 
data_p21 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C36 H28 Br2 F6 N4 O6' 
_chemical_formula_weight          886.44 
 
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' 
 'F'  'F'   0.0171   0.0103 
 '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    p21 
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, y+1/2, -z' 
 
_cell_length_a                    9.890(3) 
_cell_length_b                    9.938(3) 
_cell_length_c                    18.564(5) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  101.954(4) 
_cell_angle_gamma                 90.00 
_cell_volume                      1785.0(9) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     123(2) 
_cell_measurement_reflns_used     3460 
_cell_measurement_theta_min       2.17 
_cell_measurement_theta_max       27.77 
 
_exptl_crystal_description          'block'
 
_exptl_crystal_colour               'colorless'
 
_exptl_crystal_size_max           0.20 
_exptl_crystal_size_mid           0.10 
_exptl_crystal_size_min           0.10 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.649 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              888 
_exptl_absorpt_coefficient_mu     2.354 
_exptl_absorpt_correction_type    ? 
_exptl_absorpt_correction_T_min   0.6503 
_exptl_absorpt_correction_T_max   0.7986 
_exptl_absorpt_process_details    ? 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       123(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 APEXII CCD area detector' 
_diffrn_measurement_method        ? 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             8468 
_diffrn_reflns_av_R_equivalents   0.0410 
_diffrn_reflns_av_sigmaI/netI     0.0874 
_diffrn_reflns_limit_h_min        -11 
_diffrn_reflns_limit_h_max        11 
_diffrn_reflns_limit_k_min        -11 
_diffrn_reflns_limit_k_max        10 
_diffrn_reflns_limit_l_min        -18 
_diffrn_reflns_limit_l_max        22 
_diffrn_reflns_theta_min          1.12 
_diffrn_reflns_theta_max          25.00 
_reflns_number_total              5272 
_reflns_number_gt                 4660 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        ? 
_computing_cell_refinement        ? 
_computing_data_reduction         ? 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     ? 
_computing_publication_material   ? 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     mixed 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_abs_structure_details 
 'Flack H D (1983), Acta Cryst. A39, 876-881' 
_refine_ls_abs_structure_Flack    0.024(7) 
_chemical_absolute_configuration  ad
_refine_ls_number_reflns          5272 
_refine_ls_number_parameters      489 
_refine_ls_number_restraints      1 
_refine_ls_R_factor_all           0.0449 
_refine_ls_R_factor_gt            0.0364 
_refine_ls_wR_factor_ref          0.0792 
_refine_ls_wR_factor_gt           0.0750 
_refine_ls_goodness_of_fit_ref    0.893 
_refine_ls_restrained_S_all       0.893 
_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 1.28114(5) 0.36281(4) -0.07238(3) 0.02468(12) Uani 1 1 d . . . 
Br2 Br 0.37433(5) 0.09651(5) 0.60108(2) 0.02895(13) Uani 1 1 d . . . 
C1 C 1.0921(5) 0.4124(4) -0.1035(2) 0.0195(10) Uani 1 1 d . . . 
C12 C 1.0606(4) 0.5891(5) 0.1311(2) 0.0172(9) Uani 1 1 d . . . 
H1 H 1.0967 0.6775 0.1299 0.021 Uiso 1 1 calc R . . 
C3 C 0.8695(5) 0.4404(4) -0.0776(2) 0.0157(9) Uani 1 1 d . . . 
C2 C 1.0078(5) 0.4068(4) -0.0533(2) 0.0154(9) Uani 1 1 d . . . 
H2 H 1.0429 0.3809 -0.0037 0.018 Uiso 1 1 calc R . . 
C11 C 0.9356(5) 0.5557(4) 0.0870(2) 0.0184(10) Uani 1 1 d . . . 
H3 H 0.8863 0.6225 0.0556 0.022 Uiso 1 1 calc R . . 
C9 C 0.7406(5) 0.4017(4) 0.0335(2) 0.0154(10) Uani 1 1 d . . . 
C15 C 0.9538(5) 0.3328(4) 0.1336(2) 0.0220(11) Uani 1 1 d . . . 
