data_macmillm _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C41 H29 Br2 N O7' _chemical_formula_weight 807.47 _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' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 15.289(3) _cell_length_b 9.4370(18) _cell_length_c 25.086(5) _cell_angle_alpha 90.00 _cell_angle_beta 102.377(3) _cell_angle_gamma 90.00 _cell_volume 3535.5(12) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6196 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 21.43 _exptl_crystal_description platy _exptl_crystal_colour green-yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.517 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1632 _exptl_absorpt_coefficient_mu 2.346 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.537 _exptl_absorpt_correction_T_max 0.745 _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 SMART APEX CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 27424 _diffrn_reflns_av_R_equivalents 0.0521 _diffrn_reflns_av_sigmaI/netI 0.0926 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.36 _diffrn_reflns_theta_max 25.03 _reflns_number_total 12396 _reflns_number_gt 9997 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _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^)+(0.0000P)^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 0.001(6) _refine_ls_number_reflns 12396 _refine_ls_number_parameters 923 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0623 _refine_ls_R_factor_gt 0.0449 _refine_ls_wR_factor_ref 0.0967 _refine_ls_wR_factor_gt 0.0902 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.004 _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 0.37514(4) 0.74569(6) 0.327048(18) 0.03882(14) Uani 1 1 d . . . Br2 Br 0.84415(4) -0.48522(6) 0.67893(2) 0.04235(15) Uani 1 1 d . . . O1 O 0.51456(19) 0.7779(3) 0.95290(11) 0.0237(7) Uani 1 1 d . . . O2 O 0.4725(2) 0.6989(3) 1.02614(12) 0.0295(8) Uani 1 1 d . . . O3 O 0.5086(2) 0.9532(3) 0.85703(12) 0.0231(7) Uani 1 1 d . . . O4 O 0.7296(2) 0.1171(3) 0.79059(12) 0.0331(8) Uani 1 1 d . . . O5 O 0.8596(2) 0.0920(4) 0.84980(16) 0.0532(11) Uani 1 1 d . . . O6 O 0.4687(2) 0.7484(4) 0.60341(11) 0.0306(8) Uani 1 1 d . . . O7 O 0.6056(3) 0.8129(6) 0.59361(14) 0.0635(14) Uani 1 1 d . . . N1 N 0.6348(2) 0.6691(4) 0.92251(13) 0.0202(8) Uani 1 1 d . . . C1 C 0.6605(3) 0.5855(5) 0.97032(17) 0.0196(10) Uani 1 1 d . . . C2 C 0.7360(3) 0.4973(5) 0.98003(17) 0.0223(10) Uani 1 1 d . . . H2 H 0.7720 0.4877 0.9537 0.027 Uiso 1 1 calc R . . C3 C 0.7566(3) 0.4243(5) 1.02927(17) 0.0250(11) Uani 1 1 d . . . H3 H 0.8077 0.3645 1.0369 0.030 Uiso 1 1 calc R . . C4 C 0.7030(3) 0.4379(5) 1.06764(18) 0.0268(11) Uani 1 1 d . . . H4 H 0.7177 0.3864 1.1009 0.032 Uiso 1 1 calc R . . C5 C 0.6299(3) 0.5243(5) 1.05781(18) 0.0262(11) Uani 1 1 d . . . H5 H 0.5937 0.5326 1.0841 0.031 Uiso 1 1 calc R . . C6 C 0.6081(3) 0.6015(5) 