# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Louise Berben' _publ_contact_author_email laberben@ucdavis.edu loop_ _publ_author_name 'Kristin Kowolik' 'Thomas W. Myers' 'Maheswaren Shanmugam' 'Chelsea D. Cates' 'Louise A. Berben' data_es43 _database_code_depnum_ccdc_archive 'CCDC 861507' #TrackingRef 'es43.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H44 Cl Ga N4' _chemical_formula_weight 637.92 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ga Ga -1.2846 0.7763 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? 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 21.5436(5) _cell_length_b 9.8702(2) _cell_length_c 17.0142(4) _cell_angle_alpha 90.00 _cell_angle_beta 113.8440(10) _cell_angle_gamma 90.00 _cell_volume 3309.10(13) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.280 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1344 _exptl_absorpt_coefficient_mu 2.102 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.7035 _exptl_absorpt_correction_T_max 0.8334 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 9798 _diffrn_reflns_av_R_equivalents 0.0198 _diffrn_reflns_av_sigmaI/netI 0.0217 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 6.20 _diffrn_reflns_theta_max 68.41 _reflns_number_total 2884 _reflns_number_gt 2881 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _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^)+(0.1000P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2884 _refine_ls_number_parameters 191 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0307 _refine_ls_R_factor_gt 0.0307 _refine_ls_wR_factor_ref 0.1490 _refine_ls_wR_factor_gt 0.1489 _refine_ls_goodness_of_fit_ref 1.464 _refine_ls_restrained_S_all 1.464 _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 0.10506(2) 0.7500 0.0119(2) Uani 1 2 d S . . Cl1 Cl 0.0000 -0.12066(5) 0.7500 0.0225(2) Uani 1 2 d S . . N1 N -0.07948(6) 0.19465(12) 0.66426(8) 0.0145(3) Uani 1 1 d . . . N2 N 0.03226(7) 0.12083(13) 0.65051(9) 0.0154(3) Uani 1 1 d . . . C1 C -0.07506(7) 0.21925(16) 0.58845(9) 0.0165(3) Uani 1 1 d . . . H1A H -0.1112 0.2621 0.5426 0.020 Uiso 1 1 calc R . . C2 C -0.01583(8) 0.18006(15) 0.57915(9) 0.0164(3) Uani 1 1 d . . . C3 C -0.00482(8) 0.19629(19) 0.50289(9) 0.0219(4) Uani 1 1 d . . . H3A H -0.0384 0.2386 0.4540 0.026 Uiso 1 1 calc R . . C4 C 0.05428(8) 0.15090(19) 0.49990(10) 0.0247(4) Uani 1 1 d . . . H4A H 0.0623 0.1611 0.4493 0.030 Uiso 1 1 calc R . . C5 C 0.10319(10) 0.08833(19) 0.57402(12) 0.0250(4) Uani 1 1 d . . . H5A H 0.1447 0.0559 0.5738 0.030 Uiso 1 1 calc R . . C6 C 0.09005(8) 0.07508(18) 0.64588(10) 0.0199(4) Uani 1 1 d . . . H6A H 0.1230 0.0318 0.6949 0.024 Uiso 1 1 calc R . . C7 C -0.14218(7) 0.22044(15) 0.67122(9) 0.0134(3) Uani 1 1 d . . . C8 C -0.14737(7) 0.33103(15) 0.72059(9) 0.0164(3) Uani 1 1 d . . . C9 C -0.20829(8) 0.35162(17) 0.72869(9) 0.0199(4) Uani 1 1 d . . . H9A H -0.2124 0.4258 0.7618 0.024 Uiso 1 1 calc R . . C10 C -0.26352(8) 0.26533(18) 0.68907(10) 0.0210(4) Uani 1 1 d . . . H10A H -0.3048 0.2803 0.6954 0.025 Uiso 1 1 calc R . . C11 C -0.25756(7) 0.15709(16) 0.64016(9) 0.0180(3) Uani 1 1 d . . . H11A H -0.2953 0.0986 0.6131 0.022 Uiso 1 1 calc R . . C12 C -0.19776(9) 0.13258(18) 0.63002(11) 0.0152(4) Uani 1 1 d . . . C13 C -0.08852(8) 0.42874(17) 0.76082(10) 0.0190(4) Uani 1 1 d . . . H13A H -0.0458 0.3775 0.7716 0.023 Uiso 1 1 calc R . . C14 C -0.08262(10) 0.4869(2) 0.84696(15) 0.0328(5) Uani 1 1 d . . . H14A H -0.0785 0.4126 0.8870 0.049 Uiso 1 1 calc R . . H14B H -0.1232 0.5404 0.8382 0.049 Uiso 1 1 calc R . . H14C H -0.0424 0.5450 0.8708 0.049 Uiso 1 1 calc R . . C15 C -0.09430(10) 0.5423(2) 0.69586(13) 0.0374(5) Uani 1 1 d . . . H15A H -0.0980 0.5020 0.6415 0.056 Uiso 1 1 calc R . . H15B H -0.0538 0.5999 0.7189 0.056 Uiso 1 1 calc R . . H15C H -0.1347 0.5971 0.6859 0.056 Uiso 1 1 calc R . . C16 C -0.19356(8) 0.01056(14) 0.57740(11) 0.0149(4) Uani 1 1 d . . . H16A H -0.1494 0.0158 0.5712 0.018 Uiso 1 1 calc R . . C17 C -0.25035(10) 0.01368(18) 0.48752(12) 0.0246(4) Uani 1 1 d . . . H17A H -0.2489 0.0997 0.4596 0.037 Uiso 1 1 calc R . . H17B H -0.2943 0.0048 0.4916 0.037 Uiso 1 1 calc R . . H17C H -0.2444 -0.0615 0.4536 0.037 Uiso 1 1 calc R . . C18 C -0.19485(13) -0.12343(18) 0.62221(14) 0.0287(5) Uani 1 1 d . . . H18A H -0.1582 -0.1239 0.6799 0.043 Uiso 1 1 calc R . . H18B H -0.1886 -0.1990 0.5888 0.043 Uiso 1 1 calc R . . H18C H -0.2386 -0.1331 0.6266 0.043 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 0.0121(3) 0.0111(3) 0.0124(3) 0.000 0.00473(18) 0.000 Cl1 0.0330(4) 0.0113(3) 0.0233(4) 0.000 0.0116(3) 0.000 N1 0.0121(6) 0.0139(7) 0.0158(6) 0.0017(5) 0.0040(5) 0.0010(4) N2 0.0162(7) 0.0160(6) 0.0148(6) -0.0029(4) 0.0069(5) -0.0013(5) C1 0.0165(8) 0.0150(7) 0.0167(7) 0.0011(6) 0.0054(6) -0.0014(6) C2 0.0185(8) 0.0159(7) 0.0152(7) -0.0006(5) 0.0072(6) -0.0030(5) C3 0.0246(9) 0.0228(10) 0.0204(8) 0.0038(5) 0.0114(7) -0.0014(6) C4 0.0262(9) 0.0321(10) 0.0207(8) -0.0005(7) 0.0145(7) -0.0034(7) C5 0.0220(9) 0.0306(10) 0.0248(9) -0.0040(6) 0.0119(7) 0.0008(6) C6 0.0165(8) 0.0225(8) 0.0195(8) -0.0046(6) 0.0059(6) 0.0003(6) C7 0.0123(7) 0.0135(7) 0.0147(7) 0.0042(5) 0.0059(5) 0.0021(5) C8 0.0152(7) 0.0160(8) 0.0163(7) 0.0014(5) 0.0045(5) 0.0020(5) C9 0.0224(8) 0.0181(8) 0.0208(8) -0.0039(6) 0.0103(6) 0.0030(6) C10 0.0168(8) 0.0246(9) 0.0238(7) -0.0004(6) 0.0105(6) 0.0019(6) C11 0.0142(8) 0.0185(8) 0.0205(7) -0.0011(6) 0.0062(6) -0.0026(6) C12 0.0182(9) 0.0138(7) 0.0140(8) 0.0015(6) 0.0070(6) 0.0001(6) C13 0.0162(8) 0.0148(7) 0.0233(8) -0.0034(6) 0.0051(6) 0.0011(6) C14 0.0179(10) 0.0402(11) 0.0360(11) -0.0221(8) 0.0063(8) -0.0007(7) C15 0.0304(10) 0.0221(10) 0.0427(11) 0.0099(8) -0.0028(8) -0.0107(8) C16 0.0149(8) 0.0133(8) 0.0187(8) -0.0020(5) 0.0089(6) -0.0013(5) C17 0.0249(10) 0.0249(10) 0.0206(10) -0.0030(6) 0.0055(8) 0.0012(6) C18 0.0481(14) 0.0129(9) 0.0252(10) 0.0017(7) 0.0149(9) 0.0014(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 N1 1.9551(12) . ? Ga1 N1 1.9551(12) 2_556 ? Ga1 N2 2.0794(14) 2_556 ? Ga1 N2 2.0795(14) . ? Ga1 Cl1 2.2279(6) . ? N1 C1 1.3531(19) . ? N1 C7 1.4257(18) . ? N2 C6 1.356(2) . ? N2 C2 1.368(2) . ? C1 C2 1.402(2) . ? C2 C3 1.419(2) . ? C3 C4 1.370(2) . ? C4 C5 1.417(3) . ? C5 C6 1.368(3) . ? C7 C8 1.409(2) . ? C7 C12 1.414(2) . ? C8 C9 1.389(2) . ? C8 C13 1.518(2) . ? C9 C10 1.395(2) . ? C10 C11 1.392(2) . ? C11 C12 1.388(2) . ? C12 C16 1.525(2) . ? C13 C14 1.531(2) . ? C13 C15 1.543(2) . ? C16 C17 1.524(3) . ? C16 C18 1.532(2) . ? 