.547(3) . ? C17 C37 1.528(3) . ? C17 C38 1.560(3) . ? C17 C18 1.562(3) . ? C18 C19 1.546(3) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C25 1.528(3) . ? C19 C20 1.545(3) . ? C19 H19 1.0000 . ? C20 C21 1.506(3) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.340(3) . ? C21 H21 0.9500 . ? C22 C24 1.500(3) . ? C22 C23 1.504(3) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C27 1.334(3) . ? C25 C26 1.507(3) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.495(3) . ? C27 H27 0.9500 . ? C28 C29 1.571(3) . ? C28 H28 1.0000 . ? C29 C37 1.534(3) . ? C29 C30 1.556(3) . ? C30 C31 1.485(3) . ? C31 C36 1.393(3) . ? C31 C32 1.404(3) . ? C32 C33 1.388(3) . ? C32 H32 0.9500 . ? C33 C34 1.393(3) . ? C33 H33 0.9500 . ? C34 C35 1.383(3) . ? C34 H34 0.9500 . ? C35 C36 1.388(3) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C38 C39 1.500(3) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 C40 1.330(3) . ? C39 H39 0.9500 . ? C40 C42 1.504(4) . ? C40 C41 1.506(3) . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C44 C45 1.391(3) . ? C44 H44 0.9500 . ? C45 H45 0.9500 . ? 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 C5 O1 C6 115.41(16) . . ? C8 O2 C7 113.99(16) . . ? C2 C1 C45 122.4(2) . . ? C2 C1 Br1 119.28(19) . . ? C45 C1 Br1 118.35(18) . . ? C1 C2 C3 119.1(2) . . ? C1 C2 H2 120.4 . . ? C3 C2 H2 120.4 . . ? C2 C3 C4 120.0(2) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C3 C4 C44 119.9(2) . . ? C3 C4 C5 123.2(2) . . ? C44 C4 C5 116.8(2) . . ? O6 C5 O1 124.0(2) . . ? O6 C5 C4 124.4(2) . . ? O1 C5 C4 111.61(18) . . ? O1 C6 C28 108.19(16) . . ? O1 C6 C7 106.24(16) . . ? C28 C6 C7 110.77(16) . . ? O1 C6 H6 110.5 . . ? C28 C6 H6 110.5 . . ? C7 C6 H6 110.5 . . ? O2 C7 C43 104.54(17) . . ? O2 C7 C14 107.79(17) . . ? C43 C7 C14 111.59(19) . . ? O2 C7 C6 109.78(16) . . ? C43 C7 C6 110.19(18) . . ? C14 C7 C6 112.59(18) . . ? C9 C8 O2 123.39(18) . . ? C9 C8 C29 124.70(18) . . ? O2 C8 C29 111.44(16) . . ? C8 C9 C16 119.22(18) . . ? C8 C9 C10 122.72(18) . . ? C16 C9 C10 117.75(17) . . ? C11 C10 C9 110.15(18) . . ? C11 C10 H10A 109.6 . . ? C9 C10 H10A 109.6 . . ? C11 C10 H10B 109.6 . . ? C9 C10 H10B 109.6 . . ? H10A C10 H10B 108.1 . . ? C12 C11 C10 127.9(2) . . ? C12 C11 H11 116.1 . . ? C10 C11 H11 116.1 . . ? C11 C12 C15 124.4(2) . . ? C11 C12 C13 121.0(2) . . ? C15 C12 C13 114.6(2) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C7 C14 H14A 109.5 . . ? C7 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C7 