Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Mark Fox' _publ_contact_author_address ; Department of Chemistry University of Durham South Road Durham DH1 3LE UNITED KINGDOM ; _publ_contact_author_email M.A.FOX@DURHAM.AC.UK _publ_section_title ; Synthetic and Structural Studies on C-Ethynyl- and C-Bromo-Carboranes. Gas Phase Electron Diffraction Studies of C-Ethynyl- and C-Trimethylsilylethynyl-para-carbaboranes. ; loop_ _publ_author_name 'Mark Fox' 'A. Batsanov' 'Audrey M. Cameron' 'Andres E. Goeta' 'Paul Low' 'Michael A.J. Paterson' ; D.Rankin ; 'Heather E. Robertson' 'Julien T. Schirlin' data_(3) _database_code_depnum_ccdc_archive 'CCDC 292697' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,12-bis(trimethylsilylethynyl)-para-carborane ; _chemical_name_common 1,12-bis(trimethylsilylethynyl)-para-carborane _chemical_melting_point ? _chemical_formula_moiety 'C12 H28 B10 Si2' _chemical_formula_sum 'C12 H28 B10 Si2' _chemical_formula_weight 336.62 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 21.734(3) _cell_length_b 7.535(1) _cell_length_c 6.937(1) _cell_angle_alpha 90.00 _cell_angle_beta 107.77(1) _cell_angle_gamma 90.00 _cell_volume 1081.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 762 _cell_measurement_theta_min 12.04 _cell_measurement_theta_max 26.17 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.033 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 356 _exptl_absorpt_coefficient_mu 0.156 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min . _exptl_absorpt_correction_T_max . _exptl_absorpt_process_details . _exptl_special_details ; The data collection nominally covered full sphere of reciprocal space, by a combination of 5 sets of \w scans; each set at different \f and/or 2\q angles and each scan (20 sec exposure) covering 0.3\% in \w. ; _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 'Siemens SMART 1K CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8 _diffrn_standards_number 0 _diffrn_reflns_number 6764 _diffrn_reflns_av_R_equivalents 0.0305 _diffrn_reflns_av_sigmaI/netI 0.0179 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 29.01 _reflns_number_total 1554 _reflns_number_gt 1485 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART version 5.054 (Bruker, 1999)' _computing_cell_refinement 'SMART version 5.054 (Bruker, 1999)' _computing_data_reduction 'SAINT version 6.02A (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL version 6.12 (Bruker, 2001)' _computing_publication_material 'SHELXTL version 6.12 (Bruker, 2001)' _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. ; _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^)+(0.0379P)^2^+0.6120P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1554 _refine_ls_number_parameters 94 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0320 _refine_ls_R_factor_gt 0.0305 _refine_ls_wR_factor_ref 0.0827 _refine_ls_wR_factor_gt 0.0815 _refine_ls_goodness_of_fit_ref 1.145 _refine_ls_restrained_S_all 1.145 _refine_ls_shift/su_max 0.000 _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 Si Si 0.207222(16) 0.5000 0.26303(5) 0.01748(12) Uani 1 2 d S . . C1 C 0.42487(6) 0.5000 0.44370(19) 0.0158(2) Uani 1 2 d S . . C2 C 0.35492(6) 0.5000 0.3903(2) 0.0176(2) Uani 1 2 d S . . C3 C 0.29690(6) 0.5000 0.3442(2) 0.0192(3) Uani 1 2 d S . . C4 C 0.17953(7) 0.5000 0.4914(2) 0.0228(3) Uani 1 2 d S . . H41 H 0.1936(8) 0.606(2) 0.578(2) 0.046(4) Uiso 1 1 d . . . H42 H 0.1335(12) 0.5000 0.448(4) 0.045(6) Uiso 1 2 d S . . C5 C 0.17834(5) 0.70248(18) 0.10923(19) 0.0323(3) Uani 1 1 d . . . H51 H 0.1935(9) 0.701(3) -0.008(3) 0.056(5) Uiso 1 1 d . . . H52 H 0.1314(8) 0.706(2) 0.060(2) 0.045(4) Uiso 1 1 d . . . H53 H 0.1909(8) 0.810(2) 0.179(2) 0.043(4) Uiso 1 1 d . . . B2 B 0.45896(7) 0.5000 0.2491(2) 0.0172(3) Uani 1 2 d S . . H2 H 0.4283(8) 0.5000 0.088(3) 0.019(4) Uiso 1 2 d S . . B3 B 0.46237(5) 0.69211(14) 0.40367(15) 0.0169(2) Uani 1 1 d . . . H3 H 0.4348(6) 0.8042(19) 0.3459(19) 0.027(3) Uiso 1 1 d . . . B4 B 0.46807(5) 0.61871(14) 0.65425(15) 0.0172(2) Uani 1 1 d . . . H4 H 0.4436(6) 0.6892(18) 0.7405(19) 0.024(3) Uiso 1 1 d . . . 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 Si 0.00958(17) 0.0232(2) 0.01904(19) 0.000 0.00339(13) 0.000 C1 0.0117(5) 0.0182(6) 0.0172(5) 0.000 0.0041(4) 0.000 C2 0.0150(6) 0.0182(6) 0.0194(6) 0.000 0.0051(5) 0.000 C3 0.0158(6) 0.0206(6) 0.0211(6) 0.000 0.0054(5) 0.000 C4 0.0188(6) 0.0271(7) 0.0239(6) 0.000 0.0085(5) 0.000 C5 0.0188(5) 0.0424(7) 0.0347(6) 0.0170(5) 0.0068(4) 0.0056(4) B2 0.0135(6) 0.0208(6) 0.0167(6) 0.000 0.0039(5) 0.000 B3 0.0129(4) 0.0176(4) 0.0195(4) 0.0010(4) 0.0040(3) -0.0001(3) B4 0.0133(4) 0.0204(4) 0.0179(4) -0.0019(4) 0.0047(3) 0.0001(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 Si C3 1.8564(14) . ? Si C5 1.8578(12) 6_565 ? Si C5 1.8578(12) . ? Si C4 1.8588(15) . ? C1 C2 1.4508(17) . ? C1 B3 1.7248(12) . ? C1 B3 1.7248(12) 6_565 ? C1 B4 1.7257(15) 6_565 ? C1 B4 1.7257(15) . ? C1 B2 1.7267(19) . ? C2 C3 1.2025(19) . ? C4 H41 0.987(17) . ? C4 H42 0.95(2) . ? C5 H51 0.969(18) . ? C5 H52 0.973(16) . ? C5 H53 0.938(18) . ? B2 B4 1.7651(16) 2_656 ? B2 B4 1.7651(16) 5_666 ? B2 B3 1.7893(14) 6_565 ? B2 B3 1.7894(14) . ? B2 H2 1.110(17) . ? B3 B4 1.7673(14) 2_656 ? B3 B3 1.768(2) 2_656 ? B3 B4 1.7920(15) . ? B3 H3 1.042(14) . ? B4 B2 1.7651(16) 5_666 ? B4 B3 1.7672(14) 2_656 ? B4 B4 1.789(2) 6_565 ? B4 H4 1.058(13) . ? 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 C3 Si C5 108.28(4) . 6_565 ? C3 Si C5 108.28(4) . . ? C5 Si C5 110.42(9) 6_565 . ? C3 Si C4 108.94(6) . . ? C5 Si C4 110.43(5) 6_565 . ? C5 Si C4 110.43(5) . . ? C2 C1 B3 117.96(6) . . ? C2 C1 B3 117.96(6) . 