# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Prof Tristram Chivers' _publ_contact_author_address ; Department of Chemistry University of Calgary Calgary Alberta T2N 1N4 CANADA ; _publ_contact_author_email CHIVERS@UCALGARY.CA _publ_section_title ; Stable Spirocyclic Neutral Radicals: Aluminum and Gallium Boraamidinates ; loop_ _publ_author_name C.T B.Rene E.Dana F.Chantall S.Gabriele 'T.Heikki M.' data_2a _database_code_depnum_ccdc_archive 'CCDC 267896' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H46 Al B2 N4' _chemical_formula_sum 'C28 H46 Al B2 N4' _chemical_formula_weight 487.29 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 '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 Orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 17.252(4) _cell_length_b 8.9108(18) _cell_length_c 20.212(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3107.1(11) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'thick plate' _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.042 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1060 _exptl_absorpt_coefficient_mu 0.086 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.9812 _exptl_absorpt_correction_T_max 0.9931 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method 'phi\omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15287 _diffrn_reflns_av_R_equivalents 0.068 _diffrn_reflns_av_sigmaI/netI 0.0559 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 25.03 _reflns_number_total 2712 _reflns_number_gt 1790 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius COLLECT' _computing_cell_refinement 'Nonius DENZO' _computing_data_reduction 'Nonius DENZO' _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^)+(0.0500P)^2^+2.1292P] 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 2712 _refine_ls_number_parameters 159 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1005 _refine_ls_R_factor_gt 0.0577 _refine_ls_wR_factor_ref 0.1468 _refine_ls_wR_factor_gt 0.1273 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _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 0.0000 0.21463(12) 0.2500 0.0350(3) Uani 1 2 d S . . N1 N -0.08067(11) 0.1248(2) 0.29468(9) 0.0360(5) Uani 1 1 d . . . C1 C -0.13782(13) 0.0055(3) 0.28446(12) 0.0395(6) Uani 1 1 d . . . C2 C -0.21961(16) 0.0648(4) 0.29555(16) 0.0626(9) Uani 1 1 d . . . H2A H -0.2248 0.0995 0.3413 0.094 Uiso 1 1 calc R . . H2B H -0.2571 -0.0155 0.2872 0.094 Uiso 1 1 calc R . . H2C H -0.2295 0.1485 0.2653 0.094 Uiso 1 1 calc R . . C3 C -0.12229(19) -0.1232(3) 0.33174(17) 0.0703(10) Uani 1 1 d . . . H3A H -0.1270 -0.0874 0.3774 0.105 Uiso 1 1 calc R . . H3B H -0.0698 -0.1619 0.3244 0.105 Uiso 1 1 calc R . . H3C H -0.1601 -0.2034 0.3240 0.105 Uiso 1 1 calc R . . C4 C -0.13095(19) -0.0486(4) 0.21324(15) 0.0726(10) Uani 1 1 d . . . H4A H -0.1413 0.0351 