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 H15A 109.5 . . ? C12 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C12 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O3 C16 C9 120.21(18) . . ? O3 C16 C17 118.22(18) . . ? C9 C16 C17 121.57(17) . . ? C37 C17 C16 112.89(16) . . ? C37 C17 C38 108.19(16) . . ? C16 C17 C38 105.89(16) . . ? C37 C17 C18 110.47(16) . . ? C16 C17 C18 111.74(16) . . ? C38 C17 C18 107.33(16) . . ? C19 C18 C17 118.36(17) . . ? C19 C18 H18A 107.7 . . ? C17 C18 H18A 107.7 . . ? C19 C18 H18B 107.7 . . ? C17 C18 H18B 107.7 . . ? H18A C18 H18B 107.1 . . ? C25 C19 C20 112.44(17) . . ? C25 C19 C18 112.26(17) . . ? C20 C19 C18 110.06(17) . . ? C25 C19 H19 107.3 . . ? C20 C19 H19 107.3 . . ? C18 C19 H19 107.3 . . ? C21 C20 C19 111.52(17) . . ? C21 C20 H20A 109.3 . . ? C19 C20 H20A 109.3 . . ? C21 C20 H20B 109.3 . . ? C19 C20 H20B 109.3 . . ? H20A C20 H20B 108.0 . . ? C22 C21 C20 128.6(2) . . ? C22 C21 H21 115.7 . . ? C20 C21 H21 115.7 . . ? C21 C22 C24 124.1(2) . . ? C21 C22 C23 120.6(2) . . ? C24 C22 C23 115.2(2) . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C27 C25 C26 120.11(19) . . ? C27 C25 C19 123.47(18) . . ? C26 C25 C19 116.37(18) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 C28 119.96(18) . . ? C25 C27 H27 120.0 . . ? C28 C27 H27 120.0 . . ? C27 C28 C6 120.19(17) . . ? C27 C28 C29 113.07(16) . . ? C6 C28 C29 106.87(16) . . ? C27 C28 H28 105.1 . . ? C6 C28 H28 105.1 . . ? C29 C28 H28 105.1 . . ? C8 C29 C37 113.29(16) . . ? C8 C29 C30 113.11(16) . . ? C37 C29 C30 107.14(15) . . ? C8 C29 C28 100.81(15) . . ? C37 C29 C28 111.63(16) . . ? C30 C29 C28 110.89(15) . . ? O4 C30 C31 121.30(19) . . ? O4 C30 C29 118.66(18) . . ? C31 C30 C29 120.01(17) . . ? C36 C31 C32 119.71(19) . . ? C36 C31 C30 123.86(18) . . ? C32 C31 C30 116.43(18) . . ? C33 C32 C31 119.8(2) . . ? C33 C32 H32 120.1 . . ? C31 C32 H32 120.1 . . ? C32 C33 C34 120.0(2) . . ? C32 C33 H33 120.0 . . ? C34 C33 H33 120.0 . . ? C35 C34 C33 120.3(2) . . ? C35 C34 H34 119.9 . . ? C33 C34 H34 119.9 . . ? C34 C35 C36 120.2(2) . . ? C34 C35 H35 119.9 . . ? C36 C35 H35 119.9 . . ? C35 C36 C31 120.0(2) . . ? C35 C36 H36 120.0 . . ? C31 C36 H36 120.0 . . ? O5 C37 C17 121.17(18) . . ? O5 C37 C29 120.40(18) . . ? C17 C37 C29 118.43(16) . . ? C39 C38 C17 112.89(17) . . ? C39 C38 H38A 109.0 . . ? C17 C38 H38A 109.0 . . ? C39 C38 H38B 109.0 . . ? C17 C38 H38B 109.0 . . ? H38A C38 H38B 107.8 . . ? C40 C39 C38 128.2(2) . . ? C40 C39 