6_565 ? B3 C1 B3 114.12(10) . 6_565 ? C2 C1 B4 118.23(8) . 6_565 ? B3 C1 B4 114.17(8) . 6_565 ? B3 C1 B4 62.58(6) 6_565 6_565 ? C2 C1 B4 118.24(8) . . ? B3 C1 B4 62.58(6) . . ? B3 C1 B4 114.17(8) 6_565 . ? B4 C1 B4 62.44(8) 6_565 . ? C2 C1 B2 117.83(10) . . ? B3 C1 B2 62.45(5) . . ? B3 C1 B2 62.45(5) 6_565 . ? B4 C1 B2 114.15(8) 6_565 . ? B4 C1 B2 114.15(8) . . ? C3 C2 C1 179.38(14) . . ? C2 C3 Si 177.89(12) . . ? Si C4 H41 113.3(9) . . ? Si C4 H42 108.2(14) . . ? H41 C4 H42 107.0(12) . . ? Si C5 H51 109.4(11) . . ? Si C5 H52 110.8(10) . . ? H51 C5 H52 107.4(14) . . ? Si C5 H53 114.5(10) . . ? H51 C5 H53 108.9(14) . . ? H52 C5 H53 105.5(13) . . ? C1 B2 B4 104.67(8) . 2_656 ? C1 B2 B4 104.67(8) . 5_666 ? B4 B2 B4 60.90(8) 2_656 5_666 ? C1 B2 B3 58.72(5) . 6_565 ? B4 B2 B3 108.32(9) 2_656 6_565 ? B4 B2 B3 59.63(6) 5_666 6_565 ? C1 B2 B3 58.72(5) . . ? B4 B2 B3 59.63(6) 2_656 . ? B4 B2 B3 108.32(9) 5_666 . ? B3 B2 B3 107.99(10) 6_565 . ? C1 B2 H2 121.0(9) . . ? B4 B2 H2 125.1(7) 2_656 . ? B4 B2 H2 125.1(7) 5_666 . ? B3 B2 H2 120.3(3) 6_565 . ? B3 B2 H2 120.3(3) . . ? C1 B3 B4 104.66(7) . 2_656 ? C1 B3 B3 104.59(6) . 2_656 ? B4 B3 B3 60.91(6) 2_656 2_656 ? C1 B3 B2 58.82(6) . . ? B4 B3 B2 59.50(7) 2_656 . ? B3 B3 B2 108.21(7) 2_656 . ? C1 B3 B4 58.74(6) . . ? B4 B3 B4 108.25(7) 2_656 . ? B3 B3 B4 59.51(6) 2_656 . ? B2 B3 B4 108.03(7) . . ? C1 B3 H3 119.8(7) . . ? B4 B3 H3 126.7(7) 2_656 . ? B3 B3 H3 125.5(7) 2_656 . ? B2 B3 H3 120.7(7) . . ? B4 B3 H3 119.0(7) . . ? C1 B4 B2 104.62(7) . 5_666 ? C1 B4 B3 104.60(7) . 2_656 ? B2 B4 B3 60.87(6) 5_666 2_656 ? C1 B4 B4 58.78(4) . 6_565 ? B2 B4 B4 59.55(4) 5_666 6_565 ? B3 B4 B4 108.24(5) 2_656 6_565 ? C1 B4 B3 58.69(6) . . ? B2 B4 B3 108.24(8) 5_666 . ? B3 B4 B3 59.58(7) 2_656 . ? B4 B4 B3 107.98(5) 6_565 . ? C1 B4 H4 120.1(7) . . ? B2 B4 H4 126.1(7) 5_666 . ? B3 B4 H4 125.8(7) 2_656 . ? B4 B4 H4 120.1(7) 6_565 . ? B3 B4 H4 119.8(7) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 29.01 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.390 _refine_diff_density_min -0.241 _refine_diff_density_rms 0.043 #=================================END data_(28) _database_code_depnum_ccdc_archive 'CCDC 292698' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1-ethynyl-ortho-carborane ; _chemical_name_common 1-ethynyl-ortho-carborane _chemical_melting_point ? _chemical_formula_moiety 'C4 H12 B10' _chemical_formula_sum 'C4 H12 B10' _chemical_formula_weight 168.24 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' B B 0.0013 0.0007 '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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.0131(4) _cell_length_b 20.7510(12) _cell_length_c 7.0409(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.85(1) _cell_angle_gamma 90.00 _cell_volume 1012.45(10) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 5648 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 30.4 _exptl_crystal_description 'irregular shape' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.104 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 344 _exptl_absorpt_coefficient_mu 0.047 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.7485 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS V2.10 (Bruker-Nonius, 2003)' _exptl_special_details ; The data collection nominally covered full sphere of reciprocal space, by a combination of 3 sets of \w scans; each set at different \f angles and each scan covering 0.3\% in \w. ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source '60W microfocus Bede Microsource with glass polycapillary optics' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'ProteumM APEX CCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 8 _diffrn_standards_number 0 _diffrn_reflns_number 12934 _diffrn_reflns_av_R_equivalents 0.0269 _diffrn_reflns_av_sigmaI/netI 0.0230 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 30.47 _reflns_number_total 3055 _reflns_number_gt 2534 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART V5.63 (Bruker, 2003)' _computing_cell_refinement 'SMART V5.63 (Bruker, 2003)' _computing_data_reduction 'SAINT V6.45A (Bruker, 2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL version 6.12 (Bruker, 2001)' _computing_publication_material 'SHELXTL version 6.12 (Bruker, 2001)' _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. ; _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^)+(0.0785P)^2^+0.1690P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3055 _refine_ls_number_parameters 175 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0574 _refine_ls_R_factor_gt 0.0455 _refine_ls_wR_factor_ref 0.1340 _refine_ls_wR_factor_gt 0.1234 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.070 _refine_ls_shift/su_max 0.000 _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 0.45621(13) 0.11368(4) 0.68184(13) 0.01742(19) Uani 1 1 d . . . C2 C 0.58250(15) 0.17848(5) 0.64473(14) 0.0221(2) Uani 1 1 d . . . H2 H 0.529(2) 0.2025(7) 0.528(2) 0.037(4) Uiso 1 1 d . . . B3 B 0.44060(16) 0.18093(5) 0.82444(15) 0.0215(2) Uani 1 1 d . . . H3 H 0.3065(17) 0.2089(6) 0.8025(17) 0.020(3) Uiso 1 1 d . . . B4 B 0.45719(16) 0.10133(5) 0.92217(15) 0.0196(2) Uani 1 1 d . . . H4 H 0.332(2) 0.0810(6) 0.968(2) 0.027(3) Uiso 1 1 d . . . B5 B 0.60332(15) 0.05436(5) 0.78851(15) 0.0180(2) Uani 1 1 d . . . H5 H 0.562(2) 0.0060(7) 0.747(2) 0.029(3) Uiso 1 1 d . . . B6 B 0.67876(16) 0.10391(5) 0.60880(15) 0.0200(2) Uani 1 1 d . . . H6 H 0.676(2) 0.0880(7) 0.466(2) 0.032(4) Uiso 1 1 d . . . B7 B 0.67689(18) 0.21417(5) 0.85546(17) 0.0246(2) Uani 1 1 d . . . H7 H 0.693(2) 0.2661(8) 