# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2002 data_global _journal_coden_Cambridge 440 _publ_requested_journal 'New Journal of Chemistry' loop_ _publ_author_name 'Kochi, J.' 'Lindeman, Sergey V.' 'Vasilyev, Aleksandr V.' _publ_contact_author_name 'Dr J Kochi' _publ_contact_author_address ; Department of Chemistry University of Houston Houston Texas 77204-5641 UNITED STATES OF AMERICA ; _publ_contact_author_email 'JAY.KOCHI@MAIL.UH.EDU' _publ_section_title ; Molecular Structures of the Metastable Charge-Transfer Complexes of Benzene (and Toulene) with Bromine as the Prereactive Intermediates in Electrophilic Aromatic Bromination ; data_alexasx _database_code_CSD 162148 _audit_creation_method SHELXL _chemical_name_systematic ; Benzene/Dibromine Molecular Complex 1:1 ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C6 H6 Br2' _chemical_formula_weight 237.93 _chemical_melting_point 'below -15C' _chemical_compound_source 'chemical synthesis' 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' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'trigonal' _symmetry_space_group_name_H-M P3(2)21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z+2/3' '-x+y, -x, z+1/3' 'y, x, -z' 'x-y, -y, -z+1/3' '-x, -x+y, -z+2/3' _cell_length_a 8.721(2) _cell_length_b 8.721(2) _cell_length_c 8.701(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 573.1(2) _cell_formula_units_Z 3 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 4035 _cell_measurement_theta_min 2.6 _cell_measurement_theta_max 28.6 _exptl_crystal_description 'crystal grown along capillary' _exptl_crystal_colour 'orange' _exptl_crystal_size_max 7.0 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.4 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.068 _exptl_crystal_density_method none _exptl_crystal_F_000 336 _exptl_absorpt_coefficient_mu 10.508 _exptl_absorpt_correction_type 'Semi-empirical (SADABS procedure)' _exptl_absorpt_correction_T_min 0.11 _exptl_absorpt_correction_T_max 1.0 _exptl_special_details ; Phase transition at ca. -60C ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens/Bruker SMART 1K' _diffrn_measurement_method ; omega-scan, frame range 0.3 deg, hemisphere + two additional phi-scans ; _diffrn_standards_number none _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 7294 _diffrn_reflns_av_R_equivalents 0.0482 _diffrn_reflns_av_sigmaI/netI 0.0187 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.70 _diffrn_reflns_theta_max 29.03 _reflns_number_total 597 _reflns_number_observed 549 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SMART V5.054 (BrukerAXS, 1997-98)' _computing_cell_refinement 'SAINT V6.01 (BrukerAXS, 1997-99)' _computing_data_reduction 'SAINT & SADABS V2.06 (Sheldrick, 2000)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'XP V5.06 (BrukerAXS, 1997-99)' _computing_publication_material 'SHELXL-93, XCIF V5.05 (BrukerAXS, 1997-99)' _refine_special_details ; Refinement on F^2^ for all reflections except for 16 with very negative F^2^ or flagged by us for potential systematic errors. