# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Werner Uhl' _publ_contact_author_email UHLW@UNI-MUENSTER.DE _publ_section_title ; The Influence of Halogen Substituents on the Course of Hydro-gallation and Hydroalumination Reactions ; loop_ _publ_author_name 'Werner Uhl' 'Micheal Claesener' 'Alexander Hepp' 'Beate Jasper' T.K.-J.Koster L.v.Wullen ; A.Vinogradov ; # Attachment 'comp1.cif' data_sad2 _database_code_depnum_ccdc_archive 'CCDC 738510' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H28 Br2 Cl4 Ga2 Si2' _chemical_formula_weight 789.68 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' Ga Ga 0.2307 1.6083 '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' Cl Cl 0.1484 0.1585 '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 10.0545(10) _cell_length_b 11.9883(12) _cell_length_c 14.4057(15) _cell_angle_alpha 109.544(2) _cell_angle_beta 95.946(2) _cell_angle_gamma 97.350(2) _cell_volume 1602.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 5326 _cell_measurement_theta_min 2.367 _cell_measurement_theta_max 28.463 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.636 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 4.592 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2610 _exptl_absorpt_correction_T_max 0.8376 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18567 _diffrn_reflns_av_R_equivalents 0.0392 _diffrn_reflns_av_sigmaI/netI 0.0681 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.52 _diffrn_reflns_theta_max 31.25 _reflns_number_total 9457 _reflns_number_gt 5690 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.1214P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9457 _refine_ls_number_parameters 295 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1086 _refine_ls_R_factor_gt 0.0650 _refine_ls_wR_factor_ref 0.2023 _refine_ls_wR_factor_gt 0.1763 _refine_ls_goodness_of_fit_ref 0.991 _refine_ls_restrained_S_all 0.991 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 0.70347(11) 1.26853(14) 0.39731(7) 0.1418(5) Uani 1 1 d . . . C17 C 0.7603(5) 1.1472(4) 0.1052(4) 0.0483(12) Uani 1 1 d . . . H17 H 0.8323 1.1243 0.0679 0.058 Uiso 1 1 calc R . . C16 C 0.6349(6) 1.1445(5) 0.0544(5) 0.0603(15) Uani 1 1 d . . . H16 H 0.6200 1.1184 -0.0171 0.072 Uiso 1 1 calc R . . C15 C 0.5325(6) 1.1792(6) 0.1065(6) 0.0658(17) Uani 1 1 d . . . H15 H 0.4449 1.1763 0.0713 0.079 Uiso 1 1 calc R . . C14 C 0.5531(6) 1.2174(6) 0.2066(6) 0.0731(19) Uani 1 1 d . . . H14 H 0.4813 1.2446 0.2426 0.088 Uiso 1 1 calc R . . C13 C 0.6794(7) 1.2178(5) 0.2589(5) 0.0684(17) Uani 1 1 d . . . C12 C 0.7853(5) 1.1817(4) 0.2077(4) 0.0458(12) Uani 1 1 d . . . C11 C 0.9175(5) 1.1741(5) 0.2583(4) 0.0491(12) Uani 1 1 d . . . H11 H 0.9645 1.2447 0.3119 0.059 Uiso 1 1 calc R . . C1 C 0.9764(4) 1.0783(4) 0.2360(4) 0.0413(10) Uani 1 1 d . . . Ga1 Ga 0.87437(5) 0.93249(5) 0.13525(4) 0.03931(15) Uani 1 1 d . . . Cl1 Cl 0.86394(13) 0.87157(11) -0.02362(10) 0.0502(3) Uani 1 1 d . . . Cl12 Cl 0.65285(11) 0.88614(10) 0.16544(10) 0.0442(3) Uani 1 1 d . . . Cl21 Cl 0.91864(10) 0.75652(11) 0.16335(10) 0.0456(3) Uani 1 1 d . . . Cl2 Cl 0.62300(13) 0.61181(11) -0.02231(10) 0.0495(3) Uani 1 1 d . . . Ga2 Ga 0.68441(5) 0.68623(5) 0.13629(4) 0.03845(15) Uani 1 1 d . . . C2 C 0.6269(4) 0.6274(4) 0.2387(4) 0.0397(10) Uani 1 1 d . . . C21 C 0.6975(5) 0.5512(5) 0.2620(4) 0.0476(12) Uani 1 1 d . . . H21 H 0.6757 0.5274 0.3167 0.057 Uiso 1 1 calc R . . C22 C 0.8081(5) 0.5000(4) 0.2091(4) 0.0428(11) Uani 1 1 d . . . C23 C 0.9350(5) 0.5038(6) 0.2592(5) 0.0569(14) Uani 1 1 d . . . C24 C 1.0368(5) 0.4600(6) 0.2075(5) 0.0634(16) Uani 1 1 d . . . H24 H 1.1242 0.4637 0.2433 0.076 Uiso 1 1 calc R . . C25 C 1.0140(5) 0.4122(5) 0.1070(5) 0.0594(15) Uani 1 1 d . . . H25 H 1.0861 0.3834 0.0720 0.071 Uiso 1 1 calc R . . C26 C 0.8900(6) 0.4042(5) 0.0542(5) 0.0557(14) Uani 1 1 d . . . H26 H 0.8745 0.3699 -0.0173 0.067 Uiso 1 1 calc R . . C27 C 0.7858(5) 0.4466(4) 0.1061(4) 0.0445(11) Uani 1 1 d . . . H27 H 0.6974 0.4386 0.0697 0.053 Uiso 1 1 calc R . . Br2 Br 0.97418(10) 0.57394(13) 0.39900(6) 0.1232(4) Uani 1 1 d . . . Si1 Si 1.14666(14) 1.07896(15) 0.30518(12) 0.0520(4) Uani 1 1 d . . . C111 C 1.1217(8) 1.0068(9) 0.3985(6) 0.107(3) Uani 1 1 d . . . H11A H 1.0742 0.9258 0.3655 0.129 Uiso 1 1 calc R . . H11B H 1.0694 1.0510 0.4455 0.129 Uiso 1 1 calc R . . H11C H 1.2084 1.0059 0.4329 0.129 Uiso 1 1 calc R . . C112 C 1.2453(6) 0.9914(6) 0.2137(5) 0.0675(17) Uani 1 1 d . . . H11D H 1.3332 0.9922 0.2472 0.081 Uiso 1 1 calc R . . H11E H 1.2556 1.0267 0.1635 0.081 Uiso 1 1 calc R . . H11F H 1.1982 0.9100 0.1829 0.081 Uiso 1 1 calc R . . C113 C 1.2367(6) 1.2370(6) 0.3647(6) 0.080(2) Uani 1 1 d . . . H11G H 1.1948 1.2779 0.4205 0.096 Uiso 1 1 calc R . . H11H H 1.2316 1.2769 0.3171 0.096 Uiso 1 1 calc R . . H11I H 1.3301 1.2378 0.3874 0.096 Uiso 1 1 calc R . . Si2 Si 0.48205(14) 0.67924(13) 0.30319(11) 0.0464(3) Uani 1 1 d . . . C211 C 0.5407(8) 0.8288(7) 0.3990(6) 0.091(2) Uani 1 1 d . . . H21A H 0.4926 0.8366 0.4544 0.109 Uiso 1 1 calc R . . H21B H 0.5238 0.8892 0.3714 0.109 Uiso 1 1 calc R . . H21C H 0.6362 0.8387 0.4212 0.109 Uiso 1 1 calc R . . C212 C 0.3447(5) 0.6855(6) 0.2088(5) 0.0577(14) Uani 1 1 d . . . H21D H 0.2672 0.7068 0.2400 0.069 Uiso 1 1 calc R . . H21E H 0.3196 0.6082 0.1566 0.069 Uiso 1 1 calc R . . H21F H 0.3765 0.7446 0.1811 0.069 Uiso 1 1 calc R . . C213 C 0.4201(7) 0.5692(7) 0.3609(6) 0.0746(19) Uani 1 1 d . . . H21G H 0.4917 0.5661 0.4090 0.090 Uiso 1 1 calc R . . H21H H 0.3921 0.4912 0.3101 0.090 Uiso 1 1 calc R . . H21I H 0.3444 0.5935 0.3933 0.090 Uiso 1 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 0.1097(8) 0.2160(14) 0.0660(6) -0.0038(7) 0.0308(5) 0.0424(8) C17 0.049(3) 0.038(3) 0.063(3) 0.020(2) 0.016(2) 0.013(2) C16 0.059(3) 0.056(3) 0.078(4) 0.037(3) 0.007(3) 0.018(3) C15 0.046(3) 0.063(4) 0.095(5) 0.039(4) 0.003(3) 0.010(3) C14 0.042(3) 0.070(4) 0.112(6) 0.031(4) 0.027(3) 0.020(3) C13 0.066(4) 0.050(3) 0.081(4) 0.007(3) 0.034(3) 0.009(3) C12 0.039(2) 0.028(2) 0.064(3) 0.009(2) 0.008(2) -0.0014(18) C11 0.043(2) 0.038(3) 0.056(3) 0.008(2) 0.007(2) -0.004(2) C1 0.034(2) 0.043(3) 0.045(3) 0.017(2) 0.0062(19) -0.0018(18) Ga1 0.0330(2) 0.0354(3) 0.0477(3) 0.0143(2) 0.0054(2) 0.00066(19) Cl1 0.0551(7) 0.0461(7) 0.0503(7) 0.0178(6) 0.0146(6) 0.0053(5) Cl12 0.0344(5) 0.0378(6) 0.0650(8) 0.0216(6) 0.0137(5) 0.0084(4) Cl21 0.0313(5) 0.0417(6) 0.0676(8) 0.0262(6) 0.0037(5) 0.0045(4) Cl2 0.0507(6) 0.0448(7) 0.0490(7) 0.0166(6) -0.0006(5) 0.0003(5) Ga2 0.0332(2) 0.0374(3) 0.0471(3) 0.0188(2) 0.0064(2) 0.00347(19) C2 0.035(2) 0.041(2) 0.047(3) 0.021(2) 0.0080(19) 0.0037(18) C21 0.042(2) 0.054(3) 0.055(3) 0.030(3) 0.011(2) 0.005(2) C22 0.040(2) 0.039(2) 0.061(3) 0.032(2) 0.010(2) 0.0078(19) C23 0.044(3) 0.070(4) 0.066(4) 0.037(3) 0.003(2) 0.012(3) C24 0.035(2) 0.068(4) 0.092(5) 0.036(4) 0.001(3) 0.012(2) C25 0.047(3) 0.052(3) 0.081(5) 0.021(3) 0.020(3) 0.015(2) C26 0.058(3) 0.040(3) 0.069(4) 0.017(3) 0.013(3) 0.017(2) C27 0.044(2) 0.033(2) 0.056(3) 0.017(2) 0.003(2) 0.0055(19) Br2 0.0955(6) 0.2117(13) 0.0625(5) 0.0417(6) -0.0034(4) 0.0577(7) Si1 0.0396(7) 0.0597(9) 0.0542(9) 0.0244(8) -0.0029(6) -0.0040(6) C111 0.093(6) 0.151(9) 0.077(5) 0.065(6) -0.018(4) -0.025(6) C112 0.045(3) 0.064(4) 0.096(5) 0.031(4) 0.005(3) 0.016(3) C113 0.045(3) 0.076(4) 0.092(5) 0.007(4) -0.003(3) -0.008(3) Si2 0.0404(7) 0.0484(8) 0.0488(8) 0.0136(7) 0.0125(6) 0.0072(6) C211 0.079(5) 0.095(6) 0.068(5) -0.007(4) 0.012(4) 0.007(4) C212 0.041(3) 0.063(4) 0.067(4) 0.020(3) 0.005(2) 0.012(2) C213 0.068(4) 0.086(5) 0.090(5) 0.048(4) 0.040(4) 0.018(3) _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 C13 1.859(7) . ? C17 C12 1.380(8) . ? C17 C16 1.381(7) . ? C17 H17 0.9600 . ? C16 C15 1.362(8) . ? C16 H16 0.9600 . ? C15 C14 1.344(10) . ? C15 H15 0.9600 . ? C14 C13 1.406(9) . ? C14 H14 0.9600 . ? C13 C12 1.390(7) . ? C12 C11 1.477(7) . ? C11 C1 1.319(7) . ? C11 H11 0.9600 . ? C1 Si1 1.887(5) . ? C1 Ga1 1.936(5) . ? Ga1 Cl1 2.1434(15) . ? Ga1 Cl12 2.3461(11) . ? Ga1 Cl21 2.3637(12) . ? Cl12 Ga2 2.3600(12) . ? Cl21 Ga2 2.3432(11) . ? Cl2 Ga2 2.1448(15) . ? Ga2 C2 1.944(4) . ? C2 C21 1.331(7) . ? C2 Si2 1.870(5) . ? C21 C22 1.494(7) . ? C21 H21 0.9600 . ? C22 C27 1.385(7) . ? C22 C23 1.387(7) . ? C23 C24 1.383(8) . ? C23 Br2 1.880(6) . ? C24 C25 1.348(9) . ? C24 H24 0.9600 . ? C25 C26 1.366(8) . ? C25 H25 0.9600 . ? C26 C27 1.400(7) . ? C26 H26 0.9600 . ? C27 H27 0.9600 . ? Si1 C111 1.847(7) . ? Si1 C112 1.853(7) . ? Si1 C113 1.859(7) . ? C111 H11A 0.9599 . ? C111 H11B 0.9599 . ? C111 H11C 0.9599 . ? C112 H11D 0.9599 . ? C112 H11E 0.9599 . ? C112 H11F 0.9599 . ? C113 H11G 0.9599 . ? C113 H11H 0.9599 . ? C113 H11I 0.9599 . ? Si2 C211 1.836(8) . ? Si2 C213 1.857(6) . ? Si2 C212 1.862(6) . ? C211 H21A 0.9599 . ? C211 H21B 0.9599 . ? C211 H21C 0.9599 . ? C212 H21D 0.9599 . ? C212 H21E 0.9599 . ? C212 H21F 0.9599 . ? C213 H21G 0.9599 . ? C213 H21H 0.9599 . ? C213 H21I 0.9599 . ? 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 C12 C17 C16 122.1(5) . . ? C12 C17 H17 118.9 . . ? C16 C17 H17 118.9 . . ? C15 C16 C17 119.6(6) . . ? C15 C16 H16 120.2 . . ? C17 C16 H16 120.2 . . ? C14 C15 C16 120.5(6) . . ? C14 C15 H15 119.7 . . ? C16 C15 H15 119.7 . . ? C15 C14 C13 120.3(6) . . ? C15 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? C12 C13 C14 120.4(7) . . ? C12 C13 Br1 120.4(5) . . ? C14 C13 Br1 119.2(5) . . ? C17 C12 C13 117.0(5) . . ? C17 C12 C11 120.3(4) . . ? C13 C12 C11 122.6(6) . . ? C1 C11 C12 125.4(5) . . ? C1 C11 H11 117.3 . . ? C12 C11 H11 117.3 . . ? C11 C1 Si1 121.9(4) . . ? C11 C1 Ga1 117.0(4) . . ? Si1 C1 Ga1 121.0(3) . . ? C1 Ga1 Cl1 129.41(14) . . ? C1 Ga1 Cl12 112.65(14) . . ? Cl1 Ga1 Cl12 106.33(5) . . ? C1 Ga1 Cl21 112.99(15) . . ? Cl1 Ga1 Cl21 99.38(5) . . ? Cl12 Ga1 Cl21 87.49(4) . . ? Ga1 Cl12 Ga2 89.40(4) . . ? Ga2 Cl21 Ga1 89.38(4) . . ? C2 Ga2 Cl2 129.43(15) . . ? C2 Ga2 Cl21 112.82(14) . . ? Cl2 Ga2 Cl21 106.40(5) . . ? C2 Ga2 Cl12 112.42(14) . . ? Cl2 Ga2 Cl12 99.54(5) . . ? Cl21 Ga2 Cl12 87.64(4) . . ? C21 C2 Si2 122.0(4) . . ? C21 C2 Ga2 116.8(3) . . ? Si2 C2 Ga2 121.1(2) . . ? C2 C21 C22 124.7(4) . . ? C2 C21 H21 117.6 . . ? C22 C21 H21 117.6 . . ? C27 C22 C23 117.7(5) . . ? C27 C22 C21 119.9(4) . . ? C23 C22 C21 122.4(5) . . ? C24 C23 C22 120.8(6) . . ? C24 C23 Br2 118.5(4) . . ? C22 C23 Br2 120.6(4) . . ? C25 C24 C23 120.4(5) . . ? C25 C24 H24 119.8 . . ? C23 C24 H24 119.8 . . ? C24 C25 C26 121.0(5) . . ? C24 C25 H25 119.5 . . ? C26 C25 H25 119.5 . . ? C25 C26 C27 118.9(6) . . ? C25 C26 H26 120.5 . . ? C27 C26 H26 120.5 . . ? C22 C27 C26 121.1(5) . . ? C22 C27 H27 119.5 . . ? C26 C27 H27 119.5 . . ? C111 Si1 C112 109.1(4) . . ? C111 Si1 C113 111.5(4) . . ? C112 Si1 C113 109.8(3) . . ? C111 Si1 C1 109.5(3) . . ? C112 Si1 C1 108.1(3) . . ? C113 Si1 C1 108.7(3) . . ? Si1 C111 H11A 109.5 . . ? Si1 C111 H11B 109.5 . . ? H11A C111 H11B 109.5 . . ? Si1 C111 H11C 109.5 . . ? H11A C111 H11C 109.5 . . ? H11B C111 H11C 109.5 . . ? Si1 C112 H11D 109.5 . . ? Si1 C112 H11E 109.5 . . ? H11D C112 H11E 109.5 . . ? Si1 C112 H11F 109.5 . . ? H11D C112 H11F 109.5 . . ? H11E C112 H11F 109.5 . . ? Si1 C113 H11G 109.5 . . ? Si1 C113 H11H 109.5 . . ? H11G C113 H11H 109.5 . . ? Si1 C113 H11I 109.5 . . ? H11G C113 H11I 109.5 . . ? H11H C113 H11I 109.5 . . ? C211 Si2 C213 110.5(4) . . ? C211 Si2 C212 110.3(3) . . ? C213 Si2 C212 110.0(3) . . ? C211 Si2 C2 109.3(3) . . ? C213 Si2 C2 108.2(3) . . ? C212 Si2 C2 108.5(2) . . ? Si2 C211 H21A 109.5 . . ? Si2 C211 H21B 109.5 . . ? H21A C211 H21B 109.5 . . ? Si2 C211 H21C 109.5 . . ? H21A C211 H21C 109.5 . . ? H21B C211 H21C 109.5 . . ? Si2 C212 H21D 109.5 . . ? Si2 C212 H21E 109.5 . . ? H21D C212 H21E 109.5 . . ? Si2 C212 H21F 109.5 . . ? H21D C212 H21F 109.5 . . ? H21E C212 H21F 109.5 . . ? Si2 C213 H21G 109.5 . . ? Si2 C213 H21H 109.5 . . ? H21G C213 H21H 109.5 . . ? Si2 C213 H21I 109.5 . . ? H21G C213 H21I 109.5 . . ? H21H C213 H21I 109.5 . . ? 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 C12 C17 C16 C15 1.4(8) . . . . ? C17 C16 C15 C14 0.9(9) . . . . ? C16 C15 C14 C13 -2.4(10) . . . . ? C15 C14 C13 C12 1.6(10) . . . . ? C15 C14 C13 Br1 -178.8(5) . . . . ? C16 C17 C12 C13 -2.1(7) . . . . ? C16 C17 C12 C11 175.2(5) . . . . ? C14 C13 C12 C17 0.5(8) . . . . ? Br1 C13 C12 C17 -179.0(4) . . . . ? C14 C13 C12 C11 -176.6(5) . . . . ? Br1 C13 C12 C11 3.9(7) . . . . ? C17 C12 C11 C1 -51.4(7) . . . . ? C13 C12 C11 C1 125.6(6) . . . . ? C12 C11 C1 Si1 179.5(4) . . . . ? C12 C11 C1 Ga1 -4.9(7) . . . . ? C11 C1 Ga1 Cl1 87.6(4) . . . . ? Si1 C1 Ga1 Cl1 -96.8(3) . . . . ? C11 C1 Ga1 Cl12 -49.9(4) . . . . ? Si1 C1 Ga1 Cl12 125.7(2) . . . . ? C11 C1 Ga1 Cl21 -147.1(4) . . . . ? Si1 C1 Ga1 Cl21 28.5(3) . . . . ? C1 Ga1 Cl12 Ga2 -132.36(16) . . . . ? Cl1 Ga1 Cl12 Ga2 80.59(5) . . . . ? Cl21 Ga1 Cl12 Ga2 -18.45(5) . . . . ? C1 Ga1 Cl21 Ga2 132.17(15) . . . . ? Cl1 Ga1 Cl21 Ga2 -87.56(5) . . . . ? Cl12 Ga1 Cl21 Ga2 18.59(5) . . . . ? Ga1 Cl21 Ga2 C2 -131.85(16) . . . . ? Ga1 Cl21 Ga2 Cl2 80.79(5) . . . . ? Ga1 Cl21 Ga2 Cl12 -18.47(5) . . . . ? Ga1 Cl12 Ga2 C2 132.38(15) . . . . ? Ga1 Cl12 Ga2 Cl2 -87.62(5) . . . . ? Ga1 Cl12 Ga2 Cl21 18.61(5) . . . . ? Cl2 Ga2 C2 C21 89.2(4) . . . . ? Cl21 Ga2 C2 C21 -48.8(4) . . . . ? Cl12 Ga2 C2 C21 -146.0(4) . . . . ? Cl2 Ga2 C2 Si2 -92.4(3) . . . . ? Cl21 Ga2 C2 Si2 129.7(2) . . . . ? Cl12 Ga2 C2 Si2 32.5(3) . . . . ? Si2 C2 C21 C22 175.8(4) . . . . ? Ga2 C2 C21 C22 -5.8(7) . . . . ? C2 C21 C22 C27 -50.9(7) . . . . ? C2 C21 C22 C23 129.0(6) . . . . ? C27 C22 C23 C24 2.6(8) . . . . ? C21 C22 C23 C24 -177.3(5) . . . . ? C27 C22 C23 Br2 -179.7(4) . . . . ? C21 C22 C23 Br2 0.4(7) . . . . ? C22 C23 C24 C25 -0.4(9) . . . . ? Br2 C23 C24 C25 -178.1(5) . . . . ? C23 C24 C25 C26 -1.0(9) . . . . ? C24 C25 C26 C27 0.1(8) . . . . ? C23 C22 C27 C26 -3.6(7) . . . . ? C21 C22 C27 C26 176.3(4) . . . . ? C25 C26 C27 C22 2.3(7) . . . . ? C11 C1 Si1 C111 100.2(5) . . . . ? Ga1 C1 Si1 C111 -75.2(5) . . . . ? C11 C1 Si1 C112 -141.1(5) . . . . ? Ga1 C1 Si1 C112 43.5(4) . . . . ? C11 C1 Si1 C113 -21.9(5) . . . . ? Ga1 C1 Si1 C113 162.7(3) . . . . ? C21 C2 Si2 C211 99.6(5) . . . . ? Ga2 C2 Si2 C211 -78.8(4) . . . . ? C21 C2 Si2 C213 -20.8(5) . . . . ? Ga2 C2 Si2 C213 160.8(4) . . . . ? C21 C2 Si2 C212 -140.2(5) . . . . ? Ga2 C2 Si2 C212 41.4(4) . . . . ? _diffrn_measured_fraction_theta_max 0.904 _diffrn_reflns_theta_full 31.25 _diffrn_measured_fraction_theta_full 0.904 _refine_diff_density_max 1.754 _refine_diff_density_min -1.845 _refine_diff_density_rms 0.150 # Attachment 'Comp2.cif' data_sad1 _database_code_depnum_ccdc_archive 'CCDC 738511' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H42 Br2 Cl4 Ga2 O2 Si2' _chemical_formula_weight 859.82 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' O O 0.0106 0.0060 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/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 12.215(3) _cell_length_b 13.579(3) _cell_length_c 12.506(3) _cell_angle_alpha 90.00 _cell_angle_beta 114.753(4) _cell_angle_gamma 90.00 _cell_volume 1883.9(7) _cell_formula_units_Z 2 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 984 _cell_measurement_theta_min 2.466 _cell_measurement_theta_max 28.841 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.516 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 860 _exptl_absorpt_coefficient_mu 3.917 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2448 _exptl_absorpt_correction_T_max 0.3410 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21044 _diffrn_reflns_av_R_equivalents 0.0507 _diffrn_reflns_av_sigmaI/netI 0.0491 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 30.07 _reflns_number_total 5483 _reflns_number_gt 4293 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0295P)^2^+0.3291P] 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 5483 _refine_ls_number_parameters 168 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0510 _refine_ls_R_factor_gt 0.0347 _refine_ls_wR_factor_ref 0.0777 _refine_ls_wR_factor_gt 0.0731 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.004 _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 Ga1 Ga 0.24794(2) 0.769440(19) 0.58733(2) 0.02474(7) Uani 1 1 d . . . Cl1 Cl 0.10593(6) 0.67846(5) 0.59897(6) 0.04314(17) Uani 1 1 d . . . Cl2 Cl 0.41364(6) 0.68482(6) 0.67416(6) 0.04884(19) Uani 1 1 d . . . Si1 Si 0.31831(6) 0.79459(5) 0.36133(6) 0.02645(15) Uani 1 1 d . . . C11 C 0.3015(3) 0.65857(19) 0.3426(3) 0.0423(7) Uani 1 1 d . . . H11A H 0.3235 0.6281 0.4180 0.051 Uiso 1 1 calc R . . H11B H 0.3530 0.6347 0.3078 0.051 Uiso 1 1 calc R . . H11C H 0.2192 0.6428 0.2923 0.051 Uiso 1 1 calc R . . C12 C 0.4799(2) 0.8274(2) 0.4469(3) 0.0519(8) Uani 1 1 d . . . H12A H 0.5089 0.7979 0.5236 0.062 Uiso 1 1 calc R . . H12B H 0.4877 0.8977 0.4548 0.062 Uiso 1 1 calc R . . H12C H 0.5262 0.8036 0.4064 0.062 Uiso 1 1 calc R . . C13 C 0.2630(3) 0.85590(19) 0.2145(2) 0.0367(6) Uani 1 1 d . . . H13A H 0.3097 0.8338 0.1736 0.044 Uiso 1 1 calc R . . H13B H 0.2710 0.9260 0.2250 0.044 Uiso 1 1 calc R . . H13C H 0.1797 0.8395 0.1693 0.044 Uiso 1 1 calc R . . C1 C 0.22864(19) 0.83769(17) 0.4426(2) 0.0223(4) Uani 1 1 d . . . C2 C 0.15638(18) 0.91599(16) 0.40220(19) 0.0195(4) Uani 1 1 d . . . H2 H 0.1562 0.9474 0.3334 0.023 Uiso 1 1 calc R . . C3 C 0.07670(18) 0.95954(15) 0.45189(18) 0.0176(4) Uani 1 1 d . . . C4 C 0.08094(17) 1.05893(15) 0.48159(18) 0.0183(4) Uani 1 1 d . . . Br4 Br 0.19405(2) 1.142463(18) 0.45970(2) 0.03054(7) Uani 1 1 d . . . C5 C 0.00757(18) 1.09875(15) 0.52965(18) 0.0190(4) Uani 1 1 d . . . H5 H 0.0147 1.1672 0.5505 0.023 Uiso 1 1 calc R . . O1 O 0.27088(15) 0.86871(12) 0.71120(14) 0.0283(4) Uani 1 1 d . . . CE1 C 0.3356(2) 0.96008(19) 0.7157(2) 0.0369(6) Uani 1 1 d . . . HE1A H 0.3085 1.0098 0.7537 0.044 Uiso 1 1 calc R . . HE1B H 0.3160 0.9818 0.6367 0.044 Uiso 1 1 calc R . . CE2 C 0.2647(3) 0.8420(2) 0.8221(2) 0.0380(6) Uani 1 1 d . . . HE2A H 0.3397 0.8579 0.8869 0.046 Uiso 1 1 calc R . . HE2B H 0.2522 0.7723 0.8236 0.046 Uiso 1 1 calc R . . CE3 C 0.4694(3) 0.9502(3) 0.7797(3) 0.0637(10) Uani 1 1 d . . . HE3A H 0.4907 0.9385 0.8617 0.076 Uiso 1 1 calc R . . HE3B H 0.5071 1.0098 0.7709 0.076 Uiso 1 1 calc R . . HE3C H 0.4962 0.8960 0.7475 0.076 Uiso 1 1 calc R . . CE4 C 0.1650(4) 0.8951(3) 0.8355(3) 0.0738(12) Uani 1 1 d . . . HE4A H 0.1756 0.9648 0.8306 0.089 Uiso 1 1 calc R . . HE4B H 0.1655 0.8796 0.9106 0.089 Uiso 1 1 calc R . . HE4C H 0.0894 0.8755 0.7740 0.089 Uiso 1 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 Ga1 0.02635(13) 0.02204(13) 0.02183(13) 0.00195(10) 0.00616(10) 0.00640(10) Cl1 0.0450(4) 0.0308(3) 0.0446(4) 0.0137(3) 0.0100(3) -0.0062(3) Cl2 0.0460(4) 0.0536(4) 0.0381(4) 0.0108(3) 0.0089(3) 0.0307(3) Si1 0.0240(3) 0.0249(3) 0.0359(4) -0.0056(3) 0.0179(3) 0.0009(2) C11 0.0625(19) 0.0289(14) 0.0471(17) -0.0064(12) 0.0343(16) 0.0033(13) C12 0.0247(13) 0.064(2) 0.069(2) -0.0068(18) 0.0217(15) 0.0007(14) C13 0.0470(16) 0.0336(14) 0.0420(16) -0.0049(12) 0.0310(14) -0.0006(12) C1 0.0177(10) 0.0252(11) 0.0233(11) -0.0044(9) 0.0080(9) -0.0017(8) C2 0.0181(10) 0.0226(11) 0.0202(10) -0.0006(9) 0.0104(9) -0.0010(8) C3 0.0170(9) 0.0187(10) 0.0160(10) 0.0030(8) 0.0059(8) 0.0045(8) C4 0.0163(9) 0.0209(10) 0.0186(10) 0.0032(8) 0.0083(8) -0.0011(8) Br4 0.03375(13) 0.02759(13) 0.04069(15) -0.00195(10) 0.02583(12) -0.00888(10) C5 0.0201(10) 0.0161(10) 0.0199(10) 0.0022(8) 0.0074(9) 0.0028(8) O1 0.0359(9) 0.0262(9) 0.0209(8) 0.0007(7) 0.0100(7) 0.0022(7) CE1 0.0401(14) 0.0312(14) 0.0296(14) -0.0021(11) 0.0051(12) -0.0051(11) CE2 0.0482(16) 0.0416(16) 0.0224(12) 0.0059(11) 0.0130(12) 0.0046(12) CE3 0.0399(17) 0.058(2) 0.076(3) -0.0021(19) 0.0070(17) -0.0080(16) CE4 0.089(3) 0.091(3) 0.065(2) 0.013(2) 0.056(2) 0.030(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 Ga1 C1 1.958(2) . ? Ga1 O1 1.9829(16) . ? Ga1 Cl2 2.1808(7) . ? Ga1 Cl1 2.1837(8) . ? Si1 C11 1.862(3) . ? Si1 C12 1.863(3) . ? Si1 C13 1.866(3) . ? Si1 C1 1.873(2) . ? C11 H11A 0.9599 . ? C11 H11B 0.9599 . ? C11 H11C 0.9599 . ? C12 H12A 0.9599 . ? C12 H12B 0.9599 . ? C12 H12C 0.9599 . ? C13 H13A 0.9599 . ? C13 H13B 0.9599 . ? C13 H13C 0.9599 . ? C1 C2 1.338(3) . ? C2 C3 1.480(3) . ? C2 H2 0.9600 . ? C3 C5 1.392(3) 3_576 ? C3 C4 1.395(3) . ? C4 C5 1.381(3) . ? C4 Br4 1.894(2) . ? C5 C3 1.392(3) 3_576 ? C5 H5 0.9600 . ? O1 CE1 1.459(3) . ? O1 CE2 1.466(3) . ? CE1 CE3 1.495(4) . ? CE1 HE1A 0.9600 . ? CE1 HE1B 0.9600 . ? CE2 CE4 1.484(4) . ? CE2 HE2A 0.9600 . ? CE2 HE2B 0.9600 . ? CE3 HE3A 0.9599 . ? CE3 HE3B 0.9599 . ? CE3 HE3C 0.9599 . ? CE4 HE4A 0.9599 . ? CE4 HE4B 0.9599 . ? CE4 HE4C 0.9599 . ? 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 C1 Ga1 O1 108.87(8) . . ? C1 Ga1 Cl2 115.92(7) . . ? O1 Ga1 Cl2 99.85(5) . . ? C1 Ga1 Cl1 122.54(7) . . ? O1 Ga1 Cl1 100.89(5) . . ? Cl2 Ga1 Cl1 105.45(4) . . ? C11 Si1 C12 110.13(15) . . ? C11 Si1 C13 110.07(13) . . ? C12 Si1 C13 108.60(14) . . ? C11 Si1 C1 108.62(12) . . ? C12 Si1 C1 109.46(12) . . ? C13 Si1 C1 109.95(11) . . ? Si1 C11 H11A 109.5 . . ? Si1 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? Si1 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? Si1 C12 H12A 109.5 . . ? Si1 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? Si1 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? Si1 C13 H13A 109.5 . . ? Si1 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? Si1 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C2 C1 Si1 119.13(17) . . ? C2 C1 Ga1 122.00(17) . . ? Si1 C1 Ga1 118.84(12) . . ? C1 C2 C3 127.2(2) . . ? C1 C2 H2 116.4 . . ? C3 C2 H2 116.4 . . ? C5 C3 C4 116.96(18) 3_576 . ? C5 C3 C2 120.29(18) 3_576 . ? C4 C3 C2 122.74(18) . . ? C5 C4 C3 122.42(18) . . ? C5 C4 Br4 118.29(16) . . ? C3 C4 Br4 119.27(15) . . ? C4 C5 C3 120.60(19) . 3_576 ? C4 C5 H5 119.7 . . ? C3 C5 H5 119.7 3_576 . ? CE1 O1 CE2 114.57(19) . . ? CE1 O1 Ga1 120.34(15) . . ? CE2 O1 Ga1 121.62(15) . . ? O1 CE1 CE3 113.4(2) . . ? O1 CE1 HE1A 108.9 . . ? CE3 CE1 HE1A 108.9 . . ? O1 CE1 HE1B 108.9 . . ? CE3 CE1 HE1B 108.9 . . ? HE1A CE1 HE1B 107.7 . . ? O1 CE2 CE4 110.8(2) . . ? O1 CE2 HE2A 109.5 . . ? CE4 CE2 HE2A 109.5 . . ? O1 CE2 HE2B 109.5 . . ? CE4 CE2 HE2B 109.5 . . ? HE2A CE2 HE2B 108.1 . . ? CE1 CE3 HE3A 109.5 . . ? CE1 CE3 HE3B 109.5 . . ? HE3A CE3 HE3B 109.5 . . ? CE1 CE3 HE3C 109.5 . . ? HE3A CE3 HE3C 109.5 . . ? HE3B CE3 HE3C 109.5 . . ? CE2 CE4 HE4A 109.5 . . ? CE2 CE4 HE4B 109.5 . . ? HE4A CE4 HE4B 109.5 . . ? CE2 CE4 HE4C 109.5 . . ? HE4A CE4 HE4C 109.5 . . ? HE4B CE4 HE4C 109.5 . . ? 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 C11 Si1 C1 C2 -133.0(2) . . . . ? C12 Si1 C1 C2 106.7(2) . . . . ? C13 Si1 C1 C2 -12.5(2) . . . . ? C11 Si1 C1 Ga1 49.16(16) . . . . ? C12 Si1 C1 Ga1 -71.12(17) . . . . ? C13 Si1 C1 Ga1 169.66(12) . . . . ? O1 Ga1 C1 C2 -45.6(2) . . . . ? Cl2 Ga1 C1 C2 -157.13(16) . . . . ? Cl1 Ga1 C1 C2 71.5(2) . . . . ? O1 Ga1 C1 Si1 132.21(11) . . . . ? Cl2 Ga1 C1 Si1 20.67(14) . . . . ? Cl1 Ga1 C1 Si1 -110.73(11) . . . . ? Si1 C1 C2 C3 178.41(16) . . . . ? Ga1 C1 C2 C3 -3.8(3) . . . . ? C1 C2 C3 C5 -54.1(3) . . . 3_576 ? C1 C2 C3 C4 126.2(2) . . . . ? C5 C3 C4 C5 1.4(3) 3_576 . . . ? C2 C3 C4 C5 -179.0(2) . . . . ? C5 C3 C4 Br4 179.63(15) 3_576 . . . ? C2 C3 C4 Br4 -0.7(3) . . . . ? C3 C4 C5 C3 -1.4(3) . . . 3_576 ? Br4 C4 C5 C3 -179.70(15) . . . 3_576 ? C1 Ga1 O1 CE1 -34.06(18) . . . . ? Cl2 Ga1 O1 CE1 87.83(16) . . . . ? Cl1 Ga1 O1 CE1 -164.19(15) . . . . ? C1 Ga1 O1 CE2 168.09(17) . . . . ? Cl2 Ga1 O1 CE2 -70.02(17) . . . . ? Cl1 Ga1 O1 CE2 37.96(18) . . . . ? CE2 O1 CE1 CE3 75.0(3) . . . . ? Ga1 O1 CE1 CE3 -84.3(3) . . . . ? CE1 O1 CE2 CE4 82.6(3) . . . . ? Ga1 O1 CE2 CE4 -118.4(3) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 30.07 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.672 _refine_diff_density_min -0.810 _refine_diff_density_rms 0.084 # Attachment 'comp3.cif' data_sad3 _database_code_depnum_ccdc_archive 'CCDC 738512' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H30 Br2 Cl8 Ga4 Si2' _chemical_formula_weight 1072.94 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/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 8.9602(6) _cell_length_b 11.6310(8) _cell_length_c 17.8919(12) _cell_angle_alpha 90.00 _cell_angle_beta 101.5930(10) _cell_angle_gamma 90.00 _cell_volume 1826.6(2) _cell_formula_units_Z 2 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 7618 _cell_measurement_theta_min 2.324 _cell_measurement_theta_max 29.976 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.951 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1040 _exptl_absorpt_coefficient_mu 5.772 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3915 _exptl_absorpt_correction_T_max 0.8020 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21163 _diffrn_reflns_av_R_equivalents 0.0281 _diffrn_reflns_av_sigmaI/netI 0.0302 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 31.38 _reflns_number_total 5666 _reflns_number_gt 4713 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0427P)^2^+2.2443P] 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 5666 _refine_ls_number_parameters 175 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0436 _refine_ls_R_factor_gt 0.0336 _refine_ls_wR_factor_ref 0.0869 _refine_ls_wR_factor_gt 0.0824 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _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 C8 C 0.7631(3) 0.0608(3) -0.00605(18) 0.0325(6) Uani 1 1 d . . . H8 H 0.7213 0.1108 -0.0477 0.039 Uiso 1 1 calc R . . C7 C 0.6998(4) -0.0484(3) -0.0030(2) 0.0392(7) Uani 1 1 d . . . H7 H 0.6148 -0.0718 -0.0417 0.047 Uiso 1 1 calc R . . C6 C 0.7588(4) -0.1225(3) 0.0553(2) 0.0390(8) Uani 1 1 d . . . H6 H 0.7144 -0.1971 0.0577 0.047 Uiso 1 1 calc R . . C5 C 0.8822(4) -0.0891(3) 0.11047(19) 0.0347(6) Uani 1 1 d . . . H5 H 0.9254 -0.1404 0.1511 0.042 Uiso 1 1 calc R . . C4 C 0.9422(3) 0.0198(3) 0.10592(16) 0.0279(5) Uani 1 1 d . . . Br1 Br 1.11768(4) 0.05493(3) 0.181725(19) 0.03595(9) Uani 1 1 d . . . C3 C 0.8852(3) 0.0995(2) 0.04949(16) 0.0248(5) Uani 1 1 d . . . C2 C 0.9461(3) 0.2189(2) 0.04514(14) 0.0229(5) Uani 1 1 d . . . H2A H 0.9002 0.2514 -0.0034 0.028 Uiso 1 1 calc R . . H2B H 1.0538 0.2140 0.0470 0.028 Uiso 1 1 calc R . . C1 C 0.9185(3) 0.3030(2) 0.10969(14) 0.0178(4) Uani 1 1 d . . . Ga1 Ga 0.98474(3) 0.45747(2) 0.086994(17) 0.02128(7) Uani 1 1 d . . . Cl11 Cl 1.05098(9) 0.59395(7) 0.16695(5) 0.03974(18) Uani 1 1 d . . . Cl12 Cl 1.17565(7) 0.45319(6) 0.01485(4) 0.02745(14) Uani 1 1 d . . . Ga2 Ga 1.06845(3) 0.26916(3) 0.203390(16) 0.02293(8) Uani 1 1 d . . . Cl21 Cl 1.03352(12) 0.27702(10) 0.31834(5) 0.0513(2) Uani 1 1 d . . . Cl22 Cl 1.29934(8) 0.32009(6) 0.19663(5) 0.03378(16) Uani 1 1 d . . . Si1 Si 0.71528(8) 0.30923(6) 0.12579(4) 0.02044(14) Uani 1 1 d . . . C111 C 0.6961(4) 0.4394(3) 0.1834(2) 0.0348(7) Uani 1 1 d . . . H11A H 0.5960 0.4415 0.1948 0.042 Uiso 1 1 calc R . . H11B H 0.7118 0.5068 0.1550 0.042 Uiso 1 1 calc R . . H11C H 0.7708 0.4370 0.2301 0.042 Uiso 1 1 calc R . . C112 C 0.5753(3) 0.3202(3) 0.03331(18) 0.0301(6) Uani 1 1 d . . . H11D H 0.4745 0.3292 0.0432 0.036 Uiso 1 1 calc R . . H11E H 0.5796 0.2516 0.0040 0.036 Uiso 1 1 calc R . . H11F H 0.5998 0.3855 0.0053 0.036 Uiso 1 1 calc R . . C113 C 0.6703(3) 0.1794(3) 0.17794(19) 0.0318(6) Uani 1 1 d . . . H11G H 0.7449 0.1709 0.2243 0.038 Uiso 1 1 calc R . . H11H H 0.6717 0.1126 0.1465 0.038 Uiso 1 1 calc R . . H11I H 0.5711 0.1877 0.1899 0.038 Uiso 1 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 C8 0.0297(14) 0.0347(16) 0.0316(15) -0.0086(12) 0.0025(12) 0.0040(12) C7 0.0314(15) 0.0368(17) 0.0469(19) -0.0189(14) 0.0016(14) -0.0030(13) C6 0.0386(16) 0.0280(15) 0.055(2) -0.0151(14) 0.0194(15) -0.0098(13) C5 0.0432(17) 0.0263(14) 0.0371(16) -0.0013(12) 0.0142(14) 0.0002(12) C4 0.0300(13) 0.0275(13) 0.0266(13) -0.0037(11) 0.0067(11) 0.0010(11) Br1 0.04272(18) 0.02449(14) 0.03469(17) 0.00439(11) -0.00643(13) 0.00466(12) C3 0.0276(12) 0.0230(12) 0.0249(13) -0.0046(10) 0.0081(10) 0.0041(10) C2 0.0318(13) 0.0212(12) 0.0166(11) 0.0020(9) 0.0071(10) 0.0039(10) C1 0.0186(10) 0.0192(11) 0.0163(10) -0.0015(8) 0.0051(8) -0.0002(8) Ga1 0.02201(14) 0.01880(13) 0.02412(14) 0.00101(10) 0.00722(11) -0.00182(10) Cl11 0.0415(4) 0.0328(4) 0.0439(4) -0.0128(3) 0.0060(3) -0.0055(3) Cl12 0.0197(3) 0.0307(3) 0.0338(3) 0.0121(3) 0.0098(2) 0.0054(2) Ga2 0.02356(14) 0.02639(15) 0.01748(14) -0.00023(11) 0.00083(10) 0.00019(11) Cl21 0.0566(5) 0.0777(7) 0.0189(3) -0.0035(4) 0.0058(3) 0.0035(5) Cl22 0.0222(3) 0.0326(4) 0.0433(4) -0.0002(3) -0.0011(3) -0.0028(3) Si1 0.0189(3) 0.0204(3) 0.0235(3) -0.0002(3) 0.0079(3) -0.0009(2) C111 0.0328(15) 0.0313(15) 0.0448(18) -0.0118(13) 0.0183(13) -0.0020(12) C112 0.0219(12) 0.0313(15) 0.0359(16) 0.0016(12) 0.0032(11) -0.0004(11) C113 0.0319(14) 0.0306(15) 0.0370(16) 0.0074(12) 0.0170(12) -0.0018(11) _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 C8 C7 1.396(5) . ? C8 C3 1.397(4) . ? C8 H8 0.9600 . ? C7 C6 1.374(5) . ? C7 H7 0.9600 . ? C6 C5 1.381(5) . ? C6 H6 0.9600 . ? C5 C4 1.385(4) . ? C5 H5 0.9600 . ? C4 C3 1.390(4) . ? C4 Br1 1.903(3) . ? Br1 Ga2 2.5734(5) . ? C3 C2 1.500(4) . ? C2 C1 1.571(3) . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C1 Si1 1.901(2) . ? C1 Ga1 1.960(2) . ? C1 Ga2 1.966(2) . ? Ga1 Cl11 2.1395(8) . ? Ga1 Cl12 2.3266(7) 3_765 ? Ga1 Cl12 2.3414(7) . ? Ga1 Ga2 3.0114(4) . ? Cl12 Ga1 2.3266(7) 3_765 ? Ga2 Cl21 2.1435(9) . ? Ga2 Cl22 2.1785(8) . ? Si1 C111 1.858(3) . ? Si1 C113 1.862(3) . ? Si1 C112 1.869(3) . ? C111 H11A 0.9599 . ? C111 H11B 0.9599 . ? C111 H11C 0.9599 . ? C112 H11D 0.9599 . ? C112 H11E 0.9599 . ? C112 H11F 0.9599 . ? C113 H11G 0.9599 . ? C113 H11H 0.9599 . ? C113 H11I 0.9599 . ? 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 C8 C3 122.1(3) . . ? C7 C8 H8 118.9 . . ? C3 C8 H8 118.9 . . ? C6 C7 C8 120.2(3) . . ? C6 C7 H7 119.9 . . ? C8 C7 H7 119.9 . . ? C7 C6 C5 119.8(3) . . ? C7 C6 H6 120.1 . . ? C5 C6 H6 120.1 . . ? C6 C5 C4 118.6(3) . . ? C6 C5 H5 120.7 . . ? C4 C5 H5 120.7 . . ? C5 C4 C3 124.2(3) . . ? C5 C4 Br1 115.4(2) . . ? C3 C4 Br1 120.3(2) . . ? C4 Br1 Ga2 99.97(9) . . ? C4 C3 C8 115.0(3) . . ? C4 C3 C2 124.8(2) . . ? C8 C3 C2 120.2(3) . . ? C3 C2 C1 115.2(2) . . ? C3 C2 H2A 108.5 . . ? C1 C2 H2A 108.5 . . ? C3 C2 H2B 108.5 . . ? C1 C2 H2B 108.5 . . ? H2A C2 H2B 107.5 . . ? C2 C1 Si1 115.62(17) . . ? C2 C1 Ga1 108.63(16) . . ? Si1 C1 Ga1 109.63(12) . . ? C2 C1 Ga2 108.68(16) . . ? Si1 C1 Ga2 112.94(12) . . ? Ga1 C1 Ga2 100.18(11) . . ? C1 Ga1 Cl11 126.61(7) . . ? C1 Ga1 Cl12 113.98(7) . 3_765 ? Cl11 Ga1 Cl12 103.71(3) . 