0.859(2) 0.041(4) Uiso 1 1 d . . . B8 B 0.60270(17) 0.16453(5) 1.03650(16) 0.0235(2) Uani 1 1 d . . . H8 H 0.572(2) 0.1828(7) 1.170(2) 0.035(4) Uiso 1 1 d . . . B9 B 0.70322(16) 0.08636(5) 1.01436(15) 0.0202(2) Uani 1 1 d . . . H9 H 0.745(2) 0.0529(7) 1.134(2) 0.033(4) Uiso 1 1 d . . . B10 B 0.83898(15) 0.08769(5) 0.82026(16) 0.0207(2) Uani 1 1 d . . . H10 H 0.963(2) 0.0575(7) 0.818(2) 0.038(4) Uiso 1 1 d . . . B11 B 0.82223(16) 0.16697(6) 0.72172(17) 0.0237(2) Uani 1 1 d . . . H11 H 0.923(2) 0.1895(7) 0.639(2) 0.041(4) Uiso 1 1 d . . . B12 B 0.83895(17) 0.15609(5) 0.97428(17) 0.0240(2) Uani 1 1 d . . . H12 H 0.966(2) 0.1680(8) 1.069(2) 0.044(4) Uiso 1 1 d . . . C13 C 0.29148(14) 0.09793(5) 0.54068(14) 0.0214(2) Uani 1 1 d . . . C14 C 0.15850(17) 0.08366(6) 0.42322(17) 0.0304(2) Uani 1 1 d . . . H14 H 0.049(2) 0.0662(7) 0.334(2) 0.038(4) Uiso 1 1 d . . . 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 0.0178(4) 0.0187(4) 0.0152(4) -0.0003(3) 0.0008(3) 0.0006(3) C2 0.0234(5) 0.0210(4) 0.0207(4) 0.0009(3) 0.0000(3) 0.0000(3) B3 0.0247(5) 0.0203(5) 0.0185(5) -0.0027(4) 0.0003(4) 0.0041(4) B4 0.0211(5) 0.0228(5) 0.0148(4) 0.0000(4) 0.0022(4) 0.0018(4) B5 0.0173(5) 0.0187(4) 0.0174(4) 0.0005(3) 0.0009(3) 0.0009(3) B6 0.0200(5) 0.0226(5) 0.0177(5) 0.0011(4) 0.0035(4) 0.0000(4) B7 0.0286(6) 0.0181(5) 0.0241(5) -0.0012(4) -0.0053(4) -0.0008(4) B8 0.0293(6) 0.0228(5) 0.0166(5) -0.0035(4) -0.0021(4) 0.0032(4) B9 0.0218(5) 0.0207(5) 0.0166(4) 0.0011(4) -0.0018(4) 0.0007(4) B10 0.0172(5) 0.0217(5) 0.0225(5) 0.0016(4) 0.0011(4) 0.0006(4) B11 0.0208(5) 0.0232(5) 0.0264(5) 0.0035(4) 0.0011(4) -0.0035(4) B12 0.0235(5) 0.0205(5) 0.0247(5) 0.0003(4) -0.0064(4) -0.0022(4) C13 0.0210(5) 0.0223(4) 0.0200(4) -0.0014(3) 0.0001(3) 0.0022(3) C14 0.0268(5) 0.0329(5) 0.0286(5) -0.0046(4) -0.0047(4) 0.0009(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 C13 1.4409(13) . ? C1 C2 1.6528(13) . ? C1 B5 1.7045(14) . ? C1 B4 1.7104(14) . ? C1 B6 1.7287(14) . ? C1 B3 1.7323(14) . ? C2 B7 1.6988(15) . ? C2 B11 1.7020(15) . ? C2 B6 1.7223(15) . ? C2 B3 1.7268(15) . ? C2 H2 0.986(15) . ? B3 B8 1.7649(15) . ? B3 B7 1.7772(17) . ? B3 B4 1.7862(15) . ? B3 H3 1.095(12) . ? B4 B9 1.7749(15) . ? B4 B8 1.7766(16) . ? B4 B5 1.7841(15) . ? B4 H4 1.065(14) . ? B5 B9 1.7657(15) . ? B5 B6 1.7732(15) . ? B5 B10 1.7737(15) . ? B5 H5 1.071(14) . ? B6 B10 1.7543(15) . ? B6 B11 1.7638(16) . ? B6 H6 1.053(14) . ? B7 B12 1.7754(16) . ? B7 B8 1.7779(17) . ? B7 B11 1.7833(17) . ? B7 H7 1.083(16) . ? B8 B9 1.7851(15) . ? B8 B12 1.7864(18) . ? B8 H8 1.068(14) . ? B9 B12 1.7782(16) . ? B9 B10 1.7819(16) . ? B9 H9 1.098(14) . ? B10 B11 1.7823(16) . ? B10 B12 1.7861(16) . ? B10 H10 1.072(15) . ? B11 B12 1.7785(17) . ? B11 H11 1.092(15) . ? B12 H12 1.054(16) . ? C13 C14 1.1849(15) . ? C14 H14 0.983(15) . ? 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 C13 C1 C2 117.89(8) . . ? C13 C1 B5 120.45(8) . . ? C2 C1 B5 110.76(7) . . ? C13 C1 B4 121.95(8) . . ? C2 C1 B4 110.96(7) . . ? B5 C1 B4 62.99(6) . . ? C13 C1 B6 115.65(8) . . ? C2 C1 B6 61.19(6) . . ? B5 C1 B6 62.19(6) . . ? B4 C1 B6 114.23(7) . . ? C13 C1 B3 117.85(8) . . ? C2 C1 B3 61.29(6) . . ? B5 C1 B3 114.48(7) . . ? B4 C1 B3 62.50(6) . . ? B6 C1 B3 114.04(7) . . ? C1 C2 B7 111.28(8) . . ? C1 C2 B11 111.26(7) . . ? B7 C2 B11 63.25(7) . . ? C1 C2 B6 61.58(6) . . ? B7 C2 B6 114.28(8) . . ? B11 C2 B6 62.00(6) . . ? C1 C2 B3 61.63(6) . . ? B7 C2 B3 62.50(7) . . ? B11 C2 B3 115.03(8) . . ? B6 C2 B3 114.66(7) . . ? C1 C2 H2 113.6(9) . . ? B7 C2 H2 123.7(9) . . ? B11 C2 H2 124.4(8) . . ? B6 C2 H2 116.0(9) . . ? B3 C2 H2 114.2(9) . . ? C2 B3 C1 57.09(5) . . ? C2 B3 B8 104.21(8) . . ? C1 B3 B8 104.19(7) . . ? C2 B3 B7 57.98(6) . . ? C1 B3 B7 104.06(8) . . ? B8 B3 B7 60.25(6) . . ? C2 B3 B4 104.14(7) . . ? C1 B3 B4 58.15(6) . . ? B8 B3 B4 60.04(6) . . ? B7 B3 B4 107.90(8) . . ? C2 B3 H3 119.4(6) . . ? C1 B3 H3 118.3(6) . . ? B8 B3 H3 130.5(6) . . ? B7 B3 H3 125.2(6) . . ? B4 B3 H3 123.2(6) . . ? C1 B4 B9 104.11(7) . . ? C1 B4 B8 104.61(7) . . ? B9 B4 B8 60.35(6) . . ? C1 B4 B5 58.34(6) . . ? B9 B4 B5 59.49(6) . . ? B8 B4 B5 107.81(8) . . ? C1 B4 B3 59.35(6) . . ? B9 B4 B3 107.74(8) . . ? B8 B4 B3 59.39(6) . . ? B5 B4 B3 108.10(7) . . ? C1 B4 H4 118.7(7) . . ? B9 B4 H4 128.2(7) . . ? B8 B4 H4 126.6(7) . . ? B5 B4 H4 120.6(7) . . ? B3 B4 H4 118.3(7) . . ? C1 B5 B9 104.75(7) . . ? C1 B5 B6 59.58(6) . . ? B9 B5 B6 107.69(7) . . ? C1 B5 B10 105.24(7) . . ? B9 B5 B10 60.46(6) . . ? B6 B5 B10 59.29(6) . . ? C1 B5 B4 58.66(6) . . ? B9 B5 B4 60.00(6) . . ? B6 B5 B4 108.56(7) . . ? B10 B5 B4 108.67(7) . . ? C1 B5 H5 115.9(7) . . ? B9 B5 H5 130.5(7) . . ? B6 B5 H5 116.5(7) . . ? B10 B5 H5 127.3(8) . . ? B4 B5 H5 120.2(8) . . ? C2 B6 C1 57.23(6) . . ? C2 B6 B10 105.19(7) . . ? C1 B6 B10 105.05(7) . . ? C2 B6 B11 58.44(6) . . ? C1 B6 B11 104.92(8) . . ? B10 B6 B11 60.88(6) . . ? C2 B6 B5 104.45(7) . . ? C1 B6 B5 58.24(6) . . ? B10 B6 B5 60.37(6) . . ? B11 B6 B5 108.71(7) . . ? C2 B6 H6 118.1(8) . . ? C1 B6 H6 115.8(8) . . ? B10 B6 H6 131.5(8) . . ? B11 B6 H6 126.0(8) . . ? B5 B6 H6 122.3(8) . . ? C2 B7 B12 104.52(8) . . ? C2 B7 B3 59.52(6) . . ? B12 B7 B3 108.15(8) . . ? C2 B7 B8 104.82(8) . . ? B12 B7 B8 60.36(7) . . ? B3 B7 B8 59.53(7) . . ? C2 B7 B11 58.46(6) . . ? B12 B7 B11 59.97(7) . . ? B3 B7 B11 108.65(8) . . ? B8 B7 B11 108.33(8) . . ? C2 B7 H7 118.7(8) . . ? B12 B7 H7 127.3(8) . . ? B3 B7 H7 118.9(8) . . ? B8 B7 H7 126.9(8) . . ? B11 B7 H7 119.5(8) . . ? B3 B8 B4 60.57(6) . . ? B3 B8 B7 60.22(6) . . ? B4 B8 B7 108.30(7) . . ? B3 B8 B9 108.24(7) . . ? B4 B8 B9 59.78(6) . . ? B7 B8 B9 107.51(8) . . ? B3 B8 B12 