1.00855(17) 0.0215(10) Uani 1 1 d . . . C7 C 0.5290(3) 0.6923(5) 0.99846(18) 0.0255(11) Uani 1 1 d . . . C8 C 0.5910(3) 0.8022(5) 0.92841(17) 0.0227(10) Uani 1 1 d . . . C9 C 0.5530(3) 0.8464(5) 0.86888(17) 0.0204(11) Uani 1 1 d . . . C10 C 0.5796(3) 0.7389(5) 0.83462(16) 0.0199(10) Uani 1 1 d . . . C11 C 0.6258(3) 0.6357(5) 0.86755(16) 0.0189(10) Uani 1 1 d . . . C12 C 0.5518(3) 0.7388(5) 0.77366(16) 0.0194(10) Uani 1 1 d . . . C13 C 0.5368(3) 0.8677(5) 0.74643(17) 0.0226(11) Uani 1 1 d . . . H13 H 0.5447 0.9536 0.7666 0.027 Uiso 1 1 calc R . . C14 C 0.5103(3) 0.8718(5) 0.68993(19) 0.0257(11) Uani 1 1 d . . . H14 H 0.5000 0.9600 0.6715 0.031 Uiso 1 1 calc R . . C15 C 0.4991(3) 0.7489(6) 0.66138(16) 0.0235(10) Uani 1 1 d . . . C16 C 0.5104(3) 0.6181(6) 0.68646(17) 0.0283(12) Uani 1 1 d . . . H16 H 0.5006 0.5332 0.6657 0.034 Uiso 1 1 calc R . . C17 C 0.5368(3) 0.6142(5) 0.74358(18) 0.0270(11) Uani 1 1 d . . . H17 H 0.5444 0.5255 0.7619 0.032 Uiso 1 1 calc R . . C18 C 0.5294(3) 0.7827(6) 0.5735(2) 0.0377(14) Uani 1 1 d . . . C19 C 0.4896(3) 0.7735(6) 0.51399(18) 0.0327(12) Uani 1 1 d . . . C20 C 0.4002(3) 0.7441(7) 0.49440(19) 0.0374(13) Uani 1 1 d . . . H20 H 0.3617 0.7294 0.5190 0.045 Uiso 1 1 calc R . . C21 C 0.3664(3) 0.7361(6) 0.43839(18) 0.0358(13) Uani 1 1 d . . . H21 H 0.3049 0.7157 0.4246 0.043 Uiso 1 1 calc R . . C22 C 0.4220(3) 0.7577(6) 0.40348(18) 0.0312(12) Uani 1 1 d . . . C23 C 0.5118(3) 0.7884(6) 0.42171(19) 0.0407(15) Uani 1 1 d . . . H23 H 0.5493 0.8033 0.3965 0.049 Uiso 1 1 calc R . . C24 C 0.5462(3) 0.7973(6) 0.4775(2) 0.0427(15) Uani 1 1 d . . . H24 H 0.6076 0.8193 0.4910 0.051 Uiso 1 1 calc R . . C25 C 0.6604(3) 0.4996(5) 0.85238(16) 0.0213(10) Uani 1 1 d . . . C26 C 0.7276(3) 0.4975(5) 0.82234(18) 0.0291(11) Uani 1 1 d . . . H26 H 0.7545 0.5835 0.8144 0.035 Uiso 1 1 calc R . . C27 C 0.7547(4) 0.3689(5) 0.80411(19) 0.0315(12) Uani 1 1 d . . . H27 H 0.8017 0.3657 0.7848 0.038 Uiso 1 1 calc R . . C28 C 0.7122(3) 0.2458(5) 0.81460(17) 0.0268(11) Uani 1 1 d . . . C29 C 0.6453(3) 0.2472(5) 0.84381(17) 0.0271(11) Uani 1 1 d . . . H29 H 0.6159 0.1618 0.8498 0.032 Uiso 1 1 calc R . . C30 C 0.6216(3) 0.3738(5) 0.86417(18) 0.0254(11) Uani 1 1 d . . . H30 H 0.5785 0.3750 0.8864 0.030 Uiso 1 1 calc R . . C31 C 0.8069(3) 0.0506(5) 0.8104(2) 0.0286(12) Uani 1 1 d . . . C32 C 0.8160(3) -0.0805(5) 0.77943(19) 0.0236(11) Uani 1 1 d . . . C33 C 0.7484(3) -0.1203(5) 0.73528(19) 0.0256(11) Uani 1 1 d . . . H33 H 0.6963 -0.0633 0.7251 0.031 Uiso 1 1 calc R . . C34 C 0.7567(3) -0.2422(5) 0.70619(18) 0.0278(11) Uani 1 1 d . . . H34 H 0.7103 -0.2706 0.6765 0.033 Uiso 1 1 calc R . . C35 C 0.8331(3) -0.3211(5) 0.72103(19) 0.0270(11) Uani 1 1 d . . . C36 C 0.9015(3) -0.2844(5) 0.7648(2) 0.0320(12) Uani 1 1 d . . . H36 H 0.9540 -0.3409 0.7741 0.038 Uiso 1 1 calc R . . C37 C 0.8917(3) -0.1642(5) 0.7944(2) 0.0313(12) Uani 