H4 H 0.9174 0.2446 0.1353 0.026 Uiso 1 1 calc R . . 
C10 C 0.8791(5) 0.4283(4) 0.0868(2) 0.0150(9) Uani 1 1 d . . . 
C14 C 1.0794(5) 0.3642(5) 0.1774(2) 0.0258(10) Uani 1 1 d . . . 
H5 H 1.1301 0.2972 0.2081 0.031 Uiso 1 1 calc R . . 
C8 C 0.6400(5) 0.4827(5) -0.0984(2) 0.0232(11) Uani 1 1 d . . . 
H6 H 0.5475 0.4930 -0.0924 0.028 Uiso 1 1 calc R . . 
C4 C 0.8226(5) 0.4788(4) -0.1525(2) 0.0214(10) Uani 1 1 d . . . 
C5 C 0.9105(5) 0.4827(5) -0.2016(2) 0.0236(11) Uani 1 1 d . . . 
H7 H 0.8770 0.5082 -0.2514 0.028 Uiso 1 1 calc R . . 
C7 C 0.7482(5) 0.4440(4) -0.0446(2) 0.0179(10) Uani 1 1 d . . . 
C13 C 1.1330(5) 0.4933(5) 0.1771(2) 0.0229(11) Uani 1 1 d . . . 
C6 C 1.0469(5) 0.4489(4) -0.1771(2) 0.0223(11) Uani 1 1 d . . . 
H8 H 1.1094 0.4505 -0.2097 0.027 Uiso 1 1 calc R . . 
C16 C 0.6232(5) 0.4851(5) 0.0553(2) 0.0198(10) Uani 1 1 d . . . 
H9 H 0.6481 0.5816 0.0553 0.024 Uiso 1 1 calc R . . 
H10 H 0.5379 0.4720 0.0173 0.024 Uiso 1 1 calc R . . 
N1 N 0.6848(4) 0.5047(4) -0.1630(2) 0.0284(10) Uani 1 1 d . . . 
H27 H 0.6322 0.5314 -0.2048 0.034 Uiso 1 1 calc R . . 
N2 N 0.5927(4) 0.4509(4) 0.1289(2) 0.0265(10) Uani 1 1 d . . . 
O1 O 0.4837(4) 0.3960(4) 0.13035(19) 0.0427(10) Uani 1 1 d . . . 
O2 O 1.2574(4) 0.5172(3) 0.22391(19) 0.0349(9) Uani 1 1 d . . . 
O3 O 1.0277(4) 0.2546(3) 0.67646(16) 0.0274(8) Uani 1 1 d . . . 
N3 N 0.4242(4) 0.3161(4) 0.3078(2) 0.0269(10) Uani 1 1 d . . . 
H28 H 0.3693 0.3632 0.2735 0.032 Uiso 1 1 calc R . . 
C23 C 0.6086(5) 0.2020(4) 0.3665(2) 0.0194(10) Uani 1 1 d . . . 
C17 C 0.3924(5) 0.2728(4) 0.3723(3) 0.0252(11) Uani 1 1 d . . . 
C24 C 0.5533(5) 0.2749(4) 0.3051(2) 0.0230(11) Uani 1 1 d . . . 
H11 H 0.5991 0.2940 0.2661 0.028 Uiso 1 1 calc R . . 
C21 C 0.5009(5) 0.1456(4) 0.4798(2) 0.0197(10) Uani 1 1 d . . . 
H12 H 0.5771 0.0977 0.5078 0.024 Uiso 1 1 calc R . . 
C20 C 0.3810(5) 0.1637(5) 0.5057(2) 0.0223(10) Uani 1 1 d . . . 
C22 C 0.5064(5) 0.1995(4) 0.4117(2) 0.0203(10) Uani 1 1 d . . . 
C18 C 0.2714(5) 0.2902(5) 0.3996(3) 0.0276(11) Uani 1 1 d . . . 
H13 H 0.1951 0.3393 0.3726 0.033 Uiso 1 1 calc R . . 