3_765 ? C1 Ga1 Cl12 112.34(7) . . ? Cl11 Ga1 Cl12 104.42(3) . . ? Cl12 Ga1 Cl12 88.99(2) 3_765 . ? C1 Ga1 Ga2 39.99(7) . . ? Cl11 Ga1 Ga2 94.60(3) . . ? Cl12 Ga1 Ga2 153.54(2) 3_765 . ? Cl12 Ga1 Ga2 104.939(19) . . ? Ga1 Cl12 Ga1 91.01(2) 3_765 . ? C1 Ga2 Cl21 127.08(7) . . ? C1 Ga2 Cl22 113.09(7) . . ? Cl21 Ga2 Cl22 111.41(4) . . ? C1 Ga2 Br1 100.02(7) . . ? Cl21 Ga2 Br1 104.38(3) . . ? Cl22 Ga2 Br1 93.52(2) . . ? C1 Ga2 Ga1 39.84(7) . . ? Cl21 Ga2 Ga1 124.64(3) . . ? Cl22 Ga2 Ga1 82.60(2) . . ? Br1 Ga2 Ga1 128.790(14) . . ? C111 Si1 C113 109.25(15) . . ? C111 Si1 C112 108.34(15) . . ? C113 Si1 C112 108.96(14) . . ? C111 Si1 C1 108.23(12) . . ? C113 Si1 C1 110.83(12) . . ? C112 Si1 C1 111.18(12) . . ? Si1 C111 H11A 109.5 . . ? Si1 C111 H11B 109.5 . . ? H11A C111 H11B 109.5 . . ? Si1 C111 H11C 109.5 . . ? H11A C111 H11C 109.5 . . ? H11B C111 H11C 109.5 . . ? Si1 C112 H11D 109.5 . . ? Si1 C112 H11E 109.5 . . ? H11D C112 H11E 109.5 . . ? Si1 C112 H11F 109.5 . . ? H11D C112 H11F 109.5 . . ? H11E C112 H11F 109.5 . . ? Si1 C113 H11G 109.5 . . ? Si1 C113 H11H 109.5 . . ? H11G C113 H11H 109.5 . . ? Si1 C113 H11I 109.5 . . ? H11G C113 H11I 109.5 . . ? H11H C113 H11I 109.5 . . ? 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 C3 C8 C7 C6 -1.0(5) . . . . ? C8 C7 C6 C5 -0.8(5) . . . . ? C7 C6 C5 C4 0.9(5) . . . . ? C6 C5 C4 C3 0.7(5) . . . . ? C6 C5 C4 Br1 -177.2(2) . . . . ? C5 C4 Br1 Ga2 -144.3(2) . . . . ? C3 C4 Br1 Ga2 37.7(2) . . . . ? C5 C4 C3 C8 -2.3(4) . . . . ? Br1 C4 C3 C8 175.5(2) . . . . ? C5 C4 C3 C2 178.1(3) . . . . ? Br1 C4 C3 C2 -4.0(4) . . . . ? C7 C8 C3 C4 2.4(4) . . . . ? C7 C8 C3 C2 -178.0(3) . . . . ? C4 C3 C2 C1 -68.5(3) . . . . ? C8 C3 C2 C1 112.0(3) . . . . ? C3 C2 C1 Si1 -49.8(3) . . . . ? C3 C2 C1 Ga1 -173.51(18) . . . . ? C3 C2 C1 Ga2 78.4(2) . . . . ? C2 C1 Ga1 Cl11 -156.90(13) . . . . ? Si1 C1 Ga1 Cl11 75.89(13) . . . . ? Ga2 C1 Ga1 Cl11 -43.08(13) . . . . ? C2 C1 Ga1 Cl12 72.28(17) . . . 3_765 ? Si1 C1 Ga1 Cl12 -54.93(12) . . . 3_765 ? Ga2 C1 Ga1 Cl12 -173.90(6) . . . 3_765 ? C2 C1 Ga1 Cl12 -27.04(18) . . . . ? Si1 C1 Ga1 Cl12 -154.25(8) . . . . ? Ga2 C1 Ga1 Cl12 86.77(9) . . . . ? C2 C1 Ga1 Ga2 -113.82(19) . . . . ? Si1 C1 Ga1 Ga2 118.97(16) . . . . ? C1 Ga1 Cl12 Ga1 115.61(8) . . . 3_765 ? Cl11 Ga1 Cl12 Ga1 -103.90(3) . . . 3_765 ? Cl12 Ga1 Cl12 Ga1 0.0 3_765 . . 3_765 ? Ga2 Ga1 Cl12 Ga1 157.22(2) . . . 3_765 ? C2 C1 Ga2 Cl21 -144.32(14) . . . . ? Si1 C1 Ga2 Cl21 -14.62(17) . . . . ? Ga1 C1 Ga2 Cl21 101.90(10) . . . . ? C2 C1 Ga2 Cl22 70.64(17) . . . . ? Si1 C1 Ga2 Cl22 -159.66(9) . . . . ? Ga1 C1 Ga2 Cl22 -43.14(11) . . . . ? C2 C1 Ga2 Br1 -27.60(16) . . . . ? Si1 C1 Ga2 Br1 102.10(11) . . . . ? Ga1 C1 Ga2 Br1 -141.38(7) . . . . ? C2 C1 Ga2 Ga1 113.78(19) . . . . ? Si1 C1 Ga2 Ga1 -116.52(16) . . . . ? C4 Br1 Ga2 C1 -18.45(11) . . . . ? C4 Br1 Ga2 Cl21 114.19(9) . . . . ? C4 Br1 Ga2 Cl22 -132.65(9) . . . . ? C4 Br1 Ga2 Ga1 -49.32(9) . . . . ? Cl11 Ga1 Ga2 C1 146.63(11) . . . . ? Cl12 Ga1 Ga2 C1 12.59(11) 3_765 . . . ? Cl12 Ga1 Ga2 C1 -107.10(11) . . . . ? C1 Ga1 Ga2 Cl21 -108.41(11) . . . . ? Cl11 Ga1 Ga2 Cl21 38.22(4) . . . . ? Cl12 Ga1 Ga2 Cl21 -95.83(6) 3_765 . . . ? Cl12 Ga1 Ga2 Cl21 144.48(4) . . . . ? C1 Ga1 Ga2 Cl22 140.63(11) . . . . ? Cl11 Ga1 Ga2 Cl22 -72.74(3) . . . . ? Cl12 Ga1 Ga2 Cl22 153.21(5) 3_765 . . . ? Cl12 Ga1 Ga2 Cl22 33.53(3) . . . . ? C1 Ga1 Ga2 Br1 52.05(11) . . . . ? Cl11 Ga1 Ga2 Br1 -161.32(3) . . . . ? Cl12 Ga1 Ga2 Br1 64.64(5) 3_765 . . . ? Cl12 Ga1 Ga2 Br1 -55.05(3) . . . . ? C2 C1 Si1 C111 -164.55(19) . . . . ? Ga1 C1 Si1 C111 -41.38(17) . . . . ? Ga2 C1 Si1 C111 69.38(17) . . . . ? C2 C1 Si1 C113 75.7(2) . . . . ? Ga1 C1 Si1 C113 -161.16(14) . . . . ? Ga2 C1 Si1 C113 -50.40(17) . . . . ? C2 C1 Si1 C112 -45.7(2) . . . . ? Ga1 C1 Si1 C112 77.49(15) . . . . ? Ga2 C1 Si1 C112 -171.74(13) . . . . ? _diffrn_measured_fraction_theta_max 0.942 _diffrn_reflns_theta_full 31.38 _diffrn_measured_fraction_theta_full 0.942 _refine_diff_density_max 2.131 _refine_diff_density_min -0.960 _refine_diff_density_rms 0.110 # Attachment 'comp4-cis.cif' data_sad4 _database_code_depnum_ccdc_archive 'CCDC 738513' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H26 Br4 Cl4 Ga2 Si2' _chemical_formula_weight 947.49 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.8770(13) _cell_length_b 11.5567(14) _cell_length_c 14.4469(17) _cell_angle_alpha 90.00 _cell_angle_beta 110.536(2) _cell_angle_gamma 90.00 _cell_volume 1700.6(4) _cell_formula_units_Z 2 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 4315 _cell_measurement_theta_min 2.318 _cell_measurement_theta_max 27.328 _exptl_crystal_description rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.850 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 912 _exptl_absorpt_coefficient_mu 6.680 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5547 _exptl_absorpt_correction_T_max 0.8247 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19500 _diffrn_reflns_av_R_equivalents 0.0480 _diffrn_reflns_av_sigmaI/netI 0.0559 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 31.32 _reflns_number_total 5252 _reflns_number_gt 3485 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0360P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5252 _refine_ls_number_parameters 157 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0730 _refine_ls_R_factor_gt 0.0364 _refine_ls_wR_factor_ref 0.0812 _refine_ls_wR_factor_gt 0.0714 _refine_ls_goodness_of_fit_ref 0.965 _refine_ls_restrained_S_all 0.965 _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 Ga1 Ga 0.63692(3) 0.46070(3) 0.09090(2) 0.02933(9) Uani 1 1 d . . . Cl1 Cl 0.71426(11) 0.60621(7) 0.18441(6) 0.0506(2) Uani 1 1 d . . . Cl2 Cl 0.41550(8) 0.45505(6) 0.06759(5) 0.03201(17) Uani 1 1 d . . . Si1 Si 0.89578(9) 0.29493(8) 0.14563(7) 0.0396(2) Uani 1 1 d . . . C111 C 0.9472(4) 0.2978(4) 0.2821(3) 0.0617(12) Uani 1 1 d . . . H11A H 1.0408 0.2899 0.3105 0.074 Uiso 1 1 calc R . . H11B H 0.9061 0.2351 0.3038 0.074 Uiso 1 1 calc R . . H11C H 0.9212 0.3699 0.3026 0.074 Uiso 1 1 calc R . . C112 C 0.9606(4) 0.4249(4) 0.1018(4) 0.0758(15) Uani 1 1 d . . . H11D H 0.9356 0.4933 0.1285 0.091 Uiso 1 1 calc R . . H11E H 0.9250 0.4280 0.0309 0.091 Uiso 1 1 calc R . . H11F H 1.0546 0.4205 0.1234 0.091 Uiso 1 1 calc R . . C113 C 0.9587(4) 0.1642(4) 0.1030(3) 0.0623(12) Uani 1 1 d . . . H11G H 0.9248 0.1614 0.0321 0.075 Uiso 1 1 calc R . . H11H H 0.9310 0.0964 0.1288 0.075 Uiso 1 1 calc R . . H11I H 1.0528 0.1668 0.1259 0.075 Uiso 1 1 calc R . . C1 C 0.7117(3) 0.3087(2) 0.0925(2) 0.0275(6) Uani 1 1 d . . . C2 C 0.6230(3) 0.2277(2) 0.0486(2) 0.0270(6) Uani 1 1 d . . . H2 H 0.5326 0.2512 0.0235 0.032 Uiso 1 1 calc R . . C3 C 0.6515(3) 0.1042(2) 0.0351(2) 0.0243(6) Uani 1 1 d . . . C4 C 0.6746(3) 0.0219(3) 0.1099(2) 0.0279(6) Uani 1 1 d . . . C5 C 0.7017(3) -0.0923(2) 0.0979(2) 0.0301(7) Uani 1 1 d . . . H5 H 0.7165 -0.1463 0.1511 0.036 Uiso 1 1 calc R . . C6 C 0.7073(3) -0.1280(3) 0.0084(2) 0.0349(7) Uani 1 1 d . . . H6 H 0.7292 -0.2068 0.0000 0.042 Uiso 1 1 calc R . . C7 C 0.6814(3) -0.0509(3) -0.0693(2) 0.0336(7) Uani 1 1 d . . . H7 H 0.6829 -0.0761 -0.1322 0.040 Uiso 1 1 calc R . . C8 C 0.6534(3) 0.0626(2) -0.0550(2) 0.0276(6) Uani 1 1 d . . . Br1 Br 0.61892(4) 0.16814(3) -0.16185(2) 0.04111(10) Uani 1 1 d . . . Br2 Br 0.66798(4) 0.06645(3) 0.23440(2) 0.03812(10) Uani 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 Ga1 0.0419(2) 0.01689(16) 0.02631(17) 0.00084(13) 0.00837(15) -0.00123(14) Cl1 0.0868(7) 0.0263(4) 0.0327(4) -0.0049(3) 0.0133(4) -0.0183(4) Cl2 0.0458(5) 0.0276(4) 0.0278(3) 0.0049(3) 0.0194(3) 0.0060(3) Si1 0.0291(5) 0.0368(5) 0.0492(6) 0.0048(4) 0.0091(4) -0.0059(4) C111 0.038(2) 0.086(3) 0.049(2) -0.003(2) -0.0006(18) -0.007(2) C112 0.051(3) 0.069(3) 0.107(4) 0.020(3) 0.028(3) -0.020(2) C113 0.033(2) 0.066(3) 0.085(3) -0.002(2) 0.016(2) 0.0064(19) C1 0.0326(17) 0.0203(14) 0.0275(14) 0.0038(11) 0.0079(13) 0.0013(12) C2 0.0287(16) 0.0212(14) 0.0325(15) 0.0028(12) 0.0125(13) 0.0023(12) C3 0.0234(15) 0.0197(14) 0.0298(14) -0.0001(11) 0.0094(12) -0.0017(11) C4 0.0303(16) 0.0270(15) 0.0281(15) -0.0011(12) 0.0124(13) 0.0016(13) C5 0.0302(17) 0.0208(15) 0.0395(17) 0.0089(12) 0.0127(14) 0.0026(12) C6 0.0397(19) 0.0209(15) 0.0467(19) 0.0008(13) 0.0183(16) 0.0071(14) C7 0.0385(18) 0.0296(17) 0.0373(17) -0.0036(13) 0.0191(15) 0.0047(14) C8 0.0327(17) 0.0227(14) 0.0284(14) 0.0046(12) 0.0120(13) 0.0037(12) Br1 0.0614(2) 0.03228(18) 0.03215(17) 0.00690(13) 0.01951(16) 0.00068(16) Br2 0.0558(2) 0.03150(18) 0.02955(16) 0.00243(13) 0.01807(15) 0.00087(15) _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 Ga1 C1 1.933(3) . ? Ga1 Cl1 2.1363(9) . ? Ga1 Cl2 2.3128(9) . ? Ga1 Cl2 2.3664(8) 3_665 ? Cl2 Ga1 2.3664(8) 3_665 ? Si1 C111 1.851(4) . ? Si1 C113 1.851(4) . ? Si1 C112 1.862(4) . ? Si1 C1 1.883(3) . ? C111 H11A 0.9599 . ? C111 H11B 0.9599 . ? C111 H11C 0.9599 . ? C112 H11D 0.9599 . ? C112 H11E 0.9599 . ? C112 H11F 0.9599 . ? C113 H11G 0.9599 . ? C113 H11H 0.9599 . ? C113 H11I 0.9599 . ? C1 C2 1.334(4) . ? C2 C3 1.488(4) . ? C2 H2 0.9600 . ? C3 C4 1.394(4) . ? C3 C8 1.395(4) . ? C4 C5 1.376(4) . ? C4 Br2 1.896(3) . ? C5 C6 1.379(4) . ? C5 H5 0.9600 . ? C6 C7 1.382(4) . ? C6 H6 0.9600 . ? C7 C8 1.379(4) . ? C7 H7 0.9600 . ? C8 Br1 1.898(3) . ? 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 C1 Ga1 Cl1 129.59(9) . . ? C1 Ga1 Cl2 112.87(9) . . ? Cl1 Ga1 Cl2 105.86(4) . . ? C1 Ga1 Cl2 110.06(9) . 3_665 ? Cl1 Ga1 Cl2 101.29(3) . 3_665 ? Cl2 Ga1 Cl2 89.17(3) . 3_665 ? Ga1 Cl2 Ga1 90.83(3) . 3_665 ? C111 Si1 C113 111.1(2) . . ? C111 Si1 C112 109.8(2) . . ? C113 Si1 C112 108.5(2) . . ? C111 Si1 C1 108.27(16) . . ? C113 Si1 C1 113.42(16) . . ? C112 Si1 C1 105.57(17) . . ? Si1 C111 H11A 109.5 . . ? Si1 C111 H11B 109.5 . . ? H11A C111 H11B 109.5 . . ? Si1 C111 H11C 109.5 . . ? H11A C111 H11C 109.5 . . ? H11B C111 H11C 109.5 . . ? Si1 C112 H11D 109.5 . . ? Si1 C112 H11E 109.5 . . ? H11D C112 H11E 109.5 . . ? Si1 C112 H11F 109.5 . . ? H11D C112 H11F 109.5 . . ? H11E C112 H11F 109.5 . . ? Si1 C113 H11G 109.5 . . ? Si1 C113 H11H 109.5 . . ? H11G C113 H11H 109.5 . . ? Si1 C113 H11I 109.5 . . ? H11G C113 H11I 109.5 . . ? H11H C113 H11I 109.5 . . ? C2 C1 Si1 128.6(2) . . ? C2 C1 Ga1 113.6(2) . . ? Si1 C1 Ga1 117.68(15) . . ? C1 C2 C3 125.9(3) . . ? C1 C2 H2 117.1 . . ? C3 C2 H2 117.1 . . ? C4 C3 C8 115.5(3) . . ? C4 C3 C2 122.8(3) . . ? C8 C3 C2 121.7(3) . . ? C5 C4 C3 123.0(3) . . ? C5 C4 Br2 117.5(2) . . ? C3 C4 Br2 119.6(2) . . ? C4 C5 C6 119.2(3) . . ? C4 C5 H5 120.4 . . ? C6 C5 H5 120.4 . . ? C5 C6 C7 120.3(3) . . ? C5 C6 H6 119.8 . . ? C7 C6 H6 119.8 . . ? C8 C7 C6 119.0(3) . . ? C8 C7 H7 120.5 . . ? C6 C7 H7 120.5 . . ? C7 C8 C3 122.9(3) . . ? C7 C8 Br1 118.8(2) . . ? C3 C8 Br1 118.3(2) . . ? 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 C1 Ga1 Cl2 Ga1 -111.48(9) . . . 3_665 ? Cl1 Ga1 Cl2 Ga1 101.51(3) . . . 3_665 ? Cl2 Ga1 Cl2 Ga1 0.0 3_665 . . 3_665 ? C111 Si1 C1 C2 -107.3(3) . . . . ? C113 Si1 C1 C2 16.5(3) . . . . ? C112 Si1 C1 C2 135.2(3) . . . . ? C111 Si1 C1 Ga1 77.6(2) . . . . ? C113 Si1 C1 Ga1 -158.61(19) . . . . ? C112 Si1 C1 Ga1 -40.0(2) . . . . ? Cl1 Ga1 C1 C2 158.30(17) . . . . ? Cl2 Ga1 C1 C2 21.1(2) . . . . ? Cl2 Ga1 C1 C2 -76.8(2) 3_665 . . . ? Cl1 Ga1 C1 Si1 -25.9(2) . . . . ? Cl2 Ga1 C1 Si1 -163.05(11) . . . . ? Cl2 Ga1 C1 Si1 99.05(14) 3_665 . . . ? Si1 C1 C2 C3 2.3(5) . . . . ? Ga1 C1 C2 C3 177.6(2) . . . . ? C1 C2 C3 C4 80.7(4) . . . . ? C1 C2 C3 C8 -101.0(4) . . . . ? C8 C3 C4 C5 1.9(4) . . . . ? C2 C3 C4 C5 -179.6(3) . . . . ? C8 C3 C4 Br2 -177.7(2) . . . . ? C2 C3 C4 Br2 0.8(4) . . . . ? C3 C4 C5 C6 0.4(5) . . . . ? Br2 C4 C5 C6 180.0(2) . . . . ? C4 C5 C6 C7 -2.2(5) . . . . ? C5 C6 C7 C8 1.7(5) . . . . ? C6 C7 C8 C3 0.8(5) . . . . ? C6 C7 C8 Br1 179.7(2) . . . . ? C4 C3 C8 C7 -2.5(4) . . . . ? C2 C3 C8 C7 179.0(3) . . . . ? C4 C3 C8 Br1 178.6(2) . . . . ? C2 C3 C8 Br1 0.1(4) . . . . ? _diffrn_measured_fraction_theta_max 0.944 _diffrn_reflns_theta_full 31.32 _diffrn_measured_fraction_theta_full 0.944 _refine_diff_density_max 0.666 _refine_diff_density_min -0.510 _refine_diff_density_rms 0.104 # Attachment 'comp4-trans.cif' data_sad5 _database_code_depnum_ccdc_archive 'CCDC 738514' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H26 Br4 Cl4 Ga2 Si2' _chemical_formula_weight 947.49 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.4599(8) _cell_length_b 11.5958(7) _cell_length_c 22.5260(14) _cell_angle_alpha 90.00 _cell_angle_beta 94.0780(10) _cell_angle_gamma 90.00 _cell_volume 3246.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 9523 _cell_measurement_theta_min 2.356 _cell_measurement_theta_max 30.260 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.939 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1824 _exptl_absorpt_coefficient_mu 6.999 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4872 _exptl_absorpt_correction_T_max 0.5132 _exptl_absorpt_process_details SADBAS _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 37696 _diffrn_reflns_av_R_equivalents 0.0384 _diffrn_reflns_av_sigmaI/netI 0.0401 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 31.39 _reflns_number_total 10092 _reflns_number_gt 7725 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0370P)^2^+1.3081P] 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 10092 _refine_ls_number_parameters 313 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0543 _refine_ls_R_factor_gt 0.0358 _refine_ls_wR_factor_ref 0.0830 _refine_ls_wR_factor_gt 0.0776 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.006 _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 Br12 Br 0.75287(3) 0.23299(3) 0.322507(16) 0.04039(9) Uani 1 1 d . . . Br11 Br 0.39973(2) -0.07775(3) 0.286853(14) 0.03167(8) Uani 1 1 d . . . C17 C 0.6336(2) 0.1529(3) 0.35028(13) 0.0289(6) Uani 1 1 d . . . C16 C 0.6129(3) 0.1652(3) 0.40995(14) 0.0403(8) Uani 1 1 d . . . H16 H 0.6584 0.2126 0.4360 0.048 Uiso 1 1 calc R . . C15 C 0.5262(3) 0.1084(3) 0.43093(14) 0.0432(9) Uani 1 1 d . . . H15 H 0.5104 0.1175 0.4718 0.052 Uiso 1 1 calc R . . C14 C 0.4625(3) 0.0392(3) 0.39409(13) 0.0364(8) Uani 1 1 d . . . H14 H 0.4025 -0.0007 0.4089 0.044 Uiso 1 1 calc R . . C13 C 0.4857(2) 0.0274(2) 0.33466(12) 0.0260(6) Uani 1 1 d . . . C12 C 0.5700(2) 0.0856(2) 0.31069(11) 0.0218(5) Uani 1 1 d . . . C11 C 0.5978(2) 0.0738(2) 0.24821(11) 0.0202(5) Uani 1 1 d . . . H11 H 0.6672 0.0409 0.2429 0.024 Uiso 1 1 calc R . . C1 C 0.53981(19) 0.1027(2) 0.19799(11) 0.0174(5) Uani 1 1 d . . . Si1 Si 0.59455(6) 0.06598(6) 0.12398(3) 0.01957(14) Uani 1 1 d . . . C111 C 0.5131(2) -0.0562(3) 0.09212(13) 0.0311(7) Uani 1 1 d . . . H11A H 0.5408 -0.0801 0.0554 0.037 Uiso 1 1 calc R . . H11B H 0.4396 -0.0322 0.0848 0.037 Uiso 1 1 calc R . . H11C H 0.5167 -0.1195 0.1197 0.037 Uiso 1 1 calc R . . C112 C 0.5877(2) 0.1914(3) 0.07202(13) 0.0299(6) Uani 1 1 d . . . H11D H 0.6262 0.1735 0.0377 0.036 Uiso 1 1 calc R . . H11E H 0.6196 0.2576 0.0918 0.036 Uiso 1 1 calc R . . H11F H 0.5139 0.2076 0.0597 0.036 Uiso 1 1 calc R . . C113 C 0.7388(2) 0.0246(3) 0.13750(13) 0.0276(6) Uani 1 1 d . . . H11G H 0.7440 -0.0460 0.1598 0.033 Uiso 1 1 calc R . . H11H H 0.7768 0.0845 0.1596 0.033 Uiso 1 1 calc R . . H11I H 0.7698 0.0140 0.1001 0.033 Uiso 1 1 calc R . . Ga1 Ga 0.39926(2) 0.17156(3) 0.203533(12) 0.02005(7) Uani 1 1 d . . . Cl1 Cl 0.33746(6) 0.24888(7) 0.28067(3) 0.03137(16) Uani 1 1 d . . . Cl11 Cl 0.35287(5) 0.31259(5) 0.13150(3) 0.02312(13) Uani 1 1 d . . . Cl21 Cl 0.25693(5) 0.06078(6) 0.16035(3) 0.02361(13) Uani 1 1 d . . . Cl2 Cl 0.28267(6) 0.12845(7) 0.01137(3) 0.02978(15) Uani 1 1 d . . . Ga2 Ga 0.21418(2) 0.20068(3) 0.087700(12) 0.01952(7) Uani 1 1 d . . . C213 C -0.1247(3) 0.3561(3) 0.15280(15) 0.0419(8) Uani 1 1 d . . . H21A H -0.1669 0.3010 0.1295 0.050 Uiso 1 1 calc R . . H21B H -0.1236 0.4280 0.1317 0.050 Uiso 1 1 calc R . . H21C H -0.1556 0.3676 0.1902 0.050 Uiso 1 1 calc R . . C212 C 0.0123(2) 0.1669(3) 0.21169(13) 0.0311(6) Uani 1 1 d . . . H21D H 0.0837 0.1487 0.2277 0.037 Uiso 1 1 calc R . . H21E H -0.0150 0.1045 0.1870 0.037 Uiso 1 1 calc R . . H21F H -0.0335 0.1784 0.2437 0.037 Uiso 1 1 