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 Ga1 N1 126.22(7) . 2_556 ? N1 Ga1 N2 95.36(5) . 2_556 ? N1 Ga1 N2 80.73(5) 2_556 2_556 ? N1 Ga1 N2 80.73(5) . . ? N1 Ga1 N2 95.36(5) 2_556 . ? N2 Ga1 N2 171.42(7) 2_556 . ? N1 Ga1 Cl1 116.89(4) . . ? N1 Ga1 Cl1 116.89(3) 2_556 . ? N2 Ga1 Cl1 94.29(4) 2_556 . ? N2 Ga1 Cl1 94.29(4) . . ? C1 N1 C7 118.76(12) . . ? C1 N1 Ga1 114.49(10) . . ? C7 N1 Ga1 126.32(9) . . ? C6 N2 C2 118.32(13) . . ? C6 N2 Ga1 129.72(11) . . ? C2 N2 Ga1 111.83(10) . . ? N1 C1 C2 118.42(13) . . ? N2 C2 C1 114.51(13) . . ? N2 C2 C3 120.86(14) . . ? C1 C2 C3 124.62(14) . . ? C4 C3 C2 119.90(14) . . ? C3 C4 C5 118.52(14) . . ? C6 C5 C4 119.26(17) . . ? N2 C6 C5 123.13(16) . . ? C8 C7 C12 121.02(14) . . ? C8 C7 N1 119.60(13) . . ? C12 C7 N1 119.36(14) . . ? C9 C8 C7 118.58(14) . . ? C9 C8 C13 120.85(14) . . ? C7 C8 C13 120.52(13) . . ? C8 C9 C10 121.20(15) . . ? C11 C10 C9 119.40(14) . . ? C12 C11 C10 121.50(15) . . ? C11 C12 C7 118.30(15) . . ? C11 C12 C16 119.26(15) . . ? C7 C12 C16 122.41(15) . . ? C8 C13 C14 113.64(14) . . ? C8 C13 C15 109.12(13) . . ? C14 C13 C15 111.38(16) . . ? C17 C16 C12 111.03(14) . . ? C17 C16 C18 110.36(14) . . ? C12 C16 C18 111.84(16) . . ? 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 N1 Ga1 N1 C1 90.56(10) 2_556 . . . ? N2 Ga1 N1 C1 172.99(11) 2_556 . . . ? N2 Ga1 N1 C1 0.70(10) . . . . ? Cl1 Ga1 N1 C1 -89.43(10) . . . . ? N1 Ga1 N1 C7 -97.14(12) 2_556 . . . ? N2 Ga1 N1 C7 -14.71(13) 2_556 . . . ? N2 Ga1 N1 C7 172.99(13) . . . . ? Cl1 Ga1 N1 C7 82.86(12) . . . . ? N1 Ga1 N2 C6 -176.80(15) . . . . ? N1 Ga1 N2 C6 57.32(14) 2_556 . . . ? N2 Ga1 N2 C6 119.77(14) 2_556 . . . ? Cl1 Ga1 N2 C6 -60.23(14) . . . . ? N1 Ga1 N2 C2 -1.01(10) . . . . ? N1 Ga1 N2 C2 -126.89(10) 2_556 . . . ? N2 Ga1 N2 C2 -64.44(10) 2_556 . . . ? Cl1 Ga1 N2 C2 115.56(10) . . . . ? C7 N1 C1 C2 -173.21(14) . . . . ? Ga1 N1 C1 C2 -0.28(18) . . . . ? C6 N2 C2 C1 177.46(14) . . . . ? Ga1 N2 C2 C1 1.14(16) . . . . ? C6 N2 C2 C3 -1.6(2) . . . . ? Ga1 N2 C2 C3 -177.88(12) . . . . ? N1 C1 C2 N2 -0.6(2) . . . . ? N1 C1 C2 C3 178.36(15) . . . . ? N2 C2 C3 C4 0.8(2) . . . . ? C1 C2 C3 C4 -178.15(16) . . . . ? C2 C3 C4 C5 0.0(3) . . . . ? C3 C4 C5 C6 0.0(3) . . . . ? C2 N2 C6 C5 1.7(2) . . . . ? Ga1 N2 C6 C5 177.21(13) . . . . ? C4 C5 C6 N2 -0.9(3) . . . . ? C1 N1 C7 C8 -108.73(15) . . . . ? Ga1 N1 C7 C8 79.27(16) . . . . ? C1 N1 C7 C12 72.75(19) . . . . ? Ga1 N1 C7 C12 -99.25(15) . . . . ? C12 C7 C8 C9 0.5(2) . . . . ? N1 C7 C8 C9 -177.97(13) . . . . ? C12 C7 C8 C13 -176.93(14) . . . . ? N1 C7 C8 C13 4.6(2) . . . . ? C7 C8 C9 C10 0.0(2) . . . . ? C13 C8 C9 C10 177.43(14) . . . . ? C8 C9 C10 C11 -0.3(2) . . . . ? C9 C10 C11 C12 0.2(2) . . . . ? C10 C11 C12 C7 0.3(2) . . . . ? C10 C11 C12 C16 178.61(15) . . . . ? C8 C7 C12 C11 -0.7(2) . . . . ? N1 C7 C12 C11 177.82(13) . . . . ? C8 C7 C12 C16 -178.92(14) . . . . ? N1 C7 C12 C16 -0.4(2) . . . . ? C9 C8 C13 C14 35.6(2) . . . . ? C7 C8 C13 C14 -147.00(15) . . . . ? C9 C8 C13 C15 -89.36(19) . . . . ? C7 C8 C13 C15 88.03(18) . . . . ? C11 C12 C16 C17 55.3(2) . . . . ? C7 C12 C16 C17 -126.44(17) . . . . ? C11 C12 C16 C18 -68.4(2) . . . . ? C7 C12 C16 C18 109.80(18) . . . . ? _diffrn_measured_fraction_theta_max 0.948 _diffrn_reflns_theta_full 68.41 _diffrn_measured_fraction_theta_full 0.948 _refine_diff_density_max 0.486 _refine_diff_density_min -0.561 _refine_diff_density_rms 0.115 # Attachment 'twm60.cif' data_twm60 _database_code_depnum_ccdc_archive 'CCDC 861508' #TrackingRef 'twm60.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C63.06 H97.41 Ga N4 Na O6.90' _chemical_formula_weight 1114.66 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 -1.2846 0.7763 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Na Na 0.1353 0.1239 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M p21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 17.7553(17) _cell_length_b 15.5781(15) _cell_length_c 23.043(2) _cell_angle_alpha 90.00 _cell_angle_beta 102.565(6) _cell_angle_gamma 90.00 _cell_volume 6220.9(10) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 90 _cell_measurement_theta_min 2.54 _cell_measurement_theta_max 29.34 _exptl_crystal_description Block _exptl_crystal_colour Purple _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.190 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2404 _exptl_absorpt_coefficient_mu 1.084 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.9696 _exptl_absorpt_correction_T_max 0.9968 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 42448 _diffrn_reflns_av_R_equivalents 0.0372 _diffrn_reflns_av_sigmaI/netI 0.0346 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 69.97 _reflns_number_total 11498 _reflns_number_gt 9947 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Duo' _computing_cell_refinement 'bruker saint' _computing_data_reduction 'bruker saint' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0878P)^2^+6.3316P] 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 11498 _refine_ls_number_parameters 717 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0597 _refine_ls_R_factor_gt 0.0518 _refine_ls_wR_factor_ref 0.1534 _refine_ls_wR_factor_gt 0.1461 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _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 0.716478(15) 0.276119(17) -0.011563(12) 0.02166(10) Uani 1 1 d . . . Na1 Na 0.26644(6) 0.22825(6) 0.21785(5) 0.0332(2) Uani 1 1 d . B . O1 O 0.35197(11) 0.18023(11) 0.15883(8) 0.0342(4) Uani 1 1 d . . . O2 O 0.17292(11) 0.24842(13) 0.12535(9) 0.0410(4) Uani 1 1 d . . . O3 O 0.30419(12) 0.37203(12) 0.21337(9) 0.0409(5) Uani 1 1 d . . . O4 O 0.17850(15) 0.26415(14) 0.27909(12) 0.0584(6) Uani 1 1 d . . . O5 O 0.36836(12) 0.20228(14) 0.30507(9) 0.0443(5) Uani 1 1 d . . . O6 O 0.21754(11) 0.08884(12) 0.21828(9) 0.0392(4) Uani 1 1 d . . . O7 O 0.0710(3) 0.5302(3) 0.0832(3) 0.1390(19) Uani 0.90 1 d P . . N1 N 0.63613(11) 0.21446(12) 0.01314(8) 0.0218(4) Uani 1 1 d . . . N2 N 0.67640(11) 0.23030(12) -0.08934(9) 0.0240(4) Uani 1 1 d . . . N3 N 0.81983(11) 0.26857(12) 0.03384(10) 0.0276(4) Uani 1 1 d . . . N4 N 0.73065(11) 0.39813(13) -0.00888(9) 0.0280(4) Uani 1 1 d . . . C1 C 0.59362(13) 0.16649(14) -0.03451(10) 0.0223(4) Uani 1 1 d . . . H1A H 0.5533 0.1310 -0.0296 0.027 Uiso 1 1 calc R . . C2 C 0.61367(13) 0.17382(14) -0.08821(10) 