# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2005 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'Wayne Gladfelter' 'Benjamin E. Kuccera' 'Bing Luo' _publ_contact_author_name 'Prof Wayne Gladfelter' _publ_contact_author_address ; Department of Chemistry University of Minnesota Minneapolis MN 55455 ; _publ_contact_author_email GLADFELT@CHEM.UMN.EDU _publ_requested_journal 'Chemical Communications' _publ_section_title ; Mono- and digallane complexes of a tridentate amido-diamine ligand ; data_04291n _database_code_depnum_ccdc_archive 'CCDC 266261' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 04291 _chemical_melting_point ? _chemical_formula_moiety 'C8 H25 Ga2 N3' _chemical_formula_sum 'C8 H25 Ga2 N3' _chemical_formula_weight 302.75 _chemical_absolute_configuration ad 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' 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 P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 6.1939(14) _cell_length_b 12.977(3) _cell_length_c 17.601(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1414.8(6) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2983 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.421 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 624 _exptl_absorpt_coefficient_mu 3.779 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.241746 _exptl_absorpt_correction_T_max 0.388462 _exptl_absorpt_process_details 'SADABS, R. Blessing, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART Platform CCD' _diffrn_measurement_method 'area detector, omega scans per phi' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17128 _diffrn_reflns_av_R_equivalents 0.0376 _diffrn_reflns_av_sigmaI/netI 0.0272 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 27.52 _reflns_number_total 3255 _reflns_number_gt 3051 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART, Bruker' _computing_cell_refinement 'SAINT, Bruker' _computing_data_reduction 'SAINT, Bruker' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL, Bruker' _computing_publication_material ? _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^)+(0.0288P)^2^+0.0847P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.015(14) _refine_ls_number_reflns 3255 _refine_ls_number_parameters 139 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0247 _refine_ls_R_factor_gt 0.0214 _refine_ls_wR_factor_ref 0.0531 _refine_ls_wR_factor_gt 0.0515 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.046 _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 0.75901(4) 0.073534(16) 0.462710(12) 0.02629(6) Uani 1 1 d . . . H1D H 0.626(5) 0.140(2) 0.5060(16) 0.046(8) Uiso 1 1 d . . . H1E H 0.990(4) 0.0713(19) 0.4645(13) 0.034(6) Uiso 1 1 d . . . Ga2 Ga 0.79640(5) -0.11011(2) 0.326306(15) 0.04119(8) Uani 1 1 d D . . H2D H 0.660(4) -0.1401(19) 0.2705(14) 0.062 Uiso 1 1 d D . . H2E H 0.879(4) -0.1876(18) 0.3629(15) 0.062 Uiso 1 1 d D . . H2F H 0.952(4) -0.051(2) 0.2927(14) 0.062 Uiso 1 1 d D . . N1 N 0.6981(4) -0.05811(14) 