data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'C Braddock' _publ_contact_author_email C.BRADDOCK@IC.AC.UK _publ_section_title ; The Generation and Trapping of Enantiopure Bromonium Ions ; loop_ _publ_author_name 'C Braddock' 'Stephen Hermitage' 'Lillian Kwok' 'Rebecca Pouwer' 'Joanna M Redmond' 'Andrew J P White' # Attachment 'B816914D_REVISED.cif' data_Compound_4 _database_code_depnum_ccdc_archive 'CCDC 702696' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H8 Br Cl' _chemical_formula_sum 'C8 H8 Br Cl' _chemical_formula_weight 219.50 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' Cl Cl 0.1484 0.1585 '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 Orthorhombic _symmetry_space_group_name_H-M Pccn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-x, y+1/2, -z+1/2' 'x+1/2, -y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'x, -y-1/2, z-1/2' '-x-1/2, y, z-1/2' _cell_length_a 15.6605(4) _cell_length_b 19.4998(5) _cell_length_c 5.49619(11) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1678.41(7) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6726 _cell_measurement_theta_min 3.8403 _cell_measurement_theta_max 31.8224 _exptl_crystal_description plates _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.737 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 864 _exptl_absorpt_coefficient_mu 5.136 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.36223 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OD Xcalibur 3' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 15.9863 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23570 _diffrn_reflns_av_R_equivalents 0.0508 _diffrn_reflns_av_sigmaI/netI 0.0466 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 4.04 _diffrn_reflns_theta_max 31.91 _reflns_number_total 2738 _reflns_number_gt 1471 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _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^)+(0.0455P)^2^+1.1679P] 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 2738 _refine_ls_number_parameters 118 _refine_ls_number_restraints 81 _refine_ls_R_factor_all 0.1011 _refine_ls_R_factor_gt 0.0375 _refine_ls_wR_factor_ref 0.1152 _refine_ls_wR_factor_gt 0.0872 _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_restrained_S_all 1.104 _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 C1 C 0.51719(15) 0.35956(18) 0.2808(6) 0.0430(11) Uani 0.836(2) 1 d PGDU A 1 C2 C 0.4763(2) 0.3232(2) 0.0971(6) 0.0421(11) Uani 0.836(2) 1 d PGDU A 1 H2A H 0.5089 0.3013 -0.0263 0.050 Uiso 0.836(2) 1 calc PR A 1 C3 C 0.3877(2) 0.3187(2) 0.0941(7) 0.0418(13) Uani 0.836(2) 1 d PGDU A 1 H3A H 0.3598 0.2938 -0.0314 0.050 Uiso 0.836(2) 1 calc PR A 1 C4 C 0.34003(15) 0.3507(3) 0.2748(8) 0.0417(13) Uani 0.836(2) 1 d PGDU A 1 H4A H 0.2795 0.3477 0.2727 0.050 Uiso 0.836(2) 