# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Pawel Horeglad' _publ_contact_author_address ; Faculty of Chemistry University of Warsaw Zwirki i Wigury 101, 02-089 Warsaw, Poland ; _publ_contact_author_email horeglad@chem.uw.edu.pl _publ_contact_author_phone 48()604053285 _publ_contact_author_fax ? loop_ _publ_author_name _publ_author_address P.Horeglad ; Faculty of Chemistry University of Warsaw Zwirki i Wigury 101, 02-089 Warsaw, Poland ; G.Szczepaniak ; Faculty of Chemistry University of Warsaw Zwirki i Wigury 101, 02-089 Warsaw, Poland ; M.Dranka ; Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland mdranka@ch.pw.edu.pl ; J.Zachara ; Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland janzac@ch.pw.edu.pl ; _publ_section_title ; The first facile stereoselectivity switch in the polymerization of rac-lactide - from heteroselective dialkylgallium alkoxides to isoselective dialkylgallium alkoxides stabilized with NHC carbenes ; #============================================================ data_2b _database_code_depnum_ccdc_archive 'CCDC 819149' #TrackingRef '- 2b.cif' _audit_creation_date 2011-03-10 _audit_creation_method ; Olex2 1.1 (compiled 2011.02.15 svn.r1672, GUI svn.r3494) ; _chemical_name_common ;(1,3-Dimesitylimidazolin-2-ylidene)-dimethyl-methoxy- gallium(iii) ; _chemical_name_systematic ; (1,3-Dimesitylimidazolin-2-ylidene)-dimethyl-methoxy-gallium(iii) ; _chemical_formula_moiety 'C24 H35 Ga N2 O' _chemical_formula_sum 'C24 H35 Ga N2 O' _chemical_formula_weight 437.26 _chemical_absolute_configuration ad _chemical_melting_point ? 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' Ga Ga 0.2307 1.6083 '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' _space_group_crystal_system orthorhombic _space_group_IT_number 33 _space_group_name_H-M_alt 'P n a 21' _space_group_name_Hall 'P 2c -2n' _symmetry_cell_setting orthorhombic _symmetry_Int_Tables_number 33 _symmetry_space_group_name_H-M 'P n a 21' _symmetry_space_group_name_Hall 'P 2c -2n' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, z+1/2' 3 '-x+1/2, y+1/2, z+1/2' 4 'x+1/2, -y+1/2, z' _cell_length_a 22.5330(4) _cell_length_b 7.78830(12) _cell_length_c 12.96404(20) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2275.11(6) _cell_formula_units_Z 4 _cell_measurement_reflns_used 15137 _cell_measurement_temperature 100.0 _cell_measurement_theta_max 32.7668 _cell_measurement_theta_min 3.2637 _exptl_absorpt_coefficient_mu 1.225 _exptl_absorpt_correction_T_max 0.782 _exptl_absorpt_correction_T_min 0.666 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.7 (release 14-02-2011 CrysAlis171 .NET) (compiled Feb 15 2011,09:34:54) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.277 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description prismatic _exptl_crystal_F_000 928 _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.25 _exptl_special_details ; ? ; loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 0 0.146 -1 0 0 0.169 2 1 1 0.154 2 -1 1 0.138 -2 1 1 0.193 -2 -1 1 0.139 1 1 0 0.132 -1 1 0 0.164 1 -1 0 0.117 -1 -1 0 0.115 0 0 -1 0.160 0 0 1 0.260 _diffrn_reflns_av_R_equivalents 0.0288 _diffrn_reflns_av_unetI/netI 0.0254 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 28944 _diffrn_reflns_theta_full 32.84 _diffrn_reflns_theta_max 32.84 _diffrn_reflns_theta_min 3.55 _diffrn_ambient_temperature 100.0 _diffrn_detector_area_resol_mean 10.3347 _diffrn_measured_fraction_theta_full 0.942 _diffrn_measured_fraction_theta_max 0.942 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -37.00 58.