# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2002 data_Waltonet al., #Perkin II B200699E _database_code_CSD 178165 _journal_coden_Cambridge 188 loop_ _publ_author_name 'Walton, John C.' 'Lightfoot, Philip' 'Pareschi, Patrizia' _publ_contact_author_name 'Prof John C Walton' _publ_contact_author_address ; Chemistry University of St. Andrews North Haugh St. Andrews Fife KY16 9ST UNITED KINGDOM ; _publ_contact_author_email ' jcw@st-and.ac.uk' _publ_requested_journal 'Perkin II' _publ_section_title ; Comparison of hydrogen abstraction and homolytic substitution in pentacyclo[4.n.0.0.0.0]alkanes ; #------------------------------------------------------------------------------ _audit_creation_date 'Wed Mar 21 10:40:49 2002' _audit_creation_method 'from TEXRAY.INF file' _audit_update_record ? #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan' _computing_structure_solution ? _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' #------------------------------------------------------------------------------ _cell_length_a 11.072(4) _cell_length_b 9.078(4) _cell_length_c 12.442(4) _cell_angle_alpha 90 _cell_angle_beta 101.65(3) _cell_angle_gamma 90 _cell_volume 1224.8(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293.2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 24.2 _cell_measurement_theta_max 25.0 #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n ' _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' '1/2-x,1/2+y,1/2-z' ' -x, -y, -z' '1/2+x,1/2-y,1/2+z' #------------------------------------------------------------------------------ _exptl_crystal_description 'block' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.500 _exptl_crystal_size_mid 0.350 _exptl_crystal_size_min 0.200 _exptl_crystal_density_diffrn 2.450 _exptl_crystal_density_meas ? _chemical_formula_weight 451.82 _chemical_formula_analytical ? _chemical_formula_sum 'C10 H12 Br4 ' _chemical_formula_moiety 'C10 H12 Br4 ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 848.00 _exptl_absorpt_coefficient_mu 13.143 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details psi-scan _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.473 #------------------------------------------------------------------------------ _diffrn_special_details none _diffrn_ambient_temperature 293.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type MoKalpha _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector ? _diffrn_measurement_device 'AFC7S' _diffrn_measurement_method 'omega/2-theta scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 0.36 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 1 -2 -1 -1 -1 -2 -2 -1 2 _diffrn_reflns_number 2431 _reflns_number_total 2307 _reflns_number_observed 2154 _reflns_observed_criterion 0.00 _diffrn_reflns_av_R_equivalents 0.06 _diffrn_reflns_av_sigmaI/netI ? _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min ? _diffrn_reflns_theta_max 25.02 _diffrn_reflns_reduction_process ? _diffrn_orient_matrix_UB_11 -0.07202 _diffrn_orient_matrix_UB_12 -0.06606 _diffrn_orient_matrix_UB_13 -0.02696 _diffrn_orient_matrix_UB_21 0.00633 _diffrn_orient_matrix_UB_22 0.02150 _diffrn_orient_matrix_UB_23 -0.07750 _diffrn_orient_matrix_UB_31 0.05725 _diffrn_orient_matrix_UB_32 -0.08549 _diffrn_orient_matrix_UB_33 0.00134 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 40 0.003 0.002 'International Tables' H 0 48 0.000 0.000 'International Tables' Br 0 16 -0.290 2.459 'International Tables' #------------------------------------------------------------------------------ loop_ _atom_site_label _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_calc_flag _atom_site_calc_attached_atom Br(1) 0.9202(1) 0.5761(1) 0.64102(9) 0.0491(4) Uij ? ? Br(2) 0.8856(1) 0.3045(1) 0.81162(8) 0.0522(4) Uij ? ? Br(3) 0.7078(1) -0.1502(1) 0.39950(10) 0.0677(4) Uij ? ? Br(4) 0.9088(1) 0.0618(1) 0.29384(8) 0.0471(4) Uij ? ? C(1) 0.7879(8) 0.3870(10) 0.4740(7) 0.026(3) Uij ? ? C(2) 0.6663(9) 0.439(1) 0.5019(8) 0.037(3) Uij ? ? C(3) 0.6384(8) 0.349(1) 0.5996(8) 0.038(3) Uij ? ? C(4) 