108.21(8) . . ? B4 B8 B12 107.83(8) . . ? B7 B8 B12 59.75(7) . . ? B9 B8 B12 59.72(6) . . ? B3 B8 H8 119.2(8) . . ? B4 B8 H8 118.9(8) . . ? B7 B8 H8 123.2(8) . . ? B9 B8 H8 122.3(8) . . ? B12 B8 H8 124.8(8) . . ? B5 B9 B4 60.52(6) . . ? B5 B9 B12 108.12(7) . . ? B4 B9 B12 108.27(7) . . ? B5 B9 B10 60.00(6) . . ? B4 B9 B10 108.72(7) . . ? B12 B9 B10 60.23(6) . . ? B5 B9 B8 108.25(7) . . ? B4 B9 B8 59.88(6) . . ? B12 B9 B8 60.18(7) . . ? B10 B9 B8 108.52(8) . . ? B5 B9 H9 118.5(8) . . ? B4 B9 H9 121.4(8) . . ? B12 B9 H9 123.4(8) . . ? B10 B9 H9 119.3(8) . . ? B8 B9 H9 124.7(8) . . ? B6 B10 B5 60.34(6) . . ? B6 B10 B9 107.81(7) . . ? B5 B10 B9 59.55(6) . . ? B6 B10 B11 59.82(6) . . ? B5 B10 B11 107.86(7) . . ? B9 B10 B11 107.57(8) . . ? B6 B10 B12 107.64(7) . . ? B5 B10 B12 107.42(8) . . ? B9 B10 B12 59.78(6) . . ? B11 B10 B12 59.79(6) . . ? B6 B10 H10 120.8(8) . . ? B5 B10 H10 120.7(8) . . ? B9 B10 H10 122.1(8) . . ? B11 B10 H10 122.6(8) . . ? B12 B10 H10 123.3(8) . . ? C2 B11 B6 59.56(6) . . ? C2 B11 B12 104.25(8) . . ? B6 B11 B12 107.56(8) . . ? C2 B11 B10 104.84(8) . . ? B6 B11 B10 59.30(6) . . ? B12 B11 B10 60.21(6) . . ? C2 B11 B7 58.29(6) . . ? B6 B11 B7 108.22(8) . . ? B12 B11 B7 59.79(7) . . ? B10 B11 B7 108.07(8) . . ? C2 B11 H11 117.4(8) . . ? B6 B11 H11 116.7(8) . . ? B12 B11 H11 129.9(8) . . ? B10 B11 H11 126.5(8) . . ? B7 B11 H11 121.2(8) . . ? B7 B12 B9 107.92(8) . . ? B7 B12 B11 60.24(7) . . ? B9 B12 B11 107.91(8) . . ? B7 B12 B10 108.25(7) . . ? B9 B12 B10 59.99(6) . . ? B11 B12 B10 60.00(6) . . ? B7 B12 B8 59.89(7) . . ? B9 B12 B8 60.10(6) . . ? B11 B12 B8 108.17(8) . . ? B10 B12 B8 108.28(8) . . ? B7 B12 H12 123.7(9) . . ? B9 B12 H12 120.7(9) . . ? B11 B12 H12 121.4(9) . . ? B10 B12 H12 119.4(9) . . ? B8 B12 H12 123.1(9) . . ? C14 C13 C1 178.33(11) . . ? C13 C14 H14 172.4(9) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 30.47 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.306 _refine_diff_density_min -0.242 _refine_diff_density_rms 0.048 #===================================END data_(30) _database_code_depnum_ccdc_archive 'CCDC 292699' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,12-dibromo-para-carborane ; _chemical_name_common 1,12-dibromo-para-carborane _chemical_melting_point ? _chemical_formula_moiety 'C2 H10 B10 Br2' _chemical_formula_sum 'C2 H10 B10 Br2' _chemical_formula_weight 302.02 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' B B 0.0013 0.0007 '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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.0941(4) _cell_length_b 7.1764(4) _cell_length_c 10.851(1) _cell_angle_alpha 90.00 _cell_angle_beta 104.00(1) _cell_angle_gamma 90.00 _cell_volume 536.02(7) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 4457 _cell_measurement_theta_min 2.84 _cell_measurement_theta_max 30.44 _exptl_crystal_description 'irregular shape' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.871 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 284 _exptl_absorpt_coefficient_mu 7.498 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.565 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'SADABS V2.03 (Sheldrick)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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-1K CCD Diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8 _diffrn_standards_number 0 _diffrn_reflns_number 6070 _diffrn_reflns_av_R_equivalents 0.0244 _diffrn_reflns_av_sigmaI/netI 0.0210 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 30.44 _reflns_number_total 1495 _reflns_number_gt 1351 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART version 5.054 (Bruker, 1999)' _computing_cell_refinement 'SAINT version 6.45A (Bruker, 2003)' _computing_data_reduction 'SAINT version 6.45A (Bruker, 2003)' _computing_structure_solution 'SHELXTL version 6.12 (Bruker, 2001)' _computing_structure_refinement 'SHELXTL version 6.12 (Bruker, 2001)' _computing_molecular_graphics 'SHELXTL version 6.12 (Bruker, 2001)' _computing_publication_material 'SHELXTL version 6.12 (Bruker, 2001)' _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. ; _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^)+(0.0273P)^2^+0.4012P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1495 _refine_ls_number_parameters 84 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0262 _refine_ls_R_factor_gt 0.0224 _refine_ls_wR_factor_ref 0.0551 _refine_ls_wR_factor_gt 0.0539 _refine_ls_goodness_of_fit_ref 1.119 _refine_ls_restrained_S_all 1.119 _refine_ls_shift/su_max 0.000 _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 Br Br 0.20579(3) 0.66558(3) 0.084672(18) 0.01639(8) Uani 1 1 d . . . C1 C 0.3693(3) 0.8511(3) 0.03718(17) 0.0099(3) Uani 1 1 d . . . B2 B 0.2735(3) 0.9773(3) -0.09781(18) 0.0105(4) Uani 1 1 d . . . B3 B 0.3126(3) 1.0793(3) 0.05754(19) 0.0102(4) Uani 1 1 d . . . B4 B 0.5219(3) 0.9703(3) 0.15812(18) 0.0099(4) Uani 1 1 d . . . B5 B 0.6129(3) 0.8018(3) 0.06527(19) 0.0104(4) Uani 1 1 d . . . B6 B 0.4604(3) 0.8059(3) -0.09267(18) 0.0105(4) Uani 1 1 d . . . H2 H 0.124(4) 0.953(4) -0.156(2) 0.014(6) Uiso 1 1 d . . . H3 H 0.191(4) 1.116(4) 0.098(2) 0.018(7) Uiso 1 1 d . . . H4 H 0.533(4) 0.937(4) 0.255(2) 0.015(6) Uiso 1 1 d . . . H5 H 0.664(4) 0.676(3) 0.103(2) 0.006(5) Uiso 1 1 d . . . H6 H 0.424(4) 0.683(3) -0.143(2) 0.010(6) Uiso 1 1 d . . . 