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0388P)^2^+8.9084P] 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 ; riding model with Uiso=1.2Uiso/eq of an adjacent carbon atom ; _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 -0.15(26) _refine_ls_number_reflns 581 _refine_ls_number_parameters 22 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0759 _refine_ls_R_factor_obs 0.0634 _refine_ls_wR_factor_all 0.1781 _refine_ls_wR_factor_obs 0.1438 _refine_ls_goodness_of_fit_all 1.171 _refine_ls_goodness_of_fit_obs 1.180 _refine_ls_restrained_S_all 1.409 _refine_ls_restrained_S_obs 1.180 _refine_ls_shift/esd_max -0.002 _refine_ls_shift/esd_mean 0.001 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Br1 Br 0.6260(2) 0.9635(2) 0.03832(11) 0.0388(5) Uani 1 d . . C1 C 0.5440(27) 1.0000 -0.3333 0.030(4) Uiso 1 d S . H1 H 0.4351(27) 1.0000 -0.3333 0.035 Uiso 1 calc SR . C2 C 0.5412(24) 0.8451(21) -0.3120(15) 0.036(3) Uiso 1 d . . H2 H 0.4314(24) 0.7393(21) -0.2965(15) 0.043 Uiso 1 calc R . C3 C 0.7025(19) 0.8389(22) -0.3125(16) 0.033(3) Uiso 1 d . . H3 H 0.7033(19) 0.7312(22) -0.2993(16) 0.039 Uiso 1 calc R . C4 C 0.8579(32) 1.0000 -0.3333 0.041(5) Uiso 1 d S . H4 H 0.9669(32) 1.0000 -0.3333 0.049 Uiso 1 calc SR . 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 0.0303(6) 0.0264(6) 0.0270(5) -0.0007(4) 0.0009(5) -0.0103(5) _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 Br1 2.301(2) 5_675 ? Br1 C2 3.184(13) . ? C1 C2 1.35(2) 5_674 ? C1 C2 1.35(2) . ? C2 C3 1.43(2) . ? C3 C4 1.39(2) . ? C4 C3 1.39(2) 5_674 ? 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 Br1 Br1 C2 175.3(3) 5_675 . ? C2 C1 C2 122.4(29) 5_674 . ? C1 C2 C3 120.6(22) . . ? C1 C2 Br1 85.5(6) . . ? C3 C2 Br1 86.7(9) . . ? C4 C3 C2 116.1(23) . . ? C3 C4 C3 124.1(31) 5_674 . ? _refine_diff_density_max 0.985 _refine_diff_density_min -2.206 _refine_diff_density_rms 0.220 data_alexbsx _database_code_CSD 162149 _audit_creation_method SHELXL _chemical_name_systematic ; Toluene/Dibromine Molecular Complex 1:1 ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C7 H8 Br2' _chemical_formula_weight 251.95 _chemical_melting_point 'below -40C' _chemical_compound_source 'chemical synthesis' 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' '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.5163(12) _cell_length_b 11.715(2) _cell_length_c 13.551(3) _cell_angle_alpha 79.761(3) _cell_angle_beta 80.887(3) _cell_angle_gamma 85.556(4) _cell_volume 849.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 6941 _cell_measurement_theta_min 2 _cell_measurement_theta_max 28 _exptl_crystal_description 'long prism grown along capillary' _exptl_crystal_colour 'orange' _exptl_crystal_size_max 7.0 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.969 _exptl_crystal_density_method none _exptl_crystal_F_000 480 _exptl_absorpt_coefficient_mu 9.454 _exptl_absorpt_correction_type 'Semi-empirical (SADABS procedure)' _exptl_absorpt_correction_T_min 0.056 _exptl_absorpt_correction_T_max 1.0 _exptl_special_details ; Phase transition between -60 and -70C ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens/Bruker SMART 1K' _diffrn_measurement_method ; eight omega-scans, frame range 0.3 deg, full sphere ; _diffrn_standards_number none _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 19282 _diffrn_reflns_av_R_equivalents 0.0766 _diffrn_reflns_av_sigmaI/netI 0.0534 