calc R . . C211 C 0.1003(3) 0.4142(3) 0.20488(14) 0.0362(7) Uani 1 1 d . . . H21G H 0.0700 0.4351 0.2414 0.043 Uiso 1 1 calc R . . H21H H 0.1026 0.4808 0.1797 0.043 Uiso 1 1 calc R . . H21I H 0.1719 0.3852 0.2134 0.043 Uiso 1 1 calc R . . Si2 Si 0.01578(6) 0.30093(7) 0.16645(3) 0.02260(16) Uani 1 1 d . . . C2 C 0.0734(2) 0.2695(2) 0.09327(11) 0.0195(5) Uani 1 1 d . . . C21 C 0.0152(2) 0.2971(2) 0.04265(12) 0.0250(6) Uani 1 1 d . . . H21 H -0.0544 0.3301 0.0471 0.030 Uiso 1 1 calc R . . C22 C 0.0466(2) 0.2821(3) -0.01932(12) 0.0258(6) Uani 1 1 d . . . C23 C 0.1276(2) 0.3457(3) -0.04389(13) 0.0285(6) Uani 1 1 d . . . C24 C 0.1563(2) 0.3278(3) -0.10150(13) 0.0319(7) Uani 1 1 d . . . H24 H 0.2126 0.3726 -0.1171 0.038 Uiso 1 1 calc R . . C25 C 0.1028(3) 0.2447(3) -0.13625(14) 0.0368(7) Uani 1 1 d . . . H25 H 0.1228 0.2311 -0.1760 0.044 Uiso 1 1 calc R . . C26 C 0.0209(3) 0.1810(3) -0.11436(14) 0.0347(7) Uani 1 1 d . . . H26 H -0.0165 0.1237 -0.1386 0.042 Uiso 1 1 calc R . . C27 C -0.0063(2) 0.2013(3) -0.05682(13) 0.0299(6) Uani 1 1 d . . . Br21 Br 0.20574(3) 0.45901(3) 0.002312(14) 0.03671(8) Uani 1 1 d . . . Br22 Br -0.11783(3) 0.11046(3) -0.027315(15) 0.04057(9) Uani 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 Br12 0.03686(18) 0.03729(18) 0.04545(19) -0.00711(15) -0.00812(14) -0.00856(14) Br11 0.02456(15) 0.03603(17) 0.03432(16) 0.00879(12) 0.00128(12) -0.00426(12) C17 0.0333(16) 0.0257(14) 0.0268(14) -0.0002(11) -0.0039(12) 0.0077(12) C16 0.062(2) 0.0325(17) 0.0247(15) -0.0062(13) -0.0083(15) 0.0132(16) C15 0.070(3) 0.0399(19) 0.0203(14) 0.0023(13) 0.0099(15) 0.0218(18) C14 0.0448(19) 0.0390(18) 0.0271(15) 0.0109(13) 0.0137(14) 0.0147(15) C13 0.0280(15) 0.0274(14) 0.0226(13) 0.0038(11) 0.0008(11) 0.0089(12) C12 0.0244(13) 0.0216(13) 0.0191(12) -0.0002(10) -0.0011(10) 0.0083(10) C11 0.0191(12) 0.0193(12) 0.0224(12) -0.0017(10) 0.0018(10) 0.0009(10) C1 0.0144(11) 0.0179(12) 0.0199(12) -0.0015(9) 0.0019(9) 0.0000(9) Si1 0.0178(3) 0.0232(4) 0.0180(3) -0.0023(3) 0.0035(3) 0.0006(3) C111 0.0294(15) 0.0340(16) 0.0307(15) -0.0108(12) 0.0067(12) -0.0025(12) C112 0.0310(16) 0.0353(16) 0.0236(14) 0.0067(12) 0.0037(12) 0.0013(13) C113 0.0220(14) 0.0348(16) 0.0267(14) -0.0027(12) 0.0059(11) 0.0036(12) Ga1 0.01705(14) 0.02487(15) 0.01812(14) -0.00177(11) 0.00056(10) 0.00468(11) Cl1 0.0344(4) 0.0371(4) 0.0232(3) -0.0042(3) 0.0060(3) 0.0129(3) Cl11 0.0210(3) 0.0213(3) 0.0263(3) 0.0027(2) -0.0034(2) -0.0025(2) Cl21 0.0205(3) 0.0220(3) 0.0278(3) 0.0043(2) -0.0023(2) -0.0012(2) Cl2 0.0285(4) 0.0377(4) 0.0236(3) -0.0056(3) 0.0050(3) 0.0064(3) Ga2 0.01558(13) 0.02458(15) 0.01829(14) -0.00100(11) 0.00039(10) 0.00210(11) C213 0.0265(16) 0.058(2) 0.0424(19) 0.0095(16) 0.0113(14) 0.0155(15) C212 0.0300(16) 0.0362(17) 0.0279(15) 0.0058(13) 0.0087(12) -0.0025(13) C211 0.0404(18) 0.0317(17) 0.0367(17) -0.0097(13) 0.0051(14) 0.0006(14) Si2 0.0202(4) 0.0267(4) 0.0213(4) 0.0012(3) 0.0051(3) 0.0037(3) C2 0.0146(12) 0.0221(12) 0.0217(12) 0.0000(10) 0.0013(9) -0.0001(9) C21 0.0185(13) 0.0334(15) 0.0230(13) 0.0054(11) 0.0019(10) 0.0053(11) C22 0.0212(13) 0.0337(15) 0.0218(13) 0.0054(11) -0.0027(10) 0.0075(11) C23 0.0271(15) 0.0301(15) 0.0276(14) 0.0049(12) -0.0039(11) 0.0033(12) C24 0.0295(16) 0.0407(18) 0.0259(14) 0.0096(13) 0.0056(12) 0.0044(13) C25 0.0378(18) 0.049(2) 0.0234(14) 0.0004(14) 0.0024(13) 0.0129(15) C26 0.0302(16) 0.0463(19) 0.0268(15) -0.0023(13) -0.0032(12) 0.0054(14) C27 0.0209(14) 0.0403(17) 0.0279(14) 0.0056(12) -0.0019(11) 0.0028(12) Br21 0.04032(18) 0.03691(17) 0.03266(16) 0.00481(13) 0.00094(13) -0.00717(14) Br22 0.03158(17) 0.0548(2) 0.03458(17) 0.00262(15) -0.00260(13) -0.01137(15) _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 Br12 C17 1.896(3) . ? Br11 C13 1.905(3) . ? C17 C12 1.391(4) . ? C17 C16 1.394(4) . ? C16 C15 1.377(5) . ? C16 H16 0.9600 . ? C15 C14 1.367(5) . ? C15 H15 0.9600 . ? C14 C13 1.396(4) . ? C14 H14 0.9600 . ? C13 C12 1.389(4) . ? C12 C11 1.480(4) . ? C11 C1 1.341(3) . ? C11 H11 0.9600 . ? C1 Si1 1.894(3) . ? C1 Ga1 1.937(2) . ? Si1 C111 1.858(3) . ? Si1 C113 1.864(3) . ? Si1 C112 1.865(3) . ? C111 H11A 0.9599 . ? C111 H11B 0.9599 . ? C111 H11C 0.9599 . ? C112 H11D 0.9599 . ? C112 H11E 0.9599 . ? C112 H11F 0.9599 . ? C113 H11G 0.9599 . ? C113 H11H 0.9599 . ? C113 H11I 0.9599 . ? Ga1 Cl1 2.1462(7) . ? Ga1 Cl21 2.3443(7) . ? Ga1 Cl11 2.3470(7) . ? Cl11 Ga2 2.3240(7) . ? Cl21 Ga2 2.3387(7) . ? Cl2 Ga2 2.1435(7) . ? Ga2 C2 1.939(3) . ? C213 Si2 1.868(3) . ? C213 H21A 0.9599 . ? C213 H21B 0.9599 . ? C213 H21C 0.9599 . ? C212 Si2 1.861(3) . ? C212 H21D 0.9599 . ? C212 H21E 0.9599 . ? C212 H21F 0.9599 . ? C211 Si2 1.858(3) . ? C211 H21G 0.9599 . ? C211 H21H 0.9599 . ? C211 H21I 0.9599 . ? Si2 C2 1.880(3) . ? C2 C21 1.346(4) . ? C21 C22 1.486(4) . ? C21 H21 0.9600 . ? C22 C27 1.396(4) . ? C22 C23 1.395(4) . ? C23 C24 1.386(4) . ? C23 Br21 1.901(3) . ? C24 C25 1.383(5) . ? C24 H24 0.9600 . ? C25 C26 1.378(5) . ? C25 H25 0.9600 . ? C26 C27 1.383(4) . ? C26 H26 0.9600 . ? C27 Br22 1.901(3) . ? 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 C12 C17 C16 122.7(3) . . ? C12 C17 Br12 119.2(2) . . ? C16 C17 Br12 118.1(2) . . ? C15 C16 C17 119.0(3) . . ? C15 C16 H16 120.5 . . ? C17 C16 H16 120.5 . . ? C14 C15 C16 120.5(3) . . ? C14 C15 H15 119.7 . . ? C16 C15 H15 119.7 . . ? C15 C14 C13 119.3(3) . . ? C15 C14 H14 120.4 . . ? C13 C14 H14 120.4 . . ? C12 C13 C14 122.6(3) . . ? C12 C13 Br11 120.1(2) . . ? C14 C13 Br11 117.3(2) . . ? C13 C12 C17 115.8(3) . . ? C13 C12 C11 124.1(2) . . ? C17 C12 C11 120.0(3) . . ? C1 C11 C12 129.1(2) . . ? C1 C11 H11 115.4 . . ? C12 C11 H11 115.4 . . ? C11 C1 Si1 118.70(19) . . ? C11 C1 Ga1 118.95(19) . . ? Si1 C1 Ga1 122.23(13) . . ? C111 Si1 C113 111.15(14) . . ? C111 Si1 C112 110.68(15) . . ? C113 Si1 C112 107.68(14) . . ? C111 Si1 C1 106.88(12) . . ? C113 Si1 C1 108.51(12) . . ? C112 Si1 C1 111.96(13) . . ? Si1 C111 H11A 109.5 . . ? Si1 C111 H11B 109.5 . . ? H11A C111 H11B 109.5 . . ? Si1 C111 H11C 109.5 . . ? H11A C111 H11C 109.5 . . ? H11B C111 H11C 109.5 . . ? Si1 C112 H11D 109.5 . . ? Si1 C112 H11E 109.5 . . ? H11D C112 H11E 109.5 . . ? Si1 C112 H11F 109.5 . . ? H11D C112 H11F 109.5 . . ? H11E C112 H11F 109.5 . . ? Si1 C113 H11G 109.5 . . ? Si1 C113 H11H 109.5 . . ? H11G C113 H11H 109.5 . . ? Si1 C113 H11I 109.5 . . ? H11G C113 H11I 109.5 . . ? H11H C113 H11I 109.5 . . ? C1 Ga1 Cl1 127.05(8) . . ? C1 Ga1 Cl21 114.09(8) . . ? Cl1 Ga1 Cl21 105.10(3) . . ? C1 Ga1 Cl11 114.96(8) . . ? Cl1 Ga1 Cl11 100.59(3) . . ? Cl21 Ga1 Cl11 87.31(2) . . ? Ga2 Cl11 Ga1 92.49(2) . . ? Ga2 Cl21 Ga1 92.19(2) . . ? C2 Ga2 Cl2 128.77(8) . . ? C2 Ga2 Cl11 113.05(8) . . ? Cl2 Ga2 Cl11 103.43(3) . . ? C2 Ga2 Cl21 113.71(8) . . ? Cl2 Ga2 Cl21 101.91(3) . . ? Cl11 Ga2 Cl21 87.98(2) . . ? Si2 C213 H21A 109.5 . . ? Si2 C213 H21B 109.5 . . ? H21A C213 H21B 109.5 . . ? Si2 C213 H21C 109.5 . . ? H21A C213 H21C 109.5 . . ? H21B C213 H21C 109.5 . . ? Si2 C212 H21D 109.5 . . ? Si2 C212 H21E 109.5 . . ? H21D C212 H21E 109.5 . . ? Si2 C212 H21F 109.5 . . ? H21D C212 H21F 109.5 . . ? H21E C212 H21F 109.5 . . ? Si2 C211 H21G 109.5 . . ? Si2 C211 H21H 109.5 . . ? H21G C211 H21H 109.5 . . ? Si2 C211 H21I 109.5 . . ? H21G C211 H21I 109.5 . . ? H21H C211 H21I 109.5 . . ? C211 Si2 C212 111.69(15) . . ? C211 Si2 C213 109.14(17) . . ? C212 Si2 C213 108.55(15) . . ? C211 Si2 C2 107.85(13) . . ? C212 Si2 C2 110.09(13) . . ? C213 Si2 C2 109.50(14) . . ? C21 C2 Si2 118.7(2) . . ? C21 C2 Ga2 118.6(2) . . ? Si2 C2 Ga2 122.70(14) . . ? C2 C21 C22 127.3(2) . . ? C2 C21 H21 116.3 . . ? C22 C21 H21 116.3 . . ? C27 C22 C23 116.0(3) . . ? C27 C22 C21 120.1(3) . . ? C23 C22 C21 123.9(3) . . ? C24 C23 C22 122.3(3) . . ? C24 C23 Br21 117.4(2) . . ? C22 C23 Br21 120.3(2) . . ? C25 C24 C23 119.2(3) . . ? C25 C24 H24 120.4 . . ? C23 C24 H24 120.4 . . ? C26 C25 C24 120.7(3) . . ? C26 C25 H25 119.7 . . ? C24 C25 H25 119.7 . . ? C25 C26 C27 118.8(3) . . ? C25 C26 H26 120.6 . . ? C27 C26 H26 120.6 . . ? C26 C27 C22 123.0(3) . . ? C26 C27 Br22 117.9(2) . . ? C22 C27 Br22 119.1(2) . . ? 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 C12 C17 C16 C15 0.1(5) . . . . ? Br12 C17 C16 C15 179.6(2) . . . . ? C17 C16 C15 C14 1.2(5) . . . . ? C16 C15 C14 C13 -0.5(5) . . . . ? C15 C14 C13 C12 -1.6(4) . . . . ? C15 C14 C13 Br11 176.1(2) . . . . ? C14 C13 C12 C17 2.8(4) . . . . ? Br11 C13 C12 C17 -174.8(2) . . . . ? C14 C13 C12 C11 179.1(3) . . . . ? Br11 C13 C12 C11 1.5(4) . . . . ? C16 C17 C12 C13 -2.1(4) . . . . ? Br12 C17 C12 C13 178.48(19) . . . . ? C16 C17 C12 C11 -178.5(3) . . . . ? Br12 C17 C12 C11 2.0(3) . . . . ? C13 C12 C11 C1 64.1(4) . . . . ? C17 C12 C11 C1 -119.8(3) . . . . ? C12 C11 C1 Si1 -175.4(2) . . . . ? C12 C11 C1 Ga1 0.7(4) . . . . ? C11 C1 Si1 C111 106.8(2) . . . . ? Ga1 C1 Si1 C111 -69.20(18) . . . . ? C11 C1 Si1 C113 -13.1(2) . . . . ? Ga1 C1 Si1 C113 170.85(15) . . . . ? C11 C1 Si1 C112 -131.8(2) . . . . ? Ga1 C1 Si1 C112 52.15(19) . . . . ? C11 C1 Ga1 Cl1 17.1(3) . . . . ? Si1 C1 Ga1 Cl1 -166.90(9) . . . . ? C11 C1 Ga1 Cl21 -116.96(19) . . . . ? Si1 C1 Ga1 Cl21 59.07(16) . . . . ? C11 C1 Ga1 Cl11 144.33(18) . . . . ? Si1 C1 Ga1 Cl11 -39.64(17) . . . . ? C1 Ga1 Cl11 Ga2 114.29(8) . . . . ? Cl1 Ga1 Cl11 Ga2 -105.97(3) . . . . ? Cl21 Ga1 Cl11 Ga2 -1.11(3) . . . . ? C1 Ga1 Cl21 Ga2 -115.12(8) . . . . ? Cl1 Ga1 Cl21 Ga2 101.35(3) . . . . ? Cl11 Ga1 Cl21 Ga2 1.10(3) . . . . ? Ga1 Cl11 Ga2 C2 116.09(8) . . . . ? Ga1 Cl11 Ga2 Cl2 -100.66(3) . . . . ? Ga1 Cl11 Ga2 Cl21 1.11(3) . . . . ? Ga1 Cl21 Ga2 C2 -115.47(9) . . . . ? Ga1 Cl21 Ga2 Cl2 102.19(3) . . . . ? Ga1 Cl21 Ga2 Cl11 -1.11(3) . . . . ? C211 Si2 C2 C21 -113.5(2) . . . . ? C212 Si2 C2 C21 124.4(2) . . . . ? C213 Si2 C2 C21 5.2(3) . . . . ? C211 Si2 C2 Ga2 65.69(19) . . . . ? C212 Si2 C2 Ga2 -56.39(19) . . . . ? C213 Si2 C2 Ga2 -175.66(17) . . . . ? Cl2 Ga2 C2 C21 -13.7(3) . . . . ? Cl11 Ga2 C2 C21 118.0(2) . . . . ? Cl21 Ga2 C2 C21 -143.7(2) . . . . ? Cl2 Ga2 C2 Si2 167.09(9) . . . . ? Cl11 Ga2 C2 Si2 -61.19(16) . . . . ? Cl21 Ga2 C2 Si2 37.15(17) . . . . ? Si2 C2 C21 C22 178.5(2) . . . . ? Ga2 C2 C21 C22 -0.7(4) . . . . ? C2 C21 C22 C27 111.5(3) . . . . ? C2 C21 C22 C23 -68.9(4) . . . . ? C27 C22 C23 C24 -1.7(4) . . . . ? C21 C22 C23 C24 178.7(3) . . . . ? C27 C22 C23 Br21 179.8(2) . . . . ? C21 C22 C23 Br21 0.2(4) . . . . ? C22 C23 C24 C25 0.3(5) . . . . ? Br21 C23 C24 C25 178.8(2) . . . . ? C23 C24 C25 C26 0.8(5) . . . . ? C24 C25 C26 C27 -0.4(5) . . . . ? C25 C26 C27 C22 -1.1(5) . . . . ? C25 C26 C27 Br22 -179.0(2) . . . . ? C23 C22 C27 C26 2.2(4) . . . . ? C21 C22 C27 C26 -178.2(3) . . . . ? C23 C22 C27 Br22 180.0(2) . . . . ? C21 C22 C27 Br22 -0.4(4) . . . . ? _diffrn_measured_fraction_theta_max 0.943 _diffrn_reflns_theta_full 31.39 _diffrn_measured_fraction_theta_full 0.943 _refine_diff_density_max 1.658 _refine_diff_density_min -0.858 _refine_diff_density_rms 0.112 # Attachment 'comp5_et2O_cis.cif' # 1. SUBMISSION DETAILS (copy from template) data_sad6 _database_code_depnum_ccdc_archive 'CCDC 738515' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H20 Cl2 F5 Ga O Si' _chemical_formula_weight 480.02 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' F F 0.0171 0.0103 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 7.374(2) _cell_length_b 11.850(4) _cell_length_c 12.056(4) _cell_angle_alpha 79.972(5) _cell_angle_beta 75.908(5) _cell_angle_gamma 87.795(5) _cell_volume 1006.1(5) _cell_formula_units_Z 2 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 1006 _cell_measurement_theta_min 3.335 _cell_measurement_theta_max 29.750 _exptl_crystal_description finely-faceted _exptl_crystal_colour colourless _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.585 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 484 _exptl_absorpt_coefficient_mu 1.738 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7380 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11529 _diffrn_reflns_av_R_equivalents 0.0182 _diffrn_reflns_av_sigmaI/netI 0.0302 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 29.93 _reflns_number_total 5741 _reflns_number_gt 4959 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0353P)^2^+0.1664P] 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 5741 _refine_ls_number_parameters 231 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0350 _refine_ls_R_factor_gt 0.0283 _refine_ls_wR_factor_ref 0.0707 _refine_ls_wR_factor_gt 0.0682 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _refine_ls_shift/su_max 0.004 _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 Ga1 Ga 0.50376(2) 0.690631(14) 0.712014(14) 0.02154(5) Uani 1 1 d . . . Cl1 Cl 0.65114(6) 0.71080(4) 0.52960(3) 0.03310(10) Uani 1 1 d . . . Cl2 Cl 0.69403(6) 0.62714(4) 0.82042(4) 0.03314(10) Uani 1 1 d . . . Si1 Si 0.20191(6) 0.79964(4) 0.91633(4) 0.02360(9) Uani 1 1 d . . . C11 C 0.3607(3) 0.87701(17) 0.97655(16) 0.0360(4) Uani 1 1 d . . . H11A H 0.3701 0.9559 0.9398 0.043 Uiso 1 1 calc R . . H11B H 0.4824 0.8427 0.9622 0.043 Uiso 1 1 calc R . . H11C H 0.3115 0.8723 1.0586 0.043 Uiso 1 1 calc R . . C12 C 0.1796(3) 0.64681(14) 0.98874(15) 0.0336(4) Uani 1 1 d . . . H12A H 0.1336 0.6430 1.0710 0.040 Uiso 1 1 calc R . . H12B H 0.2998 0.6107 0.9731 0.040 Uiso 1 1 calc R . . H12C H 0.0940 0.6080 0.9595 0.040 Uiso 1 1 calc R . . C13 C -0.0381(2) 0.86185(15) 0.94328(15) 0.0316(4) Uani 1 1 d . . . H13A H -0.0942 0.8488 1.0251 0.038 Uiso 1 1 calc R . . H13B H -0.1128 0.8260 0.9041 0.038 Uiso 1 1 calc R . . H13C H -0.0307 0.9427 0.9145 0.038 Uiso 1 1 calc R . . C1 C 0.3167(2) 0.80541(13) 0.75756(13) 0.0222(3) Uani 1 1 d . . . C2 C 0.2856(2) 0.88106(13) 0.66821(14) 0.0265(3) Uani 1 1 d . . . H2 H 0.3630 0.8757 0.5928 0.032 Uiso 1 1 calc R . . C3 C 0.1417(2) 0.97298(13) 0.67496(13) 0.0264(3) Uani 1 1 d . . . C4 C 0.1635(2) 1.07726(14) 0.70728(14) 0.0298(3) Uani 1 1 d . . . C5 C 0.0275(3) 1.16059(15) 0.70929(15) 0.0346(4) Uani 1 1 d . . . C6 C -0.1345(3) 1.14125(17) 0.67910(16) 0.0375(4) Uani 1 1 d . . . C7 C -0.1621(2) 1.03895(17) 0.64704(16) 0.0366(4) Uani 1 1 d . . . C8 C -0.0240(2) 0.95698(15) 0.64479(15) 0.0307(3) Uani 1 1 d . . . F4 F 0.31868(16) 1.09925(10) 0.73829(11) 0.0424(3) Uani 1 1 d . . . F5 F 0.05361(19) 1.26120(9) 0.74017(11) 0.0502(3) Uani 1 1 d . . . F6 F -0.26527(18) 1.22284(11) 0.67996(11) 0.0563(4) Uani 1 1 d . . . F7 F -0.31890(17) 1.01901(13) 0.61605(12) 0.0560(3) Uani 1 1 d . . . F8 F -0.05285(16) 0.85746(10) 0.61294(10) 0.0431(3) Uani 1 1 d . . . O1 O 0.35665(15) 0.55029(9) 0.72642(10) 0.0250(2) Uani 1 1 d . . . C01 C 0.1656(2) 0.55806(15) 0.71009(15) 0.0298(3) Uani 1 1 d . . . H01A H 0.1018 0.6198 0.7454 0.036 Uiso 1 1 calc R . . H01B H 0.0995 0.4884 0.7484 0.036 Uiso 1 1 calc R . . C02 C 0.1626(3) 0.5778(2) 0.58449(18) 0.0454(5) Uani 1 1 d . . . H02A H 0.2279 0.6477 0.5459 0.054 Uiso 1 1 calc R . . H02B H 0.0354 0.5834 0.5776 0.054 Uiso 1 1 calc R . . H02C H 0.2225 0.5150 0.5494 0.054 Uiso 1 1 calc R . . C03 C 0.4424(2) 0.43697(13) 0.72371(15) 0.0286(3) Uani 1 1 d . . . H03A H 0.5758 0.4451 0.6976 0.034 Uiso 1 1 calc R . . H03B H 0.3992 0.4000 0.6701 0.034 Uiso 1 1 calc R . . C04 C 0.3932(3) 0.36482(16) 0.84216(17) 0.0387(4) Uani 1 1 d . . . H04A H 0.4442 0.3992 0.8944 0.046 Uiso 1 1 calc R . . H04B H 0.4441 0.2894 0.8382 0.046 Uiso 1 1 calc R . . H04C H 0.2596 0.3597 0.8696 0.046 Uiso 1 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 Ga1 0.01938(8) 0.02221(9) 0.02248(9) -0.00619(6) -0.00261(6) 0.00206(6) Cl1 0.0334(2) 0.0373(2) 0.02484(18) -0.00860(16) 0.00292(15) -0.00246(17) Cl2 0.02487(19) 0.0409(2) 0.0353(2) -0.00623(17) -0.01126(16) 