0.1831 0.109 Uiso 1 1 calc R . . H4B H -0.1687 -0.1288 0.2053 0.109 Uiso 1 1 calc R . . H4C H -0.0785 -0.0869 0.2055 0.109 Uiso 1 1 calc R . . B1 B -0.06414(15) 0.2162(3) 0.35203(14) 0.0338(6) Uani 1 1 d . . . C5 C -0.10829(13) 0.2171(3) 0.42022(11) 0.0344(6) Uani 1 1 d . . . C6 C -0.08918(15) 0.1188(3) 0.47089(12) 0.0459(7) Uani 1 1 d . . . H6A H -0.0477 0.0504 0.4641 0.055 Uiso 1 1 calc R . . C7 C -0.12761(18) 0.1160(4) 0.53059(14) 0.0585(8) Uani 1 1 d . . . H7A H -0.1122 0.0475 0.5641 0.070 Uiso 1 1 calc R . . C8 C -0.18748(18) 0.2112(4) 0.54136(15) 0.0639(9) Uani 1 1 d . . . H8A H -0.2144 0.2089 0.5823 0.077 Uiso 1 1 calc R . . C9 C -0.20925(16) 0.3111(4) 0.49294(16) 0.0644(9) Uani 1 1 d . . . H9A H -0.2515 0.3775 0.5003 0.077 Uiso 1 1 calc R . . C10 C -0.16915(15) 0.3148(3) 0.43288(14) 0.0523(8) Uani 1 1 d . . . H10A H -0.1838 0.3856 0.4001 0.063 Uiso 1 1 calc R . . C11 C 0.04886(15) 0.4145(3) 0.36873(13) 0.0456(7) Uani 1 1 d . . . C12 C 0.1137(2) 0.4694(5) 0.32372(17) 0.0939(14) Uani 1 1 d . . . H12A H 0.0913 0.5176 0.2846 0.141 Uiso 1 1 calc R . . H12B H 0.1457 0.3839 0.3100 0.141 Uiso 1 1 calc R . . H12C H 0.1459 0.5419 0.3477 0.141 Uiso 1 1 calc R . . C13 C 0.0852(2) 0.3402(4) 0.42914(18) 0.0826(11) Uani 1 1 d . . . H13A H 0.0441 0.3042 0.4587 0.124 Uiso 1 1 calc R . . H13B H 0.1175 0.4133 0.4526 0.124 Uiso 1 1 calc R . . H13C H 0.1172 0.2553 0.4150 0.124 Uiso 1 1 calc R . . C14 C 0.0002(2) 0.5449(4) 0.3916(2) 0.0933(13) Uani 1 1 d . . . H14A H -0.0415 0.5082 0.4203 0.140 Uiso 1 1 calc R . . H14B H -0.0223 0.5957 0.3531 0.140 Uiso 1 1 calc R . . H14C H 0.0327 0.6156 0.4162 0.140 Uiso 1 1 calc R . . N2 N 0.00217(12) 0.3055(2) 0.33241(10) 0.0428(5) 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 Al1 0.0431(6) 0.0344(6) 0.0276(5) 0.000 0.0054(5) 0.000 N1 0.0408(11) 0.0371(11) 0.0302(11) -0.0012(10) 0.0034(9) -0.0039(9) C1 0.0398(14) 0.0420(15) 0.0369(15) -0.0045(12) -0.0004(11) -0.0072(11) C2 0.0445(17) 0.073(2) 0.070(2) -0.0108(18) -0.0047(14) -0.0062(15) C3 0.078(2) 0.0463(18) 0.087(2) 0.0114(18) -0.0218(18) -0.0172(16) C4 0.081(2) 0.084(2) 0.053(2) -0.0282(18) 0.0130(16) -0.0321(19) B1 0.0374(15) 0.0316(14) 0.0325(15) 0.0020(13) 0.0002(12) 0.0036(12) C5 0.0337(13) 0.0396(14) 0.0300(13) -0.0033(12) 0.0003(10) -0.0029(11) C6 0.0483(16) 0.0532(17) 0.0361(14) 0.0056(13) 0.0007(12) 0.0011(13) C7 0.067(2) 0.074(2) 0.0342(16) 0.0053(16) 0.0043(14) -0.0149(17) C8 0.061(2) 0.092(2) 0.0393(17) -0.0130(18) 0.0125(14) -0.0248(19) C9 0.0427(17) 0.088(2) 0.063(2) -0.0263(19) 0.0112(14) 0.0070(16) C10 0.0481(16) 0.065(2) 0.0442(16) -0.0051(15) -0.0001(13) 0.0113(14) C11 0.0560(17) 0.0421(15) 0.0388(15) -0.0089(12) 0.0073(12) -0.0144(13) C12 0.105(3) 0.111(3) 0.066(2) -0.030(2) 0.031(2) -0.069(2) C13 0.077(2) 0.089(3) 0.082(3) 0.004(2) -0.025(2) -0.026(2) C14 0.087(3) 0.051(2) 0.142(4) -0.045(2) 