0.0230(5) Uani 1 1 d . . . C3 C 0.57895(14) 0.12933(15) -0.14200(11) 0.0268(5) Uani 1 1 d . . . H3A H 0.5372 0.0931 -0.1423 0.032 Uiso 1 1 calc R . . C4 C 0.60592(15) 0.13922(17) -0.19214(11) 0.0310(5) Uani 1 1 d . . . H4A H 0.5829 0.1099 -0.2266 0.037 Uiso 1 1 calc R . . C5 C 0.67063(15) 0.19555(17) -0.19187(11) 0.0327(6) Uani 1 1 d . . . H5A H 0.6904 0.2023 -0.2258 0.039 Uiso 1 1 calc R . . C6 C 0.70174(14) 0.23803(16) -0.14145(11) 0.0284(5) Uani 1 1 d . . . H6A H 0.7429 0.2748 -0.1419 0.034 Uiso 1 1 calc R . . C7 C 0.62227(12) 0.20171(15) 0.07050(10) 0.0227(5) Uani 1 1 d . . . C8 C 0.62753(13) 0.11948(15) 0.09705(10) 0.0248(5) Uani 1 1 d . . . C9 C 0.61117(14) 0.11056(17) 0.15333(11) 0.0304(5) Uani 1 1 d . . . H9A H 0.6127 0.0561 0.1702 0.036 Uiso 1 1 calc R . . C10 C 0.59277(15) 0.18026(18) 0.18485(11) 0.0337(6) Uani 1 1 d . . . H10A H 0.5832 0.1731 0.2226 0.040 Uiso 1 1 calc R . . C11 C 0.58894(15) 0.26065(17) 0.15906(11) 0.0303(5) Uani 1 1 d . . . H11A H 0.5773 0.3078 0.1802 0.036 Uiso 1 1 calc R . . C12 C 0.60203(13) 0.27305(15) 0.10234(11) 0.0253(5) Uani 1 1 d . . . C13 C 0.65457(14) 0.04068(15) 0.06824(11) 0.0267(5) Uani 1 1 d . . . H13A H 0.6582 0.0562 0.0277 0.032 Uiso 1 1 calc R . . C14 C 0.73443(16) 0.01193(18) 0.10187(14) 0.0413(7) Uani 1 1 d . . . H14A H 0.7702 0.0586 0.1038 0.062 Uiso 1 1 calc R . . H14B H 0.7514 -0.0357 0.0815 0.062 Uiso 1 1 calc R . . H14C H 0.7319 -0.0052 0.1414 0.062 Uiso 1 1 calc R . . C15 C 0.59711(16) -0.03320(17) 0.06408(13) 0.0371(6) Uani 1 1 d . . . H15A H 0.5475 -0.0149 0.0420 0.056 Uiso 1 1 calc R . . H15B H 0.5931 -0.0501 0.1034 0.056 Uiso 1 1 calc R . . H15C H 0.6146 -0.0810 0.0443 0.056 Uiso 1 1 calc R . . C16 C 0.59307(14) 0.36261(15) 0.07541(11) 0.0283(5) Uani 1 1 d . . . H16A H 0.6020 0.3586 0.0350 0.034 Uiso 1 1 calc R . . C17 C 0.51113(17) 0.39743(19) 0.07083(14) 0.0410(7) Uani 1 1 d . . . H17A H 0.4744 0.3578 0.0486 0.062 Uiso 1 1 calc R . . H17B H 0.5061 0.4520 0.0510 0.062 Uiso 1 1 calc R . . H17C H 0.5016 0.4043 0.1100 0.062 Uiso 1 1 calc R . . C18 C 0.65325(18) 0.42379(18) 0.11049(13) 0.0415(6) Uani 1 1 d . . . H18A H 0.7039 0.4006 0.1127 0.062 Uiso 1 1 calc R . . H18B H 0.6446 0.4307 0.1499 0.062 Uiso 1 1 calc R . . H18C H 0.6491 0.4785 0.0909 0.062 Uiso 1 1 calc R . . C19 C 0.84941(14) 0.35122(16) 0.04905(13) 0.0334(6) Uani 1 1 d . . . H19A H 0.8982 0.3591 0.0732 0.040 Uiso 1 1 calc R . . C20 C 0.80408(14) 0.41917(16) 0.02718(13) 0.0315(5) Uani 1 1 d . . . C21 C 0.82291(16) 0.50858(17) 0.03677(15) 0.0414(7) Uani 1 1 d . . . H21A H 0.8711 0.5240 0.0592 0.050 Uiso 1 1 calc R . . C22 C 0.77224(17) 0.57017(17) 0.01402(14) 0.0431(7) Uani 1 1 d . . . H22A H 0.7852 0.6276 0.0210 0.052 Uiso 1 1 calc R . . C23 C 0.69733(16) 0.54704(17) -0.02146(13) 0.0366(6) Uani 1 1 d . . . H23A H 0.6615 0.5890 -0.0373 0.044 Uiso 1 1 calc R . . C24 C 0.68077(14) 0.46299(16) -0.03101(12) 0.0304(5) Uani 1 1 d . . . H24A H 0.6327 0.4483 -0.0540 0.037 Uiso 1 1 calc R . . C25 C 0.86237(13) 0.19648(15) 0.06038(12) 0.0266(5) Uani 1 1 d . . . C26 C 0.88762(13) 0.18887(16) 0.12284(12) 0.0289(5) Uani 1 1 d . . . C27 C 0.93154(14) 0.11761(17) 0.14619(12) 0.0315(5) Uani 1 1 d . . . H27A H 0.9497 0.1134 0.1871 0.038 Uiso 1 1 calc R . . C28 C 0.94882(14) 0.05290(16) 0.10992(12) 0.0307(5) Uani 1 1 d . . . H28A H 0.9783 0.0059 0.1263 0.037 Uiso 1 1 calc R . . C29 C 0.92181(14) 0.05912(15) 0.04941(12) 0.0298(5) Uani 1 1 d . . . H29A H 0.9322 0.0149 0.0251 0.036 Uiso 1 1 calc R . . C30 C 0.87926(13) 0.12989(15) 0.02341(12) 0.0273(5) Uani 1 1 d . . . C31 C 0.86492(15) 0.25190(18) 0.16663(13) 0.0342(6) Uani 1 1 d . . . H31A H 0.8342 0.2978 0.1438 0.041 Uiso 1 1 calc R . . C32 C 0.81509(17) 0.2078(2) 0.20465(14) 0.0440(7) Uani 1 1 d . . . H32A H 0.7706 0.1825 0.1792 0.066 Uiso 1 1 calc R . . H32B H 0.7988 0.2495 0.2300 0.066 Uiso 1 1 calc R . . H32C H 0.8447 0.1639 0.2285 0.066 Uiso 1 1 calc R . . C33 C 0.93643(16) 0.2927(2) 0.20646(15) 0.0444(7) Uani 1 1 d . . . H33A H 0.9666 0.3208 0.1821 0.067 Uiso 1 1 calc R . . H33B H 0.9669 0.2489 0.2298 0.067 Uiso 1 1 calc R . . H33C H 0.9206 0.3340 0.2323 0.067 Uiso 1 1 calc R . . C34 C 0.85265(14) 0.13234(16) -0.04386(12) 0.0295(5) Uani 1 1 d . . . H34A H 0.8283 0.1883 -0.0546 0.035 Uiso 1 1 calc R . . C35 C 0.91978(16) 0.1241(2) -0.07549(14) 0.0431(7) Uani 1 1 d . . . H35A H 0.9572 0.1681 -0.0615 0.065 Uiso 1 1 calc R . . H35B H 0.9008 0.1303 -0.1176 0.065 Uiso 1 1 calc R . . H35C H 0.9435 0.0688 -0.0672 0.065 Uiso 1 1 calc R . . C36 C 0.79172(16) 0.06336(17) -0.06523(13) 0.0379(6) Uani 1 1 d . . . H36A H 0.7501 0.0701 -0.0451 0.057 Uiso 1 1 calc R A 1 H36B H 0.8145 0.0076 -0.0567 0.057 Uiso 1 1 calc R A 1 H36C H 0.7724 0.0691 -0.1073 0.057 Uiso 1 1 calc R A 1 C37 C 0.37535(18) 0.09584(18) 0.14702(13) 0.0399(6) Uani 1 1 d . B 1 H37A H 0.3394 0.0536 0.1561 0.048 Uiso 1 1 calc R B 1 H37B H 0.4264 0.0835 0.1707 0.048 Uiso 1 1 calc R B 1 C38 C 0.37572(19) 0.09451(18) 0.08115(14) 0.0419(7) Uani 1 1 d . B 1 H38A H 0.3249 0.0813 0.0574 0.050 Uiso 1 1 calc R B 1 H38B H 0.4125 0.0529 0.0726 0.050 Uiso 1 1 calc R B 1 C39 C 0.39974(17) 0.18551(18) 0.06964(13) 0.0400(6) Uani 1 1 d . B 1 H39A H 0.3704 0.2065 0.0318 0.048 Uiso 1 1 calc R B 1 H39B H 0.4543 0.1879 0.0694 0.048 Uiso 1 1 calc R B 1 C40 C 0.38214(17) 0.23850(18) 0.12115(14) 0.0388(6) Uani 1 1 d . B 1 H40A H 0.4288 0.2657 0.1432 0.047 Uiso 1 1 calc R B 1 H40B H 0.3446 0.2828 0.1061 0.047 Uiso 1 1 calc R B 1 C41 C 0.18159(17) 0.19606(19) 0.07554(14) 0.0406(6) Uani 1 1 d . B 1 H41A H 0.2014 0.1398 0.0890 0.049 Uiso 1 1 calc R B 1 H41B H 0.2168 0.2229 0.0542 0.049 Uiso 1 1 calc R B 1 C42 C 0.10174(17) 0.1888(2) 0.03616(14) 0.0452(7) Uani 1 1 d . B 1 H42A H 0.0734 0.1410 0.0480 0.054 Uiso 1 1 calc R B 1 H42B H 0.1041 0.1820 -0.0053 0.054 Uiso 1 1 calc R B 1 C43 C 0.06559(17) 0.2742(2) 0.04680(15) 0.0466(7) Uani 1 1 d . B 1 H43A H 0.0097 0.2713 0.0373 0.056 Uiso 1 1 calc R B 1 H43B H 0.0824 0.3202 0.0242 0.056 Uiso 1 1 calc R B 1 C44 C 0.09750(18) 0.2847(2) 0.11346(16) 0.0466(7) Uani 1 1 d . B 1 H44A H 0.0998 0.3450 0.1244 0.056 Uiso 1 1 calc R B 1 H44B H 0.0651 0.2550 0.1358 0.056 Uiso 1 1 calc R B 1 C45 C 0.26298(18) 0.43824(18) 0.17559(14) 0.0436(7) Uani 1 1 d . B 1 H45A H 0.2129 0.4481 0.1848 0.052 Uiso 1 1 calc R B 1 H45B H 0.2555 0.4220 0.1341 0.052 Uiso 1 1 calc R B 1 C46 C 0.31288(19) 0.51840(18) 0.18817(13) 0.0419(7) Uani 1 1 d . B 1 H46A H 0.3066 0.5547 