1 calc PR A 1 C5 C 0.3809(2) 0.3871(2) 0.4584(7) 0.0420(12) Uani 0.836(2) 1 d PGDU A 1 H5A H 0.3483 0.4089 0.5818 0.050 Uiso 0.836(2) 1 calc PR A 1 C6 C 0.4695(2) 0.3915(2) 0.4614(6) 0.0456(11) Uani 0.836(2) 1 d PGDU A 1 H6A H 0.4974 0.4164 0.5869 0.055 Uiso 0.836(2) 1 calc PR A 1 C7 C 0.6151(3) 0.3615(2) 0.2821(8) 0.0531(12) Uani 0.836(2) 1 d PDU A 1 H7A H 0.6370 0.3389 0.1312 0.064 Uiso 0.836(2) 1 calc PR A 1 C8 C 0.6547(3) 0.4283(2) 0.3071(9) 0.0560(12) Uani 0.836(2) 1 d PDU A 1 H8A H 0.7173 0.4230 0.3215 0.067 Uiso 0.836(2) 1 calc PR A 1 H8B H 0.6335 0.4510 0.4564 0.067 Uiso 0.836(2) 1 calc PR A 1 C1' C 0.5127(8) 0.3772(7) 0.340(2) 0.035(6) Uiso 0.164(2) 1 d PGDU A 2 C2' C 0.4949(10) 0.3333(10) 0.148(3) 0.029(5) Uiso 0.164(2) 1 d PGDU A 2 H2'A H 0.5403 0.3142 0.0553 0.035 Uiso 0.164(2) 1 calc PR A 2 C3' C 0.4108(12) 0.3173(12) 0.091(4) 0.024(5) Uiso 0.164(2) 1 d PGDU A 2 H3'A H 0.3986 0.2872 -0.0407 0.029 Uiso 0.164(2) 1 calc PR A 2 C4' C 0.3444(9) 0.3452(13) 0.226(4) 0.042(7) Uiso 0.164(2) 1 d PGDU A 2 H4'A H 0.2869 0.3343 0.1875 0.050 Uiso 0.164(2) 1 calc PR A 2 C5' C 0.3622(8) 0.3892(13) 0.419(4) 0.023(5) Uiso 0.164(2) 1 d PGDU A 2 H5'A H 0.3168 0.4083 0.5115 0.028 Uiso 0.164(2) 1 calc PR A 2 C6' C 0.4463(10) 0.4052(10) 0.476(3) 0.032(5) Uiso 0.164(2) 1 d PGDU A 2 H6'A H 0.4585 0.4353 0.6074 0.039 Uiso 0.164(2) 1 calc PR A 2 C7' C 0.6067(9) 0.3929(8) 0.397(3) 0.036(3) Uiso 0.164(2) 1 d PDU A 2 H7'A H 0.6122 0.4350 0.4998 0.043 Uiso 0.164(2) 1 calc PR A 2 C8' C 0.6606(11) 0.3984(10) 0.170(3) 0.043(3) Uiso 0.164(2) 1 d PDU A 2 H8'A H 0.6557 0.3567 0.0679 0.052 Uiso 0.164(2) 1 calc PR A 2 H8'B H 0.7214 0.4065 0.2098 0.052 Uiso 0.164(2) 1 calc PR A 2 Cl Cl 0.6568(4) 0.3150(3) 0.5528(10) 0.0609(17) Uani 0.836(2) 1 d PDU A 1 Br Br 0.62710(12) 0.48540(8) 0.0185(4) 0.0411(4) Uani 0.836(2) 1 d PDU A 1 Br' Br 0.6590(5) 0.3121(4) 0.5589(15) 0.0319(15) Uani 0.164(2) 1 d PDU A 2 Cl' Cl 0.6126(15) 0.4731(10) 0.021(4) 0.033(3) Uani 0.164(2) 1 d PDU 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 C1 0.037(2) 0.041(2) 0.051(3) 0.000(2) 0.005(2) -0.003(2) C2 0.038(3) 0.044(3) 0.045(3) -0.005(2) 0.001(2) 0.003(2) C3 0.039(3) 0.044(3) 0.042(2) 0.0000(19) -0.008(2) -0.001(3) C4 0.035(2) 0.048(3) 0.041(3) 0.013(2) 0.003(2) 0.002(2) C5 0.042(3) 0.045(3) 0.039(3) 0.001(2) 0.002(2) 0.002(2) C6 0.045(3) 0.049(3) 0.043(3) -0.007(2) 0.000(2) -0.003(2) C7 0.058(3) 0.049(2) 0.052(2) 0.001(2) 0.001(2) 0.003(2) C8 0.055(3) 0.059(3) 0.054(3) -0.001(2) -0.008(2) -0.006(2) Cl 0.072(3) 0.056(2) 0.055(2) 0.0193(16) -0.0052(18) 0.0080(19) Br 0.0525(9) 0.0346(6) 0.0360(3) 0.0072(3) 0.0015(4) 0.0028(5) Br' 0.031(3) 0.025(2) 0.040(3) 0.004(2) 0.004(2) 0.009(2) Cl' 0.032(5) 0.032(6) 0.034(4) 0.018(4) 0.001(3) -0.004(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 C1 C2 1.3900 . ? C1 C6 1.3900 . ? C1 C7 1.534(5) . ? C2 C3 1.3900 . ? C3 C4 1.3900 . ? C4 C5 1.3900 . ? C5 C6 1.3900 . ? C7 C8 1.449(6) . ? C7 Cl 1.860(7) . ? C8 Br 1.985(5) . ? C1' C2' 1.3900 . ? C1' C6' 1.3900 . ? C1' C7' 1.535(12) . ? C2' C3' 1.3900 . ? C3' C4' 1.3900 . ? C4' C5' 1.3900 . ? C5' C6' 1.3900 . ? C7' C8' 1.510(15) . ? C7' Br' 1.987(14) . ? C8' Cl' 1.834(17) . ? 