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - -19.6509 77.0000 120.0000 95 #__ type_ start__ end____ width___ exp.time_ 2 omega -74.00 14.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - -19.6509 -77.0000 0.0000 88 #__ type_ start__ end____ width___ exp.time_ 3 omega -32.00 -6.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - -19.6509 77.0000 -30.0000 26 #__ type_ start__ end____ width___ exp.time_ 4 omega -53.00 43.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - -19.6509 77.0000 -120.0000 96 #__ type_ start__ end____ width___ exp.time_ 5 omega -53.00 -15.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 19.9634 -38.0000 -150.0000 38 #__ type_ start__ end____ width___ exp.time_ 6 omega -19.00 10.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 19.9634 95.0000 -14.0000 29 #__ type_ start__ end____ width___ exp.time_ 7 omega 1.00 26.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 19.9634 -38.0000 -150.0000 25 #__ type_ start__ end____ width___ exp.time_ 8 omega 68.00 110.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 19.9634 179.0000 -120.0000 42 ; _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0104558000 _diffrn_orient_matrix_UB_12 -0.0695479000 _diffrn_orient_matrix_UB_13 -0.0302822000 _diffrn_orient_matrix_UB_21 0.0274585000 _diffrn_orient_matrix_UB_22 -0.0023828000 _diffrn_orient_matrix_UB_23 -0.0266922000 _diffrn_orient_matrix_UB_31 0.0112758000 _diffrn_orient_matrix_UB_32 -0.0587673000 _diffrn_orient_matrix_UB_33 0.0369398000 _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_source 'Enhance (Mo) X-ray Source' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 6667 _reflns_number_total 7072 _reflns_threshold_expression I>2\s(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.7 (release 14-02-2011 CrysAlis171 .NET) (compiled Feb 15 2011,09:34:54) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.7 (release 14-02-2011 CrysAlis171 .NET) (compiled Feb 15 2011,09:34:54) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.7 (release 14-02-2011 CrysAlis171 .NET) (compiled Feb 15 2011,09:34:54) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _refine_diff_density_max 0.624 _refine_diff_density_min -0.362 _refine_diff_density_rms 0.052 _refine_ls_abs_structure_details ; 2933 Friedel pairs recorded ; _refine_ls_abs_structure_Flack -0.005(6) _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 262 _refine_ls_number_reflns 7072 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0289 _refine_ls_R_factor_gt 0.0260 _refine_ls_restrained_S_all 1.051 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0353P)^2^+0.4776P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0637 _refine_ls_wR_factor_ref 0.0655 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 0.177937(6) 0.714741(17) 