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 Br 0.01500(11) 0.01646(12) 0.01848(11) 0.00500(7) 0.00557(7) -0.00532(7) C1 0.0092(8) 0.0107(8) 0.0098(7) 0.0015(6) 0.0026(6) -0.0014(7) B2 0.0098(9) 0.0126(10) 0.0083(8) 0.0008(7) 0.0006(7) -0.0005(7) B3 0.0093(9) 0.0126(9) 0.0090(8) -0.0001(7) 0.0028(7) 0.0018(7) B4 0.0095(8) 0.0128(10) 0.0071(8) 0.0002(7) 0.0013(6) -0.0002(7) B5 0.0109(9) 0.0111(9) 0.0093(8) 0.0012(7) 0.0023(7) 0.0020(7) B6 0.0136(9) 0.0106(9) 0.0079(8) -0.0004(7) 0.0034(7) 0.0020(8) _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 Br C1 1.9167(18) . ? C1 B3 1.714(3) . ? C1 B4 1.714(3) . ? C1 B2 1.716(3) . ? C1 B5 1.717(3) . ? C1 B6 1.717(3) . ? B2 B4 1.771(3) 3_675 ? B2 B5 1.775(3) 3_675 ? B2 B3 1.797(3) . ? B2 B6 1.799(3) . ? B2 H2 1.11(2) . ? B3 B6 1.766(3) 3_675 ? B3 B5 1.767(3) 3_675 ? B3 B4 1.796(3) . ? B3 H3 1.09(3) . ? B4 B2 1.771(3) 3_675 ? B4 B6 1.772(3) 3_675 ? B4 B5 1.791(3) . ? B4 H4 1.06(2) . ? B5 B3 1.767(3) 3_675 ? B5 B2 1.775(3) 3_675 ? B5 B6 1.792(3) . ? B5 H5 1.02(2) . ? B6 B3 1.766(3) 3_675 ? B6 B4 1.772(3) 3_675 ? B6 H6 1.04(2) . ? 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 B3 C1 B4 63.18(12) . . ? B3 C1 B2 63.19(12) . . ? B4 C1 B2 115.88(14) . . ? B3 C1 B5 115.58(14) . . ? B4 C1 B5 62.94(12) . . ? B2 C1 B5 115.73(14) . . ? B3 C1 B6 115.66(14) . . ? B4 C1 B6 115.42(14) . . ? B2 C1 B6 63.21(11) . . ? B5 C1 B6 62.91(12) . . ? B3 C1 Br 116.92(12) . . ? B4 C1 Br 116.88(11) . . ? B2 C1 Br 117.08(12) . . ? B5 C1 Br 117.24(12) . . ? B6 C1 Br 117.51(12) . . ? C1 B2 B4 103.68(14) . 3_675 ? C1 B2 B5 103.55(13) . 3_675 ? B4 B2 B5 60.69(12) 3_675 3_675 ? C1 B2 B3 58.34(11) . . ? B4 B2 B3 107.82(14) 3_675 . ? B5 B2 B3 59.31(11) 3_675 . ? C1 B2 B6 58.41(11) . . ? B4 B2 B6 59.52(11) 3_675 . ? B5 B2 B6 107.97(14) 3_675 . ? B3 B2 B6 107.71(14) . . ? C1 B2 H2 122.0(13) . . ? B4 B2 H2 125.4(13) 3_675 . ? B5 B2 H2 125.4(13) 3_675 . ? B3 B2 H2 120.5(13) . . ? B6 B2 H2 120.4(13) . . ? C1 B3 B6 104.05(14) . 3_675 ? C1 B3 B5 103.97(14) . 3_675 ? B6 B3 B5 60.94(12) 3_675 3_675 ? C1 B3 B4 58.43(11) . . ? B6 B3 B4 59.67(12) 3_675 . ? B5 B3 B4 108.31(14) 3_675 . ? C1 B3 B2 58.48(11) . . ? B6 B3 B2 108.55(14) 3_675 . ? B5 B3 B2 59.72(11) 3_675 . ? B4 B3 B2 108.05(14) . . ? C1 B3 H3 121.0(16) . . ? B6 B3 H3 124.9(15) 3_675 . ? B5 B3 H3 126.6(15) 3_675 . ? B4 B3 H3 118.8(14) . . ? B2 B3 H3 121.0(14) . . ? C1 B4 B2 104.19(13) . 3_675 ? C1 B4 B6 103.78(13) . 3_675 ? B2 B4 B6 61.04(12) 3_675 3_675 ? C1 B4 B5 58.60(11) . . ? B2 B4 B5 59.77(12) 3_675 . ? B6 B4 B5 108.43(14) 3_675 . ? C1 B4 B3 58.39(11) . . ? B2 B4 B3 108.31(14) 3_675 . ? B6 B4 B3 59.34(12) 3_675 . ? B5 B4 B3 108.04(13) . . ? C1 B4 H4 121.9(14) . . ? B2 B4 H4 122.7(14) 3_675 . ? B6 B4 H4 127.2(15) 3_675 . ? B5 B4 H4 117.0(14) . . ? B3 B4 H4 123.6(14) . . ? C1 B5 B3 103.80(14) . 3_675 ? C1 B5 B2 103.90(14) . 3_675 ? B3 B5 B2 60.97(12) 3_675 3_675 ? C1 B5 B4 58.46(11) . . ? B3 B5 B4 108.21(15) 3_675 . ? B2 B5 B4 59.54(11) 3_675 . ? C1 B5 B6 58.54(11) . . ? B3 B5 B6 59.50(12) 3_675 . ? B2 B5 B6 108.39(14) 3_675 . ? B4 B5 B6 108.09(14) . . ? C1 B5 H5 120.0(14) . . ? B3 B5 H5 125.7(14) 3_675 . ? B2 B5 H5 127.6(14) 3_675 . ? B4 B5 H5 121.1(14) . . ? B6 B5 H5 118.0(13) . . ? C1 B6 B3 103.85(14) . 3_675 ? C1 B6 B4 103.59(14) . 3_675 ? B3 B6 B4 60.99(12) 3_675 3_675 ? C1 B6 B5 58.55(11) . . ? B3 B6 B5 59.56(12) 3_675 . ? B4 B6 B5 108.26(14) 3_675 . ? C1 B6 B2 58.38(11) . . ? B3 B6 B2 108.35(15) 3_675 . ? B4 B6 B2 59.44(11) 3_675 . ? B5 B6 B2 108.11(14) . . ? C1 B6 H6 120.1(14) . . ? B3 B6 H6 127.3(14) 3_675 . ? B4 B6 H6 126.1(14) 3_675 . ? B5 B6 H6 120.5(14) . . ? B2 B6 H6 118.5(14) . . ? _diffrn_measured_fraction_theta_max 0.916 _diffrn_reflns_theta_full 29.00 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.320 _refine_diff_density_min -0.787 _refine_diff_density_rms 0.112 #=====================================END data_(13) _database_code_depnum_ccdc_archive 'CCDC 292700' _audit_creation_method SHELXL-97 _chemical_name_systematic ; trans-1,2-dibromo-1,2-bis(trimethylsilyl)-ethene ; _chemical_name_common trans-1,2-dibromo-1,2-bis(trimethylsilyl)-ethene _chemical_melting_point ? _chemical_formula_moiety 'C8 H18 Br2 Si2' _chemical_formula_sum 'C8 H18 Br2 Si2' _chemical_formula_weight 330.22 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' Si Si 0.0817 0.0704 '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 Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 6.4980(4) _cell_length_b 11.101(1) _cell_length_c 18.698(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1348.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 992 _cell_measurement_theta_min 12.09 _cell_measurement_theta_max 27.88 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas 'not measured ' _exptl_crystal_density_diffrn 1.626 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 656 _exptl_absorpt_coefficient_mu 6.146 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.1440 _exptl_absorpt_correction_T_max 0.6937 _exptl_absorpt_process_details 'XPREP (SHELXTL), R(int)=0.230 before correction' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0.00 0.00 -1.00 0.0300 0.00 0.00 1.00 0.0300 0.00 1.00 0.00 0.2200 0.00 -1.00 0.00 0.2000 -1.00 1.00 0.00 0.1700 1.00 -1.00 0.00 0.2100 1.00 1.00 0.00 0.2000 -1.00 -1.00 0.00 0.2000 _exptl_special_details ;The data collection nominally covered full sphere of reciprocal space, by a combination of 5 runs of narrow-frame \w-scans (scan width 0.3\% \w, 10s exposure), every run at a different \f angle. Crystal to detector distance 4.43 cm. ; _diffrn_ambient_temperature 120(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 'SMART 1K CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8 _diffrn_reflns_number 15332 _diffrn_reflns_av_R_equivalents 0.0523 _diffrn_reflns_av_sigmaI/netI 0.0275 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 29.06 _reflns_number_total 1802 _reflns_number_gt 