1 1 d . . . H37 H 0.9371 -0.1388 0.8251 0.038 Uiso 1 1 calc R . . C38 C 0.6512(3) 0.9134(5) 0.96103(18) 0.0225(11) Uani 1 1 d . . . H38A H 0.6735 0.8760 0.9983 0.027 Uiso 1 1 calc R . . H38B H 0.6143 0.9978 0.9642 0.027 Uiso 1 1 calc R . . C39 C 0.7326(3) 0.9619(5) 0.93859(19) 0.0248(11) Uani 1 1 d . . . H39 H 0.7118 0.9822 0.8988 0.030 Uiso 1 1 calc R . . C40 C 0.8075(3) 0.8547(5) 0.9455(2) 0.0343(12) Uani 1 1 d . . . H40A H 0.8619 0.9007 0.9393 0.052 Uiso 1 1 calc R . . H40B H 0.7904 0.7777 0.9191 0.052 Uiso 1 1 calc R . . H40C H 0.8188 0.8161 0.9826 0.052 Uiso 1 1 calc R . . C41 C 0.7670(3) 1.1004(5) 0.9675(2) 0.0323(12) Uani 1 1 d . . . H41A H 0.7856 1.0834 1.0069 0.049 Uiso 1 1 calc R . . H41B H 0.7192 1.1715 0.9606 0.049 Uiso 1 1 calc R . . H41C H 0.8183 1.1348 0.9535 0.049 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 0.0401(3) 0.0600(4) 0.0151(2) -0.0016(3) 0.0033(2) 0.0021(3) Br2 0.0583(4) 0.0319(3) 0.0373(3) -0.0105(3) 0.0113(3) 0.0108(3) O1 0.0272(18) 0.0268(18) 0.0189(16) -0.0005(14) 0.0090(13) -0.0009(15) O2 0.0307(19) 0.033(2) 0.0274(18) 0.0020(15) 0.0124(16) -0.0022(15) O3 0.0304(19) 0.0203(16) 0.0188(17) 0.0030(14) 0.0058(14) 0.0068(15) O4 0.042(2) 0.0266(18) 0.0248(18) -0.0118(15) -0.0045(15) 0.0145(17) O5 0.041(2) 0.047(2) 0.058(3) -0.029(2) -0.019(2) 0.013(2) O6 0.0263(18) 0.053(2) 0.0119(15) 0.0013(17) 0.0020(13) -0.0020(18) O7 0.026(2) 0.141(4) 0.0226(19) 0.004(2) 0.0041(17) -0.021(3) N1 0.031(2) 0.0179(19) 0.0110(18) -0.0019(16) 0.0031(16) 0.0054(18) C1 0.030(3) 0.014(2) 0.013(2) 0.0002(19) 0.001(2) 0.000(2) C2 0.030(3) 0.022(2) 0.014(2) -0.004(2) 0.003(2) -0.002(2) C3 0.037(3) 0.018(2) 0.017(2) 0.000(2) -0.002(2) 0.000(2) C4 0.038(3) 0.023(3) 0.016(2) 0.003(2) -0.001(2) -0.008(2) C5 0.031(3) 0.028(3) 0.018(2) -0.003(2) 0.003(2) -0.009(2) C6 0.027(3) 0.019(2) 0.017(2) 0.001(2) -0.0012(19) -0.004(2) C7 0.033(3) 0.025(3) 0.017(2) -0.002(2) 0.002(2) -0.006(2) C8 0.030(3) 0.023(3) 0.015(2) -0.0007(19) 0.005(2) 0.002(2) C9 0.025(3) 0.019(2) 0.016(2) 0.002(2) 0.002(2) -0.003(2) C10 0.024(2) 0.021(2) 0.015(2) 0.005(2) 0.0065(19) 0.004(2) C11 0.020(2) 0.025(3) 0.013(2) -0.0024(19) 0.0039(19) -0.002(2) C12 0.018(2) 0.022(2) 0.018(2) 0.001(2) 0.0038(18) -0.001(2) C13 0.026(3) 0.028(3) 0.014(2) -0.001(2) 0.005(2) 0.005(2) C14 0.023(3) 0.034(3) 0.020(3) 0.009(2) 0.007(2) 0.004(2) C15 0.018(2) 0.039(3) 0.012(2) 0.003(2) 0.0008(18) 0.004(2) C16 0.030(3) 0.042(3) 0.013(2) -0.006(2) 0.006(2) 0.001(2) C17 0.029(3) 0.031(3) 0.020(2) 0.001(2) 0.006(2) 0.003(2) C18 0.025(3) 0.062(4) 0.025(3) 0.010(3) 0.004(2) -0.004(3) C19 0.027(3) 0.051(3) 0.020(2) 0.003(2) 0.006(2) -0.001(3) C20 0.026(3) 0.065(4) 0.023(3) 0.001(3) 0.008(2) -0.003(3) C21 0.022(3) 0.060(4) 0.023(3) 0.001(3) -0.001(2) -0.008(3) C22 0.037(3) 0.037(3) 0.019(2) 0.002(2) 0.005(2) 0.005(3) C23 0.034(3) 0.073(4) 0.016(2) 0.003(3) 0.006(2) -0.005(3) C24 