0.54876(10) 0.0357(4) Uani 1 1 d . . . N2 N 0.5989(3) -0.02106(13) 0.39363(10) 0.0271(4) Uani 1 1 d . . . N3 N 0.7275(3) 0.18359(13) 0.36286(10) 0.0311(4) Uani 1 1 d . . . C1 C 0.5551(6) -0.0218(2) 0.60971(15) 0.0534(8) Uani 1 1 d . . . H1A H 0.5244 -0.0788 0.6446 0.080 Uiso 1 1 calc R . . H1B H 0.4197 0.0033 0.5876 0.080 Uiso 1 1 calc R . . H1C H 0.6258 0.0342 0.6375 0.080 Uiso 1 1 calc R . . C2 C 0.8991(5) -0.0975(2) 0.58287(16) 0.0515(7) Uani 1 1 d . . . H2A H 0.8661 -0.1571 0.6151 0.077 Uiso 1 1 calc R . . H2B H 0.9659 -0.0433 0.6137 0.077 Uiso 1 1 calc R . . H2C H 0.9989 -0.1184 0.5425 0.077 Uiso 1 1 calc R . . C3 C 0.5897(5) -0.13781(18) 0.50316(15) 0.0403(6) Uani 1 1 d . . . H3A H 0.4930 -0.1790 0.5361 0.048 Uiso 1 1 calc R . . H3B H 0.6988 -0.1847 0.4810 0.048 Uiso 1 1 calc R . . C4 C 0.4590(4) -0.08812(18) 0.43999(14) 0.0384(5) Uani 1 1 d . . . H4A H 0.3946 -0.1423 0.4075 0.046 Uiso 1 1 calc R . . H4B H 0.3402 -0.0469 0.4622 0.046 Uiso 1 1 calc R . . C5 C 0.4621(4) 0.04523(19) 0.34491(14) 0.0368(5) Uani 1 1 d . . . H5A H 0.3503 0.0793 0.3763 0.044 Uiso 1 1 calc R . . H5B H 0.3885 0.0025 0.3062 0.044 Uiso 1 1 calc R . . C6 C 0.6000(4) 0.12616(18) 0.30598(13) 0.0350(5) Uani 1 1 d . . . H6A H 0.6985 0.0925 0.2693 0.042 Uiso 1 1 calc R . . H6B H 0.5063 0.1745 0.2776 0.042 Uiso 1 1 calc R . . C7 C 0.6114(5) 0.27576(19) 0.38880(15) 0.0480(7) Uani 1 1 d . . . H7A H 0.5977 0.3246 0.3466 0.072 Uiso 1 1 calc R . . H7D H 0.6915 0.3081 0.4304 0.072 Uiso 1 1 calc R . . H7B H 0.4673 0.2561 0.4067 0.072 Uiso 1 1 calc R . . C8 C 0.9386(5) 0.2157(2) 0.33107(16) 0.0467(6) Uani 1 1 d . . . H8A H 0.9149 0.2589 0.2861 0.070 Uiso 1 1 calc R . . H8B H 1.0218 0.1545 0.3167 0.070 Uiso 1 1 calc R . . H8C H 1.0187 0.2550 0.3694 0.070 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 0.02799(11) 0.02543(11) 0.02544(10) -0.00437(8) -0.00086(9) 0.00025(9) Ga2 0.04924(17) 0.03598(14) 0.03835(14) -0.01155(11) 0.00379(12) 0.00590(12) N1 0.0460(10) 0.0315(9) 0.0295(9) -0.0002(7) 0.0044(8) 0.0015(8) N2 0.0250(8) 0.0273(9) 0.0290(9) -0.0020(7) -0.0026(7) -0.0005(7) N3 0.0353(10) 0.0263(8) 0.0318(9) 0.0007(7) 0.0001(8) 0.0022(8) C1 0.079(2) 0.0475(16) 0.0336(14) 0.0020(12) 0.0219(13) 0.0033(14) C2 0.0651(18) 0.0442(15) 0.0453(15) 0.0078(12) -0.0116(13) 0.0091(14) C3 0.0515(14) 0.0288(12) 0.0406(13) 0.0024(10) 0.0085(12) -0.0051(10) C4 0.0345(11) 0.0355(13) 0.0452(13) -0.0014(10) 0.0022(9) -0.0096(9) C5 0.0273(11) 0.0408(13) 0.0424(13) 0.0004(10) -0.0116(9) 0.0022(9) C6 0.0390(12) 0.0353(12) 0.0307(11) 0.0024(9) -0.0096(9) 0.0062(10) C7 0.0644(18) 0.0314(12) 0.0483(15) 0.0002(11) -0.0018(13) 0.0135(12) C8 0.0485(15) 0.0460(14) 0.0456(14) 0.0126(13) 0.0060(13) -0.0088(12) _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 1.9922(17) . ? Ga1 N3 2.2730(17) . ? Ga1 N1 2.3140(18) . ? Ga1 H1D 1.42(3) . ? Ga1 H1E 1.43(2) . ? Ga2 N2 2.0582(18) . ? Ga2 H2D 1.35(2) . ? Ga2 H2E 1.30(2) . ? Ga2 H2F 1.37(2) . ? N1 C1 1.469(3) . ? N1 C3 1.471(3) . ? N1 C2 1.474(3) . ? N2 C4 1.474(3) . ? N2 C5 1.481(3) . ? N3 C7 1.468(3) . ? N3 C6 1.477(3) . ? N3 C8 1.482(3) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.519(4) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.517(4) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9800 . ? C7 H7D 0.9800 . ? C7 H7B 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? 