C19 C 0.2666(5) 0.2335(5) 0.4670(3) 0.0279(12) Uani 1 1 d . . . 
H14 H 0.1858 0.2421 0.4867 0.033 Uiso 1 1 calc R . . 
C26 C 0.9630(5) 0.2147(4) 0.6073(2) 0.0202(10) Uani 1 1 d . . . 
C25 C 1.1091(5) 0.1556(5) 0.7221(2) 0.0265(11) Uani 1 1 d . . . 
H15 H 1.0510 0.0779 0.7277 0.040 Uiso 1 1 calc R . . 
H16 H 1.1468 0.1944 0.7706 0.040 Uiso 1 1 calc R . . 
H17 H 1.1852 0.1266 0.6993 0.040 Uiso 1 1 calc R . . 
C27 C 0.8238(5) 0.1565(4) 0.4639(2) 0.0162(10) Uani 1 1 d . . . 
C28 C 0.7446(5) 0.1275(4) 0.3845(2) 0.0186(10) Uani 1 1 d . . . 
C29 C 0.8398(5) 0.1729(5) 0.3332(2) 0.0251(11) Uani 1 1 d . . . 
F2 F 0.9601(3) 0.1037(3) 0.34706(13) 0.0301(6) Uani 1 1 d . . . 
F1 F 0.8726(3) 0.3030(3) 0.34172(14) 0.0326(7) Uani 1 1 d . . . 
F3 F 0.7861(3) 0.1537(3) 0.26197(13) 0.0304(7) Uani 1 1 d . . . 
C30 C 0.7208(5) -0.0274(4) 0.3762(2) 0.0217(11) Uani 1 1 d . . . 
H18 H 0.8084 -0.0715 0.3717 0.026 Uiso 1 1 calc R . . 
H19 H 0.6940 -0.0626 0.4212 0.026 Uiso 1 1 calc R . . 
N4 N 0.6112(5) -0.0624(4) 0.3107(2) 0.0223(9) Uani 1 1 d . . . 
O4 O 0.6471(4) -0.0897(4) 0.25308(19) 0.0436(10) Uani 1 1 d . . . 
C33 C 0.9806(5) 0.0914(5) 0.5765(2) 0.0199(9) Uani 1 1 d . . . 
H20 H 1.0405 0.0261 0.6037 0.024 Uiso 1 1 calc R . . 
C34 C 0.9097(5) 0.0633(5) 0.5052(2) 0.0208(11) Uani 1 1 d . . . 
H21 H 0.9209 -0.0223 0.4844 0.025 Uiso 1 1 calc R . . 
C32 C 0.8092(5) 0.2813(4) 0.4956(2) 0.0222(11) Uani 1 1 d . . . 
H22 H 0.7505 0.3471 0.4680 0.027 Uiso 1 1 calc R . . 
C31 C 0.8782(5) 0.3111(5) 0.5661(2) 0.0235(11) Uani 1 1 d . . . 
H23 H 0.8680 0.3971 0.5865 0.028 Uiso 1 1 calc R . . 
O5 O 0.4918(4) -0.0624(4) 0.31743(18) 0.0331(9) Uani 1 1 d . . . 
C35 C 1.3149(7) 0.6492(6) 0.2235(4) 0.062(2) Uani 1 1 d . . . 
H24 H 1.3231 0.6726 0.1733 0.093 Uiso 1 1 calc R . . 
H25 H 1.4066 0.6512 0.2560 0.093 Uiso 1 1 calc R . . 
H26 H 1.2545 0.7143 0.2409 0.093 Uiso 1 1 calc R . . 
C36 C 0.7007(5) 0.2538(5) 0.0302(2) 0.0208(11) Uani 1 1 d . . . 
F5 F 0.5783(3) 0.2327(3) -0.01689(14) 0.0285(7) Uani 1 1 d . . . 
F6 F 0.7934(3) 0.1765(2) 0.00633(14) 0.0272(7) Uani 1 1 d . . . 
F4 F 0.6848(3) 0.2030(2) 0.09466(14) 0.0273(6) Uani 1 1 d . . . 