1586 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART version 5.054 (Bruker, 1999)' _computing_cell_refinement 'SMART version 5.054 (Bruker, 1999)' _computing_data_reduction 'SAINT version 6.02A (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL version 5.10 (Bruker, 1997)' _computing_publication_material 'SHELXTL version 5.10 (Bruker, 1997)' _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. ; _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^)+(0.0216P)^2^+0.3668P] 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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1802 _refine_ls_number_parameters 91 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0255 _refine_ls_R_factor_gt 0.0195 _refine_ls_wR_factor_ref 0.0503 _refine_ls_wR_factor_gt 0.0476 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _refine_ls_shift/su_max 0.002 _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 Br Br 0.67375(2) 0.678585(13) 0.514618(9) 0.02297(7) Uani 1 1 d . . . Si Si 0.40052(7) 0.51854(4) 0.62315(2) 0.01896(10) Uani 1 1 d . . . C1 C 0.5077(2) 0.53504(14) 0.52884(8) 0.0183(3) Uani 1 1 d . . . C2 C 0.4726(3) 0.65375(17) 0.67648(11) 0.0302(4) Uani 1 1 d . . . H21 H 0.419(4) 0.722(2) 0.6594(14) 0.045(6) Uiso 1 1 d . . . H22 H 0.610(4) 0.663(2) 0.6787(15) 0.044(6) Uiso 1 1 d . . . H23 H 0.419(3) 0.6442(19) 0.7225(15) 0.039(6) Uiso 1 1 d . . . C3 C 0.5194(3) 0.38291(16) 0.66520(10) 0.0273(4) Uani 1 1 d . . . H31 H 0.467(4) 0.378(2) 0.7135(15) 0.047(6) Uiso 1 1 d . . . H32 H 0.649(3) 0.395(2) 0.6715(14) 0.045(7) Uiso 1 1 d . . . H33 H 0.491(4) 0.3130(19) 0.6404(14) 0.041(7) Uiso 1 1 d . . . C4 C 0.1136(3) 0.51003(17) 0.61979(11) 0.0278(4) Uani 1 1 d . . . H41 H 0.067(3) 0.445(2) 0.5960(12) 0.037(6) Uiso 1 1 d . . . H42 H 0.057(3) 0.579(2) 0.5990(13) 0.047(6) Uiso 1 1 d . . . H43 H 0.055(4) 0.511(2) 0.6660(17) 0.055(7) Uiso 1 1 d . . . 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 Br 0.02362(10) 0.02186(10) 0.02344(11) 0.00219(6) -0.00145(6) -0.00555(5) Si 0.0199(2) 0.02080(19) 0.0162(2) 0.00191(15) 0.00015(16) 0.00159(16) C1 0.0153(7) 0.0194(6) 0.0200(7) 0.0042(6) -0.0021(5) -0.0006(5) C2 0.0382(10) 0.0290(9) 0.0235(9) -0.0032(7) 0.0004(8) -0.0011(8) C3 0.0302(9) 0.0288(8) 0.0229(9) 0.0050(7) -0.0035(7) 0.0052(7) C4 0.0225(8) 0.0312(9) 0.0297(10) 0.0014(7) 0.0047(7) 0.0030(7) _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 Br C1 1.9427(15) . ? Si C2 1.8619(19) . ? Si C3 1.8660(17) . ? Si C4 1.8680(18) . ? Si C1 1.9047(16) . ? C1 C1 1.334(3) 5_666 ? 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 Si C3 108.70(9) . . ? C2 Si C4 108.06(9) . . ? C3 Si C4 112.74(9) . . ? C2 Si C1 109.04(8) . . ? C3 Si C1 108.44(8) . . ? C4 Si C1 109.80(8) . . ? C1 C1 Si 131.70(16) 5_666 . ? C1 C1 Br 114.16(16) 5_666 . ? Si C1 Br 114.12(8) . . ? 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 C2 Si C1 Br 3.61(11) . . . . ? Br C1 C1 Si -1.3(3) . . 5_666 5_666 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 29.06 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.495 _refine_diff_density_min -0.270 _refine_diff_density_rms 0.072 #==========================================END data_(4.16) _database_code_depnum_ccdc_archive 'CCDC 292701' _ccdc_comments 'isomorphous with XATDOL' _audit_creation_method SHELXL-97 _chemical_name_systematic ; solid solution of 1-ethynyl-12-bromo-para-carborane in 1,12-bis(ethynyl)-para-carborane (1:2) ; _chemical_name_common ; solid solution of 1-ethynyl-12-bromo-para-carborane in 1,12- bis(ethynyl)-para-carborane (1:2) ; _chemical_melting_point ? _chemical_formula_moiety '0.34(C4 H11 B10 Br),0.66(C4 H12 B10)' _chemical_formula_sum 'C5.34 H11.67 B10 Br0.33' _chemical_formula_weight 210.31 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' B B 0.0013 0.0007 '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 7.2696(8) _cell_length_b 7.5132(8) _cell_length_c 10.9317(11) _cell_angle_alpha 83.05(1) _cell_angle_beta 73.66(1) _cell_angle_gamma 80.34(1) _cell_volume 563.1(1) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 2195 _cell_measurement_theta_min 2.7 _cell_measurement_theta_max 25.1 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.240 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 210 _exptl_absorpt_coefficient_mu 1.220 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4494 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS v.2.10 (Bruker,2003), R(int)=0.095 before correction' _exptl_special_details ; The data collection nominally covered full sphere of reciprocal space, by a combination of 4 runs of narrow-frame \w-scans (scan width 0.3\% \w, 15s exposure), every run at a different \f angle. Crystal to detector distance 6.14 cm. Isomorphous with pure 1,12-bis(ethynyl)-para-carborane (XATDOL). The crystal was a non-merohedral twin. Orientation matrices for the major and minor components are 0.09152 -0.09404 -0.05276 -0.03245 0.08123 0.07129 0.05644 -0.04478 0.07340 and 0.14115 0.00169 -0.01127 -0.09690 -0.08649 0.03106 -0.00329 0.10830 -0.06257. ; _diffrn_ambient_temperature 120(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 'Siemens SMART 1K CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8 _diffrn_standards_number 0 _diffrn_reflns_number 3946 _diffrn_reflns_av_R_equivalents 0.0502 _diffrn_reflns_av_sigmaI/netI 0.0587 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 25.21 _reflns_number_total 1773 _reflns_number_gt 1416 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART version 5.054 (Bruker, 1999)' _computing_cell_refinement 'SMART version 5.054 (Bruker, 1999)' _computing_data_reduction 'SAINT version 