0.000(2) -0.0032(19) N2 0.0524(13) 0.0434(12) 0.0326(11) -0.0065(10) 0.0081(10) -0.0118(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 Al1 N1 1.8421(19) . ? Al1 N1 1.8421(19) 3 ? Al1 N2 1.852(2) . ? Al1 N2 1.852(2) 3 ? N1 B1 1.445(3) . ? N1 C1 1.464(3) . ? C1 C3 1.517(4) . ? C1 C4 1.523(4) . ? C1 C2 1.523(4) . ? B1 N2 1.449(3) . ? B1 C5 1.575(3) . ? C5 C6 1.387(3) . ? C5 C10 1.388(4) . ? C6 C7 1.377(4) . ? C7 C8 1.354(4) . ? C8 C9 1.375(4) . ? C9 C10 1.398(4) . ? C11 N2 1.460(3) . ? C11 C14 1.506(4) . ? C11 C12 1.523(4) . ? C11 C13 1.524(4) . ? 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 N1 Al1 N1 128.48(14) . 3 ? N1 Al1 N2 76.37(9) . . ? N1 Al1 N2 127.99(9) 3 . ? N1 Al1 N2 127.99(9) . 3 ? N1 Al1 N2 76.37(9) 3 3 ? N2 Al1 N2 128.17(14) . 3 ? B1 N1 C1 130.9(2) . . ? B1 N1 Al1 89.96(15) . . ? C1 N1 Al1 139.02(16) . . ? N1 C1 C3 109.9(2) . . ? N1 C1 C4 108.1(2) . . ? C3 C1 C4 110.0(3) . . ? N1 C1 C2 110.6(2) . . ? C3 C1 C2 109.5(2) . . ? C4 C1 C2 108.7(2) . . ? N1 B1 N2 104.2(2) . . ? N1 B1 C5 127.5(2) . . ? N2 B1 C5 128.2(2) . . ? C6 C5 C10 116.1(2) . . ? C6 C5 B1 121.9(2) . . ? C10 C5 B1 122.0(2) . . ? C7 C6 C5 122.9(3) . . ? C8 C7 C6 119.8(3) . . ? C7 C8 C9 120.0(3) . . ? C8 C9 C10 119.9(3) . . ? C5 C10 C9 121.3(3) . . ? N2 C11 C14 111.1(2) . . ? N2 C11 C12 108.6(2) . . ? C14 C11 C12 110.2(3) . . ? N2 C11 C13 109.9(2) . . ? C14 C11 C13 108.6(3) . . ? C12 C11 C13 108.4(3) . . ? B1 N2 C11 131.6(2) . . ? B1 N2 Al1 89.43(15) . . ? C11 N2 Al1 138.95(16) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.241 _refine_diff_density_min -0.179 _refine_diff_density_rms 0.039 #===END data_2b _database_code_depnum_ccdc_archive 'CCDC 267897' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H46 B2 Ga N4' _chemical_formula_sum 'C28 H46 B2 Ga N4' _chemical_formula_weight 530.03 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 '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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 17.173(3) _cell_length_b 8.9446(18) _cell_length_c 20.337(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3123.8(11) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour 'dark green' _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.127 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1132 _exptl_absorpt_coefficient_mu 0.902 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.9073 _exptl_absorpt_correction_T_max 0.9735 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method 'phi\omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 49170 _diffrn_reflns_av_R_equivalents 0.056 _diffrn_reflns_av_sigmaI/netI 0.0247 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.26 _diffrn_reflns_theta_max 25.03 _reflns_number_total 2756 _reflns_number_gt 2115 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius COLLECT' _computing_cell_refinement 