0.416930(17) 0.01349(4) Uani 1 1 d . . . O1 O 0.13980(5) 0.82631(15) 0.30696(9) 0.0212(2) Uani 1 1 d . . . N1 N 0.25670(5) 0.41776(16) 0.33954(9) 0.0130(2) Uani 1 1 d . . . N2 N 0.16430(5) 0.37300(15) 0.30194(9) 0.0124(2) Uani 1 1 d . . . C1 C 0.20160(6) 0.47879(17) 0.35007(10) 0.0112(2) Uani 1 1 d . . . C2 C 0.19404(7) 0.22404(18) 0.25331(12) 0.0153(3) Uani 1 1 d . . . H2A H 0.1881 0.2236 0.1776 0.018 Uiso 1 1 calc R . . H2B H 0.1795 0.1143 0.2824 0.018 Uiso 1 1 calc R . . C3 C 0.25908(7) 0.2550(2) 0.28123(13) 0.0174(3) Uani 1 1 d . . . H3A H 0.2749 0.1605 0.3243 0.021 Uiso 1 1 calc R . . H3B H 0.2839 0.2666 0.2186 0.021 Uiso 1 1 calc R . . C4 C 0.12437(8) 0.6754(2) 0.53565(13) 0.0232(3) Uani 1 1 d . . . H4A H 0.1448 0.6052 0.5874 0.035 Uiso 1 1 calc R . . H4B H 0.0886 0.6155 0.5121 0.035 Uiso 1 1 calc R . . H4C H 0.1133 0.7859 0.5661 0.035 Uiso 1 1 calc R . . C5 C 0.25054(7) 0.8497(2) 0.44722(14) 0.0251(3) Uani 1 1 d . . . H5A H 0.2739 0.7908 0.5003 0.038 Uiso 1 1 calc R . . H5B H 0.2393 0.9640 0.4721 0.038 Uiso 1 1 calc R . . H5C H 0.2743 0.8611 0.3843 0.038 Uiso 1 1 calc R . . C6 C 0.07889(7) 0.8520(2) 0.30709(14) 0.0246(3) Uani 1 1 d . . . H6A H 0.0606 0.7782 0.3594 0.037 Uiso 1 1 calc R . . H6B H 0.0627 0.8235 0.2390 0.037 Uiso 1 1 calc R . . H6C H 0.0703 0.9725 0.3230 0.037 Uiso 1 1 calc R . . C7 C 0.30919(6) 0.47809(18) 0.39054(10) 0.0115(2) Uani 1 1 d . . . C8 C 0.31787(6) 0.43990(19) 0.49471(12) 0.0130(2) Uani 1 1 d . . . C9 C 0.37122(6) 0.48926(19) 0.54048(11) 0.0159(3) Uani 1 1 d . . . H9 H 0.3778 0.4638 0.6112 0.019 Uiso 1 1 calc R . . C10 C 0.41499(7) 0.5745(2) 0.48540(13) 0.0175(3) Uani 1 1 d . . . C11 C 0.40469(7) 0.6125(2) 0.38239(12) 0.0182(3) Uani 1 1 d . . . H11 H 0.4343 0.6720 0.3443 0.022 Uiso 1 1 calc R . . C12 C 0.35210(6) 0.56578(19) 0.33327(11) 0.0149(2) Uani 1 1 d . . . C13 C 0.10083(6) 0.38290(17) 0.30647(11) 0.0121(2) Uani 1 1 d . . . C14 C 0.06930(6) 0.45237(17) 0.22400(11) 0.0132(2) Uani 1 1 d . . . C15 C 0.00734(6) 0.45769(18) 0.23068(11) 0.0154(2) Uani 1 1 d . . . H15 H -0.0148 0.5062 0.1755 0.018 Uiso 1 1 calc R . . C16 C -0.02263(6) 0.39358(19) 0.31631(11) 0.0154(3) Uani 1 1 d . . . C17 C 0.01027(6) 0.32025(19) 0.39570(10) 0.0152(3) Uani 1 1 d . . . H17 H -0.0099 0.2744 0.4539 0.018 Uiso 1 1 calc R . . C18 C 0.07201(6) 0.31226(18) 0.39213(11) 0.0139(2) Uani 1 1 d . . . C19 C 0.27117(7) 0.3509(2) 0.55848(12) 0.0184(3) Uani 1 1 d . . . H19A H 0.2873 0.3248 0.6269 0.028 Uiso 1 1 calc R . . H19B H 0.2593 0.2440 0.5244 0.028 Uiso 1 1 calc R . . H19C H 0.2365 0.4261 0.5656 0.028 Uiso 1 1 calc R . . C20 C 0.47252(7) 0.6246(2) 0.53686(15) 0.0271(4) Uani 1 1 d . . . H20A H 0.5046 0.5507 0.5115 0.041 Uiso 1 1 calc R . . H20B H 0.4687 0.6109 0.6117 0.041 Uiso 1 1 calc R . . H20C H 0.4817 0.7446 0.5208 0.041 Uiso 1 1 calc R . . C21 C 0.34138(8) 0.6135(2) 0.22222(13) 0.0249(3) Uani 1 1 d . . . H21A H 0.3664 0.7118 0.2038 0.037 Uiso 1 1 calc R . . H21B H 0.2995 0.6440 0.2128 0.037 Uiso 1 1 calc R . . H21C H 0.3513 0.5158 0.1778 0.037 Uiso 1 1 calc R . . C22 C 0.10110(7) 0.5215(2) 0.13032(11) 0.0188(3) Uani 1 1 d . . . H22A H 0.1313 0.6046 0.1521 0.028 Uiso 1 1 calc R . . H22B H 0.0725 0.5780 0.0847 0.028 