Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Norbert Mitzel' _publ_contact_author_address ; Institut fur Anorganische und Analytische Chemie Universitat Munster Corrensstr. 30 Munster D-48149 GERMANY ; _publ_contact_author_email MITZEL@UNI-MUENSTER.DE _publ_section_title ; Expectation and Surprise in Group 13 Organometallics Molecular vs. Polymeric Aggregation of Me2Ga and Me2In Norcamphor Oximates ; loop_ _publ_author_name 'Norbert Mitzel' 'Raphael J.F.Berger' 'Tania Pape' 'Matthias Ullrich' # Attachment 'InONpoly.cif' data_sad_InONpoly _database_code_depnum_ccdc_archive 'CCDC 618837' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'meso-Poly-(dimethylindium norcamphor oximate)' _chemical_melting_point 124C _chemical_formula_moiety ? _chemical_formula_sum 'C36 H64 In4 N4 O4' _chemical_formula_weight 1076.19 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' O O 0.0106 0.0060 '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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.360(2) _cell_length_b 10.444(2) _cell_length_c 10.817(3) _cell_angle_alpha 109.970(5) _cell_angle_beta 108.158(4) _cell_angle_gamma 91.615(5) _cell_volume 1033.4(4) _cell_formula_units_Z 1 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 900 _cell_measurement_theta_min 1 _cell_measurement_theta_max 22.5 _exptl_crystal_description 'transparent prism' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.729 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 536 _exptl_absorpt_coefficient_mu 2.243 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.7591 _exptl_absorpt_correction_T_max 0.8772 _exptl_absorpt_process_details ; Corrections were done with the SADABS program, utilizing the none merged raw data obtained from the integration process. Integration and final cell refinement were done with SAINT. SADABS reports ratio of Tmin/Tmax = 0.891072 ; _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 and Phi scans' _diffrn_detector_area_resol_mean 80 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8363 _diffrn_reflns_av_R_equivalents 0.0306 _diffrn_reflns_av_sigmaI/netI 0.0468 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3636 _reflns_number_gt 3085 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker AXS, 2000)' _computing_cell_refinement 'SAINT (Bruker AXS, 2000)' _computing_data_reduction 'SAINT,SADABS (Bruker AXS, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; ORTEP3,L.J. Farrugia, J. Appl. Cryst. (1997) 30, 565 ; _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^)+(0.0000P)^2^+2.8033P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3636 _refine_ls_number_parameters 221 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0425 _refine_ls_R_factor_gt 0.0339 _refine_ls_wR_factor_ref 0.0720 _refine_ls_wR_factor_gt 0.0690 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 O1 O 0.8456(3) 0.5277(3) 0.4828(3) 0.0275(7) Uani 1 1 d . . . N2 N 0.7091(4) 0.7042(4) 0.6556(4) 0.0342(10) Uani 1 1 d . . . In1 In 1.01275(4) 0.35752(3) 0.31073(3) 0.03069(11) Uani 1 1 d . . . N1 N 0.8826(4) 0.5317(4) 0.3693(4) 0.0255(9) Uani 1 1 d . . . C1 C 0.8395(5) 0.6260(5) 0.3248(5) 0.0317(11) Uani 1 1 d . . . C2 C 0.7601(6) 0.7379(5) 0.3834(6) 0.0404(13) Uani 1 1 d . . . H2A H 0.8137 0.7985 0.4809 0.049 Uiso 1 1 calc R . . H2B H 0.6708 0.6980 0.3802 0.049 Uiso 1 1 calc R . . C3 C 0.7406(6) 0.8157(6) 0.2827(7) 0.0534(16) Uani 1 1 d . . . H3 H 0.7172 0.9106 0.3180 0.064 Uiso 1 1 calc R . . C4 C 0.8766(6) 0.8087(6) 0.2549(6) 0.0471(15) Uani 1 1 d . . . H4A H 0.9570 0.8550 0.3409 0.056 Uiso 1 1 calc R . . H4B H 0.8780 0.8448 0.1817 0.056 Uiso 1 1 calc R . . C5 C 0.8635(5) 0.6497(5) 0.2032(5) 0.0356(12) Uani 1 1 d . . . H5 H 0.9415 0.6089 0.1763 0.043 Uiso 1 1 calc R . . C6 C 0.7237(6) 0.6100(6) 0.0863(6) 0.0483(15) Uani 1 1 d . . . H6A H 0.7327 0.6119 -0.0016 0.058 Uiso 1 1 calc R . . H6B H 0.6802 0.5169 0.0686 0.058 Uiso 1 1 calc R . . C7 C 0.6405(6) 0.7198(7) 0.1423(6) 0.0539(16) Uani 1 1 d . . . H7A H 0.6076 0.7699 0.0783 0.065 Uiso 1 1 calc R . . H7B H 0.5603 0.6779 0.1541 0.065 Uiso 1 1 calc R . . C8 C 1.0300(5) 0.3613(5) 0.1193(5) 0.0363(12) Uani 1 1 d . . . H8A H 1.0936 0.4431 0.1398 0.054 Uiso 1 1 calc R . . H8B H 0.9394 0.3644 0.0567 0.054 Uiso 1 1 calc R . . H8C H 1.0648 0.2782 0.0741 0.054 Uiso 1 1 calc R . . C9 C 0.9052(6) 0.1954(5) 0.3377(6) 0.0401(13) Uani 1 1 d . . . H9A H 0.9546 0.1159 0.3250 0.060 Uiso 1 1 calc R . . H9B H 0.8122 0.1682 0.2683 0.060 Uiso 1 1 calc R . . H9C H 0.8997 0.2283 0.4320 0.060 Uiso 1 1 calc R . . In2 In 0.63280(3) 0.41477(3) 0.44820(3) 0.02675(11) Uani 1 1 d . . . O2 O 0.5925(3) 0.6202(3) 0.5466(3) 0.0279(7) Uani 1 1 d . . . C11 C 0.6947(5) 0.8308(5) 0.7037(5) 0.0341(12) Uani 1 1 d . . . C12 C 0.5773(5) 0.9045(5) 0.6532(5) 0.0342(12) Uani 1 1 d . . . H12A H 0.4929 0.8726 0.6655 0.041 Uiso 1 1 calc R . . H12B H 0.5573 0.8911 0.5536 0.041 Uiso 1 1 calc R . . C13 C 0.6336(5) 1.0543(5) 0.7482(6) 0.0395(13) Uani 1 1 d . . . H13 H 0.5831 1.1233 0.7152 0.047 Uiso 1 1 calc R . . C14 C 0.6434(6) 1.0665(6) 0.8970(6) 0.0471(14) Uani 1 1 d . . . H14A H 0.6620 1.1642 0.9609 0.057 Uiso 1 1 calc R . . H14B H 0.5579 1.0215 0.8966 0.057 Uiso 1 1 calc R . . C15 C 0.7640(6) 0.9916(7) 0.9391(6) 0.0556(16) Uani 1 1 d . . . H15A H 0.8389 1.0548 1.0226 0.067 Uiso 1 1 calc R . . H15B H 0.7347 0.9128 0.9602 0.067 Uiso 1 1 calc R . . C16 C 0.7831(6) 1.0643(5) 0.7592(6) 0.0439(14) Uani 1 1 d . . . H16A