6.02A (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL version 6.12 (Bruker, 2001)' _computing_publication_material 'SHELXTL version 6.12 (Bruker, 2001)' _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. There are two symmetrically non-equivalent molecular sites, both at crystallographic inversion centres. Each site is shared (in a ca. 2:1 ratio) between a 1,12-bis(ethynyl)-para-carborane molecule and a 1-ethynyl-12-bromo-para-carborane molecule, the latter is disordered between two orientations related via the inversion centre. Thus the substituent at C(1) is a superposition of Br(1) (occupancy 1/6) and ethynyl group C(7)\\tb C(8)---H (5/6), and the substituent at C(11) is a superposition of Br(2) (1/6) and C(17)\\tb C(18)---H (50%) group (5/6). The ethynyl H atoms were treated as "riding" on the C atoms (constr), the H atoms attached to B were refined in isotropic approximation (refall). ; _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^)+(0.1406P)^2^+0.4779P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1770 _refine_ls_number_parameters 183 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0844 _refine_ls_R_factor_gt 0.0710 _refine_ls_wR_factor_ref 0.2285 _refine_ls_wR_factor_gt 0.2150 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.085 _refine_ls_shift/su_max 0.000 _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 0.1125(5) 0.6296(4) 0.0417(3) 0.0258(8) Uani 1 1 d . . . B2 B -0.1329(5) 0.6937(5) 0.0607(4) 0.0250(9) Uani 1 1 d . . . H2 H -0.202(5) 0.819(5) 0.098(3) 0.029(9) Uiso 1 1 d . . . B3 B -0.0439(6) 0.5116(5) 0.1600(4) 0.0274(9) Uani 1 1 d . . . H3 H -0.060(5) 0.533(5) 0.263(3) 0.023(8) Uiso 1 1 d . . . B4 B 0.1806(5) 0.3989(5) 0.0667(4) 0.0258(9) Uani 1 1 d . . . H4 H 0.306(5) 0.345(5) 0.109(4) 0.032(10) Uiso 1 1 d . . . B5 B 0.2305(6) 0.5131(5) -0.0924(4) 0.0265(9) Uani 1 1 d . . . H5 H 0.380(5) 0.528(5) -0.147(3) 0.030(9) Uiso 1 1 d . . . B6 B 0.0359(5) 0.6950(5) -0.0948(4) 0.0261(9) Uani 1 1 d . . . H6 H 0.061(5) 0.822(5) -0.153(3) 0.025(9) Uiso 1 1 d . . . C7 C 0.2176(9) 0.7499(9) 0.0798(6) 0.0283(19) Uiso 0.84 1 d P A 1 C8 C 0.2991(8) 0.8502(8) 0.1087(5) 0.0314(15) Uiso 0.84 1 d P A 1 H8 H 0.3664 0.9302 0.1343 0.038 Uiso 0.84 1 d PR A 1 Br1 Br 0.2512(4) 0.7897(4) 0.0976(3) 0.0282(7) Uani 0.16 1 d P A 2 C11 C 0.3926(5) 0.1862(5) 0.4637(3) 0.0329(9) Uani 1 1 d . . . B12 B 0.4796(6) 0.1670(6) 0.5967(4) 0.0327(10) Uani 1 1 d . . . H12 H 0.459(5) 0.280(5) 0.651(4) 0.029(9) Uiso 1 1 d . . . B13 B 0.2767(6) 0.0602(6) 0.5972(4) 0.0332(10) Uani 1 1 d . . . H13 H 0.133(5) 0.112(5) 0.655(3) 0.027(9) Uiso 1 1 d . . . B14 B 0.3107(6) -0.0068(6) 0.4395(4) 0.0333(10) Uani 1 1 d . . . H14 H 0.190(6) 0.014(6) 0.400(4) 0.050(12) Uiso 1 1 d . . . B15 B 0.5358(6) 0.0599(6) 0.3404(4) 0.0337(10) Uani 1 1 d . . . H15 H 0.549(5) 0.114(5) 0.240(3) 0.028(9) Uiso 1 1 d . . . B16 B 0.6406(6) 0.1664(6) 0.4381(4) 0.0339(10) Uani 1 1 d . . . H16 H 0.718(5) 0.282(5) 0.391(4) 0.030(9) Uiso 1 1 d . . . C17 C 0.2956(9) 0.3565(10) 0.4288(6) 0.032(2) Uiso 0.82 1 d P B 1 C18 C 0.2235(9) 0.4892(11) 0.4047(5) 0.0373(18) Uiso 0.82 1 d P B 1 H18 H 0.1581 0.6044 0.3838 0.045 Uiso 0.82 1 d PR B 1 Br2 Br 0.2482(4) 0.4071(5) 0.4173(2) 0.0261(6) Uani 0.18 1 d P B 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 0.0243(17) 0.0272(18) 0.0250(18) -0.0043(14) -0.0042(14) -0.0035(14) B2 0.0245(19) 0.025(2) 0.023(2) -0.0006(15) -0.0053(16) -0.0004(16) B3 0.0238(19) 0.028(2) 0.027(2) -0.0005(16) -0.0038(16) -0.0013(15) B4 0.0189(18) 0.029(2) 0.027(2) -0.0020(15) -0.0038(15) -0.0021(15) B5 0.025(2) 0.028(2) 0.025(2) -0.0042(16) -0.0036(16) -0.0020(15) B6 0.0247(19) 0.029(2) 0.022(2) -0.0008(16) -0.0024(16) -0.0043(15) Br1 0.0261(14) 0.0245(15) 0.0366(16) -0.0087(12) -0.0062(11) -0.0103(12) C11 0.0292(18) 0.043(2) 0.0266(19) -0.0102(16) -0.0006(15) -0.0122(16) B12 0.032(2) 0.042(2) 0.028(2) -0.0116(18) -0.0034(17) -0.0140(18) B13 0.028(2) 0.048(3) 0.025(2) -0.0080(18) -0.0011(17) -0.0153(18) B14 0.027(2) 0.046(3) 0.030(2) -0.0110(18) -0.0038(17) -0.0136(18) B15 0.032(2) 0.044(2) 0.026(2) -0.0105(18) -0.0032(18) -0.0135(18) B16 0.029(2) 0.047(3) 0.027(2) -0.0087(18) -0.0007(17) -0.0169(19) Br2 0.0354(14) 0.0117(14) 0.0279(12) -0.0018(9) -0.0135(9) 0.0142(10) _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 C7 1.441(8) . ? C1 B6 1.725(5) . ? C1 B2 1.728(5) . ? C1 B3 1.728(5) . ? C1 B4 1.731(5) . ? C1 B5 1.733(5) . ? C1 Br1 1.942(6) . ? B2 B4 1.769(5) 2_565 ? B2 B5 1.771(5) 2_565 ? B2 B3 1.791(5) . ? B2 B6 1.795(5) . ? B2 H2 1.06(4) . ? B3 B5 1.761(5) 2_565 ? B3 B6 1.771(5) 2_565 ? B3 B4 1.798(5) . ? B3 H3 1.13(3) . ? B4 B6 1.766(5) 2_565 ? B4 B2 1.769(5) 2_565 ? B4 B5 1.812(5) . ? B4 H4 1.13(4) . ? B5 B3 1.761(5) 2_565 ? B5 B2 1.771(5) 2_565 ? B5 B6 1.798(5) . ? B5 H5 1.10(4) . ? B6 B4 1.766(5) 2_565 ? B6 B3 1.771(5) 2_565 ? B6 H6 1.09(4) . ? C7 C8 1.154(8) . ? C8 H8 0.9468 . ? Br1 H8 1.6016 . ? C11 C17 1.418(9) . ? C11 B12 1.724(5) . ? C11 B13 1.726(5) . ? C11 B15 1.728(5) . ? C11 B16 1.728(5) . ? C11 B14 1.731(5) . ? C11 Br2 1.904(5) . ? B12 B14 1.758(6) 2_656 ? B12 B15 1.769(6) 2_656 ? B12 B13 1.792(5) . ? B12 B16 1.798(6) . ? B12 H12 1.06(4) . ? B13 B16 1.759(6) 2_656 ? B13 B15 1.761(6) 2_656 ? B13 B14 1.792(6) . ? B13 H13 1.10(4) . ? B14 B16 1.758(6) 2_656 ? B14 B12 1.758(6) 2_656 ? B14 B15 1.802(6) . ? B14 H14 1.07(4) . ? B15 B13 1.761(6) 2_656 ? B15 B12 1.769(6) 2_656 ? B15 B16 1.797(6) . ? B15 H15 1.11(4) . ? B16 B14 1.758(6) 2_656 ? B16 B13 1.759(6) 2_656 ? B16 H16 1.11(4) . ? C17 C18 1.085(9) . ? C18 H18 0.9501 . ? Br2 H18 1.5615 . ? 