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 120.0 . . ? C2 C1 C7 118.4(3) . . ? C6 C1 C7 121.5(3) . . ? C1 C2 C3 120.0 . . ? C2 C3 C4 120.0 . . ? C3 C4 C5 120.0 . . ? C6 C5 C4 120.0 . . ? C5 C6 C1 120.0 . . ? C8 C7 C1 116.7(4) . . ? C8 C7 Cl 102.2(4) . . ? C1 C7 Cl 110.0(3) . . ? C7 C8 Br 109.6(3) . . ? C2' C1' C6' 120.0 . . ? C2' C1' C7' 118.0(7) . . ? C6' C1' C7' 122.0(7) . . ? C3' C2' C1' 120.0 . . ? C4' C3' C2' 120.0 . . ? C3' C4' C5' 120.0 . . ? C6' C5' C4' 120.0 . . ? C5' C6' C1' 120.0 . . ? C8' C7' C1' 112.5(11) . . ? C8' C7' Br' 101.3(10) . . ? C1' C7' Br' 109.1(8) . . ? C7' C8' Cl' 101.3(11) . . ? _diffrn_measured_fraction_theta_max 0.946 _diffrn_reflns_theta_full 31.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.719 _refine_diff_density_min -0.527 _refine_diff_density_rms 0.102 #===END data_Compound_11 _database_code_depnum_ccdc_archive 'CCDC 702697' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C9 H10 Br Cl' _chemical_formula_sum 'C9 H10 Br Cl' _chemical_formula_weight 233.53 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M I2/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z' 'x+1/2, y+1/2, z+1/2' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z' '-x+1/2, -y+1/2, -z+1/2' 'x, -y+1/2, z+1/2' _cell_length_a 18.7196(5) _cell_length_b 5.4883(1) _cell_length_c 19.2225(5) _cell_angle_alpha 90.00 _cell_angle_beta 104.159(3) _cell_angle_gamma 90.00 _cell_volume 1914.90(8) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2376 _cell_measurement_theta_min 2.4316 _cell_measurement_theta_max 62.7968 _exptl_crystal_description needles _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.620 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 _exptl_absorpt_coefficient_mu 7.877 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.67847 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.1 (release 28-02-2006 CrysAlis171 .NET) (compiled Feb 28 2007,14:31:15) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54248 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OD Xcalibur PX Ultra' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 8.2556 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3799 _diffrn_reflns_av_R_equivalents 0.0188 _diffrn_reflns_av_sigmaI/netI 0.0166 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 4.75 _diffrn_reflns_theta_max 62.93 _reflns_number_total 1508 _reflns_number_gt 1270 