H 0.8382 1.1536 0.8277 0.053 Uiso 1 1 calc R . . H16B H 0.7954 1.0442 0.6677 0.053 Uiso 1 1 calc R . . C17 C 0.8105(6) 0.9426(6) 0.8147(6) 0.0450(14) Uani 1 1 d . . . H17 H 0.9053 0.9177 0.8323 0.054 Uiso 1 1 calc R . . C18 C 0.5590(6) 0.3557(6) 0.2250(5) 0.0434(14) Uani 1 1 d . . . H18A H 0.6309 0.3186 0.1881 0.065 Uiso 1 1 calc R . . H18B H 0.5349 0.4363 0.2011 0.065 Uiso 1 1 calc R . . H18C H 0.4776 0.2851 0.1839 0.065 Uiso 1 1 calc R . . C19 C 0.7204(5) 0.3365(6) 0.6096(6) 0.0402(13) Uani 1 1 d . . . H19A H 0.6924 0.2365 0.5728 0.060 Uiso 1 1 calc R . . H19B H 0.6882 0.3799 0.6881 0.060 Uiso 1 1 calc R . . H19C H 0.8209 0.3572 0.6418 0.060 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 O1 0.0271(17) 0.0314(18) 0.0309(18) 0.0159(15) 0.0137(14) 0.0069(14) N2 0.030(2) 0.027(2) 0.036(2) 0.0088(19) 0.0017(19) 0.0010(18) In1 0.0439(2) 0.02242(19) 0.0263(2) 0.00737(15) 0.01444(17) 0.00410(16) N1 0.022(2) 0.028(2) 0.031(2) 0.0149(18) 0.0103(17) 0.0039(16) C1 0.032(3) 0.034(3) 0.034(3) 0.016(2) 0.013(2) 0.009(2) C2 0.048(3) 0.039(3) 0.048(3) 0.023(3) 0.024(3) 0.022(3) C3 0.063(4) 0.046(4) 0.066(4) 0.027(3) 0.035(4) 0.032(3) C4 0.056(4) 0.045(3) 0.055(4) 0.035(3) 0.021(3) 0.007(3) C5 0.039(3) 0.044(3) 0.040(3) 0.027(3) 0.021(2) 0.018(2) C6 0.047(3) 0.061(4) 0.038(3) 0.023(3) 0.011(3) 0.004(3) C7 0.047(4) 0.071(4) 0.058(4) 0.037(4) 0.020(3) 0.025(3) C8 0.046(3) 0.038(3) 0.025(3) 0.009(2) 0.015(2) 0.010(2) C9 0.053(3) 0.024(3) 0.038(3) 0.005(2) 0.017(3) 0.001(2) In2 0.02348(18) 0.0271(2) 0.0286(2) 0.01102(15) 0.00692(15) 0.00095(14) O2 0.0224(16) 0.0256(17) 0.0283(18) 0.0048(14) 0.0052(14) -0.0034(13) C11 0.030(3) 0.027(3) 0.038(3) 0.008(2) 0.005(2) 0.004(2) C12 0.028(3) 0.033(3) 0.039(3) 0.012(2) 0.010(2) 0.006(2) C13 0.036(3) 0.032(3) 0.050(3) 0.018(3) 0.010(3) 0.010(2) C14 0.051(4) 0.048(4) 0.039(3) 0.006(3) 0.022(3) 0.012(3) C15 0.055(4) 0.057(4) 0.045(4) 0.015(3) 0.009(3) 0.005(3) C16 0.046(3) 0.034(3) 0.047(3) 0.010(3) 0.015(3) -0.001(3) C17 0.038(3) 0.041(3) 0.046(3) 0.009(3) 0.009(3) 0.015(3) C18 0.043(3) 0.052(4) 0.031(3) 0.014(3) 0.009(2) -0.002(3) C19 0.032(3) 0.046(3) 0.048(3) 0.029(3) 0.007(2) 0.001(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 O1 N1 1.408(5) . ? O1 In1 2.147(3) 2_766 ? O1 In2 2.330(3) . ? N2 C11 1.277(6) . ? N2 O2 1.401(5) . ? N2 In2 2.987(4) . ? In1 C8 2.146(5) . ? In1 O1 2.147(3) 2_766 ? In1 C9 2.151(5) . ? In1 N1 2.327(4) . ? N1 C1 1.271(6) . ? C1 C5 1.509(7) . ? C1 C2 1.522(7) . ? C2 C3 1.538(8) . ? C3 C7 1.519(9) . ? C3 C4 1.528(8) . ? C4 C5 1.547(7) . ? C5 C6 1.529(7) . ? C6 C7 1.527(8) . ? In2 C19 2.138(5) . ? In2 C18 2.144(5) . ? In2 O2 2.163(3) . ? In2 O2 2.374(3) 2_666 ? O2 In2 2.374(3) 2_666 ? C11 C12 1.515(7) . ? C11 C17 1.519(7) . ? C12 C13 1.524(7) . ? C13 C16 1.514(7) . ? C13 C14 1.540(7) . ? C14 C15 1.525(8) . ? C15 C17 1.501(8) . ? C16 C17 1.578(8) . ? 