0.00408(16) Si1 0.0246(2) 0.0229(2) 0.0221(2) -0.00591(16) -0.00229(16) 0.00326(16) C11 0.0383(10) 0.0409(10) 0.0332(9) -0.0142(8) -0.0117(8) 0.0015(8) C12 0.0406(10) 0.0277(8) 0.0269(8) -0.0028(7) 0.0003(7) 0.0050(7) C13 0.0286(8) 0.0311(8) 0.0298(8) -0.0052(7) 0.0023(7) 0.0053(7) C1 0.0212(7) 0.0214(7) 0.0243(7) -0.0074(6) -0.0037(6) 0.0006(5) C2 0.0263(7) 0.0257(7) 0.0260(7) -0.0065(6) -0.0026(6) 0.0028(6) C3 0.0289(8) 0.0251(7) 0.0216(7) -0.0006(6) -0.0018(6) 0.0032(6) C4 0.0302(8) 0.0291(8) 0.0273(8) -0.0038(6) -0.0026(6) 0.0016(6) C5 0.0439(10) 0.0249(8) 0.0282(8) -0.0038(6) 0.0030(7) 0.0054(7) C6 0.0357(9) 0.0391(10) 0.0286(8) 0.0019(7) 0.0017(7) 0.0164(8) C7 0.0272(8) 0.0475(11) 0.0308(9) 0.0013(8) -0.0050(7) 0.0048(8) C8 0.0327(9) 0.0299(8) 0.0268(8) -0.0016(7) -0.0046(7) -0.0003(7) F4 0.0393(6) 0.0407(6) 0.0527(7) -0.0179(5) -0.0145(5) 0.0003(5) F5 0.0661(8) 0.0283(5) 0.0518(7) -0.0146(5) -0.0016(6) 0.0084(5) F6 0.0518(7) 0.0554(8) 0.0520(7) -0.0026(6) -0.0038(6) 0.0337(6) F7 0.0316(6) 0.0794(9) 0.0585(8) -0.0085(7) -0.0170(6) 0.0087(6) F8 0.0430(6) 0.0383(6) 0.0511(7) -0.0113(5) -0.0139(5) -0.0049(5) O1 0.0204(5) 0.0219(5) 0.0335(6) -0.0072(4) -0.0067(4) 0.0033(4) C01 0.0215(7) 0.0310(8) 0.0394(9) -0.0097(7) -0.0095(7) 0.0009(6) C02 0.0416(11) 0.0558(13) 0.0470(11) -0.0172(10) -0.0221(9) 0.0119(9) C03 0.0287(8) 0.0227(7) 0.0345(8) -0.0098(6) -0.0050(7) 0.0059(6) C04 0.0440(10) 0.0297(9) 0.0395(10) -0.0010(7) -0.0088(8) 0.0046(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 Ga1 C1 1.9499(15) . ? Ga1 O1 1.9797(12) . ? Ga1 Cl2 2.1706(6) . ? Ga1 Cl1 2.1788(7) . ? Si1 C11 1.8619(18) . ? Si1 C12 1.8632(18) . ? Si1 C13 1.8665(17) . ? Si1 C1 1.8853(16) . ? C11 H11A 0.9599 . ? C11 H11B 0.9599 . ? C11 H11C 0.9599 . ? C12 H12A 0.9599 . ? C12 H12B 0.9599 . ? C12 H12C 0.9599 . ? C13 H13A 0.9599 . ? C13 H13B 0.9599 . ? C13 H13C 0.9599 . ? C1 C2 1.336(2) . ? C2 C3 1.489(2) . ? C2 H2 0.9600 . ? C3 C4 1.385(2) . ? C3 C8 1.385(2) . ? C4 F4 1.335(2) . ? C4 C5 1.379(2) . ? C5 F5 1.343(2) . ? C5 C6 1.369(3) . ? C6 F6 1.338(2) . ? C6 C7 1.371(3) . ? C7 F7 1.339(2) . ? C7 C8 1.379(2) . ? C8 F8 1.342(2) . ? O1 C03 1.4642(18) . ? O1 C01 1.4668(19) . ? C01 C02 1.497(3) . ? C01 H01A 0.9600 . ? C01 H01B 0.9600 . ? C02 H02A 0.9599 . ? C02 H02B 0.9599 . ? C02 H02C 0.9599 . ? C03 C04 1.499(2) . ? C03 H03A 0.9600 . ? C03 H03B 0.9600 . ? C04 H04A 0.9599 . ? C04 H04B 0.9599 . ? C04 H04C 0.9599 . ? 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 C1 Ga1 O1 104.40(6) . . ? C1 Ga1 Cl2 120.41(5) . . ? O1 Ga1 Cl2 100.58(4) . . ? C1 Ga1 Cl1 117.34(5) . . ? O1 Ga1 Cl1 100.24(4) . . ? Cl2 Ga1 Cl1 109.91(3) . . ? C11 Si1 C12 109.82(9) . . ? C11 Si1 C13 111.34(9) . . ? C12 Si1 C13 107.08(8) . . ? C11 Si1 C1 106.49(8) . . ? C12 Si1 C1 108.64(7) . . ? C13 Si1 C1 113.44(7) . . ? Si1 C11 H11A 109.5 . . ? Si1 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? Si1 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? Si1 C12 H12A 109.5 . . ? Si1 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? Si1 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? Si1 C13 H13A 109.5 . . ? Si1 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? Si1 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C2 C1 Si1 127.44(12) . . ? C2 C1 Ga1 113.69(11) . . ? Si1 C1 Ga1 118.87(8) . . ? C1 C2 C3 125.94(14) . . ? C1 C2 H2 117.0 . . ? C3 C2 H2 117.0 . . ? C4 C3 C8 116.39(15) . . ? C4 C3 C2 124.14(15) . . ? C8 C3 C2 119.45(15) . . ? F4 C4 C5 118.10(16) . . ? F4 C4 C3 120.16(15) . . ? C5 C4 C3 121.74(17) . . ? F5 C5 C6 119.71(17) . . ? F5 C5 C4 120.26(18) . . ? C6 C5 C4 120.03(17) . . ? F6 C6 C5 119.82(18) . . ? F6 C6 C7 120.07(19) . . ? C5 C6 C7 120.10(16) . . ? F7 C7 C6 120.92(17) . . ? F7 C7 C8 120.04(18) . . ? C6 C7 C8 119.03(17) . . ? F8 C8 C7 118.32(16) . . ? F8 C8 C3 118.98(15) . . ? C7 C8 C3 122.70(17) . . ? C03 O1 C01 114.97(12) . . ? C03 O1 Ga1 122.60(10) . . ? C01 O1 Ga1 120.63(9) . . ? O1 C01 C02 112.10(14) . . ? O1 C01 H01A 109.2 . . ? C02 C01 H01A 109.2 . . ? O1 C01 H01B 109.2 . . ? C02 C01 H01B 109.2 . . ? H01A C01 H01B 107.9 . . ? C01 C02 H02A 109.5 . . ? C01 C02 H02B 109.5 . . ? H02A C02 H02B 109.5 . . ? C01 C02 H02C 109.5 . . ? H02A C02 H02C 109.5 . . ? H02B C02 H02C 109.5 . . ? O1 C03 C04 110.35(14) . . ? O1 C03 H03A 109.6 . . ? C04 C03 H03A 109.6 . . ? O1 C03 H03B 109.6 . . ? C04 C03 H03B 109.6 . . ? H03A C03 H03B 108.1 . . ? C03 C04 H04A 109.5 . . ? C03 C04 H04B 109.5 . . ? H04A C04 H04B 109.5 . . ? C03 C04 H04C 109.5 . . ? H04A C04 H04C 109.5 . . ? H04B C04 H04C 109.5 . . ? 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 C11 Si1 C1 C2 -95.25(16) . . . . ? C12 Si1 C1 C2 146.52(15) . . . . ? C13 Si1 C1 C2 27.56(17) . . . . ? C11 Si1 C1 Ga1 84.69(10) . . . . ? C12 Si1 C1 Ga1 -33.55(11) . . . . ? C13 Si1 C1 Ga1 -152.50(8) . . . . ? O1 Ga1 C1 C2 -104.16(12) . . . . ? Cl2 Ga1 C1 C2 144.09(10) . . . . ? Cl1 Ga1 C1 C2 5.68(13) . . . . ? O1 Ga1 C1 Si1 75.90(9) . . . . ? Cl2 Ga1 C1 Si1 -35.85(10) . . . . ? Cl1 Ga1 C1 Si1 -174.26(5) . . . . ? Si1 C1 C2 C3 -4.7(2) . . . . ? Ga1 C1 C2 C3 175.34(13) . . . . ? C1 C2 C3 C4 80.8(2) . . . . ? C1 C2 C3 C8 -100.9(2) . . . . ? C8 C3 C4 F4 179.60(14) . . . . ? C2 C3 C4 F4 -2.1(2) . . . . ? C8 C3 C4 C5 0.0(2) . . . . ? C2 C3 C4 C5 178.35(15) . . . . ? F4 C4 C5 F5 0.9(2) . . . . ? C3 C4 C5 F5 -179.47(15) . . . . ? F4 C4 C5 C6 -179.45(16) . . . . ? C3 C4 C5 C6 0.2(3) . . . . ? F5 C5 C6 F6 0.4(3) . . . . ? C4 C5 C6 F6 -179.27(16) . . . . ? F5 C5 C6 C7 179.76(16) . . . . ? C4 C5 C6 C7 0.1(3) . . . . ? F6 C6 C7 F7 0.1(3) . . . . ? C5 C6 C7 F7 -179.29(16) . . . . ? F6 C6 C7 C8 178.83(16) . . . . ? C5 C6 C7 C8 -0.6(3) . . . . ? F7 C7 C8 F8 -1.1(2) . . . . ? C6 C7 C8 F8 -179.83(16) . . . . ? F7 C7 C8 C3 179.48(16) . . . . ? C6 C7 C8 C3 0.8(3) . . . . ? C4 C3 C8 F8 -179.88(15) . . . . ? C2 C3 C8 F8 1.7(2) . . . . ? C4 C3 C8 C7 -0.5(2) . . . . ? C2 C3 C8 C7 -178.90(16) . . . . ? C1 Ga1 O1 C03 -167.06(11) . . . . ? Cl2 Ga1 O1 C03 -41.64(11) . . . . ? Cl1 Ga1 O1 C03 71.05(11) . . . . ? C1 Ga1 O1 C01 28.99(12) . . . . ? Cl2 Ga1 O1 C01 154.40(10) . . . . ? Cl1 Ga1 O1 C01 -92.91(11) . . . . ? C03 O1 C01 C02 -83.87(18) . . . . ? Ga1 O1 C01 C02 81.24(16) . . . . ? C01 O1 C03 C04 -86.95(17) . . . . ? Ga1 O1 C03 C04 108.26(14) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 29.93 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.449 _refine_diff_density_min -0.361 _refine_diff_density_rms 0.062 # Attachment 'comp5_et2O_trans.cif' # 1. SUBMISSION DETAILS (copy from template) data_sad7 _database_code_depnum_ccdc_archive 'CCDC 738516' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H20 Cl2 F5 Ga O Si' _chemical_formula_weight 480.02 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' F F 0.0171 0.0103 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M Cc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 21.403(4) _cell_length_b 7.6345(15) _cell_length_c 15.866(3) _cell_angle_alpha 90.00 _cell_angle_beta 126.747(3) _cell_angle_gamma 90.00 _cell_volume 2077.4(7) _cell_formula_units_Z 4 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 913 _cell_measurement_theta_min 3.775 _cell_measurement_theta_max 29.710 _exptl_crystal_description rod-like _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.535 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 968 _exptl_absorpt_coefficient_mu 1.683 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5525 _exptl_absorpt_correction_T_max 0.7295 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11465 _diffrn_reflns_av_R_equivalents 0.0172 _diffrn_reflns_av_sigmaI/netI 0.0265 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 30.01 _reflns_number_total 5758 _reflns_number_gt 5536 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0357P)^2^+0.0306P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.002(5) _refine_ls_number_reflns 5758 _refine_ls_number_parameters 231 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0256 _refine_ls_R_factor_gt 0.0242 _refine_ls_wR_factor_ref 0.0594 _refine_ls_wR_factor_gt 0.0588 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _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 Ga1 Ga 0.501285(8) 0.97336(2) 0.699543(9) 0.02146(5) Uani 1 1 d . . . Cl1 Cl 0.37608(3) 1.00107(8) 0.58434(4) 0.03899(12) Uani 1 1 d . . . Cl2 Cl 0.55602(3) 1.14334(6) 0.65033(4) 0.03351(10) Uani 1 1 d . . . Si1 Si 0.66918(3) 0.95228(9) 0.93617(4) 0.03429(13) Uani 1 1 d . . . C11 C 0.69856(15) 1.1866(4) 0.9521(2) 0.0517(6) Uani 1 1 d . . . H11A H 0.7543 1.1944 0.9930 0.062 Uiso 1 1 calc R . . H11B H 0.6812 1.2483 0.9873 0.062 Uiso 1 1 calc R . . H11C H 0.6753 1.2379 0.8841 0.062 Uiso 1 1 calc R . . C12 C 0.70634(13) 0.8257(3) 0.87379(19) 0.0426(5) Uani 1 1 d . . . H12A H 0.6874 0.8777 0.8074 0.051 Uiso 1 1 calc R . . H12B H 0.6884 0.7068 0.8630 0.051 Uiso 1 1 calc R . . H12C H 0.7623 0.8275 0.9190 0.051 Uiso 1 1 calc R . . C13 C 0.70980(15) 0.8534(5) 1.06728(19) 0.0662(9) Uani 1 1 d . . . H13A H 0.6901 0.7365 1.0578 0.079 Uiso 1 1 calc R . . H13B H 0.6945 0.9228 1.1026 0.079 Uiso 1 1 calc R . . H13C H 0.7657 0.8501 1.1088 0.079 Uiso 1 1 calc R . . C1 C 0.55908(10) 0.9440(2) 0.85115(13) 0.0241(3) Uani 1 1 d . . . C2 C 0.52537(11) 0.9131(3) 0.89874(14) 0.0273(3) Uani 1 1 d . . . H2 H 0.5604 0.8869 0.9725 0.033 Uiso 1 1 calc R . . C3 C 0.44144(10) 0.9138(3) 0.85316(13) 0.0243(3) Uani 1 1 d . . . C4 C 0.39387(11) 1.0600(3) 0.80728(15) 0.0279(4) Uani 1 1 d . . . C5 C 0.31842(12) 1.0636(3) 0.77551(16) 0.0334(4) Uani 1 1 d . . . C6 C 0.28783(12) 0.9184(3) 0.78939(16) 0.0364(4) Uani 1 1 d . . . C7 C 0.33261(12) 0.7707(3) 0.83451(16) 0.0357(4) Uani 1 1 d . . . C8 C 0.40786(11) 0.7710(3) 0.86570(15) 0.0291(4) Uani 1 1 d . . . F4 F 0.42300(8) 1.20793(16) 0.79709(10) 0.0386(3) Uani 1 1 d . . . F5 F 0.27497(8) 1.2078(2) 0.73116(12) 0.0512(4) Uani 1 1 d . . . F6 F 0.21422(8) 0.9196(2) 0.75839(13) 0.0554(4) Uani 1 1 d . . . F7 F 0.30318(9) 0.6277(2) 0.84745(13) 0.0551(4) Uani 1 1 d . . . F8 F 0.45064(8) 0.62481(16) 0.90954(11) 0.0434(3) Uani 1 1 d . . . O1 O 0.51675(8) 0.74462(16) 0.65493(10) 0.0272(3) Uani 1 1 d . . . C01 C 0.49795(12) 0.7241(3) 0.55038(15) 0.0311(4) Uani 1 1 d . . . H01A H 0.4777 0.8325 0.5126 0.037 Uiso 1 1 calc R . . H01B H 0.4583 0.6364 0.5121 0.037 Uiso 1 1 calc R . . C02 C 0.56802(14) 0.6724(4) 0.55698(19) 0.0450(5) Uani 1 1 d . . . H02A H 0.6074 0.7610 0.5941 0.054 Uiso 1 1 calc R . . H02B H 0.5538 0.6599 0.4873 0.054 Uiso 1 1 calc R . . H02C H 0.5878 0.5630 0.5937 0.054 Uiso 1 1 calc R . . C03 C 0.51643(15) 0.5814(3) 0.7026(2) 0.0412(5) Uani 1 1 d . . . H03A H 0.5453 0.5976 0.7771 0.049 Uiso 1 1 calc R . . H03B H 0.5419 0.4917 0.6909 0.049 Uiso 1 1 calc R . . C04 C 0.4353(2) 0.5232(4) 0.6581(4) 0.0677(9) Uani 1 1 d . . . H04A H 0.4093 0.6134 0.6685 0.081 Uiso 1 1 calc R . . H04B H 0.4375 0.4181 0.6930 0.081 Uiso 1 1 calc R . . H04C H 0.4072 0.5007 0.5842 0.081 Uiso 1 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 Ga1 0.02702(9) 0.02020(7) 0.01881(8) 0.00104(9) 0.01459(7) 0.00084(9) Cl1 0.0302(2) 0.0497(3) 0.0281(2) 0.00242(19) 0.0127(2) 0.0086(2) Cl2 0.0550(3) 0.02396(19) 0.0354(2) -0.00165(17) 0.0345(2) -0.00674(19) Si1 0.0238(2) 0.0565(4) 0.0232(2) 0.0011(2) 0.0143(2) -0.0006(2) C11 0.0434(13) 0.0680(17) 0.0517(14) -0.0249(13) 0.0327(12) -0.0210(12) C12 0.0325(10) 0.0555(13) 0.0432(12) 0.0039(10) 0.0244(10) 0.0062(10) C13 0.0314(11) 0.128(3) 0.0291(11) 0.0239(14) 0.0127(10) 0.0125(14) C1 0.0235(8) 0.0291(9) 0.0193(8) 0.0002(6) 0.0126(7) -0.0010(6) C2 0.0265(8) 0.0360(9) 0.0199(8) 0.0041(7) 0.0141(7) 0.0019(7) C3 0.0262(8) 0.0307(9) 0.0197(7) 0.0020(6) 0.0157(7) -0.0001(7) C4 0.0320(9) 0.0300(9) 0.0259(9) -0.0001(7) 0.0195(8) -0.0029(7) C5 0.0326(10) 0.0395(11) 0.0281(9) 0.0019(8) 0.0182(8) 0.0075(8) C6 0.0267(9) 0.0547(13) 0.0316(10) -0.0025(9) 0.0196(8) -0.0029(9) C7 0.0373(10) 0.0419(11) 0.0336(10) -0.0025(8) 0.0243(9) -0.0123(9) C8 0.0338(9) 0.0302(9) 0.0253(8) 0.0032(7) 0.0188(8) -0.0001(7) F4 0.0457(7) 0.0286(6) 0.0467(7) 0.0076(5) 0.0304(6) 0.0000(5) F5 0.0451(7) 0.0516(8) 0.0592(9) 0.0139(7) 0.0324(7) 0.0210(6) F6 0.0299(6) 0.0808(11) 0.0593(9) 0.0004(8) 0.0287(7) -0.0029(7) F7 0.0540(8) 0.0542(9) 0.0655(9) 0.0046(7) 0.0402(8) -0.0206(7) F8 0.0496(8) 0.0323(6) 0.0492(8) 0.0144(6) 0.0299(7) 0.0064(5) O1 0.0398(7) 0.0176(5) 0.0256(6) 0.0003(4) 0.0203(6) -0.0001(5) C01 0.0357(9) 0.0296(9) 0.0261(8) -0.0067(7) 0.0175(8) 0.0006(7) C02 0.0425(12) 0.0576(15) 0.0415(12) -0.0072(11) 0.0287(10) -0.0018(11) C03 0.0657(16) 0.0179(7) 0.0469(11) 0.0065(9) 0.0374(12) 0.0029(9) C04 0.087(2) 0.0418(14) 0.100(3) 0.0050(15) 0.070(2) -0.0145(14) _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 Ga1 C1 1.9509(18) . ? Ga1 O1 1.9851(13) . ? Ga1 Cl1 2.1692(7) . ? Ga1 Cl2 2.1820(5) . ? Si1 C11 1.863(3) . ? Si1 C12 1.868(2) . ? Si1 C13 1.868(3) . ? Si1 C1 1.8902(19) . ? C11 H11A 0.9599 . ? C11 H11B 0.9599 . ? C11 H11C 0.9599 . ? C12 H12A 0.9599 . ? C12 H12B 0.9599 . ? C12 H12C 0.9599 . ? C13 H13A 0.9599 . ? C13 H13B 0.9599 . ? C13 H13C 0.9599 . ? C1 C2 1.341(2) . ? C2 C3 1.482(3) . ? C2 H2 0.9600 . ? C3 C8 1.384(3) . ? C3 C4 1.388(3) . ? C4 F4 1.346(2) . ? C4 C5 1.374(3) . ? C5 F5 1.338(2) . ? C5 C6 1.371(3) . ? C6 F6 1.340(2) . ? C6 C7 1.372(3) . ? C7 F7 1.336(2) . ? C7 C8 1.373(3) . ? C8 F8 1.344(2) . ? O1 C03 1.460(2) . ? O1 C01 1.463(2) . ? C01 C02 1.493(3) . ? C01 H01A 0.9600 . ? C01 H01B 0.9600 . ? C02 H02A 0.9599 . ? C02 H02B 0.9599 . ? C02 H02C 0.9599 . ? C03 C04 1.497(4) . ? C03 H03A 0.9600 . ? C03 H03B 0.9600 . ? C04 H04A 0.9599 . ? C04 H04B 0.9599 . ? C04 H04C 0.9599 . ? 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 C1 Ga1 O1 102.75(7) . . ? C1 Ga1 Cl1 127.05(6) . . ? O1 Ga1 Cl1 99.83(4) . . ? C1 Ga1 Cl2 115.43(6) . . ? O1 Ga1 Cl2 98.96(4) . . ? Cl1 Ga1 Cl2 107.31(3) . . ? C11 Si1 C12 110.63(11) . . ? C11 Si1 C13 110.04(15) . . ? C12 Si1 C13 108.61(14) . . ? C11 Si1 C1 107.72(11) . . ? C12 Si1 C1 110.42(10) . . ? C13 Si1 C1 109.41(10) . . ? Si1 C11 H11A 109.5 . . ? Si1 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? Si1 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? Si1 C12 H12A 109.5 . . ? Si1 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? Si1 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? Si1 C13 H13A 109.5 . . ? Si1 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? Si1 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C2 C1 Si1 117.71(13) . . ? C2 C1 Ga1 123.82(14) . . ? Si1 C1 Ga1 118.44(9) . . ? C1 C2 C3 128.92(16) . . ? C1 C2 H2 115.5 . . ? C3 C2 H2 115.5 . . ? C8 C3 C4 115.34(17) . . ? C8 C3 C2 120.61(17) . . ? C4 C3 C2 123.61(18) . . ? F4 C4 C5 117.78(18) . . ? F4 C4 C3 119.41(17) . . ? C5 C4 C3 122.75(18) . . ? F5 C5 C6 120.11(19) . . ? F5 C5 C4 120.3(2) . . ? C6 C5 C4 119.6(2) . . ? F6 C6 C5 120.4(2) . . ? F6 C6 C7 119.8(2) . . ? C5 C6 C7 119.80(18) . . ? F7 C7 C6 120.36(19) . . ? F7 C7 C8 120.3(2) . . ? C6 C7 C8 119.31(19) . . ? F8 C8 C7 118.33(18) . . ? F8 C8 C3 118.49(17) . . ? C7 C8 C3 123.18(18) . . ? C03 O1 C01 114.38(15) . . ? C03 O1 Ga1 120.85(12) . . ? C01 O1 Ga1 120.48(11) . . ? O1 C01 C02 111.45(17) . . ? O1 C01 H01A 109.3 . . ? C02 C01 H01A 109.3 . . ? O1 C01 H01B 109.3 . . ? C02 C01 H01B 109.3 . . ? H01A C01 H01B 108.0 . . ? C01 C02 H02A 109.5 . . ? C01 C02 H02B 109.5 . . ? H02A C02 H02B 109.5 . . ? C01 C02 H02C 109.5 . . ? H02A C02 H02C 109.5 . . ? H02B C02 H02C 109.5 . . ? O1 C03 C04 111.9(2) . . ? O1 C03 H03A 109.2 . . ? C04 C03 H03A 109.2 . . ? O1 C03 H03B 109.2 . . ? C04 C03 H03B 109.2 . . ? H03A C03 H03B 107.9 . . ? C03 C04 H04A 109.5 . . ? C03 C04 H04B 109.5 . . ? H04A C04 H04B 109.5 . . ? C03 C04 H04C 109.5 . . ? H04A C04 H04C 109.5 . . ? H04B C04 H04C 109.5 . . ? 