H39 115.9 . . ? C38 C39 H39 115.9 . . ? C39 C40 C42 124.9(2) . . ? C39 C40 C41 120.6(2) . . ? C42 C40 C41 114.5(2) . . ? C40 C41 H41A 109.5 . . ? C40 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C40 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C40 C42 H42A 109.5 . . ? C40 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C40 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C7 C43 H43A 109.5 . . ? C7 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C7 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C45 C44 C4 120.3(2) . . ? C45 C44 H44 119.9 . . ? C4 C44 H44 119.9 . . ? C1 C45 C44 118.3(2) . . ? C1 C45 H45 120.8 . . ? C44 C45 H45 120.8 . . ? 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 C45 C1 C2 C3 -0.5(4) . . . . ? Br1 C1 C2 C3 178.36(19) . . . . ? C1 C2 C3 C4 -0.2(4) . . . . ? C2 C3 C4 C44 0.6(4) . . . . ? C2 C3 C4 C5 -177.4(2) . . . . ? C6 O1 C5 O6 -6.9(3) . . . . ? C6 O1 C5 C4 171.94(17) . . . . ? C3 C4 C5 O6 174.1(2) . . . . ? C44 C4 C5 O6 -3.9(3) . . . . ? C3 C4 C5 O1 -4.7(3) . . . . ? C44 C4 C5 O1 177.2(2) . . . . ? C5 O1 C6 C28 -93.6(2) . . . . ? C5 O1 C6 C7 147.40(17) . . . . ? C8 O2 C7 C43 -167.62(18) . . . . ? C8 O2 C7 C14 73.5(2) . . . . ? C8 O2 C7 C6 -49.4(2) . . . . ? O1 C6 C7 O2 164.61(15) . . . . ? C28 C6 C7 O2 47.3(2) . . . . ? O1 C6 C7 C43 -80.8(2) . . . . ? C28 C6 C7 C43 161.96(18) . . . . ? O1 C6 C7 C14 44.5(2) . . . . ? C28 C6 C7 C14 -72.8(2) . . . . ? C7 O2 C8 C9 -107.2(2) . . . . ? C7 O2 C8 C29 65.2(2) . . . . ? O2 C8 C9 C16 164.07(18) . . . . ? C29 C8 C9 C16 -7.3(3) . . . . ? O2 C8 C9 C10 -9.4(3) . . . . ? C29 C8 C9 C10 179.14(19) . . . . ? C8 C9 C10 C11 -101.4(2) . . . . ? C16 C9 C10 C11 85.0(2) . . . . ? C9 C10 C11 C12 -129.8(2) . . . . ? C10 C11 C12 C15 0.0(4) . . . . ? C10 C11 C12 C13 -178.7(2) . . . . ? C8 C9 C16 O3 -162.2(2) . . . . ? C10 C9 C16 O3 11.6(3) . . . . ? C8 C9 C16 C17 17.8(3) . . . . ? C10 C9 C16 C17 -168.36(18) . . . . ? O3 C16 C17 C37 179.36(18) . . . . ? C9 C16 C17 C37 -0.7(3) . . . . ? O3 C16 C17 C38 -62.4(2) . . . . ? C9 C16 C17 C38 117.5(2) . . . . ? O3 C16 C17 C18 54.1(2) . . . . ? C9 C16 C17 C18 -125.94(19) . . . . ? C37 C17 C18 C19 -55.6(2) . . . . ? C16 C17 C18 C19 71.0(2) . . . . ? C38 C17 C18 C19 -173.37(18) . . . . ? C17 C18 C19 C25 75.4(2) . . . . ? C17 C18 C19 C20 -158.58(18) . . . . ? C25 C19 C20 C21 -66.0(2) . . . . ? C18 C19 C20 C21 168.11(18) . . . . ? C19 C20 C21 C22 138.9(2) . . . . ? C20 C21 C22 C24 -2.9(4) . . . . ? C20 C21 