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 O1 In1 117.1(2) . 2_766 ? N1 O1 In2 121.3(2) . . ? In1 O1 In2 121.36(13) 2_766 . ? C11 N2 O2 113.8(4) . . ? C11 N2 In2 154.9(3) . . ? O2 N2 In2 42.14(18) . . ? C8 In1 O1 125.61(17) . 2_766 ? C8 In1 C9 127.3(2) . . ? O1 In1 C9 103.67(16) 2_766 . ? C8 In1 N1 102.92(17) . . ? O1 In1 N1 83.23(12) 2_766 . ? C9 In1 N1 100.03(17) . . ? C1 N1 O1 115.0(4) . . ? C1 N1 In1 135.8(3) . . ? O1 N1 In1 109.2(2) . . ? N1 C1 C5 125.0(4) . . ? N1 C1 C2 128.1(4) . . ? C5 C1 C2 106.8(4) . . ? C1 C2 C3 101.6(4) . . ? C7 C3 C4 101.6(5) . . ? C7 C3 C2 106.6(5) . . ? C4 C3 C2 101.4(4) . . ? C3 C4 C5 95.2(4) . . ? C1 C5 C6 106.1(4) . . ? C1 C5 C4 100.1(4) . . ? C6 C5 C4 100.3(4) . . ? C7 C6 C5 103.8(5) . . ? C3 C7 C6 104.4(5) . . ? C19 In2 C18 142.0(2) . . ? C19 In2 O2 107.58(18) . . ? C18 In2 O2 110.21(18) . . ? C19 In2 O1 92.23(16) . . ? C18 In2 O1 95.21(16) . . ? O2 In2 O1 84.25(11) . . ? C19 In2 O2 93.15(16) . 2_666 ? C18 In2 O2 92.33(16) . 2_666 ? O2 In2 O2 75.80(12) . 2_666 ? O1 In2 O2 160.03(11) . 2_666 ? C19 In2 N2 91.24(17) . . ? C18 In2 N2 125.42(18) . . ? O2 In2 N2 25.76(11) . . ? O1 In2 N2 64.38(11) . . ? O2 In2 N2 96.28(11) 2_666 . ? N2 O2 In2 112.1(2) . . ? N2 O2 In2 127.7(3) . 2_666 ? In2 O2 In2 104.20(12) . 2_666 ? N2 C11 C12 130.0(4) . . ? N2 C11 C17 123.2(5) . . ? C12 C11 C17 106.2(4) . . ? C11 C12 C13 102.1(4) . . ? C16 C13 C12 102.5(4) . . ? C16 C13 C14 102.0(4) . . ? C12 C13 C14 106.8(4) . . ? C15 C14 C13 103.0(4) . . ? C17 C15 C14 105.0(5) . . ? C13 C16 C17 93.9(4) . . ? C15 C17 C11 104.3(5) . . ? C15 C17 C16 100.9(4) . . ? C11 C17 C16 100.5(4) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.139 _refine_diff_density_min -1.019 _refine_diff_density_rms 0.101 # Attachment 'GaONdim.cif' data_sad _database_code_depnum_ccdc_archive 'CCDC 618838' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'meso-Bis-(dimethylgallium norcamphor oximate)' _chemical_melting_point 99C _chemical_formula_moiety ? _chemical_formula_sum 'C18 H32 Ga2 N2 O2' _chemical_formula_weight 447.90 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' O O 0.0106 0.0060 '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 monoclinc _symmetry_space_group_name_H-M C2/c 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' '-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 19.297(4) _cell_length_b 8.4080(16) _cell_length_c 12.601(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.530(4) _cell_angle_gamma 90.00 _cell_volume 2044.4(7) _cell_formula_units_Z 4 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 