O6 O 0.6785(4) 0.4825(4) 0.18394(18) 0.0372(9) Uani 1 1 d . . . 
 
 
_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 1.904(5) . ? 
Br2 C20 1.906(4) . ? 
C1 C2 1.375(6) . ? 
C1 C6 1.394(6) . ? 
C12 C11 1.374(6) . ? 
C12 C13 1.377(6) . ? 
C12 H1 0.9500 . ? 
C3 C2 1.389(6) . ? 
C3 C4 1.424(6) . ? 
C3 C7 1.456(6) . ? 
C2 H2 0.9500 . ? 
C11 C10 1.384(6) . ? 
C11 H3 0.9500 . ? 
C9 C36 1.519(7) . ? 
C9 C7 1.527(6) . ? 
C9 C10 1.537(6) . ? 
C9 C16 1.547(6) . ? 
C15 C14 1.372(7) . ? 
C15 C10 1.392(6) . ? 
C15 H4 0.9500 . ? 
C14 C13 1.388(7) . ? 
C14 H5 0.9500 . ? 
C8 C7 1.359(6) . ? 
C8 N1 1.380(6) . ? 
C8 H6 0.9500 . ? 
C4 N1 1.361(6) . ? 
C4 C5 1.385(6) . ? 
C5 C6 1.373(7) . ? 
C5 H7 0.9500 . ? 
C13 O2 1.372(5) . ? 
C6 H8 0.9500 . ? 
C16 N2 1.497(5) . ? 
C16 H9 0.9900 . ? 
C16 H10 0.9900 . ? 
N1 H27 0.8800 . ? 
N2 O1 1.214(5) . ? 
N2 O6 1.226(5) . ? 
O2 C35 1.430(6) . ? 
O3 C26 1.369(5) . ? 
O3 C25 1.433(5) . ? 
N3 C24 1.352(6) . ? 
N3 C17 1.369(6) . ? 
N3 H28 0.8800 . ? 
C23 C24 1.366(6) . ? 
C23 C22 1.442(7) . ? 
C23 C28 1.510(7) . ? 
C17 C18 1.404(7) . ? 
C17 C22 1.413(7) . ? 
C24 H11 0.9500 . ? 
C21 C20 1.381(6) . ? 
C21 C22 1.385(6) . ? 
C21 H12 0.9500 . ? 
C20 C19 1.393(7) . ? 
C18 C19 1.381(7) . ? 
C18 H13 0.9500 . ? 
C19 H14 0.9500 . ? 
C26 C33 1.379(6) . ? 
C26 C31 1.393(6) . ? 
C25 H15 0.9800 . ? 
C25 H16 0.9800 . ? 
C25 H17 0.9800 . ? 
C27 C34 1.377(6) . ? 
C27 C32 1.393(6) . ? 
C27 C28 1.547(6) . ? 
C28 C29 1.538(6) . ? 
C28 C30 1.560(6) . ? 
C29 F3 1.333(5) . ? 
C29 F1 1.334(5) . ? 
C29 F2 1.352(5) . ? 
C30 N4 1.493(6) . ? 
C30 H18 0.9900 . ? 
C30 H19 0.9900 . ? 
N4 O5 1.213(5) . ? 
N4 O4 1.225(5) . ? 
C33 C34 1.392(6) . ? 
C33 H20 0.9500 . ? 
C34 H21 0.9500 . ? 
C32 C31 1.377(6) . ? 
C32 H22 0.9500 . ? 
C31 H23 0.9500 . ? 
C35 H24 0.9800 . ? 
C35 H25 0.9800 . ? 
C35 H26 0.9800 . ? 
C36 F4 1.338(5) . ? 
C36 F6 1.341(5) . ? 
C36 F5 1.354(5) . ? 
 
loop_ 
 _geom_angle_atom_site_label_1 
 _geom_angle_atom_site_label_2 
 _geom_angle_atom_site_label_3 
 _geom_angle 
 _geom_angle_site_symmetry_1 
 _geom_angle_site_symmetry_3 
 _geom_angle_publ_flag 
C2 C1 C6 124.0(4) . . ? 