C22 C23 175.0(2) . . . . ? C20 C19 C25 C27 142.0(2) . . . . ? C18 C19 C25 C27 -93.3(2) . . . . ? C20 C19 C25 C26 -40.6(2) . . . . ? C18 C19 C25 C26 84.1(2) . . . . ? C26 C25 C27 C28 -173.59(18) . . . . ? C19 C25 C27 C28 3.7(3) . . . . ? C25 C27 C28 C6 -146.2(2) . . . . ? C25 C27 C28 C29 86.0(2) . . . . ? O1 C6 C28 C27 54.1(2) . . . . ? C7 C6 C28 C27 170.20(17) . . . . ? O1 C6 C28 C29 -175.31(15) . . . . ? C7 C6 C28 C29 -59.2(2) . . . . ? C9 C8 C29 C37 -18.7(3) . . . . ? O2 C8 C29 C37 168.98(16) . . . . ? C9 C8 C29 C30 -140.9(2) . . . . ? O2 C8 C29 C30 46.8(2) . . . . ? C9 C8 C29 C28 100.7(2) . . . . ? O2 C8 C29 C28 -71.63(19) . . . . ? C27 C28 C29 C8 -158.22(17) . . . . ? C6 C28 C29 C8 67.33(18) . . . . ? C27 C28 C29 C37 -37.6(2) . . . . ? C6 C28 C29 C37 -172.09(16) . . . . ? C27 C28 C29 C30 81.8(2) . . . . ? C6 C28 C29 C30 -52.7(2) . . . . ? C8 C29 C30 O4 -147.21(19) . . . . ? C37 C29 C30 O4 87.2(2) . . . . ? C28 C29 C30 O4 -34.8(3) . . . . ? C8 C29 C30 C31 30.7(2) . . . . ? C37 C29 C30 C31 -94.8(2) . . . . ? C28 C29 C30 C31 143.11(18) . . . . ? O4 C30 C31 C36 -150.0(2) . . . . ? C29 C30 C31 C36 32.2(3) . . . . ? O4 C30 C31 C32 30.1(3) . . . . ? C29 C30 C31 C32 -147.74(19) . . . . ? C36 C31 C32 C33 -0.3(3) . . . . ? C30 C31 C32 C33 179.6(2) . . . . ? C31 C32 C33 C34 -0.1(4) . . . . ? C32 C33 C34 C35 0.1(4) . . . . ? C33 C34 C35 C36 0.3(3) . . . . ? C34 C35 C36 C31 -0.7(3) . . . . ? C32 C31 C36 C35 0.7(3) . . . . ? C30 C31 C36 C35 -179.22(19) . . . . ? C16 C17 C37 O5 154.01(19) . . . . ? C38 C17 C37 O5 37.2(3) . . . . ? C18 C17 C37 O5 -80.1(2) . . . . ? C16 C17 C37 C29 -25.9(2) . . . . ? C38 C17 C37 C29 -142.75(18) . . . . ? C18 C17 C37 C29 100.0(2) . . . . ? C8 C29 C37 O5 -144.41(19) . . . . ? C30 C29 C37 O5 -19.0(3) . . . . ? C28 C29 C37 O5 102.6(2) . . . . ? C8 C29 C37 C17 35.5(2) . . . . ? C30 C29 C37 C17 160.94(16) . . . . ? C28 C29 C37 C17 -77.5(2) . . . . ? C37 C17 C38 C39 67.5(2) . . . . ? C16 C17 C38 C39 -53.8(2) . . . . ? C18 C17 C38 C39 -173.32(17) . . . . ? C17 C38 C39 C40 -115.5(2) . . . . ? C38 C39 C40 C42 -1.9(4) . . . . ? C38 C39 C40 C41 177.4(2) . . . . ? C3 C4 C44 C45 -0.3(4) . . . . ? C5 C4 C44 C45 177.8(2) . . . . ? C2 C1 C45 C44 0.8(4) . . . . ? Br1 C1 C45 C44 -178.1(2) . . . . ? C4 C44 C45 C1 -0.4(4) . . . . ? _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 30.01 _diffrn_measured_fraction_theta_full 0.941 _refine_diff_density_max 0.541 _refine_diff_density_min -0.433 _refine_diff_density_rms 0.079