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 C11 Si1 C1 C2 -103.93(18) . . . . ? C12 Si1 C1 C2 135.16(17) . . . . ? C13 Si1 C1 C2 15.7(2) . . . . ? C11 Si1 C1 Ga1 77.97(13) . . . . ? C12 Si1 C1 Ga1 -42.94(14) . . . . ? C13 Si1 C1 Ga1 -162.42(15) . . . . ? O1 Ga1 C1 C2 -103.11(17) . . . . ? Cl1 Ga1 C1 C2 9.9(2) . . . . ? Cl2 Ga1 C1 C2 150.37(15) . . . . ? O1 Ga1 C1 Si1 74.86(11) . . . . ? Cl1 Ga1 C1 Si1 -172.17(6) . . . . ? Cl2 Ga1 C1 Si1 -31.67(12) . . . . ? Si1 C1 C2 C3 174.63(16) . . . . ? Ga1 C1 C2 C3 -7.4(3) . . . . ? C1 C2 C3 C8 126.7(2) . . . . ? C1 C2 C3 C4 -61.3(3) . . . . ? C8 C3 C4 F4 176.52(16) . . . . ? C2 C3 C4 F4 4.1(3) . . . . ? C8 C3 C4 C5 -0.5(3) . . . . ? C2 C3 C4 C5 -172.90(17) . . . . ? F4 C4 C5 F5 3.3(3) . . . . ? C3 C4 C5 F5 -179.63(19) . . . . ? F4 C4 C5 C6 -176.76(18) . . . . ? C3 C4 C5 C6 0.3(3) . . . . ? F5 C5 C6 F6 0.2(3) . . . . ? C4 C5 C6 F6 -179.70(19) . . . . ? F5 C5 C6 C7 179.7(2) . . . . ? C4 C5 C6 C7 -0.2(3) . . . . ? F6 C6 C7 F7 0.2(3) . . . . ? C5 C6 C7 F7 -179.29(19) . . . . ? F6 C6 C7 C8 179.84(19) . . . . ? C5 C6 C7 C8 0.3(3) . . . . ? F7 C7 C8 F8 -0.2(3) . . . . ? C6 C7 C8 F8 -179.89(18) . . . . ? F7 C7 C8 C3 179.06(18) . . . . ? C6 C7 C8 C3 -0.6(3) . . . . ? C4 C3 C8 F8 179.93(16) . . . . ? C2 C3 C8 F8 -7.4(3) . . . . ? C4 C3 C8 C7 0.6(3) . . . . ? C2 C3 C8 C7 173.30(18) . . . . ? C1 Ga1 O1 C03 38.66(16) . . . . ? Cl1 Ga1 O1 C03 -93.11(15) . . . . ? Cl2 Ga1 O1 C03 157.44(14) . . . . ? C1 Ga1 O1 C01 -165.93(14) . . . . ? Cl1 Ga1 O1 C01 62.30(13) . . . . ? Cl2 Ga1 O1 C01 -47.16(14) . . . . ? C03 O1 C01 C02 -83.4(2) . . . . ? Ga1 O1 C01 C02 119.69(17) . . . . ? C01 O1 C03 C04 -78.0(2) . . . . ? Ga1 O1 C03 C04 78.8(2) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 30.01 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.366 _refine_diff_density_min -0.227 _refine_diff_density_rms 0.047 # Attachment 'comp6.cif' # 1. SUBMISSION DETAILS (copy from template) data_sad8 _database_code_depnum_ccdc_archive 'CCDC 738517' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H70 Al2' _chemical_formula_weight 676.98 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' Al Al 0.2130 0.2455 '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 6.0951(3) _cell_length_b 13.0684(5) _cell_length_c 14.8985(6) _cell_angle_alpha 108.541(3) _cell_angle_beta 94.003(3) _cell_angle_gamma 97.057(3) _cell_volume 1109.09(8) _cell_formula_units_Z 1 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 1687 _cell_measurement_theta_min 3.150 _cell_measurement_theta_max 71.109 _exptl_crystal_description platelet _exptl_crystal_colour colourless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.014 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 372 _exptl_absorpt_coefficient_mu 0.777 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9125 _exptl_absorpt_correction_T_max 0.9771 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6513 _diffrn_reflns_av_R_equivalents 0.0183 _diffrn_reflns_av_sigmaI/netI 0.0362 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.15 _diffrn_reflns_theta_max 71.87 _reflns_number_total 3762 _reflns_number_gt 2812 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0942P)^2^+0.5783P] 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 3762 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0789 _refine_ls_R_factor_gt 0.0561 _refine_ls_wR_factor_ref 0.1664 _refine_ls_wR_factor_gt 0.1471 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _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 Al1 Al 0.46073(13) 0.17679(6) 0.75884(5) 0.0293(2) Uani 1 1 d . . . C1 C 0.5342(4) 0.2463(2) 0.66357(18) 0.0308(6) Uani 1 1 d . . . C11 C 0.5784(4) 0.3558(2) 0.69760(18) 0.0316(6) Uani 1 1 d . . . H11 H 0.5625 0.3861 0.7641 0.038 Uiso 1 1 calc R . . CT1 C 0.6486(5) 0.4416(2) 0.65172(18) 0.0329(6) Uani 1 1 d . . . CT11 C 0.7861(6) 0.5399(2) 0.7288(2) 0.0569(9) Uani 1 1 d . . . HT1A H 0.7018 0.5644 0.7816 0.068 Uiso 1 1 calc R . . HT1B H 0.8217 0.5979 0.7031 0.068 Uiso 1 1 calc R . . HT1C H 0.9210 0.5193 0.7500 0.068 Uiso 1 1 calc R . . CT12 C 0.4380(5) 0.4772(3) 0.6174(2) 0.0504(8) Uani 1 1 d . . . HT1D H 0.3541 0.4175 0.5662 0.061 Uiso 1 1 calc R . . HT1E H 0.4782 0.5377 0.5953 0.061 Uiso 1 1 calc R . . HT1F H 0.3493 0.4988 0.6690 0.061 Uiso 1 1 calc R . . CT13 C 0.7873(5) 0.4037(2) 0.5692(2) 0.0447(7) Uani 1 1 d . . . HT1G H 0.9065 0.3707 0.5883 0.054 Uiso 1 1 calc R . . HT1H H 0.8478 0.4652 0.5519 0.054 Uiso 1 1 calc R . . HT1I H 0.6948 0.3513 0.5155 0.054 Uiso 1 1 calc R . . C2 C 0.5457(4) 0.18136(19) 0.56162(17) 0.0283(5) Uani 1 1 d . . . C3 C 0.7254(4) 0.1272(2) 0.53446(18) 0.0318(6) Uani 1 1 d . . . H3 H 0.8458 0.1330 0.5818 0.038 Uiso 1 1 calc R . . C4 C 0.3708(4) 0.1685(2) 0.49114(18) 0.0300(5) Uani 1 1 d . . . H4 H 0.2427 0.2033 0.5078 0.036 Uiso 1 1 calc R . . C5 C 0.4289(4) 0.0180(2) 0.73065(18) 0.0296(5) Uani 1 1 d . . . C51 C 0.4024(4) -0.0183(2) 0.80431(18) 0.0317(6) Uani 1 1 d . . . H51 H 0.4099 0.0391 0.8642 0.038 Uiso 1 1 calc R . . CT5 C 0.3626(5) -0.1322(2) 0.81217(19) 0.0366(6) Uani 1 1 d . . . CT51 C 0.2368(6) -0.2192(2) 0.7232(2) 0.0560(9) Uani 1 1 d . . . HT5A H 0.1017 -0.1958 0.7058 0.067 Uiso 1 1 calc R . . HT5B H 0.2016 -0.2865 0.7360 0.067 Uiso 1 1 calc R . . HT5C H 0.3277 -0.2300 0.6719 0.067 Uiso 1 1 calc R . . CT52 C 0.5869(6) -0.1644(3) 0.8353(3) 0.0601(9) Uani 1 1 d . . . HT5D H 0.6719 -0.1719 0.7823 0.072 Uiso 1 1 calc R . . HT5E H 0.5631 -0.2326 0.8474 0.072 Uiso 1 1 calc R . . HT5F H 0.6666 -0.1089 0.8908 0.072 Uiso 1 1 calc R . . CT53 C 0.2276(6) -0.1267(3) 0.8960(2) 0.0550(8) Uani 1 1 d . . . HT5G H 0.3089 -0.0752 0.9533 0.066 Uiso 1 1 calc R . . HT5H H 0.2015 -0.1975 0.9031 0.066 Uiso 1 1 calc R . . HT5I H 0.0877 -0.1040 0.8841 0.066 Uiso 1 1 calc R . . C6 C 0.4361(4) -0.05413(19) 0.63057(17) 0.0281(5) Uani 1 1 d . . . C7 C 0.6190(4) -0.1056(2) 0.60297(18) 0.0313(6) Uani 1 1 d . . . H7 H 0.7415 -0.0974 0.6501 0.038 Uiso 1 1 calc R . . C8 C 0.2656(4) -0.0651(2) 0.55913(18) 0.0315(6) Uani 1 1 d . . . H8 H 0.1391 -0.0288 0.5754 0.038 Uiso 1 1 calc R . . C9 C 0.4130(4) 0.2690(2) 0.88763(17) 0.0304(5) Uani 1 1 d . . . H9A H 0.4546 0.2331 0.9319 0.036 Uiso 1 1 calc R . . H9B H 0.5134 0.3365 0.9039 0.036 Uiso 1 1 calc R . . CT9 C 0.1766(5) 0.2967(2) 0.90322(18) 0.0357(6) Uani 1 1 d . . . CT91 C 0.0064(5) 0.1931(3) 0.8719(3) 0.0577(9) Uani 1 1 d . . . HT9A H 0.0442 0.1463 0.9069 0.069 Uiso 1 1 calc R . . HT9B H 0.0065 0.1560 0.8050 0.069 Uiso 1 1 calc R . . HT9C H -0.1387 0.2117 0.8840 0.069 Uiso 1 1 calc R . . CT92 C 0.1656(6) 0.3567(3) 1.0088(2) 0.0502(8) Uani 1 1 d . . . HT9D H 0.0200 0.3764 1.0175 0.060 Uiso 1 1 calc R . . HT9E H 0.2748 0.4215 1.0303 0.060 Uiso 1 1 calc R . . HT9F H 0.1950 0.3098 1.0450 0.060 Uiso 1 1 calc R . . CT93 C 0.1174(6) 0.3715(3) 0.8469(2) 0.0541(9) Uani 1 1 d . . . HT9G H -0.0254 0.3924 0.8606 0.065 Uiso 1 1 calc R . . HT9H H 0.1126 0.3333 0.7799 0.065 Uiso 1 1 calc R . . HT9I H 0.2281 0.4356 0.8651 0.065 Uiso 1 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 Al1 0.0359(4) 0.0256(4) 0.0282(4) 0.0089(3) 0.0108(3) 0.0072(3) C1 0.0358(14) 0.0283(13) 0.0308(13) 0.0118(10) 0.0107(10) 0.0054(10) C11 0.0406(15) 0.0282(13) 0.0275(13) 0.0096(10) 0.0067(11) 0.0077(11) CT1 0.0426(15) 0.0261(13) 0.0313(13) 0.0109(10) 0.0059(11) 0.0050(11) CT11 0.087(3) 0.0331(16) 0.0468(18) 0.0183(14) -0.0049(17) -0.0110(16) CT12 0.0549(19) 0.0495(19) 0.060(2) 0.0315(16) 0.0135(15) 0.0174(15) CT13 0.0515(18) 0.0364(15) 0.0528(18) 0.0205(13) 0.0202(14) 0.0075(13) C2 0.0351(14) 0.0217(12) 0.0299(13) 0.0099(10) 0.0096(10) 0.0042(10) C3 0.0337(14) 0.0300(13) 0.0343(14) 0.0131(11) 0.0066(11) 0.0062(10) C4 0.0320(13) 0.0268(13) 0.0339(13) 0.0107(10) 0.0118(10) 0.0087(10) C5 0.0328(14) 0.0256(12) 0.0320(13) 0.0097(10) 0.0097(10) 0.0068(10) C51 0.0371(14) 0.0284(13) 0.0306(13) 0.0092(10) 0.0089(11) 0.0077(10) CT5 0.0419(16) 0.0338(14) 0.0377(15) 0.0155(11) 0.0112(12) 0.0053(11) CT51 0.081(2) 0.0312(16) 0.053(2) 0.0167(14) 0.0100(17) -0.0098(15) CT52 0.065(2) 0.055(2) 0.075(2) 0.0355(18) 0.0119(18) 0.0236(17) CT53 0.067(2) 0.0497(19) 0.056(2) 0.0262(16) 0.0230(17) 0.0048(16) C6 0.0345(14) 0.0221(12) 0.0306(13) 0.0112(10) 0.0098(10) 0.0045(10) C7 0.0330(14) 0.0289(13) 0.0322(13) 0.0102(10) 0.0044(10) 0.0047(10) C8 0.0332(14) 0.0282(13) 0.0371(14) 0.0129(11) 0.0108(11) 0.0096(10) C9 0.0394(15) 0.0259(13) 0.0281(12) 0.0105(10) 0.0055(10) 0.0083(10) CT9 0.0396(15) 0.0369(15) 0.0335(14) 0.0105(11) 0.0111(11) 0.0154(11) CT91 0.0367(17) 0.055(2) 0.075(2) 0.0091(17) 0.0187(16) 0.0098(14) CT92 0.061(2) 0.056(2) 0.0351(16) 0.0092(14) 0.0173(14) 0.0257(16) CT93 0.055(2) 0.073(2) 0.0520(18) 0.0313(17) 0.0182(15) 0.0379(17) _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 Al1 C1 1.962(3) . ? Al1 C5 1.963(2) . ? Al1 C9 1.978(2) . ? C1 C11 1.342(3) . ? C1 C2 1.497(3) . ? C11 CT1 1.522(3) . ? C11 H11 0.9600 . ? CT1 CT13 1.527(4) . ? CT1 CT12 1.527(4) . ? CT1 CT11 1.528(4) . ? CT11 HT1A 0.9599 . ? CT11 HT1B 0.9599 . ? CT11 HT1C 0.9599 . ? CT12 HT1D 0.9599 . ? CT12 HT1E 0.9599 . ? CT12 HT1F 0.9599 . ? CT13 HT1G 0.9599 . ? CT13 HT1H 0.9599 . ? CT13 HT1I 0.9599 . ? C2 C3 1.391(3) . ? C2 C4 1.398(4) . ? C3 C8 1.381(3) 2_656 ? C3 H3 0.9600 . ? C4 C7 1.392(3) 2_656 ? C4 H4 0.9600 . ? C5 C51 1.339(4) . ? C5 C6 1.497(3) . ? C51 CT5 1.522(4) . ? C51 H51 0.9600 . ? CT5 CT51 1.524(4) . ? CT5 CT52 1.527(4) . ? CT5 CT53 1.531(4) . ? CT51 HT5A 0.9599 . ? CT51 HT5B 0.9599 . ? CT51 HT5C 0.9599 . ? CT52 HT5D 0.9599 . ? CT52 HT5E 0.9599 . ? CT52 HT5F 0.9599 . ? CT53 HT5G 0.9599 . ? CT53 HT5H 0.9599 . ? CT53 HT5I 0.9599 . ? C6 C7 1.391(3) . ? C6 C8 1.395(4) . ? C7 C4 1.392(3) 2_656 ? C7 H7 0.9600 . ? C8 C3 1.381(3) 2_656 ? C8 H8 0.9600 . ? C9 CT9 1.544(3) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? CT9 CT91 1.520(4) . ? CT9 CT92 1.529(3) . ? CT9 CT93 1.534(4) . ? CT91 HT9A 0.9599 . ? CT91 HT9B 0.9599 . ? CT91 HT9C 0.9599 . ? CT92 HT9D 0.9599 . ? CT92 HT9E 0.9599 . ? CT92 HT9F 0.9599 . ? CT93 HT9G 0.9599 . ? CT93 HT9H 0.9599 . ? CT93 HT9I 0.9599 . ? 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 C1 Al1 C5 122.36(11) . . ? C1 Al1 C9 119.16(11) . . ? C5 Al1 C9 118.47(11) . . ? C11 C1 C2 123.1(2) . . ? C11 C1 Al1 114.75(18) . . ? C2 C1 Al1 122.17(17) . . ? C1 C11 CT1 132.8(2) . . ? C1 C11 H11 113.6 . . ? CT1 C11 H11 113.6 . . ? C11 CT1 CT13 114.5(2) . . ? C11 CT1 CT12 107.8(2) . . ? CT13 CT1 CT12 109.9(2) . . ? C11 CT1 CT11 107.7(2) . . ? CT13 CT1 CT11 108.4(3) . . ? CT12 CT1 CT11 108.4(2) . . ? CT1 CT11 HT1A 109.5 . . ? CT1 CT11 HT1B 109.5 . . ? HT1A CT11 HT1B 109.5 . . ? CT1 CT11 HT1C 109.5 . . ? HT1A CT11 HT1C 109.5 . . ? HT1B CT11 HT1C 109.5 . . ? CT1 CT12 HT1D 109.5 . . ? CT1 CT12 HT1E 109.5 . . ? HT1D CT12 HT1E 109.5 . . ? CT1 CT12 HT1F 109.5 . . ? HT1D CT12 HT1F 109.5 . . ? HT1E CT12 HT1F 109.5 . . ? CT1 CT13 HT1G 109.5 . . ? CT1 CT13 HT1H 109.5 . . ? HT1G CT13 HT1H 109.5 . . ? CT1 CT13 HT1I 109.5 . . ? HT1G CT13 HT1I 109.5 . . ? HT1H CT13 HT1I 109.5 . . ? C3 C2 C4 117.6(2) . . ? C3 C2 C1 121.2(2) . . ? C4 C2 C1 121.1(2) . . ? C8 C3 C2 121.4(2) 2_656 . ? C8 C3 H3 119.3 2_656 . ? C2 C3 H3 119.3 . . ? C7 C4 C2 120.6(2) 2_656 . ? C7 C4 H4 119.7 2_656 . ? C2 C4 H4 119.7 . . ? C51 C5 C6 124.3(2) . . ? C51 C5 Al1 116.50(19) . . ? C6 C5 Al1 119.22(17) . . ? C5 C51 CT5 132.9(2) . . ? C5 C51 H51 113.5 . . ? CT5 C51 H51 113.5 . . ? C51 CT5 CT51 114.1(2) . . ? C51 CT5 CT52 108.7(2) . . ? CT51 CT5 CT52 109.7(3) . . ? C51 CT5 CT53 107.7(2) . . ? CT51 CT5 CT53 108.5(3) . . ? CT52 CT5 CT53 107.9(3) . . ? CT5 CT51 HT5A 109.5 . . ? CT5 CT51 HT5B 109.5 . . ? HT5A CT51 HT5B 109.5 . . ? CT5 CT51 HT5C 109.5 . . ? HT5A CT51 HT5C 109.5 . . ? HT5B CT51 HT5C 109.5 . . ? CT5 CT52 HT5D 109.5 . . ? CT5 CT52 HT5E 109.5 . . ? HT5D CT52 HT5E 109.5 . . ? CT5 CT52 HT5F 109.5 . . ? HT5D CT52 HT5F 109.5 . . ? HT5E CT52 HT5F 109.5 . . ? CT5 CT53 HT5G 109.5 . . ? CT5 CT53 HT5H 109.5 . . ? HT5G CT53 HT5H 109.5 . . ? CT5 CT53 HT5I 109.5 . . ? HT5G CT53 HT5I 109.5 . . ? HT5H CT53 HT5I 109.5 . . ? C7 C6 C8 117.1(2) . . ? C7 C6 C5 122.0(2) . . ? C8 C6 C5 120.7(2) . . ? C6 C7 C4 121.8(2) . 2_656 ? C6 C7 H7 119.1 . . ? C4 C7 H7 119.1 2_656 . ? C3 C8 C6 121.5(2) 2_656 . ? C3 C8 H8 119.3 2_656 . ? C6 C8 H8 119.3 . . ? CT9 C9 Al1 117.62(18) . . ? CT9 C9 H9A 107.9 . . ? Al1 C9 H9A 107.9 . . ? CT9 C9 H9B 107.9 . . ? Al1 C9 H9B 107.9 . . ? H9A C9 H9B 107.2 . . ? CT91 CT9 CT92 108.3(3) . . ? CT91 CT9 CT93 109.6(3) . . ? CT92 CT9 CT93 108.2(2) . . ? CT91 CT9 C9 110.6(2) . . ? CT92 CT9 C9 110.0(2) . . ? CT93 CT9 C9 110.1(2) . . ? CT9 CT91 HT9A 109.5 . . ? CT9 CT91 HT9B 109.5 . . ? HT9A CT91 HT9B 109.5 . . ? CT9 CT91 HT9C 109.5 . . ? HT9A CT91 HT9C 109.5 . . ? HT9B CT91 HT9C 109.5 . . ? CT9 CT92 HT9D 109.5 . . ? CT9 CT92 HT9E 109.5 . . ? HT9D CT92 HT9E 109.5 . . ? CT9 CT92 HT9F 109.5 . . ? HT9D CT92 HT9F 109.5 . . ? HT9E CT92 HT9F 109.5 . . ? CT9 CT93 HT9G 109.5 . . ? CT9 CT93 HT9H 109.5 . . ? HT9G CT93 HT9H 109.5 . . ? CT9 CT93 HT9I 109.5 . . ? HT9G CT93 HT9I 109.5 . . ? HT9H CT93 HT9I 109.5 . . ? 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 C5 Al1 C1 C11 -171.68(18) . . . . ? C9 Al1 C1 C11 9.1(3) . . . . ? C5 Al1 C1 C2 6.7(3) . . . . ? C9 Al1 C1 C2 -172.51(19) . . . . ? C2 C1 C11 CT1 -0.6(5) . . . . ? Al1 C1 C11 CT1 177.7(2) . . . . ? C1 C11 CT1 CT13 -30.3(4) . . . . ? C1 C11 CT1 CT12 92.3(3) . . . . ? C1 C11 CT1 CT11 -150.9(3) . . . . ? C11 C1 C2 C3 102.8(3) . . . . ? Al1 C1 C2 C3 -75.4(3) . . . . ? C11 C1 C2 C4 -80.5(3) . . . . ? Al1 C1 C2 C4 101.3(3) . . . . ? C4 C2 C3 C8 1.7(4) . . . 2_656 ? C1 C2 C3 C8 178.5(2) . . . 2_656 ? C3 C2 C4 C7 -1.5(4) . . . 2_656 ? C1 C2 C4 C7 -178.3(2) . . . 2_656 ? C1 Al1 C5 C51 173.01(19) . . . . ? C9 Al1 C5 C51 -7.8(3) . . . . ? C1 Al1 C5 C6 -6.8(3) . . . . ? C9 Al1 C5 C6 172.42(18) . . . . ? C6 C5 C51 CT5 -3.3(5) . . . . ? Al1 C5 C51 CT5 176.9(2) . . . . ? C5 C51 CT5 CT51 -29.6(4) . . . . ? C5 C51 CT5 CT52 93.2(4) . . . . ? C5 C51 CT5 CT53 -150.1(3) . . . . ? C51 C5 C6 C7 -73.2(3) . . . . ? Al1 C5 C6 C7 106.6(2) . . . . ? C51 C5 C6 C8 112.2(3) . . . . ? Al1 C5 C6 C8 -68.0(3) . . . . ? C8 C6 C7 C4 -2.2(4) . . . 2_656 ? C5 C6 C7 C4 -177.0(2) . . . 2_656 ? C7 C6 C8 C3 2.0(4) . . . 2_656 ? C5 C6 C8 C3 176.8(2) . . . 