C2 C1 Br1 118.6(3) . . ? 
C6 C1 Br1 117.4(3) . . ? 
C11 C12 C13 119.4(4) . . ? 
C11 C12 H1 120.3 . . ? 
C13 C12 H1 120.3 . . ? 
C2 C3 C4 118.8(4) . . ? 
C2 C3 C7 135.3(4) . . ? 
C4 C3 C7 105.9(4) . . ? 
C1 C2 C3 117.7(4) . . ? 
C1 C2 H2 121.2 . . ? 
C3 C2 H2 121.2 . . ? 
C12 C11 C10 122.4(4) . . ? 
C12 C11 H3 118.8 . . ? 
C10 C11 H3 118.8 . . ? 
C36 C9 C7 106.9(3) . . ? 
C36 C9 C10 112.4(3) . . ? 
C7 C9 C10 110.6(4) . . ? 
C36 C9 C16 109.0(4) . . ? 
C7 C9 C16 106.8(3) . . ? 
C10 C9 C16 110.9(3) . . ? 
C14 C15 C10 120.8(4) . . ? 
C14 C15 H4 119.6 . . ? 
C10 C15 H4 119.6 . . ? 
C11 C10 C15 117.4(4) . . ? 
C11 C10 C9 117.7(4) . . ? 
C15 C10 C9 124.9(4) . . ? 
C15 C14 C13 120.5(4) . . ? 
C15 C14 H5 119.7 . . ? 
C13 C14 H5 119.7 . . ? 
C7 C8 N1 109.8(4) . . ? 
C7 C8 H6 125.1 . . ? 
N1 C8 H6 125.1 . . ? 
N1 C4 C5 130.3(4) . . ? 
N1 C4 C3 107.8(4) . . ? 
C5 C4 C3 121.9(4) . . ? 
C6 C5 C4 118.8(4) . . ? 
C6 C5 H7 120.6 . . ? 
C4 C5 H7 120.6 . . ? 
C8 C7 C3 106.9(4) . . ? 
C8 C7 C9 126.1(4) . . ? 
C3 C7 C9 126.8(4) . . ? 
O2 C13 C12 123.8(4) . . ? 
O2 C13 C14 116.8(4) . . ? 
C12 C13 C14 119.4(4) . . ? 
C5 C6 C1 118.8(4) . . ? 
C5 C6 H8 120.6 . . ? 
C1 C6 H8 120.6 . . ? 
N2 C16 C9 114.9(4) . . ? 
N2 C16 H9 108.5 . . ? 
C9 C16 H9 108.5 . . ? 
N2 C16 H10 108.5 . . ? 
C9 C16 H10 108.5 . . ? 
H9 C16 H10 107.5 . . ? 
C4 N1 C8 109.7(4) . . ? 
C4 N1 H27 125.2 . . ? 
C8 N1 H27 125.2 . . ? 
O1 N2 O6 124.1(4) . . ? 
O1 N2 C16 118.0(4) . . ? 
O6 N2 C16 117.8(4) . . ? 
C13 O2 C35 117.4(4) . . ? 
C26 O3 C25 116.9(3) . . ? 
C24 N3 C17 109.1(4) . . ? 
C24 N3 H28 125.5 . . ? 
C17 N3 H28 125.5 . . ? 
C24 C23 C22 106.7(4) . . ? 
C24 C23 C28 129.0(4) . . ? 
C22 C23 C28 124.2(4) . . ? 
N3 C17 C18 130.1(4) . . ? 
N3 C17 C22 108.2(4) . . ? 
C18 C17 C22 121.7(4) . . ? 
N3 C24 C23 110.4(4) . . ? 
N3 C24 H11 124.8 . . ? 
C23 C24 H11 124.8 . . ? 
C20 C21 C22 117.9(4) . . ? 
C20 C21 H12 121.1 . . ? 
C22 C21 H12 121.1 . . ? 
C21 C20 C19 123.3(4) . . ? 
C21 C20 Br2 118.4(3) . . ? 