Uiso 1 1 calc R . . H22C H 0.1202 0.4267 0.0934 0.028 Uiso 1 1 calc R . . C23 C -0.08939(6) 0.4011(2) 0.32367(13) 0.0221(3) Uani 1 1 d . . . H23A H -0.1041 0.2964 0.3569 0.033 Uiso 1 1 calc R . . H23B H -0.1063 0.4106 0.2543 0.033 Uiso 1 1 calc R . . H23C H -0.1011 0.5013 0.3647 0.033 Uiso 1 1 calc R . . C24 C 0.10612(7) 0.2288(2) 0.47812(12) 0.0195(3) Uani 1 1 d . . . H24A H 0.1297 0.1335 0.4505 0.029 Uiso 1 1 calc R . . H24B H 0.0783 0.1850 0.5300 0.029 Uiso 1 1 calc R . . H24C H 0.1326 0.3134 0.5100 0.029 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 0.01318(6) 0.01219(6) 0.01511(7) -0.00250(7) -0.00186(6) 0.00174(5) O1 0.0240(6) 0.0200(5) 0.0197(5) 0.0046(4) -0.0029(4) 0.0029(4) N1 0.0108(5) 0.0134(5) 0.0148(5) -0.0029(4) -0.0016(4) 0.0014(4) N2 0.0090(5) 0.0134(5) 0.0148(5) -0.0028(4) -0.0001(4) 0.0001(4) C1 0.0111(5) 0.0123(6) 0.0102(6) 0.0014(4) -0.0003(4) -0.0001(4) C2 0.0133(6) 0.0147(6) 0.0179(7) -0.0054(5) -0.0012(5) 0.0012(5) C3 0.0130(6) 0.0163(6) 0.0230(7) -0.0067(5) -0.0007(5) 0.0023(5) C4 0.0215(7) 0.0272(8) 0.0208(7) -0.0057(6) 0.0027(6) 0.0032(6) C5 0.0210(7) 0.0157(7) 0.0386(10) -0.0059(6) -0.0071(6) -0.0005(6) C6 0.0221(7) 0.0264(8) 0.0253(8) -0.0002(6) -0.0014(6) 0.0044(6) C7 0.0089(5) 0.0116(6) 0.0139(6) -0.0010(4) -0.0008(4) 0.0007(4) C8 0.0122(6) 0.0123(6) 0.0144(6) -0.0008(5) 0.0005(5) 0.0016(4) C9 0.0145(6) 0.0172(6) 0.0160(6) -0.0033(5) -0.0041(5) 0.0030(5) C10 0.0115(6) 0.0173(7) 0.0236(7) -0.0066(5) -0.0023(5) 0.0007(5) C11 0.0120(6) 0.0198(7) 0.0228(7) -0.0027(5) 0.0036(5) -0.0042(5) C12 0.0118(6) 0.0162(6) 0.0167(6) 0.0001(5) 0.0018(5) -0.0007(5) C13 0.0096(5) 0.0136(6) 0.0130(6) -0.0012(4) -0.0016(4) -0.0008(4) C14 0.0119(6) 0.0147(6) 0.0129(6) 0.0009(4) -0.0017(4) -0.0009(5) C15 0.0124(6) 0.0175(6) 0.0162(6) -0.0010(5) -0.0041(5) -0.0003(5) C16 0.0114(6) 0.0160(6) 0.0187(7) -0.0034(5) -0.0014(5) -0.0014(5) C17 0.0126(5) 0.0175(6) 0.0155(7) -0.0003(4) 0.0013(4) -0.0018(5) C18 0.0137(6) 0.0140(6) 0.0140(6) 0.0001(4) -0.0018(4) -0.0010(5) C19 0.0182(6) 0.0194(7) 0.0177(7) 0.0035(5) 0.0021(5) -0.0017(6) C20 0.0139(6) 0.0336(9) 0.0338(9) -0.0113(7) -0.0051(6) -0.0028(6) C21 0.0259(8) 0.0300(9) 0.0187(7) 0.0057(6) 0.0023(6) -0.0054(7) C22 0.0159(6) 0.0232(7) 0.0172(7) 0.0051(5) -0.0001(5) -0.0008(5) C23 0.0103(6) 0.0293(8) 0.0268(8) 0.0003(6) -0.0005(5) -0.0014(5) C24 0.0174(7) 0.0234(7) 0.0175(7) 0.0056(5) -0.0032(5) -0.0015(6) _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 1.8778(11) . ? Ga1 C1 2.1007(13) . ? Ga1 C4 1.9798(17) . ? Ga1 C5 1.9838(16) . ? O1 C6 1.387(2) . ? N1 C1 1.3365(17) . ? N1 C3 1.4771(19) . ? N1 C7 1.4342(17) . ? N2 C1 1.3322(17) . ? N2 C2 1.4807(18) . ? N2 C13 1.4335(17) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C2 C3 1.529(2) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.397(2) . ? C7 C12 1.3972(19) . ? C8 C9 1.3946(19) . ? C8 C19 1.507(2) . ? C9 H9 0.9500 . ? C9 C10 1.387(2) . ? C10 C11 1.387(2) . ? C10 C20 1.509(2) . ? C11 H11 0.9500 . ? C11 C12 1.394(2) . ? C12 C21 1.506(2) . ? C13 C14 1.3930(19) . ? C13 C18 1.3991(19) . ? C14 C15 1.3995(19) . ? C14 C22 1.509(2) . ? C15 H15 0.9500 . ? C15 C16 1.392(2) . ? C16 C17 1.391(2) . ? C16 C23 