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _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^)+(0.0429P)^2^+1.3639P] 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 1508 _refine_ls_number_parameters 131 _refine_ls_number_restraints 21 _refine_ls_R_factor_all 0.0337 _refine_ls_R_factor_gt 0.0278 _refine_ls_wR_factor_ref 0.0773 _refine_ls_wR_factor_gt 0.0749 _refine_ls_goodness_of_fit_ref 1.101 _refine_ls_restrained_S_all 1.113 _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 C1 C 0.1319(2) -0.1256(9) 0.1231(3) 0.0516(12) Uani 0.5820(15) 1 d PD A 1 H1A H 0.1256 -0.0178 0.0801 0.062 Uiso 0.5820(15) 1 calc PR A 1 Cl1 Cl 0.1822(7) 0.049(2) 0.2007(6) 0.0415(12) Uani 0.5820(15) 1 d PD A 1 C2 C 0.1762(3) -0.3380(10) 0.1113(3) 0.0545(13) Uani 0.5820(15) 1 d PD A 1 H2A H 0.1788 -0.4513 0.1526 0.065 Uiso 0.5820(15) 1 calc PR A 1 Br2 Br 0.1200(2) -0.5083(7) 0.0246(2) 0.0437(6) Uani 0.5820(15) 1 d PD A 1 C3 C 0.2537(3) -0.2903(19) 0.1077(5) 0.045(2) Uani 0.5820(15) 1 d PD A 1 H3A H 0.2801 -0.2067 0.1516 0.068 Uiso 0.5820(15) 1 calc PR A 1 H3B H 0.2537 -0.1875 0.0660 0.068 Uiso 0.5820(15) 1 calc PR A 1 H3C H 0.2782 -0.4452 0.1033 0.068 Uiso 0.5820(15) 1 calc PR A 1 C4 C 0.0553(2) -0.1745(9) 0.1344(2) 0.0413(12) Uani 0.5820(15) 1 d PGD A 1 C5 C 0.0004(3) -0.0110(10) 0.1021(4) 0.045(2) Uani 0.5820(15) 1 d PGD A 1 H5A H 0.0116 0.1198 0.0741 0.054 Uiso 0.5820(15) 1 calc PR A 1 C6 C -0.0707(3) -0.0388(15) 0.1107(5) 0.046(3) Uani 0.5820(15) 1 d PGD A 1 H6A H -0.1082 0.0729 0.0887 0.056 Uiso 0.5820(15) 1 calc PR A 1 C7 C -0.0870(2) -0.2302(17) 0.1516(4) 0.046(2) Uani 0.5820(15) 1 d PGD A 1 H7A H -0.1356 -0.2493 0.1576 0.056 Uiso 0.5820(15) 1 calc PR A 1 C8 C -0.0322(4) -0.3937(13) 0.1839(3) 0.055(4) Uani 0.5820(15) 1 d PGD A 1 H8A H -0.0433 -0.5245 0.2119 0.066 Uiso 0.5820(15) 1 calc PR A 1 C9 C 0.0390(3) -0.3659(9) 0.1753(3) 0.0481(15) Uani 0.5820(15) 1 d PGD A 1 H9A H 0.0765 -0.4776 0.1973 0.058 Uiso 0.5820(15) 1 calc PR A 1 C1' C 0.1121(3) -0.2303(12) 0.0847(3) 0.0423(15) Uiso 0.4180(15) 1 d PD A 2 H1'A H 0.1148 -0.0745 0.0584 0.051 Uiso 0.4180(15) 1 calc PR A 2 Cl1' Cl 0.1054(8) -0.479(2) 0.0209(7) 0.0420(17) Uani 0.4180(15) 1 d PD A 2 C2' C 0.1829(4) -0.2578(14) 0.1410(4) 0.048(2) Uiso 0.4180(15) 1 d PD A 2 H2'A H 0.1856 -0.4161 0.1673 0.058 Uiso 0.4180(15) 1 calc PR A 2 Br2' Br 0.1914(5) 0.0232(15) 0.2054(4) 0.0479(13) Uani 0.4180(15) 1 d PD A 2 C3' C 0.2482(6) -0.229(3) 0.1007(9) 0.062(5) Uiso 0.4180(15) 1 d PD A 2 H3'A H 0.2465 -0.3660 0.0675 0.094 Uiso 0.4180(15) 1 calc PR A 2 H3'B H 0.2958 -0.2291 0.1361 0.094 Uiso 0.4180(15) 1 calc PR A 2 H3'C H 0.2421 -0.0759 0.0738 0.094 Uiso 0.4180(15) 1 calc PR A 2 C4' C 0.0428(3) -0.2224(13) 0.1124(3) 0.036(2) Uiso 0.4180(15) 1 d PGD A 2 C5' C -0.0050(5) -0.0271(14) 0.0918(5) 0.045(3) Uiso 0.4180(15) 1 d PGD A 2 H5'A H 0.0064 0.0962 0.0615 0.054 Uiso 