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 C7 C1 B6 117.5(3) . . ? C7 C1 B2 118.0(3) . . ? B6 C1 B2 62.6(2) . . ? C7 C1 B3 118.2(4) . . ? B6 C1 B3 114.4(3) . . ? B2 C1 B3 62.4(2) . . ? C7 C1 B4 117.7(3) . . ? B6 C1 B4 114.8(3) . . ? B2 C1 B4 114.5(3) . . ? B3 C1 B4 62.6(2) . . ? C7 C1 B5 117.4(3) . . ? B6 C1 B5 62.7(2) . . ? B2 C1 B5 114.6(3) . . ? B3 C1 B5 114.8(3) . . ? B4 C1 B5 63.1(2) . . ? C7 C1 Br1 1.5(3) . . ? B6 C1 Br1 118.8(2) . . ? B2 C1 Br1 117.6(2) . . ? B3 C1 Br1 116.7(2) . . ? B4 C1 Br1 117.2(2) . . ? B5 C1 Br1 118.5(2) . . ? C1 B2 B4 104.3(3) . 2_565 ? C1 B2 B5 104.4(3) . 2_565 ? B4 B2 B5 61.5(2) 2_565 2_565 ? C1 B2 B3 58.8(2) . . ? B4 B2 B3 108.4(3) 2_565 . ? B5 B2 B3 59.2(2) 2_565 . ? C1 B2 B6 58.6(2) . . ? B4 B2 B6 59.4(2) 2_565 . ? B5 B2 B6 108.7(3) 2_565 . ? B3 B2 B6 108.1(3) . . ? C1 B2 H2 120.3(19) . . ? B4 B2 H2 125.2(19) 2_565 . ? B5 B2 H2 126(2) 2_565 . ? B3 B2 H2 121(2) . . ? B6 B2 H2 119(2) . . ? C1 B3 B5 104.9(3) . 2_565 ? C1 B3 B6 104.3(3) . 2_565 ? B5 B3 B6 61.2(2) 2_565 2_565 ? C1 B3 B2 58.8(2) . . ? B5 B3 B2 59.8(2) 2_565 . ? B6 B3 B2 108.5(3) 2_565 . ? C1 B3 B4 58.8(2) . . ? B5 B3 B4 108.6(3) 2_565 . ? B6 B3 B4 59.3(2) 2_565 . ? B2 B3 B4 108.3(3) . . ? C1 B3 H3 118.7(17) . . ? B5 B3 H3 126.6(17) 2_565 . ? B6 B3 H3 127.3(17) 2_565 . ? B2 B3 H3 118.9(17) . . ? B4 B3 H3 119.5(17) . . ? C1 B4 B6 104.4(3) . 2_565 ? C1 B4 B2 104.1(3) . 2_565 ? B6 B4 B2 61.0(2) 2_565 2_565 ? C1 B4 B3 58.6(2) . . ? B6 B4 B3 59.6(2) 2_565 . ? B2 B4 B3 108.2(3) 2_565 . ? C1 B4 B5 58.5(2) . . ? B6 B4 B5 108.2(3) 2_565 . ? B2 B4 B5 59.3(2) 2_565 . ? B3 B4 B5 107.7(3) . . ? C1 B4 H4 120.9(19) . . ? B6 B4 H4 126.7(19) 2_565 . ? B2 B4 H4 124.5(19) 2_565 . ? B3 B4 H4 122.0(19) . . ? B5 B4 H4 118.5(19) . . ? C1 B5 B3 104.2(3) . 2_565 ? C1 B5 B2 103.9(3) . 2_565 ? B3 B5 B2 60.9(2) 2_565 2_565 ? C1 B5 B6 58.5(2) . . ? B3 B5 B6 59.7(2) 2_565 . ? B2 B5 B6 108.2(3) 2_565 . ? C1 B5 B4 58.4(2) . . ? B3 B5 B4 107.9(3) 2_565 . ? B2 B5 B4 59.2(2) 2_565 . ? B6 B5 B4 107.6(3) . . ? C1 B5 H5 122.4(19) . . ? B3 B5 H5 124.8(18) 2_565 . ? B2 B5 H5 124.5(19) 2_565 . ? B6 B5 H5 120.9(19) . . ? B4 B5 H5 120.6(18) . . ? C1 B6 B4 104.6(3) . 2_565 ? C1 B6 B3 104.1(3) . 2_565 ? B4 B6 B3 61.1(2) 2_565 2_565 ? C1 B6 B2 58.7(2) . . ? B4 B6 B2 59.6(2) 2_565 . ? B3 B6 B2 108.2(3) 2_565 . ? C1 B6 B5 58.9(2) . . ? B4 B6 B5 108.4(3) 2_565 . ? B3 B6 B5 59.1(2) 2_565 . ? B2 B6 B5 108.3(3) . . ? C1 B6 H6 123.9(18) . . ? B4 B6 H6 122.8(18) 2_565 . ? B3 B6 H6 123.5(19) 2_565 . ? B2 B6 H6 120.8(19) . . ? B5 B6 H6 121.3(18) . . ? C8 C7 C1 178.1(7) . . ? C7 C8 H8 178.4 . . ? C1 Br1 H8 175.9 . . ? C17 C11 B12 118.2(4) . . ? C17 C11 B13 118.6(4) . . ? B12 C11 B13 62.6(2) . . ? C17 C11 B15 116.9(4) . . ? B12 C11 B15 114.8(3) . . ? B13 C11 B15 114.6(3) . . ? C17 C11 B16 117.3(4) . . ? B12 C11 B16 62.8(2) . . ? B13 C11 B16 114.6(3) . . ? B15 C11 B16 62.7(2) . . ? C17 C11 B14 117.9(4) . . ? B12 C11 B14 114.4(3) . . ? B13 C11 B14 62.5(2) . . ? B15 C11 B14 62.8(2) . . ? B16 C11 B14 114.5(3) . . ? C17 C11 Br2 3.8(3) . . ? B12 C11 Br2 120.3(3) . . ? B13 C11 Br2 116.3(3) . . ? B15 C11 Br2 116.9(3) . . ? B16 C11 Br2 120.9(3) . . ? B14 C11 Br2 114.4(3) . . ? C11 B12 B14 104.2(3) . 2_656 ? C11 B12 B15 104.5(3) . 2_656 ? B14 B12 B15 61.5(2) 2_656 2_656 ? C11 B12 B13 58.8(2) . . ? B14 B12 B13 108.3(3) 2_656 . ? B15 B12 B13 59.3(2) 2_656 . ? C11 B12 B16 58.7(2) . . ? B14 B12 B16 59.2(2) 2_656 . ? B15 B12 B16 108.5(3) 2_656 . ? B13 B12 B16 108.1(3) . . ? C11 B12 H12 121(2) . . ? B14 B12 H12 125.7(19) 2_656 . ? B15 B12 H12 126(2) 2_656 . ? B13 B12 H12 120(2) . . ? B16 B12 H12 120(2) . . ? C11 B13 B16 104.7(3) . 2_656 ? C11 B13 B15 104.7(3) . 2_656 ? B16 B13 B15 61.4(2) 2_656 2_656 ? C11 B13 B12 58.6(2) . . ? B16 B13 B12 108.8(3) 2_656 . ? B15 B13 B12 59.7(2) 2_656 . ? C11 B13 B14 58.9(2) . . ? B16 B13 B14 59.3(2) 2_656 . ? B15 B13 B14 108.6(3) 2_656 . ? B12 B13 B14 108.2(3) . . ? C11 B13 H13 120.7(19) . . ? B16 B13 H13 125.9(19) 2_656 . ? B15 B13 H13 124.6(19) 2_656 . ? B12 B13 H13 119.0(18) . . ? B14 B13 H13 121.0(18) . . ? C11 B14 B16 104.5(3) . 2_656 ? C11 B14 B12 104.3(3) . 2_656 ? B16 B14 B12 61.5(2) 2_656 2_656 ? C11 B14 B13 58.6(2) . . ? B16 B14 B13 59.4(2) 2_656 . ? B12 B14 B13 108.4(3) 2_656 . ? C11 B14 B15 58.5(2) . . ? B16 B14 B15 108.9(3) 2_656 . ? B12 B14 B15 59.6(2) 2_656 . ? B13 B14 B15 107.9(3) . . ? C11 B14 H14 116(2) . . ? B16 B14 H14 129(2) 2_656 . ? B12 B14 H14 129(2) 2_656 . ? B13 B14 H14 119(2) . . ? B15 B14 H14 118(2) . . ? C11 B15 B13 103.9(3) . 2_656 ? C11 B15 B12 104.0(3) . 2_656 ? B13 B15 B12 61.0(2) 2_656 2_656 ? C11 B15 B16 58.7(2) . . ? B13 B15 B16 59.2(2) 2_656 . ? B12 B15 B16 108.1(3) 2_656 . ? C11 B15 B14 58.7(2) . . ? B13 B15 B14 107.7(3) 2_656 . ? B12 B15 B14 59.0(2) 2_656 . ? B16 B15 B14 107.9(3) . . ? C11 B15 H15 120.1(19) . . ? B13 B15 H15 126.2(18) 2_656 . ? B12 B15 H15 126.8(19) 2_656 . ? B16 B15 H15 119.3(18) . . ? B14 B15 H15 120.7(18) . . ? C11 B16 B14 104.1(3) . 2_656 ? C11 B16 B13 104.0(3) . 2_656 ? B14 B16 B13 61.3(2) 2_656 2_656 ? C11 B16 B15 58.7(2) . . ? B14 B16 B15 108.5(3) 2_656 . ? B13 B16 B15 59.3(2) 2_656 . ? C11 B16 B12 58.5(2) . . ? B14 B16 B12 59.3(2) 2_656 . ? B13 B16 B12 108.1(3) 2_656 . ? B15 B16 B12 107.9(3) . . ? C11 B16 H16 119.8(19) . . ? B14 B16 H16 128.8(19) 2_656 . ? B13 B16 H16 124.1(19) 2_656 . ? B15 B16 H16 116.1(19) . . ? B12 B16 H16 123.4(19) . . ? C18 C17 C11 177.7(7) . . ? C17 C18 H18 178.8 . . ? C11 Br2 H18 170.0 . . ? _diffrn_measured_fraction_theta_max 0.871 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.889 _refine_diff_density_max 0.546 _refine_diff_density_min -0.335 _refine_diff_density_rms 0.083 #============================================END