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 N3 82.68(7) . . ? N2 Ga1 N1 82.15(7) . . ? N3 Ga1 N1 162.93(7) . . ? N2 Ga1 H1D 114.5(11) . . ? N3 Ga1 H1D 88.9(11) . . ? N1 Ga1 H1D 90.3(11) . . ? N2 Ga1 H1E 119.9(10) . . ? N3 Ga1 H1E 96.6(10) . . ? N1 Ga1 H1E 97.7(10) . . ? H1D Ga1 H1E 125.6(15) . . ? N2 Ga2 H2D 102.0(13) . . ? N2 Ga2 H2E 112.5(13) . . ? H2D Ga2 H2E 112.5(13) . . ? N2 Ga2 H2F 110.7(13) . . ? H2D Ga2 H2F 106.7(11) . . ? H2E Ga2 H2F 111.9(13) . . ? C1 N1 C3 110.4(2) . . ? C1 N1 C2 108.9(2) . . ? C3 N1 C2 111.3(2) . . ? C1 N1 Ga1 109.86(15) . . ? C3 N1 Ga1 103.67(13) . . ? C2 N1 Ga1 112.66(16) . . ? C4 N2 C5 109.10(18) . . ? C4 N2 Ga1 108.57(13) . . ? C5 N2 Ga1 106.27(13) . . ? C4 N2 Ga2 109.67(13) . . ? C5 N2 Ga2 109.43(14) . . ? Ga1 N2 Ga2 113.67(9) . . ? C7 N3 C6 111.1(2) . . ? C7 N3 C8 108.7(2) . . ? C6 N3 C8 110.95(19) . . ? C7 N3 Ga1 108.27(14) . . ? C6 N3 Ga1 104.66(13) . . ? C8 N3 Ga1 113.13(14) . . ? N1 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? N1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N1 C3 C4 110.13(19) . . ? N1 C3 H3A 109.6 . . ? C4 C3 H3A 109.6 . . ? N1 C3 H3B 109.6 . . ? C4 C3 H3B 109.6 . . ? H3A C3 H3B 108.1 . . ? N2 C4 C3 110.04(19) . . ? N2 C4 H4A 109.7 . . ? C3 C4 H4A 109.7 . . ? N2 C4 H4B 109.7 . . ? C3 C4 H4B 109.7 . . ? H4A C4 H4B 108.2 . . ? N2 C5 C6 109.98(18) . . ? N2 C5 H5A 109.7 . . ? C6 C5 H5A 109.7 . . ? N2 C5 H5B 109.7 . . ? C6 C5 H5B 109.7 . . ? H5A C5 H5B 108.2 . . ? N3 C6 C5 110.13(18) . . ? N3 C6 H6A 109.6 . . ? C5 C6 H6A 109.6 . . ? N3 C6 H6B 109.6 . . ? C5 C6 H6B 109.6 . . ? H6A C6 H6B 108.1 . . ? N3 C7 H7A 109.5 . . ? N3 C7 H7D 109.5 . . ? H7A C7 H7D 109.5 . . ? N3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? H7D C7 H7B 109.5 . . ? N3 C8 H8A 109.5 . . ? N3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 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 N2 Ga1 N1 C1 -114.71(19) . . . . ? N3 Ga1 N1 C1 -87.3(3) . . . . ? N2 Ga1 N1 C3 3.26(16) . . . . ? N3 Ga1 N1 C3 30.7(3) . . . . ? N2 Ga1 N1 C2 123.75(17) . . . . ? N3 Ga1 N1 C2 151.2(2) . . . . ? N3 Ga1 N2 C4 -147.05(15) . . . . ? N1 Ga1 N2 C4 25.11(14) . . . . ? N3 Ga1 N2 C5 -29.81(14) . . . . ? N1 Ga1 N2 C5 142.35(15) . . . . ? N3 Ga1 N2 Ga2 90.61(9) . . . . ? N1 Ga1 N2 Ga2 -97.23(9) . . . . ? N2 Ga1 N3 C7 121.18(18) . . . . ? N1 Ga1 N3 C7 93.8(3) . . . . ? N2 Ga1 N3 C6 2.63(14) . . . . ? N1 Ga1 N3 C6 -24.8(3) . . . . ? N2 Ga1 N3 C8 -118.28(16) . . . . ? N1 Ga1 N3 C8 -145.7(2) . . . . ? C1 N1 C3 C4 87.2(2) . . . . ? C2 N1 C3 C4 -151.8(2) . . . . ? Ga1 N1 C3 C4 -30.4(2) . . . . ? C5 N2 C4 C3 -166.49(19) . . . . ? Ga1 N2 C4 C3 -51.1(2) . . . . ? Ga2 N2 C4 C3 73.7(2) . . . . ? N1 