'Nonius DENZO' _computing_data_reduction 'Nonius DENZO' _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^)+(0.0304P)^2^+3.1169P] 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 2756 _refine_ls_number_parameters 165 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0585 _refine_ls_R_factor_gt 0.0395 _refine_ls_wR_factor_ref 0.0926 _refine_ls_wR_factor_gt 0.0841 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _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 Ga1 Ga 0.0000 0.28451(4) 0.2500 0.03582(14) Uani 1 2 d S . . N1 N -0.00012(13) 0.1951(2) 0.16398(10) 0.0398(5) Uani 1 1 d . . . C1 C 0.04735(17) 0.0851(3) 0.12968(13) 0.0465(7) Uani 1 1 d . . . C2 C 0.0840(2) 0.1551(5) 0.06907(19) 0.0858(12) Uani 1 1 d . . . H2A H 0.0430 0.1857 0.0384 0.129 Uiso 1 1 calc R . . H2B H 0.1181 0.0820 0.0477 0.129 Uiso 1 1 calc R . . H2C H 0.1146 0.2428 0.0820 0.129 Uiso 1 1 calc R . . C3 C -0.0020(2) -0.0450(4) 0.1080(2) 0.0973(14) Uani 1 1 d . . . H3A H -0.0455 -0.0085 0.0812 0.146 Uiso 1 1 calc R . . H3B H -0.0225 -0.0970 0.1468 0.146 Uiso 1 1 calc R . . H3C H 0.0297 -0.1142 0.0820 0.146 Uiso 1 1 calc R . . C4 C 0.1118(3) 0.0340(5) 0.17523(19) 0.1097(18) Uani 1 1 d . . . H4A H 0.0891 -0.0154 0.2137 0.165 Uiso 1 1 calc R . . H4B H 0.1424 0.1206 0.1895 0.165 Uiso 1 1 calc R . . H4C H 0.1458 -0.0364 0.1519 0.165 Uiso 1 1 calc R . . B1 B -0.06632(16) 0.2846(3) 0.14452(13) 0.0336(6) Uani 1 1 d . . . C5 C -0.11010(14) 0.2845(3) 0.07626(11) 0.0345(6) Uani 1 1 d . . . C6 C -0.17160(17) 0.1887(3) 0.06284(14) 0.0508(8) Uani 1 1 d . . . H6A H -0.1875 0.1187 0.0953 0.061 Uiso 1 1 calc R . . C7 C -0.21055(18) 0.1931(4) 0.00266(17) 0.0639(9) Uani 1 1 d . . . H7A H -0.2529 0.1273 -0.0053 0.077 Uiso 1 1 calc R . . C8 C -0.18776(19) 0.2921(4) -0.04482(14) 0.0620(9) Uani 1 1 d . . . H8A H -0.2142 0.2952 -0.0858 0.074 Uiso 1 1 calc R . . C9 C -0.12713(19) 0.3861(4) -0.03321(14) 0.0582(8) Uani 1 1 d . . . H9A H -0.1108 0.4541 -0.0664 0.070 Uiso 1 1 calc R . . C10 C -0.08926(16) 0.3831(3) 0.02649(13) 0.0475(7) Uani 1 1 d . . . H10A H -0.0475 0.4507 0.0339 0.057 Uiso 1 1 calc R . . N2 N -0.08378(12) 0.3743(2) 0.20130(10) 0.0371(5) Uani 1 1 d . . . C11 C -0.13951(15) 0.4945(3) 0.21293(13) 0.0421(6) Uani 1 1 d . . . C12 C -0.22235(17) 0.4399(4) 0.20159(17) 0.0634(9) Uani 1 1 d . . . H12A H -0.2282 0.4083 0.1557 0.095 Uiso 1 1 calc R . . H12B H -0.2590 0.5211 0.2110 0.095 Uiso 1 1 calc R . . H12C H -0.2332 0.3552 0.2307 0.095 Uiso 1 1 calc R . . C13 C -0.1228(2) 0.6241(4) 0.16602(19) 0.0745(11) Uani 1 1 d . . . H13A H -0.1318 0.5916 0.1206 0.112 Uiso 1 1 calc R . . H13B H -0.0685 0.6557 0.1710 0.112 Uiso 1 1 calc R . . H13C H -0.1573 0.7080 0.1764 0.112 Uiso 1 1 calc R . . C14 C -0.1315(2) 0.5475(5) 0.28367(17) 0.0814(12) Uani 1 1 d . . . H14A H -0.0789 0.5870 0.2907 0.122 Uiso 1 1 calc R . . H14B