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 29.23 _reflns_number_total 4356 _reflns_number_observed 3051 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SMART V5.054 (BrukerAXS, 1997-98)' _computing_cell_refinement 'SAINT V6.01 (BrukerAXS, 1997-99)' _computing_data_reduction 'SAINT & SADABS V2.06 (Sheldrick, 2000)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'XP V5.06 (BrukerAXS, 1997-99)' _computing_publication_material 'SHELXL-93, XCIF V5.05 (BrukerAXS, 1997-99)' _refine_special_details ; Refinement on F^2^ for all reflections except for 6 with very negative F^2^ or flagged by us for potential systematic errors. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0463P)^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 ; riding and rotating model with Uiso=1.2Uiso/eq of an adjacent carbon atom (1.5Uiso/eq for Me-hydrogens) ; _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4350 _refine_ls_number_parameters 165 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0755 _refine_ls_R_factor_obs 0.0385 _refine_ls_wR_factor_all 0.1018 _refine_ls_wR_factor_obs 0.0803 _refine_ls_goodness_of_fit_all 1.037 _refine_ls_goodness_of_fit_obs 1.056 _refine_ls_restrained_S_all 1.115 _refine_ls_restrained_S_obs 1.056 _refine_ls_shift/esd_max -0.005 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Br1 Br 0.27291(8) 0.35475(4) 0.02778(3) 0.03007(12) Uani 1 d . . Br2 Br 0.58455(8) 0.28518(4) -0.08428(3) 0.03643(13) Uani 1 d . . Br3 Br -0.33990(8) 0.46801(4) 0.44518(3) 0.03680(13) Uani 1 d . . Br4 Br 1.33517(7) 0.05737(4) -0.47015(3) 0.02928(12) Uani 1 d . . C1A C -0.1663(7) 0.2697(4) 0.2416(3) 0.0252(9) Uani 1 d . . C2A C -0.1756(7) 0.3828(4) 0.1870(3) 0.0277(9) Uani 1 d . . H2AA H -0.2797(7) 0.4023(4) 0.1363(3) 0.033 Uiso 1 calc R . C3A C -0.0336(7) 0.4663(4) 0.2066(3) 0.0282(10) Uani 1 d . . H3AA H -0.0416(7) 0.5429(4) 0.1692(3) 0.034 Uiso 1 calc R . C4A C 0.1199(8) 0.4396(4) 0.2799(3) 0.0308(10) Uani 1 d . . H4AA H 0.2177(8) 0.4973(4) 0.2925(3) 0.037 Uiso 1 calc R . C5A C 0.1293(7) 0.3280(4) 0.3346(3) 0.0304(10) Uani 1 d . . H5AA H 0.2328(7) 0.3091(4) 0.3856(3) 0.036 Uiso 1 calc R . C6A C -0.0122(7) 0.2436(4) 0.3152(3) 0.0294(10) Uani 1 d . . H6AA H -0.0035(7) 0.1672(4) 0.3528(3) 0.035 Uiso 1 calc R . C7A C -0.3199(7) 0.1787(4) 0.2191(4) 0.0328(10) Uani 1 d . . H7AA H -0.2951(41) 0.1784(17) 0.1460(4) 0.049 Uiso 1 calc R . H7AB H -0.4939(9) 0.1966(14) 0.2423(20) 0.049 Uiso 1 calc R . H7AC H -0.2704(36) 0.1022(5) 0.2546(17) 0.049 Uiso 1 calc R . C1B C 0.8682(7) 0.0766(4) -0.1994(3) 0.0281(9) Uani 1 d . . C2B C 0.7608(8) 0.0938(4) -0.2871(3) 0.0318(10) Uani 1 d . . H2BA H 0.6346(8) 0.0454(4) -0.2924(3) 0.038 Uiso 1 calc R . C3B C 0.8361(8) 0.1810(4) -0.3673(3) 0.0321(10) Uani 1 d . . H3BA H 0.7615(8) 0.1918(4) -0.4270(3) 0.039 Uiso 1 calc R . C4B C 1.0193(8) 0.2521(4) -0.3606(3) 0.0313(10) Uani 1 d . . H4BA H 1.0694(8) 0.3123(4) -0.4153(3) 0.038 Uiso 1 calc R . C5B C 1.1285(8) 0.2355(4) -0.2746(3) 0.0305(10) Uani 1 d . . H5BA H 1.2564(8) 0.2834(4) -0.2703(3) 0.037 Uiso 1 calc R . C6B C 1.0532(7) 0.1492(4) -0.1941(3) 0.0289(9) Uani 1 d . . H6BA H 1.1284(7) 0.1392(4) -0.1346(3) 0.035 Uiso 1 calc R . C7B C 0.7804(9) -0.0168(4) -0.1122(4) 0.0419(12) Uani 1 d . . H7BA H 0.8347(50) -0.0932(4) -0.1299(10) 