0.1533 0.050 Uiso 1 1 calc R B 1 H46B H 0.3009 0.5513 0.2207 0.050 Uiso 1 1 calc R B 1 C47 C 0.39336(18) 0.48112(19) 0.20461(14) 0.0436(7) Uani 1 1 d . B 1 H47A H 0.4290 0.5203 0.2293 0.052 Uiso 1 1 calc R B 1 H47B H 0.4127 0.4668 0.1695 0.052 Uiso 1 1 calc R B 1 C48 C 0.38025(17) 0.40083(18) 0.23892(14) 0.0402(6) Uani 1 1 d . B 1 H48A H 0.4177 0.3569 0.2353 0.048 Uiso 1 1 calc R B 1 H48B H 0.3851 0.4141 0.2807 0.048 Uiso 1 1 calc R B 1 C49 C 0.1476(2) 0.3463(2) 0.28594(18) 0.0579(9) Uani 1 1 d . B 1 H49A H 0.1088 0.3611 0.2508 0.070 Uiso 1 1 calc R B 1 H49B H 0.1880 0.3892 0.2915 0.070 Uiso 1 1 calc R B 1 C50 C 0.1117(2) 0.3430(3) 0.3401(2) 0.0724(13) Uani 1 1 d . B 1 H50A H 0.1192 0.3966 0.3620 0.087 Uiso 1 1 calc R B 1 H50B H 0.0569 0.3305 0.3289 0.087 Uiso 1 1 calc R B 1 C51 C 0.1554(3) 0.2703(3) 0.3763(2) 0.0764(13) Uani 1 1 d . B 1 H51A H 0.2043 0.2896 0.4002 0.092 Uiso 1 1 calc R B 1 H51B H 0.1253 0.2438 0.4019 0.092 Uiso 1 1 calc R B 1 C52 C 0.1665(3) 0.2104(2) 0.3276(2) 0.0758(13) Uani 1 1 d . B 1 H52A H 0.2109 0.1736 0.3414 0.091 Uiso 1 1 calc R B 1 H52B H 0.1213 0.1745 0.3148 0.091 Uiso 1 1 calc R B 1 C53 C 0.3846(3) 0.2474(3) 0.36112(17) 0.0413(16) Uani 0.769(18) 1 d P B 1 H53A H 0.3372 0.2631 0.3728 0.050 Uiso 1 1 calc R B 1 H53B H 0.4142 0.2990 0.3585 0.050 Uiso 1 1 calc R B 1 C53A C 0.3554(15) 0.2084(18) 0.3630(9) 0.072(7) Uiso 0.231(18) 1 d P B 2 C54 C 0.4299(3) 0.1860(3) 0.40421(16) 0.0670(11) Uani 1 1 d . B 1 H54A H 0.3967 0.1444 0.4176 0.080 Uiso 1 1 calc R B 1 H54B H 0.4606 0.2154 0.4384 0.080 Uiso 1 1 calc R B 1 C55 C 0.4797(2) 0.1445(2) 0.36757(18) 0.0607(10) Uani 1 1 d . B 1 H55A H 0.4865 0.0839 0.3771 0.073 Uiso 1 1 calc R B 1 H55B H 0.5300 0.1717 0.3746 0.073 Uiso 1 1 calc R B 1 C56 C 0.43739(19) 0.1566(3) 0.30387(17) 0.0569(9) Uani 1 1 d . B 1 H56A H 0.4689 0.1889 0.2821 0.068 Uiso 1 1 calc R B 1 H56B H 0.4253 0.1014 0.2846 0.068 Uiso 1 1 calc R B 1 C57 C 0.25055(17) 0.01988(18) 0.25670(15) 0.0251(6) Uani 0.75 1 d P B 1 H57A H 0.2769 0.0422 0.2950 0.030 Uiso 1 1 calc R B 1 H57B H 0.2875 -0.0114 0.2394 0.030 Uiso 1 1 calc R B 1 C58 C 0.1883(2) -0.0359(4) 0.2636(3) 0.116(3) Uani 0.80 1 d P B 1 H58A H 0.1938 -0.0912 0.2456 0.139 Uiso 1 1 calc R B 1 H58B H 0.1901 -0.0450 0.3055 0.139 Uiso 1 1 calc R B 1 C59 C 0.11575(18) 0.0021(2) 0.23567(16) 0.0294(7) Uani 0.75 1 d P B 1 H59A H 0.0894 0.0243 0.2652 0.035 Uiso 1 1 calc R B 1 H59B H 0.0826 -0.0397 0.2113 0.035 Uiso 1 1 calc R B 1 C60 C 0.13648(16) 0.07388(19) 0.19789(14) 0.0420(7) Uani 1 1 d . B 1 H60A H 0.1249 0.0575 0.1563 0.050 Uiso 1 1 calc R B 1 H60B H 0.1075 0.1253 0.2024 0.050 Uiso 1 1 calc R B 1 C61 C 0.0458(3) 0.4939(4) 0.1265(3) 0.0591(17) Uani 0.699(12) 1 d P C 1 C62 C 0.0360(7) 0.5644(8) 0.1636(4) 0.120(5) Uani 0.699(12) 1 d P C 1 H62A H 0.0655 0.5554 0.2038 0.144 Uiso 0.699(12) 1 calc PR C 1 H62B H -0.0179 0.5711 0.1648 0.144 Uiso 0.699(12) 1 calc PR C 1 C63 C 0.0644(13) 0.6414(7) 0.1370(6) 0.137(8) Uani 0.454(8) 1 d P C 1 H63A H 0.0207 0.6741 0.1154 0.165 Uiso 0.699(12) 1 calc PR C 1 H63B H 0.0931 0.6776 0.1684 0.165 Uiso 0.699(12) 1 calc PR C 1 C64 C 0.1065(4) 0.6212(3) 0.1026(3) 0.0608(18) Uani 0.699(12) 1 d P C 1 H64A H 0.1603 0.6175 0.1229 0.073 Uiso 0.699(12) 1 calc PR C 1 H64B H 0.1010 0.6603 0.0693 0.073 Uiso 0.699(12) 1 calc PR C 1 C62A C 0.0105(5) 0.6102(6) 0.1667(4) 0.026(2) Uiso 0.301(12) 1 d P C 2 C64A C 0.0739(13) 0.6196(11) 0.0855(8) 0.069(5) Uiso 0.301(12) 1 d P C 2 C63A C 0.0443(6) 0.6686(8) 0.1348(5) 0.035(3) Uiso 0.301(12) 1 d P C 2 C61A C 0.0329(7) 0.5263(9) 0.1490(6) 0.031(3) Uiso 0.301(12) 1 d P C 2 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 0.01692(15) 0.01904(16) 0.03015(17) 0.00003(10) 0.00761(11) 0.00136(10) Na1 0.0314(5) 0.0268(5) 0.0437(6) -0.0010(4) 0.0132(4) -0.0003(4) O1 0.0377(10) 0.0301(9) 0.0382(10) -0.0016(7) 0.0158(8) 0.0000(7) O2 0.0359(10) 0.0330(10) 0.0522(12) -0.0017(9) 0.0051(9) 0.0031(8) O3 0.0389(10) 0.0302(10) 0.0520(12) 0.0025(8) 0.0063(9) -0.0015(8) O4 0.0662(16) 0.0404(12) 0.0825(17) -0.0094(11) 0.0463(14) -0.0005(10) O5 0.0428(11) 0.0458(11) 0.0456(12) -0.0059(9) 0.0124(9) 0.0076(9) O6 0.0318(10) 0.0319(10) 0.0540(12) 0.0084(8) 0.0091(9) -0.0020(8) O7 0.134(4) 0.086(3) 0.194(6) 0.010(3) 0.028(4) 0.000(3) N1 0.0193(9) 0.0227(9) 0.0245(10) -0.0008(7) 0.0073(7) -0.0003(7) N2 0.0198(9) 0.0251(10) 0.0285(10) 0.0014(7) 0.0083(8) 0.0010(7) N3 0.0175(9) 0.0207(10) 0.0441(12) -0.0029(8) 0.0056(8) 0.0031(7) N4 0.0213(9) 0.0219(10) 0.0413(12) 0.0007(8) 0.0083(9) 0.0012(8) C1 0.0191(10) 0.0211(11) 0.0272(11) 0.0002(9) 0.0061(9) -0.0006(8) C2 0.0212(11) 0.0220(11) 0.0268(11) 0.0016(9) 0.0074(9) 0.0032(8) C3 0.0233(11) 0.0261(12) 0.0310(12) 0.0007(9) 0.0056(9) 0.0015(9) C4 0.0323(13) 0.0358(13) 0.0255(12) -0.0005(10) 0.0075(10) 0.0056(10) C5 0.0326(13) 0.0398(14) 0.0288(13) 0.0066(10) 0.0134(10) 0.0071(11) C6 0.0236(12) 0.0309(12) 0.0332(13) 0.0074(10) 0.0118(10) 0.0044(9) C7 0.0152(10) 0.0263(11) 0.0264(11) -0.0005(9) 0.0040(8) -0.0005(8) C8 0.0195(10) 0.0269(12) 0.0279(12) 0.0004(9) 0.0050(9) -0.0006(9) C9 0.0301(12) 0.0316(13) 0.0290(12) 0.0050(10) 0.0055(10) -0.0018(10) C10 0.0334(13) 0.0433(15) 0.0251(12) 0.0000(10) 0.0083(10) -0.0008(11) C11 0.0293(12) 0.0340(13) 0.0275(12) -0.0048(10) 0.0063(10) 0.0013(10) C12 0.0205(11) 0.0286(12) 0.0266(12) -0.0015(9) 0.0051(9) 0.0015(9) C13 0.0275(12) 0.0230(11) 0.0306(12) 0.0043(9) 0.0083(10) 0.0016(9) C14 0.0307(14) 0.0321(14) 0.0584(18) -0.0033(12) 0.0039(13) 0.0065(11) C15 0.0395(15) 0.0322(13) 0.0411(15) -0.0040(11) 0.0121(12) -0.0079(11) C16 0.0289(12) 0.0258(12) 0.0321(12) -0.0023(10) 0.0105(10) 0.0047(9) C17 0.0376(15) 0.0372(14) 0.0521(17) 0.0059(12) 0.0184(13) 0.0139(12) C18 0.0499(17) 0.0328(14) 0.0423(15) -0.0047(12) 0.0111(13) -0.0055(12) C19 0.0188(11) 0.0259(12) 0.0538(16) -0.0044(11) 0.0044(11) -0.0012(9) C20 0.0213(11) 0.0233(12) 0.0495(15) -0.0026(10) 0.0068(11) -0.0011(9) C21 0.0262(13) 0.0256(13) 0.070(2) -0.0031(12) 0.0054(13) -0.0029(10) C22 0.0392(15) 0.0209(13) 0.069(2) -0.0011(12) 0.0121(14) -0.0031(11) C23 0.0320(13) 0.0264(13) 0.0520(16) 0.0072(11) 0.0105(12) 0.0060(10) C24 0.0257(12) 0.0269(12) 0.0390(14) 0.0050(10) 0.0076(10) 0.0031(10) C25 0.0146(10) 0.0226(11) 0.0422(14) -0.0001(10) 0.0050(9) 0.0013(9) C26 0.0164(11) 0.0277(12) 0.0422(14) -0.0050(10) 0.0055(10) 0.0012(9) C27 0.0200(11) 0.0350(13) 0.0382(14) 0.0002(11) 0.0035(10) 0.0029(10) C28 0.0216(11) 0.0257(12) 0.0441(14) 