C3 C4 N2 55.5(3) . . . . ? C4 N2 C5 C6 171.15(18) . . . . ? Ga1 N2 C5 C6 54.3(2) . . . . ? Ga2 N2 C5 C6 -68.9(2) . . . . ? C7 N3 C6 C5 -91.6(2) . . . . ? C8 N3 C6 C5 147.41(19) . . . . ? Ga1 N3 C6 C5 25.1(2) . . . . ? N2 C5 C6 N3 -53.7(2) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.481 _refine_diff_density_min -0.184 _refine_diff_density_rms 0.060 data_04303n _database_code_depnum_ccdc_archive 'CCDC 266262' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 04303 _chemical_melting_point ? _chemical_formula_moiety 'C8 H22 Ga N3' _chemical_formula_sum 'C8 H22 Ga N3' _chemical_formula_weight 230.01 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' 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+1/2, -y+1/2, -z' '-x, y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y, z-1/2' _cell_length_a 11.010(2) _cell_length_b 11.706(2) _cell_length_c 9.4523(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1218.2(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2504 _cell_measurement_theta_min 2.54 _cell_measurement_theta_max 27.13 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.254 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 488 _exptl_absorpt_coefficient_mu 2.221 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.358 _exptl_absorpt_correction_T_max 0.460 _exptl_absorpt_process_details 'SADABS, R. Blessing, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART Platform CCD' _diffrn_measurement_method 'area detector, omega scans per phi' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13559 _diffrn_reflns_av_R_equivalents 0.0362 _diffrn_reflns_av_sigmaI/netI 0.0180 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.54 _diffrn_reflns_theta_max 27.55 _reflns_number_total 1412 _reflns_number_gt 1089 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART, Bruker' _computing_cell_refinement 'SAINT, Bruker' _computing_data_reduction 'SAINT, Bruker' _computing_structure_solution SIR-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL, Bruker' _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^)+(0.0420P)^2^+0.4101P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1412 _refine_ls_number_parameters 61 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0377 _refine_ls_R_factor_gt 0.0264 _refine_ls_wR_factor_ref 0.0771 _refine_ls_wR_factor_gt 0.0706 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _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 0.16987(2) 0.2500 0.03620(12) Uani 1 2 d S . . H1 H -0.0952(19) 0.1051(18) 0.175(2) 0.054 Uiso 1 1 d . . . N1 N -0.11905(14) 0.20694(14) 0.44230(16) 0.0406(4) Uani 1 1 d . . . N2 N 0.0000 0.32994(19) 0.2500 0.0561(8) Uani 1 2 d S . . C1 C -0.2123(2) 0.1207(2) 0.4710(3) 0.0617(6) Uani 1 1 d . . . H1B H -0.2666 0.1484 0.5457 0.093 Uiso 1 1 calc R . . H1C H -0.1734 0.0496 0.5017 0.093 Uiso 1 1 calc R . . H1D H -0.2593 0.1065 0.3848 0.093 Uiso 1 1 calc R . . C2 C -0.0440(2) 0.2246(3) 0.5682(2) 0.0679(7) Uani 1 1 d . . . H2A H -0.0947 0.2538 0.6453 0.102 Uiso 