# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/1876 data_global # 1. SUBMISSION DETAILS _publ_contact_author ; Peter W. Roesky Universit\"at Karlsruhe Engesserstr. Geb.30.45 76128 Karlsruhe Bundesrepublik Deutschland ; _publ_contact_author_phone '049 721 608-2855' _publ_contact_author_fax '049 721 661921' _publ_contact_author_email 'roesky@achibm6.chemie.uni-karlsruhe.de' _publ_requested_journal 'Dalton. Trans.' _publ_requested_coeditor_name ? _publ_contact_letter ; ? ; #============================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; ' Bridged Aminotroponiminate Complexes of Gallium and Indium ' ; loop_ _publ_author_name _publ_author_address 'Markus R. Brgstein, Nadine P. Euringer and Peter W. Roesky ' ; Institut f\"ur Anorganische Chemie Universit\"at Karlsruhe Engesserstr, Geb.30.45 76128 Karlsruhe Bundesrepublik Deutschland ; #============================================================================== data_mb6b _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C23 H30 Cl In N4' _chemical_formula_weight 512.78 _chemical_melting_point ? _chemical_compound_source ? 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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'In' 'In' -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.789(3) _cell_length_b 19.287(3) _cell_length_c 11.885(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.26(3) _cell_angle_gamma 90.00 _cell_volume 2225.9(9) _cell_formula_units_Z 4 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used 30 _cell_measurement_theta_min 15 _cell_measurement_theta_max 22.5 _exptl_crystal_description ? _exptl_crystal_colour 'yellow' _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.530 _exptl_crystal_density_method ? _exptl_crystal_F_000 1048 _exptl_absorpt_coefficient_mu 1.199 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(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 'STOE- STADI 4' _diffrn_measurement_method ? _diffrn_standards_number 3 _diffrn_standards_interval_count 2 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5531 _diffrn_reflns_av_R_equivalents 0.0868 _diffrn_reflns_av_sigmaI/netI 0.0801 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 22.49 _reflns_number_total 2893 _reflns_number_observed 2423 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 11 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0272P)^2^+1.2366P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2882 _refine_ls_number_parameters 338 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0447 _refine_ls_R_factor_obs 0.0323 _refine_ls_wR_factor_all 0.0836 _refine_ls_wR_factor_obs 0.0732 _refine_ls_goodness_of_fit_all 1.118 _refine_ls_goodness_of_fit_obs 1.111 _refine_ls_restrained_S_all 1.145 _refine_ls_restrained_S_obs 1.111 _refine_ls_shift/esd_max -0.098 _refine_ls_shift/esd_mean 0.003 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group In In 0.15317(3) 0.11042(2) 0.23970(3) 0.02839(14) Uani 1 d . . Cl Cl 0.11595(12) 0.15919(7) 0.42231(10) 0.0404(3) Uani 1 d . . N1 N 0.3574(4) 0.1378(2) 0.2006(3) 0.0344(9) Uani 1 d . . N2 N 0.2869(4) 0.0243(2) 0.2992(3) 0.0330(9) Uani 1 d . . N3 N -0.0041(4) 0.0380(2) 0.1753(3) 0.0312(9) Uani 1 d . . N4 N -0.0043(4) 0.1713(2) 0.1362(3) 0.0310(9) Uani 1 d . . C1 C 0.4607(5) 0.1039(3) 0.2612(4) 0.0336(12) Uani 1 d . . C2 C 0.5972(6) 0.1298(4) 0.2809(5) 0.0467(14) Uani 1 d . . C3 C 0.7195(6) 0.1024(4) 0.3294(5) 0.052(2) Uani 1 d . . C4 C 0.7506(6) 0.0382(4) 0.3722(5) 0.055(2) Uani 1 d . . C5 C 0.6599(6) -0.0159(4) 0.3775(5) 0.054(2) Uani 1 d . . C6 C 0.5175(5) -0.0159(3) 0.3499(5) 0.0434(13) Uani 1 d . . C7 C 0.4207(5) 0.0353(3) 0.3077(4) 0.0330(11) Uani 1 d . . C8 C 0.2350(5) -0.0431(3) 0.3331(5) 0.0369(12) Uani 1 d . . C9 C 0.0802(5) -0.0414(3) 0.3306(4) 0.0366(12) Uani 1 d . . C10 C -0.0022(6) -0.0343(3) 0.2149(4) 0.0350(12) Uani 1 d . . C11 C -0.1054(4) 0.0600(2) 0.0982(4) 0.0276(11) Uani 1 d . . C12 C -0.1991(5) 0.0135(3) 0.0402(4) 0.0360(12) Uani 1 d . . C13 C -0.3223(5) 0.0218(3) -0.0313(4) 0.0394(13) Uani 1 d . . C14 C -0.3868(5) 0.0818(3) -0.0716(4) 0.0439(14) Uani 1 d . . C15 C -0.3343(5) 0.1474(3) -0.0517(4) 0.0393(13) Uani 1 d . . C16 C -0.2164(5) 0.1697(3) 0.0105(4) 0.0348(12) Uani 1 d . . C17 C -0.1087(4) 0.1367(2) 0.0795(4) 0.0286(11) Uani 1 d . . C18 C 0.3929(6) 0.1953(3) 0.1276(5) 0.0459(14) Uani 1 d . . C19 C 0.3883(7) 0.2656(3) 0.1851(7) 0.076(2) Uani 1 d . . H19A H 0.2963(15) 0.2737(12) 0.2046(40) 0.114 Uiso 1 calc R . H19B H 0.4117(51) 0.3016(4) 0.1339(16) 0.114 Uiso 1 calc R . H19C H 0.4538(37) 0.2662(9) 0.2535(23) 0.114 Uiso 1 calc R . C20 C 0.3019(6) 0.1905(4) 0.0144(5) 0.060(2) Uani 1 d . . H20A H 0.3229(31) 0.1482(11) -0.0240(17) 0.090 Uiso 1 calc R . H20B H 0.3188(32) 0.2301(11) -0.0321(15) 0.090 Uiso 1 calc R . H20C H 0.2060(6) 0.1901(23) 0.0272(5) 0.090 Uiso 1 calc R . C21 C -0.0038(6) 0.2489(3) 0.1455(5) 0.0378(12) Uani 1 d . . C22 C -0.1172(6) 0.2758(3) 0.2124(5) 0.0486(14) Uani 1 d . . H22A H -0.2063(6) 0.2693(19) 0.1678(15) 0.073 Uiso 1 calc R . H22B H -0.1026(24) 0.3247(6) 0.2285(29) 0.073 Uiso 1 calc R . H22C H -0.1143(27) 0.2503(15) 0.2830(17) 0.073 Uiso 1 calc R . C23 C 0.0041(5) 0.2899(3) 0.0367(5) 0.0457(13) Uani 1 d . . H23A H 0.0722(27) 0.3264(12) 0.0511(8) 0.069 Uiso 1 calc R . H23B H -0.0851(11) 