0.0032(10) 0.0054(10) 0.0051(9) C29 0.0231(11) 0.0238(12) 0.0432(14) -0.0030(10) 0.0090(10) 0.0040(9) C30 0.0179(10) 0.0244(11) 0.0404(14) -0.0003(10) 0.0082(10) 0.0014(9) C31 0.0230(12) 0.0347(13) 0.0432(15) -0.0103(11) 0.0033(11) 0.0039(10) C32 0.0339(15) 0.0503(17) 0.0505(17) -0.0151(14) 0.0151(13) 0.0023(12) C33 0.0282(14) 0.0454(16) 0.0565(18) -0.0204(14) 0.0024(13) 0.0038(12) C34 0.0238(11) 0.0262(12) 0.0391(14) -0.0002(10) 0.0080(10) 0.0074(9) C35 0.0315(14) 0.0567(18) 0.0431(16) 0.0025(13) 0.0127(12) 0.0147(13) C36 0.0356(14) 0.0298(13) 0.0445(15) -0.0025(11) 0.0005(12) 0.0043(11) C37 0.0442(16) 0.0318(14) 0.0464(16) -0.0003(12) 0.0159(13) 0.0046(12) C38 0.0494(17) 0.0342(14) 0.0471(16) -0.0061(12) 0.0212(14) -0.0010(12) C39 0.0415(15) 0.0391(15) 0.0429(16) -0.0022(12) 0.0168(13) -0.0040(12) C40 0.0366(15) 0.0328(14) 0.0522(17) -0.0020(12) 0.0211(13) -0.0040(11) C41 0.0345(14) 0.0382(15) 0.0493(17) 0.0027(12) 0.0097(12) 0.0009(12) C42 0.0349(15) 0.0526(18) 0.0467(17) 0.0026(14) 0.0062(13) -0.0004(13) C43 0.0287(14) 0.0472(18) 0.063(2) 0.0107(14) 0.0071(13) 0.0002(12) C44 0.0377(16) 0.0358(15) 0.066(2) -0.0028(13) 0.0096(14) 0.0052(12) C45 0.0431(16) 0.0348(15) 0.0522(17) 0.0012(12) 0.0090(13) 0.0022(12) C46 0.0571(18) 0.0302(14) 0.0415(15) -0.0014(11) 0.0173(14) -0.0003(12) C47 0.0486(17) 0.0431(16) 0.0438(16) -0.0083(13) 0.0203(13) -0.0052(13) C48 0.0373(15) 0.0356(14) 0.0470(16) -0.0095(12) 0.0081(12) -0.0030(11) C49 0.0409(17) 0.0489(19) 0.082(3) -0.0275(17) 0.0097(16) 0.0015(14) C50 0.0432(19) 0.082(3) 0.096(3) -0.051(2) 0.0243(19) -0.0016(18) C51 0.083(3) 0.075(3) 0.085(3) -0.018(2) 0.050(3) -0.002(2) C52 0.102(3) 0.049(2) 0.099(3) -0.012(2) 0.069(3) -0.010(2) C53 0.042(3) 0.043(3) 0.041(2) -0.0068(17) 0.0152(17) -0.0068(19) C54 0.082(3) 0.064(2) 0.049(2) 0.0011(17) 0.0021(19) -0.031(2) C55 0.052(2) 0.0364(16) 0.081(3) 0.0047(16) -0.0138(18) -0.0066(14) C56 0.0402(17) 0.067(2) 0.064(2) -0.0023(17) 0.0120(15) 0.0114(15) C57 0.0196(14) 0.0161(14) 0.0391(17) 0.0081(12) 0.0052(12) 0.0027(11) C58 0.029(2) 0.112(4) 0.183(6) 0.125(5) -0.029(3) -0.027(2) C59 0.0208(15) 0.0287(16) 0.0385(18) 0.0124(14) 0.0058(13) -0.0054(12) C60 0.0332(14) 0.0358(15) 0.0554(18) 0.0070(13) 0.0063(13) -0.0033(11) C61 0.071(4) 0.031(3) 0.089(4) 0.006(3) 0.048(3) -0.007(2) C62 0.176(10) 0.136(10) 0.072(5) -0.027(6) 0.081(6) -0.077(9) C63 0.31(2) 0.049(7) 0.102(9) -0.026(6) 0.153(13) -0.036(9) C64 0.031(3) 0.050(3) 0.095(5) 0.029(3) 0.001(3) -0.007(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 N1 1.9066(19) . ? Ga1 N3 1.908(2) . ? Ga1 N4 1.917(2) . ? Ga1 N2 1.916(2) . ? Na1 O6 2.340(2) . ? Na1 O3 2.347(2) . ? Na1 O1 2.369(2) . ? Na1 O4 2.388(3) . ? Na1 O2 2.421(2) . ? Na1 O5 2.428(2) . ? O1 C37 1.423(3) . ? O1 C40 1.438(3) . ? O2 C44 1.424(4) . ? O2 C41 1.443(4) . ? O3 C48 1.423(3) . ? O3 C45 1.442(3) . ? O4 C49 1.414(4) . ? O4 C52 1.448(5) . ? O5 C53A 1.41(2) . ? O5 C56 1.423(4) . ? O5 C53 1.443(4) . ? O6 C60 1.433(3) . ? O6 C57 1.434(3) . ? O7 C61 1.308(8) . ? O7 C64A 1.394(18) . ? O7 C64 1.576(8) . ? O7 C61A 1.791(15) . ? N1 C1 1.405(3) . ? N1 C7 1.410(3) . ? N2 C6 1.376(3) . ? N2 C2 1.424(3) . ? N3 C19 1.406(3) . ? N3 C25 1.416(3) . ? N4 C24 1.367(3) . ? N4 C20 1.424(3) . ? C1 C2 1.365(3) . ? C1 H1A 0.9300 . ? C2 C3 1.437(3) . ? C3 C4 1.352(4) . ? C3 H3A 0.9300 . ? C4 C5 1.445(4) . ? C4 H4A 0.9300 . ? C5 C6 1.347(4) . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? C7 C8 1.414(3) . ? C7 C12 1.420(3) . ? C8 C9 1.396(3) . ? C8 C13 1.522(3) . ? C9 C10 1.384(4) . ? C9 H9A 0.9300 . ? C10 C11 1.382(4) . ? C10 H10A 0.9300 . ? C11 C12 1.390(4) . ? C11 H11A 0.9300 . ? C12 C16 1.521(3) . ? C13 C15 1.527(3) . ? C13 C14 1.528(3) . ? C13 H13A 0.9800 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C18 1.526(4) . ? C16 C17 1.535(3) . ? C16 H16A 0.9800 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 C20 1.359(4) . ? C19 H19A 0.9300 . ? C20 C21 1.438(4) . ? C21 C22 1.341(4) . ? C21 H21A 0.9300 . ? C22 C23 1.447(4) . ? C22 H22A 0.9300 . ? C23 C24 1.350(4) . ? C23 H23A 0.9300 . ? C24 H24A 0.9300 . ? C25 C30 1.415(3) . ? C25 C26 1.416(4) . ? C26 C27 1.395(3) . ? C26 C31 1.524(3) . ? C27 C28 1.386(4) . ? C27 H27A 0.9300 . ? C28 C29 1.376(4) . ? C28 H28A 0.9300 . ? C29 C30 1.396(3) . ? C29 H29A 0.9300 . ? C30 C34 1.519(4) . ? C31 C33 1.533(4) . ? C31 C32 1.536(4) . ? C31 H31A 0.9800 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 0.9600 . ? C34 C36 1.528(4) . ? C34 C35 1.532(4) . ? C34 H34A 0.9800 . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? C37 C38 1.519(4) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 C39 1.520(4) . ? C38 H38A 0.9700 . ? C38 H38B 0.9700 . ? C39 C40 1.533(4) . ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? C41 C42 1.512(4) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 C43 1.521(4) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 C44 1.526(5) . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C45 C46 1.522(4) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? C46 C47 1.512(4) . ? C46 H46A 0.9700 . ? C46 H46B 0.9700 . ? C47 C48 1.524(4) . ? C47 H47A 0.9700 . ? C47 H47B 0.9700 . ? C48 H48A 0.9700 . ? C48 H48B 0.9700 . ? C49 C50 1.521(6) . ? C49 H49A 0.9700 . ? C49 H49B 0.9700 . ? C50 C51 1.516(7) . ? C50 H50A 0.9700 . ? C50 H50B 0.9700 . ? C51 C52 1.507(5) . ? C51 H51A 0.9700 . ? C51 H51B 0.9700 . ? C52 H52A 0.9700 . ? C52 H52B 0.9700 . ? C53 C54 1.483(6) . ? C53 H53A 0.9700 . ? C53 H53B 0.9700 . ? C54 C55 1.496(6) . ? C54 H54A 0.9700 . ? C54 H54B 0.9700 . ? C55 C56 1.508(5) . ? C55 H55A 0.9700 . ? C55 H55B 0.9700 . ? C56 H56A 0.9700 . ? C56 H56B 0.9700 . ? C57 C58 1.441(5) . ? C57 H57A 0.9700 . ? C57 H57B 0.9700 . ? C58 C59 1.437(5) . ? C58 H58A 0.9700 . ? C58 H58B 0.9700 . ? C59 C60 1.511(4) . ? C59 H59A 0.9700 . ? C59 H59B 0.9700 . ? C60 H60A 0.9700 . ? C60 H60B 0.9700 . ? C61 C62 1.425(10) . ? C62 C63 1.485(13) . ? C62 H62A 0.9700 . ? C62 H62B 0.9700 . ? C63 C64 1.242(14) . ? C63 H63A 0.9700 . ? C63 H63B 0.9700 . ? C64 H64A 0.9700 . ? C64 H64B 0.9700 . ? C62A C63A 1.386(16) . ? C62A C61A 1.450(16) . ? C64A C63A 1.55(2) . ? 