H -0.1405 0.4634 0.3136 0.122 Uiso 1 1 calc R . . H14C H -0.1698 0.6263 0.2923 0.122 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 0.0432(2) 0.0374(2) 0.0270(2) 0.000 -0.00473(18) 0.000 N1 0.0496(12) 0.0413(13) 0.0286(10) -0.0053(9) -0.0064(10) 0.0082(12) C1 0.0568(17) 0.0448(16) 0.0380(14) -0.0093(13) -0.0096(13) 0.0147(14) C2 0.086(3) 0.090(3) 0.081(3) -0.002(2) 0.033(2) 0.027(2) C3 0.094(3) 0.051(2) 0.147(4) -0.041(2) 0.012(3) 0.003(2) C4 0.125(3) 0.132(4) 0.072(3) -0.039(3) -0.040(2) 0.089(3) B1 0.0385(15) 0.0348(15) 0.0277(14) 0.0038(13) 0.0003(12) -0.0046(13) C5 0.0370(13) 0.0389(14) 0.0276(12) -0.0025(12) -0.0001(10) 0.0030(12) C6 0.0542(17) 0.059(2) 0.0396(16) -0.0033(14) -0.0010(13) -0.0128(15) C7 0.0480(17) 0.081(3) 0.062(2) -0.0236(19) -0.0145(16) -0.0068(17) C8 0.065(2) 0.089(3) 0.0322(15) -0.0112(17) -0.0143(15) 0.024(2) C9 0.071(2) 0.071(2) 0.0329(15) 0.0100(15) -0.0026(15) 0.0117(18) C10 0.0498(16) 0.0588(19) 0.0338(14) 0.0055(14) -0.0011(12) -0.0023(14) N2 0.0412(11) 0.0400(12) 0.0301(10) -0.0023(10) -0.0050(9) 0.0041(10) C11 0.0443(15) 0.0455(16) 0.0367(15) -0.0057(13) -0.0017(12) 0.0083(13) C12 0.0479(17) 0.075(2) 0.068(2) -0.0113(18) 0.0035(15) 0.0067(16) C13 0.079(2) 0.0465(19) 0.098(3) 0.013(2) 0.022(2) 0.0137(18) C14 0.088(3) 0.095(3) 0.061(2) -0.037(2) -0.0159(19) 0.043(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 N2 1.922(2) 3 ? Ga1 N2 1.922(2) . ? Ga1 N1 1.923(2) . ? Ga1 N1 1.923(2) 3 ? N1 B1 1.445(3) . ? N1 C1 1.456(3) . ? C1 C3 1.506(4) . ? C1 C4 1.515(4) . ? C1 C2 1.519(4) . ? B1 N2 1.438(3) . ? B1 C5 1.579(4) . ? C5 C6 1.387(4) . ? C5 C10 1.389(4) . ? C6 C7 1.395(4) . ? C7 C8 1.367(5) . ? C8 C9 1.359(5) . ? C9 C10 1.378(4) . ? N2 C11 1.458(3) . ? C11 C14 1.521(4) . ? C11 C12 1.522(4) . ? C11 C13 1.529(4) . ? 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 N2 Ga1 N2 130.60(13) 3 . ? N2 Ga1 N1 130.02(9) 3 . ? N2 Ga1 N1 72.81(9) . . ? N2 Ga1 N1 72.81(9) 3 3 ? N2 Ga1 N1 130.02(9) . 3 ? N1 Ga1 N1 130.87(12) . 3 ? B1 N1 C1 133.1(2) . . ? B1 N1 Ga1 91.13(15) . . ? C1 N1 Ga1 135.74(17) . . ? N1 C1 C3 110.3(2) . . ? N1 C1 C4 108.7(2) . . ? C3 C1 C4 110.9(3) . . ? N1 C1 C2 110.0(2) . . ? C3 C1 C2 108.3(3) . . ? C4 C1 C2 108.5(3) . . ? N2 B1 N1 104.7(2) . . ? N2 B1 C5 127.4(2) . . ? N1 B1 C5 128.0(2) . . ? C6 C5 C10 116.4(2) . . ? C6 C5 B1 122.4(2) . . ? C10 C5 B1 121.2(2) . . ? C5 C6 C7 121.4(3) . . ? C8 C7 C6 120.0(3) . . ? C9 C8 C7 119.8(3) . . ? C8 C9 C10 120.2(3) . . ? C9 C10 C5 122.2(3) . . ? B1 N2 C11 132.7(2) . . ? B1 N2 Ga1 91.40(15) . . ? C11 N2 Ga1 135.69(16) . . ? N2 C11 C14 108.9(2) . . ? N2 C11 C12 110.7(2) . . ? C14 C11 C12 109.2(3) . . ? N2 C11 C13 109.5(2) . . ? C14 C11 C13 109.7(3) . . ? C12 C11 C13 108.9(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.301 _refine_diff_density_min -0.259 _refine_diff_density_rms 0.048 #===END