C19 C20 Br2 118.3(4) . . ? 
C21 C22 C17 119.6(4) . . ? 
C21 C22 C23 134.7(4) . . ? 
C17 C22 C23 105.7(4) . . ? 
C19 C18 C17 117.9(4) . . ? 
C19 C18 H13 121.0 . . ? 
C17 C18 H13 121.0 . . ? 
C18 C19 C20 119.6(5) . . ? 
C18 C19 H14 120.2 . . ? 
C20 C19 H14 120.2 . . ? 
O3 C26 C33 124.9(4) . . ? 
O3 C26 C31 115.3(4) . . ? 
C33 C26 C31 119.7(4) . . ? 
O3 C25 H15 109.5 . . ? 
O3 C25 H16 109.5 . . ? 
H15 C25 H16 109.5 . . ? 
O3 C25 H17 109.5 . . ? 
H15 C25 H17 109.5 . . ? 
H16 C25 H17 109.5 . . ? 
C34 C27 C32 118.0(4) . . ? 
C34 C27 C28 122.5(4) . . ? 
C32 C27 C28 119.4(4) . . ? 
C23 C28 C29 110.5(4) . . ? 
C23 C28 C27 111.8(4) . . ? 
C29 C28 C27 106.3(4) . . ? 
C23 C28 C30 110.6(4) . . ? 
C29 C28 C30 109.1(4) . . ? 
C27 C28 C30 108.3(3) . . ? 
F3 C29 F1 107.1(4) . . ? 
F3 C29 F2 105.6(4) . . ? 
F1 C29 F2 106.7(4) . . ? 
F3 C29 C28 113.7(4) . . ? 
F1 C29 C28 112.1(4) . . ? 
F2 C29 C28 111.2(4) . . ? 
N4 C30 C28 112.3(3) . . ? 
N4 C30 H18 109.1 . . ? 
C28 C30 H18 109.1 . . ? 
N4 C30 H19 109.1 . . ? 
C28 C30 H19 109.1 . . ? 
H18 C30 H19 107.9 . . ? 
O5 N4 O4 123.7(4) . . ? 
O5 N4 C30 118.3(4) . . ? 
O4 N4 C30 118.1(4) . . ? 
C26 C33 C34 119.4(4) . . ? 
C26 C33 H20 120.3 . . ? 
C34 C33 H20 120.3 . . ? 
C27 C34 C33 121.7(4) . . ? 
C27 C34 H21 119.1 . . ? 
C33 C34 H21 119.1 . . ? 
C31 C32 C27 121.2(4) . . ? 
C31 C32 H22 119.4 . . ? 
C27 C32 H22 119.4 . . ? 
C32 C31 C26 119.9(4) . . ? 
C32 C31 H23 120.1 . . ? 
C26 C31 H23 120.1 . . ? 
O2 C35 H24 109.5 . . ? 
O2 C35 H25 109.5 . . ? 
H24 C35 H25 109.5 . . ? 
O2 C35 H26 109.5 . . ? 
H24 C35 H26 109.5 . . ? 
H25 C35 H26 109.5 . . ? 
F4 C36 F6 107.1(4) . . ? 
F4 C36 F5 105.3(4) . . ? 
F6 C36 F5 106.2(3) . . ? 
F4 C36 C9 114.0(4) . . ? 
F6 C36 C9 112.2(4) . . ? 
F5 C36 C9 111.5(4) . . ? 
 
loop_ 
 _geom_torsion_atom_site_label_1 
 _geom_torsion_atom_site_label_2 
 _geom_torsion_atom_site_label_3 
 _geom_torsion_atom_site_label_4 
 _geom_torsion 
 _geom_torsion_site_symmetry_1 
 _geom_torsion_site_symmetry_2 
 _geom_torsion_site_symmetry_3 
 _geom_torsion_site_symmetry_4 
 _geom_torsion_publ_flag 
C6 C1 C2 C3 -0.3(6) . . . . ? 
Br1 C1 C2 C3 -178.5(3) . . . . ? 