0.063 Uiso 1 calc R . H7BB H 0.6004(9) -0.0110(17) -0.0980(16) 0.063 Uiso 1 calc R . H7BC H 0.8488(47) -0.0069(17) -0.0520(7) 0.063 Uiso 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 0.0351(2) 0.0332(2) 0.0201(2) 0.0005(2) -0.0060(2) 0.0021(2) Br2 0.0398(3) 0.0462(3) 0.0224(2) -0.0065(2) 0.0016(2) -0.0074(2) Br3 0.0345(2) 0.0459(3) 0.0308(3) -0.0143(2) 0.0037(2) -0.0060(2) Br4 0.0318(2) 0.0342(2) 0.0209(2) 0.0002(2) -0.0081(2) 0.0013(2) C1A 0.022(2) 0.032(2) 0.019(2) -0.003(2) 0.001(2) 0.001(2) C2A 0.026(2) 0.034(2) 0.023(2) -0.003(2) -0.005(2) 0.002(2) C3A 0.033(2) 0.025(2) 0.023(2) 0.001(2) -0.001(2) 0.003(2) C4A 0.032(2) 0.036(3) 0.026(2) -0.010(2) -0.003(2) -0.002(2) C5A 0.031(2) 0.039(3) 0.021(2) -0.004(2) -0.007(2) 0.000(2) C6A 0.031(2) 0.033(2) 0.019(2) 0.004(2) 0.000(2) 0.003(2) C7A 0.032(2) 0.028(2) 0.037(3) -0.001(2) -0.006(2) -0.002(2) C1B 0.033(2) 0.027(2) 0.022(2) -0.006(2) 0.003(2) 0.002(2) C2B 0.033(2) 0.033(2) 0.031(3) -0.006(2) -0.005(2) -0.005(2) C3B 0.035(2) 0.034(3) 0.028(2) -0.002(2) -0.010(2) -0.003(2) C4B 0.037(2) 0.029(2) 0.025(2) -0.002(2) 0.002(2) -0.004(2) C5B 0.028(2) 0.030(2) 0.034(3) -0.008(2) -0.002(2) -0.004(2) C6B 0.028(2) 0.031(2) 0.027(2) -0.006(2) -0.002(2) -0.003(2) C7B 0.048(3) 0.042(3) 0.031(3) 0.005(2) 0.000(2) -0.009(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 Br2 2.3069(7) . ? Br1 C2A 3.053(4) . ? Br1 C3A 3.150(4) . ? Br2 C6B 3.229(4) . ? Br2 C1B 3.292(4) . ? Br3 Br3 2.2910(9) 2_466 ? Br3 C4A 3.146(4) . ? Br3 C5A 3.259(4) . ? Br4 Br4 2.3044(9) 2_854 ? Br4 C4B 3.196(4) . ? Br4 C3B 3.241(4) . ? C1A C6A 1.390(6) . ? C1A C2A 1.399(6) . ? C1A C7A 1.511(6) . ? C2A C3A 1.385(6) . ? C3A C4A 1.384(6) . ? C4A C5A 1.385(6) . ? C5A C6A 1.391(6) . ? C1B C2B 1.388(6) . ? C1B C6B 1.396(6) . ? C1B C7B 1.506(6) . ? C2B C3B 1.387(6) . ? C3B C4B 1.382(6) . ? C4B C5B 1.372(6) . ? C5B C6B 1.383(6) . ? 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 Br2 Br1 C2A 165.43(9) . . ? Br2 Br1 C3A 164.66(8) . . ? C2A Br1 C3A 25.75(11) . . ? Br1 Br2 C6B 166.65(8) . . ? Br1 Br2 C1B 152.06(8) . . ? C6B Br2 C1B 24.70(10) . . ? Br3 Br3 C4A 167.18(9) 2_466 . ? Br3 Br3 C5A 166.40(8) 2_466 . ? C4A Br3 C5A 24.90(11) . . ? Br4 Br4 C4B 161.05(8) 2_854 . ? Br4 Br4 C3B 171.03(8) 2_854 . ? C4B Br4 C3B 24.78(11) . . ? C6A C1A C2A 118.6(4) . . ? C6A C1A C7A 121.4(4) . . ? C2A C1A C7A 119.9(4) . . ? C3A C2A C1A 120.2(4) . . ? C3A C2A Br1 81.1(2) . . ? C1A C2A Br1 97.4(2) . . ? C4A C3A C2A 120.8(4) . . ? C4A C3A Br1 101.2(2) . . ? C2A C3A Br1 73.2(2) . . ? C3A C4A C5A 119.3(4) . . ? C3A C4A Br3 88.6(2) . . ? C5A C4A Br3 82.1(2) . . ? C4A C5A C6A 120.2(4) . . ? C4A C5A Br3 73.0(2) . . ? C6A C5A Br3 94.0(2) . . ? C1A C6A C5A 120.8(4) . . ? C2B C1B C6B 118.3(4) . . ? C2B C1B C7B 119.9(4) . . ? C6B C1B C7B 121.8(4) . . ? C2B C1B Br2 101.2(3) . . ? C6B C1B Br2 75.1(2) . . ? C7B C1B Br2 92.7(2) . . ? C3B C2B C1B 120.6(4) . . ? C4B C3B C2B 120.3(4) . . ? C4B C3B Br4 75.8(2) . . ? C2B C3B Br4 100.4(3) . . ? C5B C4B C3B 119.7(4) . . ? C5B C4B Br4 98.0(3) . . ? C3B C4B Br4 79.4(3) . . ? C4B C5B C6B 120.3(4) . . ? C5B C6B C1B 120.8(4) . . ? C5B C6B Br2 99.5(3) . . ? C1B C6B Br2 80.2(2) . . ? _refine_diff_density_max 0.900 _refine_diff_density_min -1.151 _refine_diff_density_rms 0.151