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 Ga1 N3 119.88(9) . . ? N1 Ga1 N4 126.26(8) . . ? N3 Ga1 N4 86.54(8) . . ? N1 Ga1 N2 86.66(8) . . ? N3 Ga1 N2 127.37(9) . . ? N4 Ga1 N2 114.77(9) . . ? O6 Na1 O3 174.84(8) . . ? O6 Na1 O1 89.66(7) . . ? O3 Na1 O1 92.94(8) . . ? O6 Na1 O4 85.64(8) . . ? O3 Na1 O4 91.84(8) . . ? O1 Na1 O4 175.14(8) . . ? O6 Na1 O2 86.57(8) . . ? O3 Na1 O2 89.15(8) . . ? O1 Na1 O2 86.45(8) . . ? O4 Na1 O2 94.50(10) . . ? O6 Na1 O5 93.00(8) . . ? O3 Na1 O5 91.54(8) . . ? O1 Na1 O5 88.12(7) . . ? O4 Na1 O5 90.88(9) . . ? O2 Na1 O5 174.55(8) . . ? C37 O1 C40 107.8(2) . . ? C37 O1 Na1 130.67(16) . . ? C40 O1 Na1 121.12(15) . . ? C44 O2 C41 109.3(2) . . ? C44 O2 Na1 131.07(19) . . ? C41 O2 Na1 117.09(16) . . ? C48 O3 C45 109.6(2) . . ? C48 O3 Na1 122.48(16) . . ? C45 O3 Na1 126.65(17) . . ? C49 O4 C52 108.1(3) . . ? C49 O4 Na1 126.7(2) . . ? C52 O4 Na1 123.0(2) . . ? C53A O5 C56 111.8(9) . . ? C53A O5 C53 32.8(12) . . ? C56 O5 C53 104.8(3) . . ? C53A O5 Na1 121.9(10) . . ? C56 O5 Na1 123.88(19) . . ? C53 O5 Na1 128.9(2) . . ? C60 O6 C57 109.1(2) . . ? C60 O6 Na1 119.79(16) . . ? C57 O6 Na1 126.58(17) . . ? C61 O7 C64A 114.7(9) . . ? C61 O7 C64 110.7(6) . . ? C64A O7 C64 23.3(8) . . ? C61 O7 C61A 23.7(4) . . ? C64A O7 C61A 91.0(9) . . ? C64 O7 C61A 89.5(5) . . ? C1 N1 C7 118.95(18) . . ? C1 N1 Ga1 110.14(15) . . ? C7 N1 Ga1 130.19(15) . . ? C6 N2 C2 118.4(2) . . ? C6 N2 Ga1 131.15(17) . . ? C2 N2 Ga1 110.23(15) . . ? C19 N3 C25 118.9(2) . . ? C19 N3 Ga1 110.05(15) . . ? C25 N3 Ga1 130.15(16) . . ? C24 N4 C20 119.0(2) . . ? C24 N4 Ga1 130.63(17) . . ? C20 N4 Ga1 110.14(15) . . ? C2 C1 N1 117.5(2) . . ? C2 C1 H1A 121.2 . . ? N1 C1 H1A 121.2 . . ? C1 C2 N2 115.3(2) . . ? C1 C2 C3 126.5(2) . . ? N2 C2 C3 118.2(2) . . ? C4 C3 C2 121.1(2) . . ? C4 C3 H3A 119.4 . . ? C2 C3 H3A 119.4 . . ? C3 C4 C5 119.7(2) . . ? C3 C4 H4A 120.2 . . ? C5 C4 H4A 120.2 . . ? C6 C5 C4 118.6(2) . . ? C6 C5 H5A 120.7 . . ? C4 C5 H5A 120.7 . . ? C5 C6 N2 124.0(2) . . ? C5 C6 H6A 118.0 . . ? N2 C6 H6A 118.0 . . ? N1 C7 C8 121.6(2) . . ? N1 C7 C12 119.3(2) . . ? C8 C7 C12 119.1(2) . . ? C9 C8 C7 119.0(2) . . ? C9 C8 C13 118.3(2) . . ? C7 C8 C13 122.6(2) . . ? C10 C9 C8 122.0(2) . . ? C10 C9 H9A 119.0 . . ? C8 C9 H9A 119.0 . . ? C11 C10 C9 118.7(2) . . ? C11 C10 H10A 120.6 . . ? C9 C10 H10A 120.6 . . ? C10 C11 C12 121.9(2) . . ? C10 C11 H11A 119.1 . . ? C12 C11 H11A 119.1 . . ? C11 C12 C7 119.3(2) . . ? C11 C12 C16 119.1(2) . . ? C7 C12 C16 121.5(2) . . ? C8 C13 C15 111.4(2) . . ? C8 C13 C14 111.2(2) . . ? C15 C13 C14 110.2(2) . . ? C8 C13 H13A 108.0 . . ? C15 C13 H13A 108.0 . . ? C14 C13 H13A 108.0 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C12 C16 C18 111.0(2) . . ? C12 C16 C17 111.4(2) . . ? C18 C16 C17 111.1(2) . . ? C12 C16 H16A 107.7 . . ? C18 C16 H16A 107.7 . . ? C17 C16 H16A 107.7 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C20 C19 N3 117.5(2) . . ? C20 C19 H19A 121.2 . . ? N3 C19 H19A 121.2 . . ? C19 C20 N4 115.5(2) . . ? C19 C20 C21 126.8(2) . . ? N4 C20 C21 117.7(2) . . ? C22 C21 C20 121.3(3) . . ? C22 C21 H21A 119.4 . . ? C20 C21 H21A 119.4 . . ? C21 C22 C23 119.9(2) . . ? C21 C22 H22A 120.0 . . ? C23 C22 H22A 120.0 . . ? C24 C23 C22 118.3(2) . . ? C24 C23 H23A 120.8 . . ? C22 C23 H23A 120.8 . . ? C23 C24 N4 123.8(2) . . ? C23 C24 H24A 118.1 . . ? N4 C24 H24A 118.1 . . ? C30 C25 N3 119.0(2) . . ? C30 C25 C26 119.3(2) . . ? N3 C25 C26 121.8(2) . . ? C27 C26 C25 119.0(2) . . ? C27 C26 C31 117.6(2) . . ? C25 C26 C31 123.2(2) . . ? C28 C27 C26 121.6(2) . . ? C28 C27 H27A 119.2 . . ? C26 C27 H27A 119.2 . . ? C29 C28 C27 119.1(2) . . ? C29 C28 H28A 120.5 . . ? C27 C28 H28A 120.5 . . ? C28 C29 C30 121.8(2) . . ? C28 C29 H29A 119.1 . . ? C30 C29 H29A 119.1 . . ? C29 C30 C25 119.1(2) . . ? C29 C30 C34 118.5(2) . . ? C25 C30 C34 122.4(2) . . ? C26 C31 C33 111.1(2) . . ? C26 C31 C32 111.0(2) . . ? C33 C31 C32 110.4(2) . . ? C26 C31 H31A 108.1 . . ? C33 C31 H31A 108.1 . . ? C32 C31 H31A 108.1 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C30 C34 C36 110.6(2) . . ? C30 C34 C35 112.4(2) . . ? C36 C34 C35 110.9(2) . . ? C30 C34 H34A 107.5 . . ? C36 C34 H34A 107.5 . . ? C35 C34 H34A 107.5 . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C34 C36 H36A 109.5 . . ? C34 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C34 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? O1 C37 C38 105.6(2) . . ? O1 C37 H37A 110.6 . . ? C38 C37 H37A 110.6 . . ? O1 C37 H37B 110.6 . . ? C38 C37 H37B 110.6 . . ? H37A C37 H37B 108.8 . . ? C37 C38 C39 102.9(2) . . ? C37 C38 H38A 111.2 . . ? C39 C38 H38A 111.2 . . ? C37 C38 H38B 111.2 . . ? C39 C38 H38B 111.2 . . ? H38A C38 H38B 109.1 . . ? C38 C39 C40 104.8(2) . . ? C38 C39 H39A 110.8 . . ? C40 C39 H39A 110.8 . . ? C38 C39 H39B 110.8 . . ? C40 C39 H39B 110.8 . . ? H39A C39 H39B 108.9 . . ? O1 C40 C39 107.0(2) . . ? O1 C40 H40A 110.3 . . ? C39 C40 H40A 110.3 . . ? O1 C40 H40B 110.3 . . ? C39 C40 H40B 110.3 . . ? H40A C40 H40B 108.6 . . ? O2 C41 C42 105.7(2) . . ? O2 C41 H41A 110.6 . . ? C42 C41 H41A 110.6 . . ? O2 C41 H41B 110.6 . . ? C42 C41 H41B 110.6 . . ? H41A C41 H41B 108.7 . . ? C41 C42 C43 102.2(3) . . ? C41 C42 H42A 111.3 . . ? C43 C42 H42A 111.3 . . ? C41 C42 H42B 111.3 . . ? C43 C42 H42B 111.3 . . ? H42A C42 H42B 109.2 . . ? C42 C43 C44 100.3(2) . . ? C42 C43 H43A 111.7 . . ? C44 C43 H43A 111.7 . . ? C42 C43 H43B 111.7 . . ? C44 C43 H43B 111.7 . . ? H43A C43 H43B 109.5 . . ? O2 C44 C43 106.2(3) . . ? O2 C44 H44A 110.5 . . ? C43 C44 H44A 110.5 . . ? O2 C44 H44B 110.5 . . ? C43 C44 H44B 110.5 . . ? H44A C44 H44B 108.7 . . ? O3 C45 C46 105.9(2) . . ? O3 C45 H45A 110.6 . . ? C46 C45 H45A 110.6 . . ? O3 C45 H45B 110.6 . . ? C46 C45 H45B 110.6 . . ? H45A C45 H45B 108.7 . . ? C47 C46 C45 102.2(2) . . ? C47 C46 H46A 111.3 . . ? C45 C46 H46A 111.3 . . ? C47 C46 H46B 111.3 . . ? C45 C46 H46B 111.3 . . ? H46A C46 H46B 109.2 . . ? C46 C47 C48 101.7(2) . . ? C46 C47 H47A 111.4 . . ? C48 C47 H47A 111.4 . . ? C46 C47 H47B 111.4 . . ? C48 C47 H47B 111.4 . . ? H47A C47 H47B 109.3 . . ? O3 C48 C47 106.4(2) . . ? O3 C48 H48A 110.4 . . ? C47 C48 H48A 110.4 . . ? O3 C48 H48B 110.4 . . ? C47 C48 H48B 110.4 . . ? H48A C48 H48B 108.6 . . ? O4 C49 C50 107.6(3) . . ? O4 C49 H49A 110.2 . . ? C50 C49 H49A 110.2 . . ? O4 C49 H49B 110.2 . . ? C50 C49 H49B 110.2 . . ? H49A C49 H49B 108.5 . . ? C51 C50 C49 102.8(3) . . ? C51 C50 H50A 111.2 . . ? C49 C50 H50A 111.2 . . ? C51 C50 H50B 111.2 . . ? C49 C50 H50B 111.2 . . ? H50A C50 H50B 109.1 . . ? C52 C51 C50 100.7(4) . . ? C52 C51 H51A 111.6 . . ? C50 C51 H51A 111.6 . . ? C52 C51 H51B 111.6 . . ? C50 C51 H51B 111.6 . . ? H51A C51 H51B 109.4 . . ? O4 C52 C51 106.4(3) . . ? O4 C52 H52A 110.5 . . ? C51 C52 H52A 110.5 . . ? O4 C52 H52B 110.5 . . ? C51 C52 H52B 110.5 . . ? H52A C52 H52B 108.6 . . ? O5 C53 C54 105.0(3) . . ? O5 C53 H53A 110.7 . . ? C54 C53 H53A 110.7 . . ? O5 C53 H53B 110.7 . . ? C54 C53 H53B 110.7 . . ? H53A C53 H53B 108.8 . . ? C53 C54 C55 101.6(3) . . ? C53 C54 H54A 111.4 . . ? C55 C54 H54A 111.4 . . ? C53 C54 H54B 111.4 . . ? C55 C54 H54B 111.4 . . ? H54A C54 H54B 109.3 . . ? C54 C55 C56 105.4(3) . . ? C54 C55 H55A 110.7 . . ? C56 C55 H55A 110.7 . . ? C54 C55 H55B 110.7 . . ? C56 C55 H55B 110.7 . . ? H55A C55 H55B 108.8 . . ? O5 C56 C55 107.0(3) . . ? O5 C56 H56A 110.3 . . ? C55 C56 H56A 110.3 . . ? O5 C56 H56B 110.3 . . ? C55 C56 H56B 110.3 . . ? H56A C56 H56B 108.6 . . ? O6 C57 C58 107.4(3) . . ? O6 C57 H57A 110.2 . . ? C58 C57 H57A 110.2 . . ? O6 C57 H57B 110.2 . . ? C58 C57 H57B 110.2 . . ? H57A C57 H57B 108.5 . . ? C59 C58 C57 109.7(3) . . ? C59 C58 H58A 109.7 . . ? C57 C58 H58A 109.7 . . ? C59 C58 H58B 109.7 . . ? C57 C58 H58B 109.7 . . ? H58A C58 H58B 108.2 . . ? C58 C59 C60 104.8(3) . . ? C58 C59 H59A 110.8 . . ? C60 C59 H59A 110.8 . . ? C58 C59 H59B 110.8 . . ? C60 C59 H59B 110.8 . . ? H59A C59 H59B 108.9 . . ? O6 C60 C59 106.5(2) . . ? O6 C60 H60A 110.4 . . ? C59 C60 H60A 110.4 . . ? O6 C60 H60B 110.4 . . ? C59 C60 H60B 110.4 . . ? H60A C60 H60B 108.6 . . ? O7 C61 C62 103.3(5) . . ? C61 C62 C63 106.2(6) . . ? C61 C62 H62A 110.5 . . ? C63 C62 H62A 110.5 . . ? C61 C62 H62B 110.5 . . ? C63 C62 H62B 110.5 . . ? H62A C62 H62B 108.7 . . ? C64 C63 C62 111.3(9) . . ? C64 C63 H63A 109.4 . . ? C62 C63 H63A 109.4 . . ? C64 C63 H63B 109.4 . . ? C62 C63 H63B 109.4 . . ? H63A C63 H63B 108.0 . . ? C63 C64 O7 98.7(7) . . ? C63 C64 H64A 112.0 . . ? O7 C64 H64A 112.0 . . ? C63 C64 H64B 112.0 . . ? O7 C64 H64B 112.0 . . ? H64A C64 H64B 109.7 . . ? C63A C62A C61A 105.4(9) . . ? O7 C64A C63A 120.3(13) . . ? C62A C63A C64A 108.6(11) . . ? C62A C61A O7 112.7(8) . . ? 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 O6 Na1 O1 C37 -16.0(2) . . . . ? O3 Na1 O1 C37 168.5(2) . . . . ? O4 Na1 O1 C37 -1.1(13) . . . . ? O2 Na1 O1 C37 -102.6(2) . . . . ? O5 Na1 O1 C37 77.0(2) . . . . ? O6 Na1 O1 C40 155.50(19) . . . . ? O3 Na1 O1 C40 -20.0(2) . . . . ? O4 Na1 O1 C40 170.4(11) . . . . ? O2 Na1 O1 C40 68.91(19) . . . . ? O5 Na1 O1 C40 -111.5(2) . . . . ? O6 Na1 O2 C44 95.7(2) . . . . ? O3 Na1 O2 C44 -81.4(2) . . . . ? O1 Na1 O2 C44 -174.4(2) . . . . ? O4 Na1 O2 C44 10.3(2) . . . . ? O5 Na1 O2 C44 -179(87) . . . . ? O6 Na1 O2 C41 -63.96(19) . . . . ? O3 Na1 O2 C41 118.91(19) . . . . ? O1 Na1 O2 C41 25.91(19) . . . . ? O4 Na1 O2 C41 -149.31(19) . . . . ? O5 Na1 O2 C41 21.6(10) . . . . ? O6 Na1 O3 C48 175.1(9) . . . . ? O1 Na1 O3 C48 -64.7(2) . . . . ? O4 Na1 O3 C48 114.4(2) . . . . ? O2 Na1 O3 C48 -151.1(2) . . . . ? O5 Na1 O3 C48 23.5(2) . . . . ? O6 Na1 O3 C45 -19.2(11) . . . . ? O1 Na1 O3 C45 101.0(2) . . . . ? O4 Na1 O3 C45 -79.9(2) . . . . ? O2 Na1 O3 C45 14.6(2) . . . . ? O5 Na1 O3 C45 -170.8(2) . . . . ? O6 Na1 O4 C49 -156.1(3) . . . . ? O3 Na1 O4 C49 19.4(3) . . . . ? O1 Na1 O4 C49 -171.0(10) . . . . ? O2 Na1 O4 C49 -69.9(3) . . . . ? O5 Na1 O4 C49 111.0(3) . . . . ? O6 Na1 O4 C52 42.6(3) . . . . ? O3 Na1 O4 C52 -141.9(3) . . . . ? O1 Na1 O4 C52 27.7(13) . . . . ? O2 Na1 O4 C52 128.8(3) . . . . ? O5 Na1 O4 C52 -50.4(3) . . . . ? O6 Na1 O5 C53A -82.8(15) . . . . ? O3 Na1 O5 C53A 94.8(15) . . . . ? O1 Na1 O5 C53A -172.3(15) . . . . ? O4 Na1 O5 C53A 2.9(15) . . . . ? O2 Na1 O5 C53A -168.0(17) . . . . ? O6 Na1 O5 C56 78.1(3) . . . . ? O3 Na1 O5 C56 -104.4(3) . . . . ? O1 Na1 O5 C56 -11.5(3) . . . . ? O4 Na1 O5 C56 163.8(3) . . . . ? O2 Na1 O5 C56 -7.2(10) . . . . ? O6 Na1 O5 C53 -122.5(3) . . . . ? O3 Na1 O5 C53 55.1(3) . . . . ? O1 Na1 O5 C53 148.0(3) . . . . ? O4 Na1 O5 C53 -36.8(3) . . . . ? O2 Na1 O5 C53 152.3(8) . . . . ? O3 Na1 O6 C60 -3.8(11) . . . . ? O1 Na1 O6 C60 -124.1(2) . . . . ? O4 Na1 O6 C60 57.1(2) . . . . ? O2 Na1 O6 C60 -37.7(2) . . . . ? O5 Na1 O6 C60 147.8(2) . . . . ? O3 Na1 O6 C57 -157.2(9) . . . . ? O1 Na1 O6 C57 82.5(2) . . . . ? O4 Na1 O6 C57 -96.3(2) . . . . ? O2 Na1 O6 C57 168.9(2) . . . . ? O5 Na1 O6 C57 -5.6(2) . . . . ? N3 Ga1 N1 C1 -129.10(14) . . . . ? N4 Ga1 N1 C1 121.32(15) . . . . ? N2 Ga1 N1 C1 2.79(15) . . . . ? N3 Ga1 N1 C7 40.9(2) . . . . ? N4 Ga1 N1 C7 -68.7(2) . . . . ? N2 Ga1 N1 C7 172.8(2) . . . . ? N1 Ga1 N2 C6 -177.1(2) . . . . ? N3 Ga1 N2 C6 -51.4(2) . . . . ? N4 Ga1 N2 C6 54.2(2) . . . . ? N1 Ga1 N2 C2 -2.81(15) . . . . ? N3 Ga1 N2 C2 122.88(15) . . . . ? N4 Ga1 N2 C2 -131.54(14) . . . . ? N1 Ga1 N3 C19 -126.05(18) . . . . ? N4 Ga1 N3 C19 4.39(18) . . . . ? N2 Ga1 N3 C19 123.20(18) . . . . ? N1 Ga1 N3 C25 42.8(3) . . . . ? N4 Ga1 N3 C25 173.3(2) . . . . ? N2 Ga1 N3 C25 -67.9(3) . . . . ? N1 Ga1 N4 C24 -53.1(3) . . . . ? N3 Ga1 N4 C24 -178.2(2) . . . . ? N2 Ga1 N4 C24 51.9(2) . . . . ? N1 Ga1 N4 C20 120.83(17) . . . . ? N3 Ga1 N4 C20 -4.24(18) . . . . ? N2 Ga1 N4 C20 -134.17(17) . . . . ? C7 N1 C1 C2 -173.5(2) . . . . ? Ga1 N1 C1 C2 -2.3(2) . . . . ? N1 C1 C2 N2 0.0(3) . . . . ? N1 C1 C2 C3 178.6(2) . . . . ? C6 N2 C2 C1 177.4(2) . . . . ? Ga1 N2 C2 C1 2.3(2) . . . . ? C6 N2 C2 C3 -1.4(3) . . . . ? Ga1 N2 C2 C3 -176.48(16) . . . . ? C1 C2 C3 C4 -177.3(2) . . . . ? N2 C2 C3 C4 1.4(3) . . . . ? C2 C3 C4 C5 -0.1(4) . . . . ? C3 C4 C5 C6 -1.0(4) . . . . ? C4 C5 C6 N2 1.0(4) . . . . ? C2 N2 C6 C5 0.3(3) . . . . ? Ga1 N2 C6 C5 174.11(19) . . . . ? C1 N1 C7 C8 55.3(3) . . . . ? Ga1 N1 C7 C8 -113.9(2) . . . . ? C1 N1 C7 C12 -124.3(2) . . . . ? Ga1 N1 C7 C12 66.5(3) . . . . ? N1 C7 C8 C9 -178.3(2) . . . . ? C12 C7 C8 C9 1.3(3) . . . . ? N1 C7 C8 C13 5.1(3) . . . . ? C12 C7 C8 C13 -175.3(2) . . . . ? C7 C8 C9 C10 -2.5(4) . . . . ? C13 C8 C9 C10 174.3(2) . . . . ? C8 C9 C10 C11 1.4(4) . . . . ? C9 C10 C11 C12 0.8(4) . . . . ? C10 C11 C12 C7 -2.0(4) . . . . ? C10 C11 C12 C16 177.1(2) . . . . ? N1 C7 C12 C11 -179.5(2) . . . . ? C8 C7 C12 C11 0.9(3) . . . . ? N1 C7 C12 C16 1.5(3) . . . . ? C8 C7 C12 C16 -178.1(2) . . . . ? C9 C8 C13 C15 55.8(3) . . . . ? C7 C8 C13 C15 -127.6(2) . . . . ? C9 C8 C13 C14 -67.5(3) . . . . ? C7 C8 C13 C14 109.1(3) . . . . ? C11 C12 C16 C18 65.0(3) . . . . ? C7 C12 C16 C18 -116.0(3) . . . . ? C11 C12 C16 C17 -59.4(3) . . . . ? C7 C12 C16 C17 119.7(3) . . . . ? C25 N3 C19 C20 -174.1(2) . . . . ? Ga1 N3 C19 C20 -3.8(3) . . . . ? N3 C19 C20 N4 0.3(4) . . . . ? N3 C19 C20 C21 -179.6(3) . . . . ? C24 N4 C20 C19 