C4 C3 C2 C1 -0.1(6) . . . . ? 
C7 C3 C2 C1 177.9(4) . . . . ? 
C13 C12 C11 C10 -0.1(7) . . . . ? 
C12 C11 C10 C15 0.1(6) . . . . ? 
C12 C11 C10 C9 -178.3(4) . . . . ? 
C14 C15 C10 C11 -0.8(7) . . . . ? 
C14 C15 C10 C9 177.4(4) . . . . ? 
C36 C9 C10 C11 171.3(4) . . . . ? 
C7 C9 C10 C11 51.8(5) . . . . ? 
C16 C9 C10 C11 -66.4(5) . . . . ? 
C36 C9 C10 C15 -6.9(6) . . . . ? 
C7 C9 C10 C15 -126.4(4) . . . . ? 
C16 C9 C10 C15 115.4(5) . . . . ? 
C10 C15 C14 C13 1.6(7) . . . . ? 
C2 C3 C4 N1 179.2(4) . . . . ? 
C7 C3 C4 N1 0.6(5) . . . . ? 
C2 C3 C4 C5 0.4(6) . . . . ? 
C7 C3 C4 C5 -178.1(4) . . . . ? 
N1 C4 C5 C6 -178.7(5) . . . . ? 
C3 C4 C5 C6 -0.3(7) . . . . ? 
N1 C8 C7 C3 -0.5(5) . . . . ? 
N1 C8 C7 C9 -175.9(4) . . . . ? 
C2 C3 C7 C8 -178.3(5) . . . . ? 
C4 C3 C7 C8 -0.1(5) . . . . ? 
C2 C3 C7 C9 -2.9(8) . . . . ? 
C4 C3 C7 C9 175.3(4) . . . . ? 
C36 C9 C7 C8 83.5(5) . . . . ? 
C10 C9 C7 C8 -153.7(4) . . . . ? 
C16 C9 C7 C8 -33.0(6) . . . . ? 
C36 C9 C7 C3 -91.0(5) . . . . ? 
C10 C9 C7 C3 31.7(6) . . . . ? 
C16 C9 C7 C3 152.4(4) . . . . ? 
C11 C12 C13 O2 -179.0(4) . . . . ? 
C11 C12 C13 C14 0.8(7) . . . . ? 
C15 C14 C13 O2 178.3(4) . . . . ? 
C15 C14 C13 C12 -1.6(7) . . . . ? 
C4 C5 C6 C1 -0.2(6) . . . . ? 
C2 C1 C6 C5 0.5(7) . . . . ? 
Br1 C1 C6 C5 178.7(3) . . . . ? 
C36 C9 C16 N2 60.7(5) . . . . ? 
C7 C9 C16 N2 175.9(4) . . . . ? 
C10 C9 C16 N2 -63.6(5) . . . . ? 
C5 C4 N1 C8 177.7(5) . . . . ? 
C3 C4 N1 C8 -0.9(5) . . . . ? 
C7 C8 N1 C4 0.9(5) . . . . ? 
C9 C16 N2 O1 -110.9(5) . . . . ? 
C9 C16 N2 O6 70.5(5) . . . . ? 
C12 C13 O2 C35 -1.0(8) . . . . ? 
C14 C13 O2 C35 179.2(5) . . . . ? 
C24 N3 C17 C18 -179.8(5) . . . . ? 
C24 N3 C17 C22 -0.7(5) . . . . ? 
C17 N3 C24 C23 1.2(5) . . . . ? 
C22 C23 C24 N3 -1.1(5) . . . . ? 
C28 C23 C24 N3 174.8(4) . . . . ? 
C22 C21 C20 C19 -0.2(7) . . . . ? 
C22 C21 C20 Br2 -177.5(3) . . . . ? 
C20 C21 C22 C17 1.4(7) . . . . ? 
C20 C21 C22 C23 -179.5(5) . . . . ? 
N3 C17 C22 C21 179.4(4) . . . . ? 
C18 C17 C22 C21 -1.5(7) . . . . ? 
N3 C17 C22 C23 0.1(5) . . . . ? 