1.508(2) . ? C17 H17 0.9500 . ? C17 C18 1.3934(19) . ? C18 C24 1.502(2) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 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 O1 Ga1 C1 101.99(5) . . ? O1 Ga1 C4 112.52(6) . . ? O1 Ga1 C5 106.41(6) . . ? C4 Ga1 C1 109.88(6) . . ? C4 Ga1 C5 115.53(7) . . ? C5 Ga1 C1 109.63(6) . . ? C6 O1 Ga1 121.25(11) . . ? C1 N1 C3 113.03(11) . . ? C1 N1 C7 127.05(12) . . ? C7 N1 C3 119.16(11) . . ? C1 N2 C2 113.47(11) . . ? C1 N2 C13 125.25(12) . . ? C13 N2 C2 120.75(11) . . ? N1 C1 Ga1 126.09(10) . . ? N2 C1 Ga1 125.04(10) . . ? N2 C1 N1 108.57(12) . . ? N2 C2 H2A 111.3 . . ? N2 C2 H2B 111.3 . . ? N2 C2 C3 102.11(11) . . ? H2A C2 H2B 109.2 . . ? C3 C2 H2A 111.3 . . ? C3 C2 H2B 111.3 . . ? N1 C3 C2 102.80(11) . . ? N1 C3 H3A 111.2 . . ? N1 C3 H3B 111.2 . . ? C2 C3 H3A 111.2 . . ? C2 C3 H3B 111.2 . . ? H3A C3 H3B 109.1 . . ? Ga1 C4 H4A 109.5 . . ? Ga1 C4 H4B 109.5 . . ? Ga1 C4 H4C 109.5 . . ? H4A C4 H4B 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? Ga1 C5 H5A 109.5 . . ? Ga1 C5 H5B 109.5 . . ? Ga1 C5 H5C 109.5 . . ? H5A C5 H5B 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? O1 C6 H6A 109.5 . . ? O1 C6 H6B 109.5 . . ? O1 C6 H6C 109.5 . . ? H6A C6 H6B 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C8 C7 N1 119.44(12) . . ? C8 C7 C12 121.40(13) . . ? C12 C7 N1 119.06(12) . . ? C7 C8 C19 122.05(13) . . ? C9 C8 C7 118.26(13) . . ? C9 C8 C19 119.68(13) . . ? C8 C9 H9 119.1 . . ? C10 C9 C8 121.73(14) . . ? C10 C9 H9 119.1 . . ? C9 C10 C11 118.60(14) . . ? C9 C10 C20 120.46(15) . . ? C11 C10 C20 120.94(16) . . ? C10 C11 H11 119.1 . . ? C10 C11 C12 121.77(14) . . ? C12 C11 H11 119.1 . . ? C7 C12 C21 121.17(13) . . ? C11 C12 C7 118.24(13) . . ? C11 C12 C21 120.57(13) . . ? C14 C13 N2 119.88(12) . . ? C14 C13 C18 121.69(12) . . ? C18 C13 N2 118.32(12) . . ? C13 C14 C15 118.21(13) . . ? C13 C14 C22 120.94(12) . . ? C15 C14 C22 120.85(13) . . ? C14 C15 H15 119.2 . . ? C16 C15 C14 121.52(13) . . ? C16 C15 H15 119.2 . . ? C15 C16 C23 121.36(14) . . ? C17 C16 C15 118.60(13) . . ? C17 C16 C23 120.04(13) . . ? C16 C17 H17 119.1 . . ? C16 C17 C18 121.73(13) . . ? C18 C17 H17 119.1 . . ? C13 C18 C24 121.45(13) . . ? C17 C18 C13 118.17(13) . . ? C17 C18 C24 120.37(13) . . ? C8 C19 H19A 109.5 . . ? C8 C19 H19B 109.5 . . ? C8 C19 H19C 109.5 . . ? H19A C19 H19B 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C10 C20 H20A 109.5 . . ? C10 C20 H20B 109.5 . . ? C10 C20 H20C 109.5 . . ? H20A C20 H20B 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C12 C21 H21A 109.5 . . ? C12 C21 H21B 109.5 . . ? C12 C21 H21C 109.5 . . ? H21A C21 H21B 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C14 C22 H22A 109.5 . . ? C14 C22 H22B 109.5 . . ? C14 C22 H22C 109.5 . . ? H22A C22 H22B 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C16 C23 H23A 109.5 . . ? C16 C23 H23B 109.5 . . ? C16 C23 H23C 109.5 . . ? H23A C23 H23B 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C18 C24 H24A 109.5 . . ? C18 C24 H24B 109.5 . . ? C18 C24 H24C 109.5 . . ? H24A C24 H24B 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? #END=========================================================================