0.3102(16) 0.0112(18) 0.069 Uiso 1 calc R . H23C H 0.0303(36) 0.2591(4) -0.0215(10) 0.069 Uiso 1 calc R . H2 H 0.5945(47) 0.1683(26) 0.2539(37) 0.021(13) Uiso 1 d . . H4 H 0.8361(72) 0.0312(39) 0.3987(57) 0.089(24) Uiso 1 d . . H3 H 0.7898(52) 0.1358(27) 0.3344(40) 0.035(13) Uiso 1 d . . H5 H 0.6976(56) -0.0583(30) 0.4050(44) 0.054(17) Uiso 1 d . . H6 H 0.4785(48) -0.0572(27) 0.3608(39) 0.034(14) Uiso 1 d . . H8A H 0.2553(45) -0.0791(27) 0.2803(38) 0.030(12) Uiso 1 d . . H8B H 0.2771(48) -0.0541(26) 0.4041(43) 0.035(13) Uiso 1 d . . H9A H 0.0489(47) -0.0797(28) 0.3619(38) 0.031(13) Uiso 1 d . . H9B H 0.0599(42) -0.0075(25) 0.3823(36) 0.023(11) Uiso 1 d . . H10A H -0.0885(52) -0.0505(26) 0.2225(39) 0.039(14) Uiso 1 d . . H10B H 0.0308(43) -0.0639(23) 0.1615(37) 0.024(11) Uiso 1 d . . H11 H -0.1800(59) -0.0296(35) 0.0517(49) 0.060(19) Uiso 1 d . . H12 H -0.3679(44) -0.0194(27) -0.0533(37) 0.029(12) Uiso 1 d . . H13 H -0.4751(58) 0.0772(31) -0.1137(44) 0.054(16) Uiso 1 d . . H14 H -0.3836(44) 0.1807(26) -0.0872(38) 0.027(13) Uiso 1 d . . H16 H -0.2092(45) 0.2115(27) 0.0131(38) 0.023(13) Uiso 1 d . . H17 H 0.4883(53) 0.1910(28) 0.1085(43) 0.051(15) Uiso 1 d . . H21 H 0.0588(47) 0.2570(26) 0.1875(40) 0.025(14) Uiso 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 In 0.0296(2) 0.0218(2) 0.0333(2) 0.00078(15) 0.00222(13) 0.00066(15) Cl 0.0460(7) 0.0376(8) 0.0365(6) -0.0062(6) 0.0007(5) 0.0034(6) N1 0.034(2) 0.027(2) 0.044(2) 0.001(2) 0.011(2) -0.003(2) N2 0.033(2) 0.025(2) 0.040(2) 0.004(2) 0.005(2) 0.000(2) N3 0.034(2) 0.019(2) 0.041(2) 0.000(2) 0.007(2) -0.002(2) N4 0.038(2) 0.022(2) 0.032(2) 0.001(2) 0.002(2) 0.002(2) C1 0.034(3) 0.036(3) 0.033(2) -0.011(2) 0.010(2) -0.005(2) C2 0.045(3) 0.046(4) 0.052(3) -0.006(3) 0.016(3) -0.006(3) C3 0.034(3) 0.072(5) 0.050(3) -0.014(3) 0.010(3) -0.007(4) C4 0.031(3) 0.085(6) 0.048(3) -0.006(4) 0.004(3) 0.011(4) C5 0.046(4) 0.065(5) 0.049(3) 0.005(3) 0.001(3) 0.023(4) C6 0.041(3) 0.038(3) 0.052(3) 0.005(3) 0.006(2) 0.008(3) C7 0.035(3) 0.031(3) 0.033(3) -0.004(2) 0.005(2) 0.004(2) C8 0.041(3) 0.026(3) 0.043(3) 0.009(3) 0.004(2) 0.011(2) C9 0.045(3) 0.024(3) 0.043(3) 0.003(3) 0.012(2) -0.001(3) C10 0.040(3) 0.020(3) 0.046(3) 0.000(2) 0.007(2) -0.004(2) C11 0.034(2) 0.024(3) 0.026(2) -0.009(2) 0.008(2) 0.000(2) C12 0.045(3) 0.029(3) 0.034(3) -0.007(2) 0.005(2) -0.004(3) C13 0.041(3) 0.034(3) 0.043(3) -0.013(3) 0.001(2) -0.009(3) C14 0.035(3) 0.059(4) 0.037(3) -0.007(3) -0.002(2) -0.004(3) C15 0.045(3) 0.037(4) 0.034(3) 0.000(3) -0.003(2) 0.002(3) C16 0.046(3) 0.023(3) 0.033(3) -0.001(2) -0.002(2) 0.000(3) C17 0.034(2) 0.023(3) 0.029(2) -0.001(2) 