900 _cell_measurement_theta_min 1 _cell_measurement_theta_max 22.5 _exptl_crystal_description 'transparent plates' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.455 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 _exptl_absorpt_coefficient_mu 2.648 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6472 _exptl_absorpt_correction_T_max 0.8790 _exptl_absorpt_process_details ; Corrections were done with the SADABS program, utilizing the none merged raw data obtained from the integration process. Integration and final cell refinement were done with SAINT. SADABS reports ratio of Tmin/Tmax = 0.734665 ; _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 and Phi scans' _diffrn_detector_area_resol_mean 80 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11536 _diffrn_reflns_av_R_equivalents 0.0644 _diffrn_reflns_av_sigmaI/netI 0.0620 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 30.06 _reflns_number_total 2989 _reflns_number_gt 2183 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker AXS, 2000)' _computing_cell_refinement 'SAINT (Bruker AXS, 2000)' _computing_data_reduction 'SAINT,SADABS (Bruker AXS, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; ORTEP3,L.J. Farrugia, J. Appl. Cryst. (1997) 30, 565 ; _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^)+(0.0295P)^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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2989 _refine_ls_number_parameters 111 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0665 _refine_ls_R_factor_gt 0.0384 _refine_ls_wR_factor_ref 0.0817 _refine_ls_wR_factor_gt 0.0733 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _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 0.471251(14) 1.19083(3) 0.44603(2) 0.02299(9) Uani 1 1 d . . . C1 C 0.40936(12) 0.8970(3) 0.33828(18) 0.0209(5) Uani 1 1 d . . . C2 C 0.40668(13) 0.7264(3) 0.3051(2) 0.0260(6) Uani 1 1 d . . . H2A H 0.4173 0.6543 0.3652 0.031 Uiso 1 1 calc R . . H2B H 0.4389 0.7045 0.2463 0.031 Uiso 1 1 calc R . . C3 C 0.33058(14) 0.7113(3) 0.2689(2) 0.0304(6) Uani 1 1 d . . . H3 H 0.3203 0.6159 0.2241 0.036 Uiso 1 1 calc R . . C4 C 0.28450(14) 0.7285(3) 0.3666(2) 0.0358(7) Uani 1 1 d . . . H4A H 0.3016 0.6615 0.4259 0.043 Uiso 1 1 calc R . . H4B H 0.2360 0.6990 0.3499 0.043 Uiso 1 1 calc R . . C5 C 0.29056(13) 0.9082(3) 0.3943(2) 0.0314(6) Uani 1 1 d . . . H5A H 0.2449 0.9615 0.3890 0.038 Uiso 1 1 calc R . . H5B H 0.3097 0.9235 0.4667 0.038 Uiso 1 1 calc R . . C6 C 0.34071(12) 0.9720(3) 0.30975(19) 0.0260(5) Uani 1 1 d . . . H6 H 0.3410 1.0899 0.2991 0.031 Uiso 1 1 calc R . . C7 C 0.32001(14) 0.8710(3) 0.2125(2) 0.0312(6) Uani 1 1 d . . . H7A H 0.2714 0.8885 0.1897 0.037 