0.7183(9) 0.208(1) 0.6176(8) 0.035(3) Uij ? ? C(5) 0.7033(9) 0.135(1) 0.5041(7) 0.032(3) Uij ? ? C(6) 0.7622(8) 0.2325(10) 0.4261(7) 0.027(3) Uij ? ? C(7) 0.8892(9) 0.3777(9) 0.5787(8) 0.032(3) Uij ? ? C(8) 0.8531(9) 0.2576(10) 0.6534(7) 0.032(3) Uij ? ? C(9) 0.7922(9) 0.009(1) 0.4880(7) 0.035(3) Uij ? ? C(10) 0.8621(8) 0.1149(10) 0.4301(7) 0.027(3) Uij ? ? H(1) 0.8123 0.4507 0.4217 0.0305 Uij ? ? H(2) 0.6731 0.5405 0.5213 0.0433 Uij ? ? H(3) 0.6014 0.4259 0.4401 0.0433 Uij ? ? H(4) 0.6559 0.4081 0.6640 0.0455 Uij ? ? H(5) 0.5538 0.3225 0.5846 0.0455 Uij ? ? H(6) 0.6940 0.1443 0.6700 0.0412 Uij ? ? H(7) 0.6197 0.1116 0.4737 0.0374 Uij ? ? H(8) 0.7105 0.2364 0.3554 0.0315 Uij ? ? H(9) 0.9626 0.3459 0.5573 0.0380 Uij ? ? H(10) 0.9021 0.1738 0.6457 0.0371 Uij ? ? H(11) 0.8403 -0.0243 0.5556 0.0413 Uij ? ? H(12) 0.9340 0.1463 0.4803 0.0333 Uij ? ? loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Br(1) 0.0713(9) 0.0363(7) 0.0462(7) -0.0161(6) 0.0273(7) -0.0125(6) Br(2) 0.0788(10) 0.0488(7) 0.0249(6) -0.0033(7) 0.0012(6) -0.0016(6) Br(3) 0.112(1) 0.0344(7) 0.0517(8) -0.0242(7) 0.0044(8) -0.0085(6) Br(4) 0.0685(9) 0.0432(7) 0.0309(6) 0.0152(6) 0.0130(6) -0.0056(6) C(1) 0.032(6) 0.023(5) 0.025(5) 0.002(5) 0.014(5) 0.003(4) C(2) 0.044(7) 0.034(6) 0.038(6) -0.002(6) 0.019(5) 0.000(5) C(3) 0.034(7) 0.047(7) 0.041(6) 0.001(6) 0.023(5) 0.003(6) C(4) 0.041(7) 0.036(6) 0.030(6) -0.001(6) 0.010(5) 0.012(5) C(5) 0.036(6) 0.032(6) 0.026(6) -0.002(5) 0.001(5) 0.004(5) C(6) 0.027(6) 0.027(5) 0.024(5) 0.003(5) -0.002(5) 0.003(5) C(7) 0.049(7) 0.016(5) 0.035(6) -0.002(5) 0.017(5) -0.009(5) C(8) 0.052(7) 0.024(5) 0.018(5) 0.012(5) 0.004(5) 0.005(4) C(9) 0.041(7) 0.034(6) 0.025(6) -0.007(5) -0.004(5) -0.009(5) C(10) 0.026(6) 0.029(6) 0.030(6) -0.005(5) 0.014(5) 0.000(4) #------------------------------------------------------------------------------ _refine_special_details ? _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method Zachariasen_type_2_Gaussian_isotropic _refine_ls_extinction_coef 5.81934 _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 2154 _refine_ls_number_parameters 128 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all ? _refine_ls_R_factor_obs 0.089 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_obs 0.084 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_obs 2.407 _refine_ls_shift/esd_max 0.0095 _refine_ls_shift/esd_mean ? _refine_diff_density_min -1.39 _refine_diff_density_max 1.64 #------------------------------------------------------------------------------ _geom_special_details ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Br(1) C(7) 1.96(1) ? ? yes Br(2) C(8) 1.97(1) ? ? yes Br(3) C(9) 1.94(1) ? ? yes Br(4) C(10) 1.93(1) ? ? yes C(1) C(2) 1.53(1) ? ? yes C(1) C(6) 1.53(1) ? ? yes C(1) C(7) 1.54(1) ? ? yes C(2) C(3) 1.54(2) ? ? yes C(3) C(4) 1.55(2) ? ? yes C(4) C(5) 1.54(2) ? ? yes C(4) C(8) 1.53(1) ? ? yes C(5) C(6) 1.55(2) ? ? yes C(5) C(9) 1.55(2) ? ? yes C(6) C(10) 1.53(1) ? ? yes C(7) C(8) 1.54(1) ? ? yes C(9) C(10) 1.51(2) ? ? yes #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(2) C(1) C(6) 105.7(9) ? ? ? yes C(2) C(1) C(7) 110.2(10) ? ? ? yes C(6) C(1) C(7) 109.0(9) ? ? ? yes C(1) C(2) C(3) 109.9(10) ? ? ? yes C(2) C(3) C(4) 110.7(10) ? ? ? yes C(3) C(4) C(5) 105.6(9) ? ? ? yes C(3) C(4) C(8) 107.1(9) ? ? ? yes C(5) C(4) C(8) 108(1) ? ? ? yes C(4) C(5) C(6) 110.3(9) ? ? ? yes C(4) C(5) C(9) 118.8(9) ? ? ? yes C(6) C(5) C(9) 88.8(9) ? ? ? yes C(1) C(6) C(5) 110.5(9) ? ? ? yes C(1) C(6) C(10) 123.4(10) ? ? ? yes C(5) C(6) C(10) 88.8(8) ? ? ? yes Br(1) C(7) C(1) 108.9(7) ? ? ? yes Br(1) C(7) C(8) 117.3(8) ? ? ? yes C(1) C(7) C(8) 108.4(9) ? ? ? yes Br(2) C(8) C(4) 108.9(8) ? ? ? yes Br(2) C(8) C(7) 115.5(8) ? ? ? yes C(4) C(8) C(7) 112.9(9) ? ? ? yes Br(3) C(9) C(5) 112.1(8) ? ? ? yes Br(3) C(9) C(10) 116.0(8) ? ? ? yes C(5) C(9) C(10) 89.7(9) ? ? ? yes Br(4) C(10) C(6) 118.0(8) ? ? ? yes Br(4) C(10) C(9) 121.1(8) ? ? ? yes C(6) C(10) C(9) 91.0(9) ? ? ? yes #------------------------------------------------------------------------------