0.008(2) -0.001(2) C18 0.048(3) 0.035(3) 0.058(3) 0.011(3) 0.021(3) -0.004(3) C19 0.076(4) 0.032(3) 0.126(6) 0.010(4) 0.036(4) -0.006(3) C20 0.063(4) 0.060(4) 0.062(4) 0.023(3) 0.027(3) 0.010(3) C21 0.044(3) 0.018(3) 0.046(3) 0.002(3) -0.013(3) -0.003(2) C22 0.068(4) 0.030(3) 0.045(3) -0.007(3) 0.001(3) 0.005(3) C23 0.050(3) 0.031(3) 0.056(3) 0.008(3) 0.006(3) -0.002(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 In N3 2.148(4) . ? In N1 2.174(4) . ? In N2 2.177(4) . ? In N4 2.189(4) . ? In Cl 2.4347(13) . ? N1 C1 1.335(6) . ? N1 C18 1.477(6) . ? N2 C7 1.318(6) . ? N2 C8 1.469(6) . ? N3 C11 1.332(6) . ? N3 C10 1.470(6) . ? N4 C17 1.331(6) . ? N4 C21 1.500(7) . ? C1 C2 1.418(8) . ? C1 C7 1.505(7) . ? C2 C3 1.369(9) . ? C3 C4 1.359(9) . ? C4 C5 1.376(10) . ? C5 C6 1.391(8) . ? C6 C7 1.415(7) . ? C8 C9 1.512(7) . ? C9 C10 1.510(8) . ? C11 C12 1.400(7) . ? C11 C17 1.495(7) . ? C12 C13 1.393(8) . ? C13 C14 1.376(8) . ? C14 C15 1.375(8) . ? C15 C16 1.359(7) . ? C16 C17 1.403(7) . ? C18 C20 1.520(8) . ? C18 C19 1.520(8) . ? C21 C23 1.526(7) . ? C21 C22 1.535(7) . ? 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 N3 In N1 135.97(15) . . ? N3 In N2 89.66(15) . . ? N1 In N2 73.92(14) . . ? N3 In N4 74.12(15) . . ? N1 In N4 110.57(14) . . ? N2 In N4 160.74(15) . . ? N3 In Cl 112.83(10) . . ? N1 In Cl 110.00(11) . . ? N2 In Cl 99.01(10) . . ? N4 In Cl 96.87(10) . . ? C1 N1 C18 117.8(4) . . ? C1 N1 In 114.9(3) . . ? C18 N1 In 126.8(3) . . ? C7 N2 C8 119.7(4) . . ? C7 N2 In 116.9(3) . . ? C8 N2 In 123.3(3) . . ? C11 N3 C10 120.1(4) . . ? C11 N3 In 118.4(3) . . ? C10 N3 In 121.5(3) . . ? C17 N4 C21 122.3(4) . . ? C17 N4 In 117.1(3) . . ? C21 N4 In 119.9(3) . . ? N1 C1 C2 123.4(5) . . ? N1 C1 C7 114.5(4) . . ? C2 C1 C7 122.2(5) . . ? C3 C2 C1 133.6(6) . . ? C4 C3 C2 130.8(6) . . ? C3 C4 C5 126.3(6) . . ? C4 C5 C6 128.5(7) . . ? C5 C6 C7 133.6(6) . . ? N2 C7 C6 121.9(5) . . ? N2 C7 C1 114.5(4) . . ? C6 C7 C1 123.4(4) . . ? N2 C8 C9 110.9(4) . . ? C10 C9 C8 116.0(4) . . ? N3 C10 C9 111.2(4) . . ? N3 C11 C12 121.3(4) . . ? N3 C11 C17 114.7(4) . . ? C12 C11 C17 124.0(5) . . ? C13 C12 C11 133.6(6) . . ? C14 C13 C12 129.2(6) . . ? C15 C14 C13 124.7(5) . . ? C16 C15 C14 131.1(6) . . ? C15 C16 C17 134.3(5) . . ? N4 C17 C16 122.7(4) . . ? N4 C17 C11 114.9(4) . . ? C16 C17 C11 122.4(4) . . ? N1 C18 C20 108.6(5) . . ? N1 C18 C19 112.5(5) . . ? C20 C18 C19 113.9(6) . . ? N4 C21 C23 117.0(4) . . ? N4 C21 C22 112.3(4) . . ? C23 C21 C22 112.4(5) . . ? _refine_diff_density_max 0.666 _refine_diff_density_min -0.593 _refine_diff_density_rms 0.077 #==============================================================================