Uiso 1 1 calc R . . H7B H 0.3516 0.8857 0.1519 0.037 Uiso 1 1 calc R . . C8 C 0.55804(14) 1.2639(3) 0.3837(2) 0.0364(7) Uani 1 1 d . . . H8A H 0.5668 1.3742 0.4051 0.055 Uiso 1 1 calc R . . H8B H 0.5546 1.2579 0.3062 0.055 Uiso 1 1 calc R . . H8C H 0.5962 1.1963 0.4086 0.055 Uiso 1 1 calc R . . C9 C 0.38431(15) 1.3118(3) 0.4485(2) 0.0345(6) Uani 1 1 d . . . H9A H 0.3463 1.2415 0.4694 0.052 Uiso 1 1 calc R . . H9B H 0.3747 1.3552 0.3777 0.052 Uiso 1 1 calc R . . H9C H 0.3885 1.3992 0.4996 0.052 Uiso 1 1 calc R . . N1 N 0.45842(10) 0.9670(2) 0.38818(15) 0.0222(4) Uani 1 1 d . . . O1 O 0.51667(8) 0.8733(2) 0.40971(13) 0.0235(4) 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 0.02487(15) 0.02237(15) 0.02166(15) -0.00075(12) -0.00282(10) -0.00095(12) C1 0.0208(12) 0.0243(12) 0.0176(12) 0.0018(10) 0.0011(9) -0.0027(10) C2 0.0257(13) 0.0276(14) 0.0246(13) -0.0003(10) -0.0019(10) -0.0035(10) C3 0.0305(14) 0.0294(15) 0.0312(15) -0.0036(11) -0.0049(11) -0.0075(11) C4 0.0263(15) 0.0413(17) 0.0399(17) 0.0043(13) 0.0020(12) -0.0077(12) C5 0.0225(13) 0.0418(16) 0.0298(15) 0.0036(12) 0.0000(11) 0.0029(11) C6 0.0240(13) 0.0284(13) 0.0256(14) 0.0022(11) -0.0044(10) -0.0002(10) C7 0.0283(14) 0.0417(15) 0.0235(14) 0.0011(12) -0.0063(11) -0.0041(12) C8 0.0363(17) 0.0378(16) 0.0351(16) -0.0003(13) 0.0018(13) -0.0127(13) C9 0.0396(16) 0.0295(14) 0.0342(16) -0.0015(12) -0.0083(12) 0.0060(12) N1 0.0215(10) 0.0253(11) 0.0197(11) 0.0005(8) -0.0017(8) 0.0006(8) O1 0.0203(9) 0.0295(9) 0.0207(9) -0.0023(7) -0.0037(7) 0.0048(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ga1 O1 1.9083(17) 5_676 ? Ga1 C8 1.955(3) . ? Ga1 C9 1.963(3) . ? Ga1 N1 2.032(2) . ? C1 N1 1.276(3) . ? C1 C2 1.495(3) . ? C1 C6 1.508(3) . ? C2 C3 1.539(3) . ? C3 C7 1.532(4) . ? C3 C4 1.532(4) . ? C4 C5 1.554(4) . ? C5 C6 1.542(3) . ? C6 C7 1.540(3) . ? N1 O1 1.397(2) . ? O1 Ga1 1.9083(17) 5_676 ? 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 Ga1 C8 111.94(10) 5_676 . ? O1 Ga1 C9 103.20(10) 5_676 . ? C8 Ga1 C9 125.38(12) . . ? O1 Ga1 N1 95.36(8) 5_676 . ? C8 Ga1 N1 104.42(10) . . ? C9 Ga1 N1 112.60(10) . . ? N1 C1 C2 127.2(2) . . ? N1 C1 C6 124.8(2) . . ? C2 C1 C6 107.88(19) . . ? C1 C2 C3 101.10(19) . . ? C7 C3 C4 102.4(2) . . ? C7 C3 C2 100.82(19) . . ? C4 C3 C2 108.2(2) . . ? C3 C4 C5 103.2(2) . . ? C6 C5 C4 103.3(2) . . ? C1 C6 C7 100.3(2) . . ? C1 C6 C5 104.2(2) . . ? C7 C6 C5 101.4(2) . . ? C3 C7 C6 94.7(2) . . ? C1 N1 O1 115.29(19) . . ? C1 N1 Ga1 133.77(17) . . ? O1 N1 Ga1 110.94(13) . . ? N1 O1 Ga1 115.80(12) . 5_676 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 30.06 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.478 _refine_diff_density_min -0.360 _refine_diff_density_rms 0.091