2_656 ? C1 Al1 C9 CT9 86.9(2) . . . . ? C5 Al1 C9 CT9 -92.3(2) . . . . ? Al1 C9 CT9 CT91 53.7(3) . . . . ? Al1 C9 CT9 CT92 173.3(2) . . . . ? Al1 C9 CT9 CT93 -67.5(3) . . . . ? _diffrn_measured_fraction_theta_max 0.863 _diffrn_reflns_theta_full 71.87 _diffrn_measured_fraction_theta_full 0.863 _refine_diff_density_max 0.289 _refine_diff_density_min -0.257 _refine_diff_density_rms 0.053 # Attachment 'comp7.cif' # 1. SUBMISSION DETAILS (copy from template) data_sad9 _database_code_depnum_ccdc_archive 'CCDC 738518' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H58 Al2 Br2' _chemical_formula_weight 680.58 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' Al Al 0.0645 0.0514 '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 6.3385(8) _cell_length_b 10.5518(14) _cell_length_c 15.182(2) _cell_angle_alpha 69.663(2) _cell_angle_beta 79.779(2) _cell_angle_gamma 80.439(2) _cell_volume 931.0(2) _cell_formula_units_Z 1 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 4732 _cell_measurement_theta_min 2.886 _cell_measurement_theta_max 29.975 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.214 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 358 _exptl_absorpt_coefficient_mu 2.243 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7591 _exptl_absorpt_correction_T_max 0.9357 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10777 _diffrn_reflns_av_R_equivalents 0.0405 _diffrn_reflns_av_sigmaI/netI 0.0609 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 30.02 _reflns_number_total 5362 _reflns_number_gt 4402 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0389P)^2^+0.3759P] 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 5362 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0608 _refine_ls_R_factor_gt 0.0448 _refine_ls_wR_factor_ref 0.0954 _refine_ls_wR_factor_gt 0.0888 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _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 Br1 Br -0.38826(4) -0.05817(3) 0.675874(17) 0.01971(8) Uani 1 1 d . . . Al1 Al -0.07872(11) -0.10119(7) 0.78799(5) 0.01653(15) Uani 1 1 d . . . CT1 C -0.1887(4) -0.2361(3) 0.90941(17) 0.0235(5) Uani 1 1 d . . . CT11 C -0.0017(5) -0.2972(3) 0.9696(2) 0.0327(7) Uani 1 1 d . . . HT1A H -0.0532 -0.3615 1.0288 0.039 Uiso 1 1 calc R . . HT1B H 0.0534 -0.2258 0.9812 0.039 Uiso 1 1 calc R . . HT1C H 0.1111 -0.3423 0.9362 0.039 Uiso 1 1 calc R . . CT12 C -0.2765(5) -0.3513(3) 0.8929(2) 0.0325(7) Uani 1 1 d . . . HT1D H -0.1651 -0.3955 0.8583 0.039 Uiso 1 1 calc R . . HT1E H -0.3963 -0.3148 0.8573 0.039 Uiso 1 1 calc R . . HT1F H -0.3232 -0.4160 0.9529 0.039 Uiso 1 1 calc R . . CT13 C -0.3680(5) -0.1711(3) 0.9677(2) 0.0367(7) Uani 1 1 d . . . HT1G H -0.4860 -0.1299 0.9316 0.044 Uiso 1 1 calc R . . HT1H H -0.3129 -0.1030 0.9831 0.044 Uiso 1 1 calc R . . HT1I H -0.4174 -0.2398 1.0251 0.044 Uiso 1 1 calc R . . CT2 C -0.0474(4) 0.0887(3) 0.77600(19) 0.0220(5) Uani 1 1 d . . . CT21 C 0.0343(5) 0.1730(3) 0.6750(2) 0.0307(6) Uani 1 1 d . . . HT2A H 0.0586 0.2609 0.6740 0.037 Uiso 1 1 calc R . . HT2B H -0.0714 0.1835 0.6341 0.037 Uiso 1 1 calc R . . HT2C H 0.1669 0.1275 0.6535 0.037 Uiso 1 1 calc R . . CT22 C 0.1223(5) 0.0796(3) 0.8394(2) 0.0333(7) Uani 1 1 d . . . HT2D H 0.1435 0.1695 0.8353 0.040 Uiso 1 1 calc R . . HT2E H 0.2561 0.0344 0.8186 0.040 Uiso 1 1 calc R . . HT2F H 0.0734 0.0291 0.9038 0.040 Uiso 1 1 calc R . . CT23 C -0.2556(5) 0.1653(3) 0.8091(3) 0.0477(9) Uani 1 1 d . . . HT2G H -0.3049 0.1165 0.8738 0.057 Uiso 1 1 calc R . . HT2H H -0.3640 0.1728 0.7701 0.057 Uiso 1 1 calc R . . HT2I H -0.2286 0.2545 0.8041 0.057 Uiso 1 1 calc R . . C1 C 0.0891(3) -0.1755(2) 0.68912(16) 0.0145(4) Uani 1 1 d . . . C2 C 0.2100(4) -0.2964(2) 0.71379(17) 0.0175(5) Uani 1 1 d . . . H2 H 0.2365 -0.3267 0.7786 0.021 Uiso 1 1 calc R . . C3 C 0.3155(4) -0.3973(3) 0.66224(18) 0.0218(5) Uani 1 1 d . . . C31 C 0.2144(5) -0.3848(3) 0.5755(2) 0.0297(6) Uani 1 1 d . . . H31A H 0.2534 -0.3043 0.5249 0.036 Uiso 1 1 calc R . . H31B H 0.0602 -0.3789 0.5907 0.036 Uiso 1 1 calc R . . H31C H 0.2656 -0.4631 0.5562 0.036 Uiso 1 1 calc R . . C32 C 0.5584(4) -0.3858(3) 0.6360(2) 0.0322(7) Uani 1 1 d . . . H32A H 0.6266 -0.4584 0.6128 0.039 Uiso 1 1 calc R . . H32B H 0.6194 -0.3917 0.6910 0.039 Uiso 1 1 calc R . . H32C H 0.5810 -0.3000 0.5877 0.039 Uiso 1 1 calc R . . C33 C 0.2851(5) -0.5394(3) 0.7351(2) 0.0356(7) Uani 1 1 d . . . H33A H 0.1339 -0.5474 0.7544 0.043 Uiso 1 1 calc R . . H33B H 0.3540 -0.5515 0.7894 0.043 Uiso 1 1 calc R . . H33C H 0.3485 -0.6077 0.7070 0.043 Uiso 1 1 calc R . . C11 C 0.0464(4) -0.0923(2) 0.59174(16) 0.0147(4) Uani 1 1 d . . . C12 C -0.1589(4) -0.0282(2) 0.57251(16) 0.0150(4) Uani 1 1 d . . . C13 C 0.2094(4) -0.0581(2) 0.51463(16) 0.0158(4) Uani 1 1 d . . . H13 H 0.3564 -0.0949 0.5226 0.019 Uiso 1 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 0.01306(11) 0.02891(14) 0.01478(12) -0.00513(9) 0.00001(8) -0.00225(8) Al1 0.0173(3) 0.0173(4) 0.0146(3) -0.0062(3) -0.0024(3) 0.0012(3) CT1 0.0236(12) 0.0283(14) 0.0142(11) -0.0056(10) -0.0011(10) 0.0048(10) CT11 0.0366(16) 0.0334(16) 0.0224(14) -0.0045(12) -0.0094(12) 0.0073(12) CT12 0.0355(16) 0.0284(15) 0.0246(14) 0.0028(12) -0.0008(12) -0.0073(12) CT13 0.0363(16) 0.0399(17) 0.0226(14) -0.0053(13) 0.0030(12) 0.0085(13) CT2 0.0209(12) 0.0217(13) 0.0266(13) -0.0128(11) -0.0040(10) 0.0004(10) CT21 0.0448(17) 0.0202(13) 0.0289(15) -0.0052(11) -0.0131(13) -0.0057(12) CT22 0.0445(17) 0.0369(17) 0.0226(14) -0.0091(12) -0.0077(12) -0.0140(14) CT23 0.0328(16) 0.0264(16) 0.083(3) -0.0266(18) 0.0082(17) 0.0015(13) C1 0.0120(10) 0.0165(11) 0.0153(11) -0.0056(9) -0.0017(8) -0.0018(8) C2 0.0162(11) 0.0204(12) 0.0147(11) -0.0047(9) -0.0019(9) -0.0009(9) C3 0.0230(12) 0.0190(12) 0.0224(12) -0.0073(10) -0.0049(10) 0.0030(9) C31 0.0346(15) 0.0273(14) 0.0345(16) -0.0203(12) -0.0106(12) 0.0053(12) C32 0.0230(13) 0.0352(16) 0.0426(17) -0.0223(14) -0.0046(12) 0.0061(12) C33 0.0490(19) 0.0171(13) 0.0364(17) -0.0074(12) -0.0039(14) 0.0032(12) C11 0.0153(10) 0.0145(11) 0.0152(11) -0.0063(9) -0.0031(8) 0.0006(8) C12 0.0131(10) 0.0172(11) 0.0145(11) -0.0061(9) 0.0006(8) -0.0018(8) C13 0.0142(10) 0.0168(11) 0.0181(11) -0.0075(9) -0.0024(9) -0.0016(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 Br1 C12 1.917(2) . ? Br1 Al1 2.7027(8) . ? Al1 CT2 1.989(3) . ? Al1 CT1 1.990(3) . ? Al1 C1 1.993(2) . ? CT1 CT12 1.528(4) . ? CT1 CT13 1.533(4) . ? CT1 CT11 1.541(4) . ? CT11 HT1A 0.9599 . ? CT11 HT1B 0.9599 . ? CT11 HT1C 0.9599 . ? CT12 HT1D 0.9599 . ? CT12 HT1E 0.9599 . ? CT12 HT1F 0.9599 . ? CT13 HT1G 0.9599 . ? CT13 HT1H 0.9599 . ? CT13 HT1I 0.9599 . ? CT2 CT21 1.527(4) . ? CT2 CT23 1.529(4) . ? CT2 CT22 1.536(4) . ? CT21 HT2A 0.9599 . ? CT21 HT2B 0.9599 . ? CT21 HT2C 0.9599 . ? CT22 HT2D 0.9599 . ? CT22 HT2E 0.9599 . ? CT22 HT2F 0.9599 . ? CT23 HT2G 0.9599 . ? CT23 HT2H 0.9599 . ? CT23 HT2I 0.9599 . ? C1 C2 1.342(3) . ? C1 C11 1.480(3) . ? C2 C3 1.533(3) . ? C2 H2 0.9600 . ? C3 C31 1.521(4) . ? C3 C32 1.534(4) . ? C3 C33 1.542(4) . ? C31 H31A 0.9599 . ? C31 H31B 0.9599 . ? C31 H31C 0.9599 . ? C32 H32A 0.9599 . ? C32 H32B 0.9599 . ? C32 H32C 0.9599 . ? C33 H33A 0.9599 . ? C33 H33B 0.9599 . ? C33 H33C 0.9599 . ? C11 C12 1.393(3) . ? C11 C13 1.403(3) . ? C12 C13 1.378(3) 2_556 ? C13 C12 1.378(3) 2_556 ? C13 H13 0.9600 . ? 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 C12 Br1 Al1 86.03(7) . . ? CT2 Al1 CT1 122.80(11) . . ? CT2 Al1 C1 117.68(11) . . ? CT1 Al1 C1 116.67(11) . . ? CT2 Al1 Br1 100.93(8) . . ? CT1 Al1 Br1 104.02(8) . . ? C1 Al1 Br1 80.65(7) . . ? CT12 CT1 CT13 108.1(2) . . ? CT12 CT1 CT11 108.7(2) . . ? CT13 CT1 CT11 107.3(2) . . ? CT12 CT1 Al1 111.68(17) . . ? CT13 CT1 Al1 112.32(19) . . ? CT11 CT1 Al1 108.61(19) . . ? CT1 CT11 HT1A 109.5 . . ? CT1 CT11 HT1B 109.5 . . ? HT1A CT11 HT1B 109.5 . . ? CT1 CT11 HT1C 109.5 . . ? HT1A CT11 HT1C 109.5 . . ? HT1B CT11 HT1C 109.5 . . ? CT1 CT12 HT1D 109.5 . . ? CT1 CT12 HT1E 109.5 . . ? HT1D CT12 HT1E 109.5 . . ? CT1 CT12 HT1F 109.5 . . ? HT1D CT12 HT1F 109.5 . . ? HT1E CT12 HT1F 109.5 . . ? CT1 CT13 HT1G 109.5 . . ? CT1 CT13 HT1H 109.5 . . ? HT1G CT13 HT1H 109.5 . . ? CT1 CT13 HT1I 109.5 . . ? HT1G CT13 HT1I 109.5 . . ? HT1H CT13 HT1I 109.5 . . ? CT21 CT2 CT23 108.2(2) . . ? CT21 CT2 CT22 107.6(2) . . ? CT23 CT2 CT22 108.0(2) . . ? CT21 CT2 Al1 112.66(18) . . ? CT23 CT2 Al1 113.48(19) . . ? CT22 CT2 Al1 106.64(18) . . ? CT2 CT21 HT2A 109.5 . . ? CT2 CT21 HT2B 109.5 . . ? HT2A CT21 HT2B 109.5 . . ? CT2 CT21 HT2C 109.5 . . ? HT2A CT21 HT2C 109.5 . . ? HT2B CT21 HT2C 109.5 . . ? CT2 CT22 HT2D 109.5 . . ? CT2 CT22 HT2E 109.5 . . ? HT2D CT22 HT2E 109.5 . . ? CT2 CT22 HT2F 109.5 . . ? HT2D CT22 HT2F 109.5 . . ? HT2E CT22 HT2F 109.5 . . ? CT2 CT23 HT2G 109.5 . . ? CT2 CT23 HT2H 109.5 . . ? HT2G CT23 HT2H 109.5 . . ? CT2 CT23 HT2I 109.5 . . ? HT2G CT23 HT2I 109.5 . . ? HT2H CT23 HT2I 109.5 . . ? C2 C1 C11 125.8(2) . . ? C2 C1 Al1 120.51(17) . . ? C11 C1 Al1 113.39(16) . . ? C1 C2 C3 134.7(2) . . ? C1 C2 H2 112.6 . . ? C3 C2 H2 112.6 . . ? C31 C3 C2 114.7(2) . . ? C31 C3 C32 110.4(2) . . ? C2 C3 C32 110.1(2) . . ? C31 C3 C33 107.9(2) . . ? C2 C3 C33 105.3(2) . . ? C32 C3 C33 108.1(2) . . ? C3 C31 H31A 109.5 . . ? C3 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C3 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C3 C32 H32A 109.5 . . ? C3 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C3 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C3 C33 H33A 109.5 . . ? C3 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C3 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C12 C11 C13 114.6(2) . . ? C12 C11 C1 121.5(2) . . ? C13 C11 C1 123.5(2) . . ? C13 C12 C11 125.1(2) 2_556 . ? C13 C12 Br1 117.21(17) 2_556 . ? C11 C12 Br1 117.64(17) . . ? C12 C13 C11 120.2(2) 2_556 . ? C12 C13 H13 119.9 2_556 . ? C11 C13 H13 119.9 . . ? 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 C12 Br1 Al1 CT2 83.29(11) . . . . ? C12 Br1 Al1 CT1 -148.63(11) . . . . ? C12 Br1 Al1 C1 -33.31(10) . . . . ? CT2 Al1 CT1 CT12 158.37(18) . . . . ? C1 Al1 CT1 CT12 -41.2(2) . . . . ? Br1 Al1 CT1 CT12 45.22(19) . . . . ? CT2 Al1 CT1 CT13 36.8(3) . . . . ? C1 Al1 CT1 CT13 -162.84(19) . . . . ? Br1 Al1 CT1 CT13 -76.4(2) . . . . ? CT2 Al1 CT1 CT11 -81.7(2) . . . . ? C1 Al1 CT1 CT11 78.7(2) . . . . ? Br1 Al1 CT1 CT11 165.10(17) . . . . ? CT1 Al1 CT2 CT21 -178.39(18) . . . . ? C1 Al1 CT2 CT21 21.4(2) . . . . ? Br1 Al1 CT2 CT21 -63.69(19) . . . . ? CT1 Al1 CT2 CT23 -54.9(3) . . . . ? C1 Al1 CT2 CT23 144.8(2) . . . . ? Br1 Al1 CT2 CT23 59.8(2) . . . . ? CT1 Al1 CT2 CT22 63.8(2) . . . . ? C1 Al1 CT2 CT22 -96.40(19) . . . . ? Br1 Al1 CT2 CT22 178.51(16) . . . . ? CT2 Al1 C1 C2 129.7(2) . . . . ? CT1 Al1 C1 C2 -31.7(2) . . . . ? Br1 Al1 C1 C2 -132.8(2) . . . . ? CT2 Al1 C1 C11 -56.3(2) . . . . ? CT1 Al1 C1 C11 142.28(17) . . . . ? Br1 Al1 C1 C11 41.21(15) . . . . ? C11 C1 C2 C3 -9.4(4) . . . . ? Al1 C1 C2 C3 163.8(2) . . . . ? C1 C2 C3 C31 -22.2(4) . . . . ? C1 C2 C3 C32 102.9(3) . . . . ? C1 C2 C3 C33 -140.7(3) . . . . ? C2 C1 C11 C12 136.9(3) . . . . ? Al1 C1 C11 C12 -36.7(3) . . . . ? C2 C1 C11 C13 -51.0(4) . . . . ? Al1 C1 C11 C13 135.4(2) . . . . ? C13 C11 C12 C13 2.7(4) . . . 2_556 ? C1 C11 C12 C13 175.4(2) . . . 2_556 ? C13 C11 C12 Br1 -175.50(16) . . . . ? C1 C11 C12 Br1 -2.8(3) . . . . ? Al1 Br1 C12 C13 -151.39(18) . . . 2_556 ? Al1 Br1 C12 C11 26.95(18) . . . . ? C12 C11 C13 C12 -2.6(4) . . . 2_556 ? C1 C11 C13 C12 -175.1(2) . . . 2_556 ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 30.02 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.791 _refine_diff_density_min -0.372 _refine_diff_density_rms 0.098 # Attachment 'comp8_thf_.cif' data_sad10 _database_code_depnum_ccdc_archive 'CCDC 738519' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H60 Al2 O2' _chemical_formula_weight 554.78 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0514 '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 11.3281(6) _cell_length_b 12.6118(6) _cell_length_c 14.8452(7) _cell_angle_alpha 69.5250(10) _cell_angle_beta 70.3130(10) _cell_angle_gamma 66.2860(10) _cell_volume 1770.91(15) _cell_formula_units_Z 2 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 4886 _cell_measurement_theta_min 2.224 _cell_measurement_theta_max 28.491 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.040 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 612 _exptl_absorpt_coefficient_mu 0.107 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9747 _exptl_absorpt_correction_T_max 0.9872 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21618 _diffrn_reflns_av_R_equivalents 0.0272 _diffrn_reflns_av_sigmaI/netI 0.0496 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 30.90 _reflns_number_total 10839 _reflns_number_gt 7337 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0682P)^2^+0.2040P] 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 10839 _refine_ls_number_parameters 353 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0827 _refine_ls_R_factor_gt 0.0502 _refine_ls_wR_factor_ref 0.1432 _refine_ls_wR_factor_gt 0.1274 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 Al1 Al 0.28570(4) 0.01019(4) 0.31833(3) 0.02471(11) Uani 1 1 d . . . O1 O 0.15925(10) 0.11518(9) 0.40039(8) 0.0310(2) Uani 1 1 d . . . C111 C 0.13912(16) 0.07977(15) 0.50851(11) 0.0351(3) Uani 1 1 d . . . H11A H 0.2196 0.0250 0.5278 0.042 Uiso 1 1 calc R . . H11B H 0.0716 0.0423 0.5385 0.042 Uiso 1 1 calc R . . C112 C 0.09714(18) 0.19475(16) 0.53881(13) 0.0411(4) Uani 1 1 d . . . H11C H 0.0327 0.1936 0.6006 0.049 Uiso 1 1 calc R . . H11D H 0.1718 0.2077 0.5448 0.049 Uiso 1 1 calc R . . C113 C 0.03806(17) 0.28984(16) 0.45572(14) 0.0422(4) Uani 1 1 d . . . H11E H -0.0524 0.2965 0.4645 0.051 Uiso 1 1 calc R . . H11F H 0.0420 0.3662 0.4512 0.051 Uiso 1 1 calc R . . C114 C 0.12500(18) 0.24463(14) 0.36559(13) 0.0415(4) Uani 1 1 d . . . H11G H 0.0780 0.2746 0.3141 0.050 Uiso 1 1 calc R . . H11H H 0.2030 0.2683 0.3411 0.050 Uiso 1 1 calc R . . C11 C 0.45517(14) 0.03129(12) 0.30841(10) 0.0252(3) Uani 1 1 d . . . C12 C 0.53194(15) 0.06260(14) 0.21889(11) 0.0311(3) Uani 1 1 d . . . H12 H 0.4948 0.0755 0.1651 0.037 Uiso 1 1 calc R . . C13 C 0.66672(17) 0.08178(17) 0.18582(12) 0.0389(4) Uani 1 1 d . . . C131 C 0.75363(19) 0.0095(2) 0.25964(15) 0.0709(8) Uani 1 1 d . . . H13A H 0.8412 0.0150 0.2302 0.085 Uiso 1 1 calc R . . H13B H 0.7578 -0.0726 0.2781 0.085 Uiso 1 1 calc R . . H13C H 0.7169 0.0405 0.3173 0.085 Uiso 1 1 calc R . . C132 C 0.6451(2) 0.2155(2) 0.16653(15) 0.0580(6) Uani 1 1 d . . . H13D H 0.6023 0.2398 0.2273 0.070 Uiso 1 1 calc R . . H13E H 0.5903 0.2610 0.1197 0.070 Uiso 1 1 calc R . . H13F H 0.7290 0.2292 0.1405 0.070 Uiso 1 1 calc R . . C133 C 0.7386(2) 0.0458(2) 0.08789(15) 0.0554(5) Uani 1 1 d . . . H13G H 0.7580 -0.0386 0.0988 0.066 Uiso 1 1 calc R . . H13H H 0.8197 0.0646 0.0622 0.066 Uiso 1 1 calc R . . H13I H 0.6832 0.0887 0.0414 0.066 Uiso 1 1 calc R . . C14 C 0.48421(12) 0.01451(12) 0.40402(10) 0.0221(3) Uani 1 1 d . . . C15 C 0.51436(13) -0.09790(12) 0.47078(10) 0.0240(3) Uani 1 1 d . . . H15 H 0.5235 -0.1669 0.4522 0.029 Uiso 1 1 calc R . . C16 C 0.46860(13) 0.11202(12) 0.43703(10) 0.0245(3) Uani 1 1 d . . . H16 H 0.4454 0.1910 0.3944 0.029 Uiso 1 1 calc R . . C17 C 0.25701(15) -0.14264(14) 0.39980(12) 0.0332(3) Uani 1 1 d . . . H17A H 0.2981 -0.1707 0.4545 0.040 Uiso 1 1 calc R . . H17B H 0.1636 -0.1281 0.4263 0.040 Uiso 1 1 calc R . . C171 C 0.3101(2) -0.24100(16) 0.34590(15) 0.0477(4) Uani 1 1 d . . . H17C H 0.4045 -0.2606 0.3231 0.057 Uiso 1 1 calc R . . H17D H 0.2707 -0.2139 0.2904 0.057 Uiso 1 1 calc R . . H17E H 0.2885 -0.3106 0.3901 0.057 Uiso 1 1 calc R . . C18 C 0.22343(16) 0.07572(15) 0.19440(12) 0.0349(3) Uani 1 1 d . . . H18A H 0.2205 0.1578 0.1689 0.042 Uiso 1 1 calc R . . H18B H 0.2868 0.0328 0.1468 0.042 Uiso 1 1 calc R . . C181 C 0.08669(19) 0.06937(18) 0.20533(16) 0.0513(5) Uani 1 1 d . . . H18C H 0.0879 -0.0121 0.2319 0.062 Uiso 1 1 calc R . . H18D H 0.0653 0.0993 0.1418 0.062 Uiso 1 1 calc R . . H18E H 0.0213 0.1170 0.2491 0.062 Uiso 1 1 calc R . . Al2 Al 0.77313(4) 0.53910(4) 0.27815(3) 0.02360(10) Uani 1 1 d . . . O2 O 0.65753(11) 0.63741(9) 0.18832(8) 0.0317(2) Uani 1 1 d . . . C211 C 0.62856(19) 0.59432(17) 0.12113(13) 0.0430(4) Uani 1 1 d . . . H21A H 0.5562 0.5631 0.1541 0.052 Uiso 1 1 calc R . . H21B H 0.7046 0.5324 0.0976 0.052 Uiso 1 1 calc R . . C212 C 0.5930(3) 0.7003(2) 0.03732(16) 0.0669(6) Uani 1 1 d . . . H21C H 0.6673 0.6995 -0.0184 0.080 Uiso 1 1 calc R . . H21D H 0.5205 0.7007 0.0174 0.080 Uiso 1 1 calc R . . C213 C 0.5549(3) 0.8057(2) 0.07598(16) 0.0697(7) Uani 1 1 d . . . H21E H 0.4625 0.8288 0.1078 0.084 Uiso 1 1 calc R . . H21F H 0.5728 0.8722 0.0238 0.084 Uiso 1 1 calc R . . C214 C 0.6391(2) 0.76516(15) 0.14893(14) 0.0464(4) Uani 