0.4180(15) 1 calc PR A 2 C6' C -0.0694(5) -0.0124(19) 0.1153(6) 0.038(4) Uiso 0.4180(15) 1 d PGD A 2 H6'A H -0.1020 0.1210 0.1012 0.045 Uiso 0.4180(15) 1 calc PR A 2 C7' C -0.0860(4) -0.193(2) 0.1596(6) 0.034(3) Uiso 0.4180(15) 1 d PGD A 2 H7'A H -0.1300 -0.1829 0.1757 0.040 Uiso 0.4180(15) 1 calc PR A 2 C8' C -0.0383(5) -0.3882(17) 0.1803(4) 0.035(4) Uiso 0.4180(15) 1 d PGD A 2 H8'A H -0.0496 -0.5116 0.2105 0.042 Uiso 0.4180(15) 1 calc PR A 2 C9' C 0.0261(4) -0.4030(12) 0.1567(4) 0.037(2) Uiso 0.4180(15) 1 d PGD A 2 H9'A H 0.0588 -0.5364 0.1708 0.044 Uiso 0.4180(15) 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 C1 0.047(3) 0.053(3) 0.049(3) -0.014(3) 0.001(2) -0.007(3) Cl1 0.038(2) 0.037(2) 0.0459(19) -0.0083(16) 0.0044(18) -0.002(2) C2 0.050(3) 0.060(4) 0.055(3) -0.003(3) 0.016(3) 0.000(3) Br2 0.0564(15) 0.0367(9) 0.0390(6) -0.0033(6) 0.0136(7) -0.0031(9) C3 0.029(3) 0.049(5) 0.059(4) 0.012(4) 0.011(2) 0.004(3) C4 0.042(3) 0.044(3) 0.041(3) -0.013(3) 0.014(2) -0.006(2) C5 0.052(4) 0.037(3) 0.053(4) 0.010(2) 0.027(3) 0.000(2) C6 0.045(4) 0.041(4) 0.054(5) 0.000(3) 0.014(2) 0.006(2) C7 0.049(4) 0.048(4) 0.047(4) -0.020(3) 0.022(2) -0.016(3) C8 0.079(7) 0.041(4) 0.049(5) 0.008(3) 0.026(3) -0.006(3) C9 0.051(3) 0.046(3) 0.044(4) -0.007(3) 0.005(3) 0.009(3) Cl1' 0.055(4) 0.036(2) 0.0354(17) -0.0046(16) 0.012(2) 0.005(2) Br2' 0.046(2) 0.0420(17) 0.0484(11) -0.0096(10) -0.0013(9) 0.0001(12) _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 C1 C2 1.480(7) . ? C1 C4 1.526(6) . ? C1 Cl1 1.830(8) . ? C2 C3 1.491(7) . ? C2 Br2 1.975(6) . ? C4 C5 1.3900 . ? C4 C9 1.3900 . ? C5 C6 1.3900 . ? C6 C7 1.3900 . ? C7 C8 1.3900 . ? C8 C9 1.3900 . ? C1' C2' 1.500(8) . ? C1' C4' 1.520(7) . ? C1' Cl1' 1.820(8) . ? C2' C3' 1.608(11) . ? C2' Br2' 1.960(8) . ? C4' C5' 1.3900 . ? C4' C9' 1.3900 . ? C5' C6' 1.3900 . ? C6' C7' 1.3900 . ? C7' C8' 1.3900 . ? C8' C9' 1.3900 . ? 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 C4 117.7(4) . . ? C2 C1 Cl1 110.0(6) . . ? C4 C1 Cl1 106.9(5) . . ? C1 C2 C3 117.2(6) . . ? C1 C2 Br2 107.4(3) . . ? C3 C2 Br2 111.6(5) . . ? C5 C4 C9 120.0 . . ? C5 C4 C1 116.1(4) . . ? C9 C4 C1 123.9(4) . . ? C4 C5 C6 120.0 . . ? C5 C6 C7 120.0 . . ? C6 C7 C8 120.0 . . ? C9 C8 C7 120.0 . . ? C8 C9 C4 120.0 . . ? C2' C1' C4' 115.4(5) . . ? C2' C1' Cl1' 108.3(6) . . ? C4' C1' Cl1' 109.5(6) . . ? C1' C2' C3' 106.5(7) . . ? C1' C2' Br2' 107.3(5) . . ? C3' C2' Br2' 106.0(7) . . ? C5' C4' C9' 120.0 . . ? C5' C4' C1' 117.8(5) . . ? C9' C4' C1' 122.2(6) . . ? C4' C5' C6' 120.0 . . ? C5' C6' C7' 120.0 . . ? C8' C7' C6' 120.0 . . ? C7' C8' C9' 120.0 . . ? C8' C9' C4' 120.0 . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 62.93 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 0.490 _refine_diff_density_min -0.228 _refine_diff_density_rms 0.054 #===END