0.026(3) 0.076(4) 0.025(3) 0.005(3) 0.004(2) -0.004(3) C25 0.026(3) 0.022(2) 0.011(2) -0.002(2) -0.0052(19) 0.004(2) C26 0.037(3) 0.029(3) 0.021(3) 0.001(2) 0.007(2) 0.000(2) C27 0.038(3) 0.037(3) 0.022(3) -0.002(2) 0.013(2) 0.009(3) C28 0.036(3) 0.025(3) 0.014(2) -0.007(2) -0.005(2) 0.008(2) C29 0.037(3) 0.024(3) 0.016(2) 0.004(2) -0.004(2) 0.003(2) C30 0.038(3) 0.022(3) 0.015(2) 0.001(2) 0.003(2) 0.005(2) C31 0.028(3) 0.032(3) 0.024(3) -0.003(2) 0.004(2) 0.002(2) C32 0.024(3) 0.021(3) 0.027(3) -0.001(2) 0.007(2) 0.001(2) C33 0.023(3) 0.026(3) 0.027(3) -0.001(2) 0.003(2) 0.005(2) C34 0.030(3) 0.026(3) 0.027(2) -0.006(2) 0.005(2) -0.001(2) C35 0.035(3) 0.024(2) 0.026(3) -0.003(2) 0.015(2) 0.000(2) C36 0.026(3) 0.030(3) 0.038(3) -0.001(2) 0.004(2) 0.005(2) C37 0.026(3) 0.034(3) 0.031(3) -0.005(2) -0.001(2) 0.002(2) C38 0.030(3) 0.019(2) 0.019(2) 0.002(2) 0.005(2) 0.006(2) C39 0.023(3) 0.022(2) 0.026(3) -0.001(2) -0.001(2) -0.002(2) C40 0.034(3) 0.024(3) 0.044(3) -0.002(2) 0.004(3) 0.001(2) C41 0.034(3) 0.024(3) 0.036(3) -0.004(2) -0.001(2) -0.002(2) _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 C22 1.901(4) . ? Br2 C35 1.903(5) . ? O1 C7 1.378(5) . ? O1 C8 1.450(5) . ? O2 C7 1.221(5) . ? O3 C9 1.216(5) . ? O4 C31 1.337(6) . ? O4 C28 1.406(5) . ? O5 C31 1.199(6) . ? O6 C18 1.351(5) . ? O6 C15 1.429(5) . ? O7 C18 1.200(6) . ? N1 C11 1.392(5) . ? N1 C1 1.419(5) . ? N1 C8 1.446(5) . ? C1 C6 1.383(6) . ? C1 C2 1.401(6) . ? C2 C3 1.390(6) . ? C2 H2 0.9500 . ? C3 C4 1.397(6) . ? C3 H3 0.9500 . ? C4 C5 1.363(7) . ? C4 H4 0.9500 . ? C5 C6 1.411(6) . ? C5 H5 0.9500 . ? C6 C7 1.459(6) . ? C8 C38 1.515(6) . ? C8 C9 1.540(6) . ? C9 C10 1.443(6) . ? C10 C11 1.371(6) . ? C10 C12 1.497(5) . ? C11 C25 1.470(6) . ? C12 C17 1.389(6) . ? C12 C13 1.390(6) . ? C13 C14 1.389(6) . ? C13 H13 0.9500 . ? C14 C15 1.354(7) . ? C14 H14 0.9500 . ? C15 C16 1.379(7) . ? C16 C17 1.403(6) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 C19 1.490(7) . ? C19 C20 1.378(7) . ? C19 C24 1.405(7) . ? C20 C21 1.391(6) . ? C20 H20 0.9500 . ? C21 C22 1.360(6) . ? C21 H21 0.9500 . ? C22 C23 1.381(7) . ? C23 C24 1.389(7) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C25 C30 1.387(7) . ? C25 C26 1.398(6) . ? C26 C27 1.391(7) . ? C26 H26 0.9500 . ? C27 C28 1.384(7) . ? C27 H27 0.9500 . ? C28 C29 1.380(6) . ? C29 C30 1.378(7) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31 C32 1.483(6) . ? C32 C37 1.385(7) . ? C32 C33 1.395(6) . ? C33 C34 1.382(6) . ? C33 H33 0.9500 . ? C34 C35 1.368(6) . ? C34 H34 0.9500 . ? C35 C36 1.388(7) . ? C36 C37 1.382(7) . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? C38 C39 1.541(6) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 C40 1.510(7) . ? C39 C41 1.532(7) . ? C39 H39 1.0000 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.813 _refine_diff_density_min -0.609 _refine_diff_density_rms 0.078