1 1 d . . . H21G H 0.7226 0.7788 0.1170 0.056 Uiso 1 1 calc R . . H21H H 0.5950 0.8066 0.2006 0.056 Uiso 1 1 calc R . . C21 C 0.94834(14) 0.54701(13) 0.19100(10) 0.0248(3) Uani 1 1 d . . . C22 C 1.02311(15) 0.58001(14) 0.22285(10) 0.0299(3) Uani 1 1 d . . . H22 H 0.9811 0.5982 0.2861 0.036 Uiso 1 1 calc R . . C23 C 1.15984(17) 0.59499(17) 0.18097(11) 0.0382(4) Uani 1 1 d . . . C231 C 1.24758(19) 0.5288(2) 0.10162(16) 0.0639(7) Uani 1 1 d . . . H23A H 1.3347 0.5347 0.0844 0.077 Uiso 1 1 calc R . . H23B H 1.2108 0.5637 0.0443 0.077 Uiso 1 1 calc R . . H23C H 1.2527 0.4462 0.1260 0.077 Uiso 1 1 calc R . . C232 C 1.1402(2) 0.7294(2) 0.14199(16) 0.0635(6) Uani 1 1 d . . . H23D H 1.2247 0.7418 0.1201 0.076 Uiso 1 1 calc R . . H23E H 1.0858 0.7690 0.1938 0.076 Uiso 1 1 calc R . . H23F H 1.0977 0.7615 0.0877 0.076 Uiso 1 1 calc R . . C233 C 1.2284(2) 0.5462(2) 0.26673(14) 0.0517(5) Uani 1 1 d . . . H23G H 1.3115 0.5613 0.2443 0.062 Uiso 1 1 calc R . . H23H H 1.2437 0.4617 0.2910 0.062 Uiso 1 1 calc R . . H23I H 1.1731 0.5850 0.3188 0.062 Uiso 1 1 calc R . . C24 C 0.98161(13) 0.52187(12) 0.09287(9) 0.0218(3) Uani 1 1 d . . . C25 C 1.00177(13) 0.40842(12) 0.08491(10) 0.0245(3) Uani 1 1 d . . . H25 H 1.0023 0.3438 0.1433 0.029 Uiso 1 1 calc R . . C26 C 0.97896(14) 0.61331(13) 0.00545(10) 0.0248(3) Uani 1 1 d . . . H26 H 0.9634 0.6929 0.0080 0.030 Uiso 1 1 calc R . . C27 C 0.70228(16) 0.63304(14) 0.37789(11) 0.0316(3) Uani 1 1 d . . . H27A H 0.7242 0.7057 0.3478 0.038 Uiso 1 1 calc R . . H27B H 0.6075 0.6550 0.3939 0.038 Uiso 1 1 calc R . . C271 C 0.74838(17) 0.57483(15) 0.47418(11) 0.0369(4) Uani 1 1 d . . . H27C H 0.7288 0.5012 0.5052 0.044 Uiso 1 1 calc R . . H27D H 0.7033 0.6277 0.5174 0.044 Uiso 1 1 calc R . . H27E H 0.8421 0.5589 0.4607 0.044 Uiso 1 1 calc R . . C28 C 0.73832(15) 0.38617(14) 0.31782(11) 0.0309(3) Uani 1 1 d . . . H28A H 0.7554 0.3605 0.2596 0.037 Uiso 1 1 calc R . . H28B H 0.7988 0.3270 0.3572 0.037 Uiso 1 1 calc R . . C281 C 0.59619(17) 0.39293(17) 0.37660(13) 0.0428(4) Uani 1 1 d . . . H28C H 0.5789 0.4165 0.4359 0.051 Uiso 1 1 calc R . . H28D H 0.5858 0.3160 0.3935 0.051 Uiso 1 1 calc R . . H28E H 0.5350 0.4506 0.3372 0.051 Uiso 1 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 Al1 0.0229(2) 0.0253(2) 0.0279(2) -0.00589(17) -0.00610(16) -0.01005(17) O1 0.0299(5) 0.0274(5) 0.0311(5) -0.0069(4) -0.0060(4) -0.0058(4) C111 0.0298(8) 0.0393(9) 0.0300(8) -0.0084(7) -0.0026(6) -0.0086(7) C112 0.0383(9) 0.0434(10) 0.0429(10) -0.0178(8) -0.0093(7) -0.0087(8) C113 0.0362(9) 0.0360(9) 0.0555(11) -0.0199(8) -0.0149(8) -0.0017(7) C114 0.0458(10) 0.0260(8) 0.0437(10) -0.0047(7) -0.0119(8) -0.0047(7) C11 0.0256(7) 0.0233(7) 0.0281(7) -0.0049(5) -0.0071(5) -0.0098(5) C12 0.0310(8) 0.0369(8) 0.0282(7) -0.0015(6) -0.0090(6) -0.0176(7) C13 0.0368(9) 0.0546(11) 0.0282(8) 0.0016(7) -0.0053(6) -0.0295(8) C131 0.0339(10) 0.118(2) 0.0480(12) 0.0185(12) -0.0127(9) -0.0421(12) C132 0.0680(14) 0.0725(15) 0.0526(12) -0.0140(11) -0.0022(10) -0.0522(12) C133 0.0492(11) 0.0724(14) 0.0488(11) -0.0153(10) 0.0070(9) -0.0383(11) C14 0.0173(6) 0.0229(6) 0.0261(7) -0.0060(5) -0.0028(5) -0.0085(5) C15 0.0227(6) 0.0202(6) 0.0312(7) -0.0076(5) -0.0052(5) -0.0087(5) C16 0.0242(6) 0.0194(6) 0.0293(7) -0.0027(5) -0.0071(5) -0.0085(5) C17 0.0299(8) 0.0318(8) 0.0389(9) -0.0046(7) -0.0071(6) -0.0152(6) C171 0.0584(12) 0.0322(9) 0.0550(11) -0.0087(8) -0.0144(9) -0.0176(8) C18 0.0351(8) 0.0377(9) 0.0348(8) -0.0046(7) -0.0119(7) -0.0151(7) C181 0.0498(11) 0.0503(11) 0.0614(12) 0.0060(9) -0.0333(10) -0.0237(9) Al2 0.0261(2) 0.0273(2) 0.0190(2) -0.00780(16) -0.00147(16) -0.01152(17) O2 0.0354(6) 0.0303(6) 0.0293(5) -0.0049(4) -0.0109(4) -0.0097(5) C211 0.0486(10) 0.0515(11) 0.0376(9) -0.0077(8) -0.0204(8) -0.0191(9) C212 0.0850(17) 0.0588(14) 0.0516(13) -0.0031(10) -0.0388(12) -0.0082(12) C213 0.0934(18) 0.0505(13) 0.0394(11) -0.0023(9) -0.0274(11) 0.0049(12) C214 0.0530(11) 0.0289(9) 0.0456(10) -0.0041(7) -0.0090(8) -0.0080(8) C21 0.0286(7) 0.0285(7) 0.0177(6) -0.0071(5) -0.0013(5) -0.0119(6) C22 0.0357(8) 0.0397(8) 0.0189(6) -0.0082(6) -0.0004(6) -0.0206(7) C23 0.0413(9) 0.0598(11) 0.0270(8) -0.0102(7) -0.0033(7) -0.0336(8) C231 0.0350(10) 0.124(2) 0.0546(12) -0.0465(13) 0.0072(9) -0.0403(12) C232 0.0723(15) 0.0716(15) 0.0567(13) 0.0090(11) -0.0159(11) -0.0536(13) C233 0.0540(11) 0.0749(14) 0.0423(10) -0.0050(10) -0.0172(9) -0.0396(11) C24 0.0202(6) 0.0281(7) 0.0184(6) -0.0076(5) -0.0017(5) -0.0097(5) C25 0.0267(7) 0.0260(7) 0.0188(6) -0.0031(5) -0.0036(5) -0.0100(6) C26 0.0300(7) 0.0242(7) 0.0217(6) -0.0073(5) -0.0031(5) -0.0109(6) C27 0.0341(8) 0.0347(8) 0.0266(7) -0.0128(6) -0.0004(6) -0.0127(7) C271 0.0430(9) 0.0396(9) 0.0286(8) -0.0150(7) -0.0045(7) -0.0114(7) C28 0.0327(8) 0.0311(8) 0.0299(8) -0.0056(6) -0.0056(6) -0.0143(6) C281 0.0414(9) 0.0475(10) 0.0405(9) -0.0033(8) -0.0031(7) -0.0268(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 Al1 O1 1.9278(11) . ? Al1 C17 1.9727(15) . ? Al1 C18 1.9765(16) . ? Al1 C11 1.9928(14) . ? O1 C114 1.4554(18) . ? O1 C111 1.4702(18) . ? C111 C112 1.513(2) . ? C111 H11A 0.9600 . ? C111 H11B 0.9600 . ? C112 C113 1.511(2) . ? C112 H11C 0.9600 . ? C112 H11D 0.9600 . ? C113 C114 1.510(2) . ? C113 H11E 0.9600 . ? C113 H11F 0.9600 . ? C114 H11G 0.9600 . ? C114 H11H 0.9600 . ? C11 C12 1.345(2) . ? C11 C14 1.4885(19) . ? C12 C13 1.530(2) . ? C12 H12 0.9600 . ? C13 C131 1.519(3) . ? C13 C133 1.533(3) . ? C13 C132 1.537(3) . ? C131 H13A 0.9599 . ? C131 H13B 0.9599 . ? C131 H13C 0.9599 . ? C132 H13D 0.9599 . ? C132 H13E 0.9599 . ? C132 H13F 0.9599 . ? C133 H13G 0.9599 . ? C133 H13H 0.9599 . ? C133 H13I 0.9599 . ? C14 C15 1.4015(19) . ? C14 C16 1.4043(18) . ? C15 C16 1.386(2) 2_656 ? C15 H15 0.9600 . ? C16 C15 1.386(2) 2_656 ? C16 H16 0.9600 . ? C17 C171 1.520(2) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C171 H17C 0.9599 . ? C171 H17D 0.9599 . ? C171 H17E 0.9599 . ? C18 C181 1.534(2) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C181 H18C 0.9599 . ? C181 H18D 0.9599 . ? C181 H18E 0.9599 . ? Al2 O2 1.9350(11) . ? Al2 C28 1.9705(15) . ? Al2 C27 1.9754(15) . ? Al2 C21 1.9904(14) . ? O2 C214 1.461(2) . ? O2 C211 1.4632(19) . ? C211 C212 1.496(3) . ? C211 H21A 0.9600 . ? C211 H21B 0.9600 . ? C212 C213 1.480(3) . ? C212 H21C 0.9600 . ? C212 H21D 0.9600 . ? C213 C214 1.503(3) . ? C213 H21E 0.9600 . ? C213 H21F 0.9600 . ? C214 H21G 0.9600 . ? C214 H21H 0.9600 . ? C21 C22 1.344(2) . ? C21 C24 1.4906(18) . ? C22 C23 1.525(2) . ? C22 H22 0.9600 . ? C23 C231 1.518(3) . ? C23 C233 1.529(2) . ? C23 C232 1.534(3) . ? C231 H23A 0.9599 . ? C231 H23B 0.9599 . ? C231 H23C 0.9599 . ? C232 H23D 0.9599 . ? C232 H23E 0.9599 . ? C232 H23F 0.9599 . ? C233 H23G 0.9599 . ? C233 H23H 0.9599 . ? C233 H23I 0.9599 . ? C24 C25 1.3967(19) . ? C24 C26 1.4023(19) . ? C25 C26 1.3905(18) 2_765 ? C25 H25 0.9600 . ? C26 C25 1.3905(18) 2_765 ? C26 H26 0.9600 . ? C27 C271 1.522(2) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C271 H27C 0.9599 . ? C271 H27D 0.9599 . ? C271 H27E 0.9599 . ? C28 C281 1.535(2) . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C281 H28C 0.9599 . ? C281 H28D 0.9599 . ? C281 H28E 0.9599 . ? 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 O1 Al1 C17 99.90(6) . . ? O1 Al1 C18 103.51(6) . . ? C17 Al1 C18 114.97(7) . . ? O1 Al1 C11 102.08(5) . . ? C17 Al1 C11 117.70(6) . . ? C18 Al1 C11 115.08(6) . . ? C114 O1 C111 109.74(12) . . ? C114 O1 Al1 122.01(9) . . ? C111 O1 Al1 122.23(9) . . ? O1 C111 C112 105.32(13) . . ? O1 C111 H11A 110.7 . . ? C112 C111 H11A 110.7 . . ? O1 C111 H11B 110.7 . . ? C112 C111 H11B 110.7 . . ? H11A C111 H11B 108.8 . . ? C113 C112 C111 103.72(14) . . ? C113 C112 H11C 111.0 . . ? C111 C112 H11C 111.0 . . ? C113 C112 H11D 111.0 . . ? C111 C112 H11D 111.0 . . ? H11C C112 H11D 109.0 . . ? C114 C113 C112 103.00(14) . . ? C114 C113 H11E 111.2 . . ? C112 C113 H11E 111.2 . . ? C114 C113 H11F 111.2 . . ? C112 C113 H11F 111.2 . . ? H11E C113 H11F 109.1 . . ? O1 C114 C113 104.33(13) . . ? O1 C114 H11G 110.9 . . ? C113 C114 H11G 110.9 . . ? O1 C114 H11H 110.9 . . ? C113 C114 H11H 110.9 . . ? H11G C114 H11H 108.9 . . ? C12 C11 C14 124.80(13) . . ? C12 C11 Al1 119.54(11) . . ? C14 C11 Al1 115.63(9) . . ? C11 C12 C13 132.70(14) . . ? C11 C12 H12 113.7 . . ? C13 C12 H12 113.7 . . ? C131 C13 C12 113.63(13) . . ? C131 C13 C133 108.74(17) . . ? C12 C13 C133 107.90(14) . . ? C131 C13 C132 109.57(17) . . ? C12 C13 C132 108.99(15) . . ? C133 C13 C132 107.85(14) . . ? C13 C131 H13A 109.5 . . ? C13 C131 H13B 109.5 . . ? H13A C131 H13B 109.5 . . ? C13 C131 H13C 109.5 . . ? H13A C131 H13C 109.5 . . ? H13B C131 H13C 109.5 . . ? C13 C132 H13D 109.5 . . ? C13 C132 H13E 109.5 . . ? H13D C132 H13E 109.5 . . ? C13 C132 H13F 109.5 . . ? H13D C132 H13F 109.5 . . ? H13E C132 H13F 109.5 . . ? C13 C133 H13G 109.5 . . ? C13 C133 H13H 109.5 . . ? H13G C133 H13H 109.5 . . ? C13 C133 H13I 109.5 . . ? H13G C133 H13I 109.5 . . ? H13H C133 H13I 109.5 . . ? C15 C14 C16 116.16(13) . . ? C15 C14 C11 121.77(12) . . ? C16 C14 C11 121.71(12) . . ? C16 C15 C14 121.73(12) 2_656 . ? C16 C15 H15 119.1 2_656 . ? C14 C15 H15 119.1 . . ? C15 C16 C14 122.09(13) 2_656 . ? C15 C16 H16 119.0 2_656 . ? C14 C16 H16 119.0 . . ? C171 C17 Al1 115.08(12) . . ? C171 C17 H17A 108.5 . . ? Al1 C17 H17A 108.5 . . ? C171 C17 H17B 108.5 . . ? Al1 C17 H17B 108.5 . . ? H17A C17 H17B 107.5 . . ? C17 C171 H17C 109.5 . . ? C17 C171 H17D 109.5 . . ? H17C C171 H17D 109.5 . . ? C17 C171 H17E 109.5 . . ? H17C C171 H17E 109.5 . . ? H17D C171 H17E 109.5 . . ? C181 C18 Al1 114.47(12) . . ? C181 C18 H18A 108.6 . . ? Al1 C18 H18A 108.6 . . ? C181 C18 H18B 108.6 . . ? Al1 C18 H18B 108.6 . . ? H18A C18 H18B 107.6 . . ? C18 C181 H18C 109.5 . . ? C18 C181 H18D 109.5 . . ? H18C C181 H18D 109.5 . . ? C18 C181 H18E 109.5 . . ? H18C C181 H18E 109.5 . . ? H18D C181 H18E 109.5 . . ? O2 Al2 C28 101.63(6) . . ? O2 Al2 C27 100.28(6) . . ? C28 Al2 C27 117.09(7) . . ? O2 Al2 C21 101.11(5) . . ? C28 Al2 C21 117.86(6) . . ? C27 Al2 C21 114.36(6) . . ? C214 O2 C211 109.30(13) . . ? C214 O2 Al2 120.75(10) . . ? C211 O2 Al2 124.83(10) . . ? O2 C211 C212 105.96(16) . . ? O2 C211 H21A 110.5 . . ? C212 C211 H21A 110.5 . . ? O2 C211 H21B 110.5 . . ? C212 C211 H21B 110.5 . . ? H21A C211 H21B 108.7 . . ? C213 C212 C211 105.25(17) . . ? C213 C212 H21C 110.7 . . ? C211 C212 H21C 110.7 . . ? C213 C212 H21D 110.7 . . ? C211 C212 H21D 110.7 . . ? H21C C212 H21D 108.8 . . ? C212 C213 C214 104.48(17) . . ? C212 C213 H21E 110.9 . . ? C214 C213 H21E 110.9 . . ? C212 C213 H21F 110.9 . . ? C214 C213 H21F 110.9 . . ? H21E C213 H21F 108.9 . . ? O2 C214 C213 104.39(16) . . ? O2 C214 H21G 110.9 . . ? C213 C214 H21G 110.9 . . ? O2 C214 H21H 110.9 . . ? C213 C214 H21H 110.9 . . ? H21G C214 H21H 108.9 . . ? C22 C21 C24 125.62(12) . . ? C22 C21 Al2 117.93(10) . . ? C24 C21 Al2 116.36(9) . . ? C21 C22 C23 134.27(13) . . ? C21 C22 H22 112.9 . . ? C23 C22 H22 112.9 . . ? C231 C23 C22 114.26(13) . . ? C231 C23 C233 108.11(17) . . ? C22 C23 C233 107.24(13) . . ? C231 C23 C232 111.05(16) . . ? C22 C23 C232 107.70(15) . . ? C233 C23 C232 108.27(15) . . ? C23 C231 H23A 109.5 . . ? C23 C231 H23B 109.5 . . ? H23A C231 H23B 109.5 . . ? C23 C231 H23C 109.5 . . ? H23A C231 H23C 109.5 . . ? H23B C231 H23C 109.5 . . ? C23 C232 H23D 109.5 . . ? C23 C232 H23E 109.5 . . ? H23D C232 H23E 109.5 . . ? C23 C232 H23F 109.5 . . ? H23D C232 H23F 109.5 . . ? H23E C232 H23F 109.5 . . ? C23 C233 H23G 109.5 . . ? C23 C233 H23H 109.5 . . ? H23G C233 H23H 109.5 . . ? C23 C233 H23I 109.5 . . ? H23G C233 H23I 109.5 . . ? H23H C233 H23I 109.5 . . ? C25 C24 C26 116.60(12) . . ? C25 C24 C21 121.28(12) . . ? C26 C24 C21 121.71(12) . . ? C26 C25 C24 121.70(12) 2_765 . ? C26 C25 H25 119.2 2_765 . ? C24 C25 H25 119.2 . . ? C25 C26 C24 121.68(13) 2_765 . ? C25 C26 H26 119.2 2_765 . ? C24 C26 H26 119.2 . . ? C271 C27 Al2 117.75(11) . . ? C271 C27 H27A 107.9 . . ? Al2 C27 H27A 107.9 . . ? C271 C27 H27B 107.9 . . ? Al2 C27 H27B 107.9 . . ? H27A C27 H27B 107.2 . . ? C27 C271 H27C 109.5 . . ? C27 C271 H27D 109.5 . . ? H27C C271 H27D 109.5 . . ? C27 C271 H27E 109.5 . . ? H27C C271 H27E 109.5 . . ? H27D C271 H27E 109.5 . . ? C281 C28 Al2 113.65(11) . . ? C281 C28 H28A 108.8 . . ? Al2 C28 H28A 108.8 . . ? C281 C28 H28B 108.8 . . ? Al2 C28 H28B 108.8 . . ? H28A C28 H28B 107.7 . . ? C28 C281 H28C 109.5 . . ? C28 C281 H28D 109.5 . . ? H28C C281 H28D 109.5 . . ? C28 C281 H28E 109.5 . . ? H28C C281 H28E 109.5 . . ? H28D C281 H28E 109.5 . . ? 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 C17 Al1 O1 C114 -169.61(12) . . . . ? C18 Al1 O1 C114 -50.75(13) . . . . ? C11 Al1 O1 C114 69.06(12) . . . . ? C17 Al1 O1 C111 40.51(12) . . . . ? C18 Al1 O1 C111 159.37(11) . . . . ? C11 Al1 O1 C111 -80.82(11) . . . . ? C114 O1 C111 C112 -2.97(16) . . . . ? Al1 O1 C111 C112 150.15(10) . . . . ? O1 C111 C112 C113 24.59(17) . . . . ? C111 C112 C113 C114 -36.40(17) . . . . ? C111 O1 C114 C113 -19.91(17) . . . . ? Al1 O1 C114 C113 -173.10(10) . . . . ? C112 C113 C114 O1 34.69(18) . . . . ? O1 Al1 C11 C12 -125.73(12) . . . . ? C17 Al1 C11 C12 126.16(13) . . . . ? C18 Al1 C11 C12 -14.39(15) . . . . ? O1 Al1 C11 C14 52.18(11) . . . . ? C17 Al1 C11 C14 -55.94(12) . . . . ? C18 Al1 C11 C14 163.51(10) . . . . ? C14 C11 C12 C13 4.6(3) . . . . ? Al1 C11 C12 C13 -177.74(15) . . . . ? C11 C12 C13 C131 27.3(3) . . . . ? C11 C12 C13 C133 147.94(19) . . . . ? C11 C12 C13 C132 -95.2(2) . . . . ? C12 C11 C14 C15 -113.36(17) . . . . ? Al1 C11 C14 C15 68.86(15) . . . . ? C12 C11 C14 C16 73.8(2) . . . . ? Al1 C11 C14 C16 -103.97(13) . . . . ? C16 C14 C15 C16 -1.8(2) . . . 2_656 ? C11 C14 C15 C16 -174.96(12) . . . 2_656 ? C15 C14 C16 C15 1.8(2) . . . 2_656 ? C11 C14 C16 C15 174.97(12) . . . 2_656 ? O1 Al1 C17 C171 162.69(12) . . . . ? C18 Al1 C17 C171 52.64(14) . . . . ? C11 Al1 C17 C171 -87.95(14) . . . . ? O1 Al1 C18 C181 -64.06(14) . . . . ? C17 Al1 C18 C181 43.81(15) . . . . ? C11 Al1 C18 C181 -174.55(12) . . . . ? C28 Al2 O2 C214 172.71(12) . . . . ? C27 Al2 O2 C214 52.05(12) . . . . ? C21 Al2 O2 C214 -65.51(12) . . . . ? C28 Al2 O2 C211 -35.34(13) . . . . ? C27 Al2 O2 C211 -156.00(12) . . . . ? C21 Al2 O2 C211 86.44(12) . . . . ? C214 O2 C211 C212 0.8(2) . . . . ? Al2 O2 C211 C212 -153.89(13) . . . . ? O2 C211 C212 C213 -20.4(2) . . . . ? C211 C212 C213 C214 31.8(3) . . . . ? C211 O2 C214 C213 18.75(19) . . . . ? Al2 O2 C214 C213 174.61(12) . . . . ? C212 C213 C214 O2 -31.1(2) . . . . ? O2 Al2 C21 C22 127.24(12) . . . . ? C28 Al2 C21 C22 -123.12(13) . . . . ? C27 Al2 C21 C22 20.48(15) . . . . ? O2 Al2 C21 C24 -49.50(11) . . . . ? C28 Al2 C21 C24 60.14(13) . . . . ? C27 Al2 C21 C24 -156.26(10) . . . . ? C24 C21 C22 C23 -4.7(3) . . . . ? Al2 C21 C22 C23 178.86(15) . . . . ? C21 C22 C23 C231 -19.8(3) . . . . ? C21 C22 C23 C233 -139.63(19) . . . . ? C21 C22 C23 C232 104.0(2) . . . . ? C22 C21 C24 C25 116.95(17) . . . . ? Al2 C21 C24 C25 -66.60(16) . . . . ? C22 C21 C24 C26 -70.6(2) . . . . ? Al2 C21 C24 C26 105.83(13) . . . . ? C26 C24 C25 C26 1.3(2) . . . 2_765 ? C21 C24 C25 C26 174.12(13) . . . 2_765 ? C25 C24 C26 C25 -1.3(2) . . . 2_765 ? C21 C24 C26 C25 -174.09(13) . . . 2_765 ? O2 Al2 C27 C271 168.39(11) . . . . ? C28 Al2 C27 C271 59.55(14) . . . . ? C21 Al2 C27 C271 -84.33(13) . . . . ? O2 Al2 C28 C281 -65.15(12) . . . . ? C27 Al2 C28 C281 42.90(14) . . . . ? C21 Al2 C28 C281 -174.50(11) . . . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 30.90 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 0.501 _refine_diff_density_min -0.291 _refine_diff_density_rms 0.047