C18 C17 C22 C23 179.2(4) . . . . ? 
C24 C23 C22 C21 -178.5(5) . . . . ? 
C28 C23 C22 C21 5.3(8) . . . . ? 
C24 C23 C22 C17 0.6(5) . . . . ? 
C28 C23 C22 C17 -175.6(4) . . . . ? 
N3 C17 C18 C19 179.2(5) . . . . ? 
C22 C17 C18 C19 0.2(7) . . . . ? 
C17 C18 C19 C20 1.0(7) . . . . ? 
C21 C20 C19 C18 -1.0(7) . . . . ? 
Br2 C20 C19 C18 176.3(4) . . . . ? 
C25 O3 C26 C33 -6.3(6) . . . . ? 
C25 O3 C26 C31 176.3(4) . . . . ? 
C24 C23 C28 C29 15.5(7) . . . . ? 
C22 C23 C28 C29 -169.2(4) . . . . ? 
C24 C23 C28 C27 133.7(5) . . . . ? 
C22 C23 C28 C27 -51.0(6) . . . . ? 
C24 C23 C28 C30 -105.5(5) . . . . ? 
C22 C23 C28 C30 69.8(5) . . . . ? 
C34 C27 C28 C23 149.0(4) . . . . ? 
C32 C27 C28 C23 -31.2(6) . . . . ? 
C34 C27 C28 C29 -90.3(5) . . . . ? 
C32 C27 C28 C29 89.5(5) . . . . ? 
C34 C27 C28 C30 26.8(6) . . . . ? 
C32 C27 C28 C30 -153.4(4) . . . . ? 
C23 C28 C29 F3 -58.8(5) . . . . ? 
C27 C28 C29 F3 179.6(4) . . . . ? 
C30 C28 C29 F3 63.1(5) . . . . ? 
C23 C28 C29 F1 62.8(5) . . . . ? 
C27 C28 C29 F1 -58.8(5) . . . . ? 
C30 C28 C29 F1 -175.3(4) . . . . ? 
C23 C28 C29 F2 -177.9(3) . . . . ? 
C27 C28 C29 F2 60.5(5) . . . . ? 
C30 C28 C29 F2 -56.0(5) . . . . ? 
C23 C28 C30 N4 40.1(5) . . . . ? 
C29 C28 C30 N4 -81.7(5) . . . . ? 
C27 C28 C30 N4 163.0(4) . . . . ? 
C28 C30 N4 O5 -85.8(5) . . . . ? 
C28 C30 N4 O4 94.3(5) . . . . ? 
O3 C26 C33 C34 -179.3(4) . . . . ? 
C31 C26 C33 C34 -2.0(7) . . . . ? 
C32 C27 C34 C33 0.0(7) . . . . ? 
C28 C27 C34 C33 179.8(4) . . . . ? 
C26 C33 C34 C27 1.1(7) . . . . ? 
C34 C27 C32 C31 -0.1(7) . . . . ? 
C28 C27 C32 C31 -179.9(4) . . . . ? 
C27 C32 C31 C26 -0.9(7) . . . . ? 
O3 C26 C31 C32 179.5(4) . . . . ? 
C33 C26 C31 C32 1.9(7) . . . . ? 
C7 C9 C36 F4 -177.7(4) . . . . ? 
C10 C9 C36 F4 60.8(5) . . . . ? 
C16 C9 C36 F4 -62.6(5) . . . . ? 
C7 C9 C36 F6 60.4(5) . . . . ? 
C10 C9 C36 F6 -61.2(5) . . . . ? 
C16 C9 C36 F6 175.5(3) . . . . ? 
C7 C9 C36 F5 -58.6(5) . . . . ? 
C10 C9 C36 F5 179.8(3) . . . . ? 
C16 C9 C36 F5 56.5(5) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.993 
_diffrn_reflns_theta_full              25.00 
_diffrn_measured_fraction_theta_full   0.993 
_refine_diff_density_max    0.455 
_refine_diff_density_min   -0.397 
_refine_diff_density_rms    0.069 