1 1 calc R . . H2B H 0.0202 0.2799 0.5468 0.102 Uiso 1 1 calc R . . H2C H -0.0074 0.1518 0.5967 0.102 Uiso 1 1 calc R . . C3 C -0.1770(2) 0.31415(18) 0.3961(2) 0.0499(5) Uani 1 1 d . . . H3A H -0.2173 0.3512 0.4777 0.060 Uiso 1 1 calc R . . H3B H -0.2396 0.2973 0.3239 0.060 Uiso 1 1 calc R . . C4 C -0.0828(2) 0.39424(18) 0.3345(2) 0.0577(6) Uani 1 1 d . . . H4A H -0.1230 0.4532 0.2758 0.069 Uiso 1 1 calc R . . H4B H -0.0383 0.4332 0.4117 0.069 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 0.04205(19) 0.03211(18) 0.03445(18) 0.000 -0.00625(11) 0.000 N1 0.0375(8) 0.0543(9) 0.0300(7) 0.0043(7) -0.0033(6) -0.0090(7) N2 0.073(2) 0.0329(13) 0.0620(19) 0.000 0.0333(13) 0.000 C1 0.0497(12) 0.0715(16) 0.0640(14) 0.0116(12) 0.0028(11) -0.0156(12) C2 0.0467(11) 0.123(2) 0.0336(10) -0.0009(13) -0.0040(10) -0.0141(15) C3 0.0490(11) 0.0579(12) 0.0428(10) -0.0038(9) 0.0097(9) 0.0060(9) C4 0.0730(15) 0.0404(11) 0.0598(13) -0.0095(10) 0.0232(12) 0.0003(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ga1 N2 1.874(2) . ? Ga1 N1 2.2826(16) 4 ? Ga1 N1 2.2826(16) . ? Ga1 H1 1.47(2) . ? N1 C2 1.463(3) . ? N1 C1 1.465(3) . ? N1 C3 1.474(3) . ? N2 C4 1.426(2) 4 ? N2 C4 1.427(2) . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C1 H1D 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.515(3) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? 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 N1 79.04(4) . 4 ? N2 Ga1 N1 79.04(4) . . ? N1 Ga1 N1 158.08(8) 4 . ? N2 Ga1 H1 121.0(8) . . ? N1 Ga1 H1 97.2(8) 4 . ? N1 Ga1 H1 94.0(8) . . ? C2 N1 C1 110.02(17) . . ? C2 N1 C3 111.41(19) . . ? C1 N1 C3 109.76(17) . . ? C2 N1 Ga1 110.51(13) . . ? C1 N1 Ga1 114.77(14) . . ? C3 N1 Ga1 100.04(11) . . ? C4 N2 C4 116.3(2) 4 . ? C4 N2 Ga1 121.85(12) 4 . ? C4 N2 Ga1 121.85(12) . . ? N1 C1 H1B 109.5 . . ? N1 C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C1 H1D 109.5 . . ? H1B C1 H1D 109.5 . . ? H1C C1 H1D 109.5 . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N1 C3 C4 110.16(18) . . ? N1 C3 H3A 109.6 . . ? C4 C3 H3A 109.6 . . ? N1 C3 H3B 109.6 . . ? C4 C3 H3B 109.6 . . ? H3A C3 H3B 108.1 . . ? N2 C4 C3 109.04(17) . . ? N2 C4 H4A 109.9 . . ? C3 C4 H4A 109.9 . . ? N2 C4 H4B 109.9 . . ? C3 C4 H4B 109.9 . . ? H4A C4 H4B 108.3 . . ? 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 N2 Ga1 N1 C2 -85.35(16) . . . . ? N1 Ga1 N1 C2 -85.35(16) 4 . . . ? N2 Ga1 N1 C1 149.55(14) . . . . ? N1 Ga1 N1 C1 149.55(14) 4 . . . ? N2 Ga1 N1 C3 32.17(11) . . . . ? N1 Ga1 N1 C3 32.17(11) 4 . . . ? N1 Ga1 N2 C4 -12.97(13) 4 . . 4 ? N1 Ga1 N2 C4 167.03(13) . . . 4 ? N1 Ga1 N2 C4 167.03(13) 4 . . . ? N1 Ga1 N2 C4 -12.97(13) . . . . ? C2 N1 C3 C4 70.8(2) . . . . ? C1 N1 C3 C4 -167.07(18) . . . . ? Ga1 N1 C3 C4 -46.03(18) . . . . ? C4 N2 C4 C3 170.1(2) 4 . . . ? Ga1 N2 C4 C3 -9.9(2) . . . . ? N1 C3 C4 N2 40.8(2) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.55 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.511 _refine_diff_density_min -0.224 _refine_diff_density_rms 0.055