178.0(2) . . . . ? Ga1 N4 C20 C19 3.3(3) . . . . ? C24 N4 C20 C21 -2.1(4) . . . . ? Ga1 N4 C20 C21 -176.8(2) . . . . ? C19 C20 C21 C22 -178.1(3) . . . . ? N4 C20 C21 C22 1.9(5) . . . . ? C20 C21 C22 C23 -0.7(5) . . . . ? C21 C22 C23 C24 -0.4(5) . . . . ? C22 C23 C24 N4 0.3(4) . . . . ? C20 N4 C24 C23 1.0(4) . . . . ? Ga1 N4 C24 C23 174.5(2) . . . . ? C19 N3 C25 C30 -127.9(2) . . . . ? Ga1 N3 C25 C30 64.0(3) . . . . ? C19 N3 C25 C26 52.8(3) . . . . ? Ga1 N3 C25 C26 -115.2(2) . . . . ? C30 C25 C26 C27 2.9(3) . . . . ? N3 C25 C26 C27 -177.9(2) . . . . ? C30 C25 C26 C31 -173.0(2) . . . . ? N3 C25 C26 C31 6.2(4) . . . . ? C25 C26 C27 C28 -2.2(4) . . . . ? C31 C26 C27 C28 173.9(2) . . . . ? C26 C27 C28 C29 -0.1(4) . . . . ? C27 C28 C29 C30 1.7(4) . . . . ? C28 C29 C30 C25 -1.0(4) . . . . ? C28 C29 C30 C34 179.1(2) . . . . ? N3 C25 C30 C29 179.4(2) . . . . ? C26 C25 C30 C29 -1.3(3) . . . . ? N3 C25 C30 C34 -0.7(3) . . . . ? C26 C25 C30 C34 178.6(2) . . . . ? C27 C26 C31 C33 62.0(3) . . . . ? C25 C26 C31 C33 -122.1(3) . . . . ? C27 C26 C31 C32 -61.2(3) . . . . ? C25 C26 C31 C32 114.7(3) . . . . ? C29 C30 C34 C36 68.2(3) . . . . ? C25 C30 C34 C36 -111.7(3) . . . . ? C29 C30 C34 C35 -56.5(3) . . . . ? C25 C30 C34 C35 123.6(3) . . . . ? C40 O1 C37 C38 -34.1(3) . . . . ? Na1 O1 C37 C38 138.3(2) . . . . ? O1 C37 C38 C39 33.4(3) . . . . ? C37 C38 C39 C40 -20.3(3) . . . . ? C37 O1 C40 C39 20.5(3) . . . . ? Na1 O1 C40 C39 -152.68(17) . . . . ? C38 C39 C40 O1 1.0(3) . . . . ? C44 O2 C41 C42 -10.0(3) . . . . ? Na1 O2 C41 C42 153.85(18) . . . . ? O2 C41 C42 C43 31.5(3) . . . . ? C41 C42 C43 C44 -39.3(3) . . . . ? C41 O2 C44 C43 -15.8(3) . . . . ? Na1 O2 C44 C43 -176.61(17) . . . . ? C42 C43 C44 O2 34.5(3) . . . . ? C48 O3 C45 C46 -10.8(3) . . . . ? Na1 O3 C45 C46 -178.10(17) . . . . ? O3 C45 C46 C47 30.3(3) . . . . ? C45 C46 C47 C48 -36.9(3) . . . . ? C45 O3 C48 C47 -13.2(3) . . . . ? Na1 O3 C48 C47 154.71(18) . . . . ? C46 C47 C48 O3 31.7(3) . . . . ? C52 O4 C49 C50 -2.2(4) . . . . ? Na1 O4 C49 C50 -165.8(2) . . . . ? O4 C49 C50 C51 24.5(4) . . . . ? C49 C50 C51 C52 -35.6(4) . . . . ? C49 O4 C52 C51 -21.5(5) . . . . ? Na1 O4 C52 C51 142.8(3) . . . . ? C50 C51 C52 O4 35.7(5) . . . . ? C53A O5 C53 C54 67.8(16) . . . . ? C56 O5 C53 C54 -39.6(4) . . . . ? Na1 O5 C53 C54 157.9(2) . . . . ? O5 C53 C54 C55 38.5(4) . . . . ? C53 C54 C55 C56 -23.2(4) . . . . ? C53A O5 C56 C55 -9.9(14) . . . . ? C53 O5 C56 C55 23.9(4) . . . . ? Na1 O5 C56 C55 -172.5(2) . . . . ? C54 C55 C56 O5 0.1(4) . . . . ? C60 O6 C57 C58 -3.9(5) . . . . ? Na1 O6 C57 C58 151.9(4) . . . . ? O6 C57 C58 C59 -6.6(7) . . . . ? C57 C58 C59 C60 13.7(7) . . . . ? C57 O6 C60 C59 12.2(3) . . . . ? Na1 O6 C60 C59 -145.4(2) . . . . ? C58 C59 C60 O6 -15.8(5) . . . . ? C64A O7 C61 C62 -4.4(12) . . . . ? C64 O7 C61 C62 20.6(8) . . . . ? C61A O7 C61 C62 -7.0(11) . . . . ? O7 C61 C62 C63 -4.0(12) . . . . ? C61 C62 C63 C64 -18.6(18) . . . . ? C62 C63 C64 O7 27.8(15) . . . . ? C61 O7 C64 C63 -32.1(11) . . . . ? C64A O7 C64 C63 72(2) . . . . ? C61A O7 C64 C63 -21.4(11) . . . . ? C61 O7 C64A C63A -3(2) . . . . ? C64 O7 C64A C63A -88(2) . . . . ? C61A O7 C64A C63A -2.2(17) . . . . ? C61A C62A C63A C64A 12.6(12) . . . . ? O7 C64A C63A C62A -6(2) . . . . ? C63A C62A C61A O7 -14.7(10) . . . . ? C61 O7 C61A C62A -172.2(16) . . . . ? C64A O7 C61A C62A 10.2(13) . . . . ? C64 O7 C61A C62A 33.5(8) . . . . ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 69.97 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 0.810 _refine_diff_density_min -0.514 _refine_diff_density_rms 0.069 # Attachment 'twm82.cif' data_twm82 _database_code_depnum_ccdc_archive 'CCDC 861509' #TrackingRef 'twm82.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C41 H55 Ga N4 O S' _chemical_formula_weight 721.67 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.6995(10) _cell_length_b 18.9938(17) _cell_length_c 19.1287(14) _cell_angle_alpha 90.00 _cell_angle_beta 114.022(4) _cell_angle_gamma 90.00 _cell_volume 3882.6(6) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 90 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 28.54 _exptl_crystal_description Block _exptl_crystal_colour Green _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.235 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1536 _exptl_absorpt_coefficient_mu 0.798 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.9668 _exptl_absorpt_correction_T_max 0.9986 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(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 'CCD area detector' _diffrn_measurement_method 'Phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 37672 _diffrn_reflns_av_R_equivalents 0.0783 _diffrn_reflns_av_sigmaI/netI 0.0622 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 25.79 _reflns_number_total 7432 _reflns_number_gt 5281 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Apex II' _computing_cell_refinement 'Bruker Apex II' _computing_data_reduction 'Bruker Saint' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0759P)^2^+3.5300P] 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 7432 _refine_ls_number_parameters 442 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0835 _refine_ls_R_factor_gt 0.0508 _refine_ls_wR_factor_ref 0.1449 _refine_ls_wR_factor_gt 0.1296 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _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 0.20559(4) -0.09465(2) 0.26060(2) 0.01870(13) Uani 1 1 d . . . S1 S 0.14724(9) -0.20464(5) 0.27538(6) 0.0290(2) Uani 1 1 d . . . N1 N 0.3696(3) -0.06379(16) 0.33608(16) 0.0206(6) Uani 1 1 d . . . N2 N 0.1499(3) -0.04210(16) 0.33845(16) 0.0209(6) Uani 1 1 d . . . N3 N 0.0968(3) -0.03712(16) 0.17311(16) 0.0213(6) Uani 1 1 d . . . N4 N 0.2740(3) -0.12323(16) 0.17768(16) 0.0230(7) Uani 1 1 d . . . C1 C 0.3669(3) -0.02771(19) 0.3965(2) 0.0233(8) Uani 1 1 d . . . H1A H 0.4403 -0.0111 0.4350 0.028 Uiso 1 1 calc R . . C2 C 0.2507(3) -0.01607(19) 0.3994(2) 0.0227(8) Uani 1 1 d . . . C3 C 0.2329(4) 0.0198(2) 0.4595(2) 0.0282(9) Uani 1 1 d . . . H3A H 0.3013 0.0377 0.5007 0.034 Uiso 1 1 calc R . . C4 C 0.1152(4) 0.0277(2) 0.4562(2) 0.0301(9) Uani 1 1 d . . . H4A H 0.1025 0.0516 0.4948 0.036 Uiso 1 1 calc R . . C5 C 0.0130(4) -0.0005(2) 0.3942(2) 0.0277(9) Uani 1 1 d . . . H5A H -0.0679 0.0040 0.3915 0.033 Uiso 1 1 calc R . . C6 C 0.0344(3) -0.0346(2) 0.3377(2) 0.0242(8) Uani 1 1 d . . . H6A H -0.0336 -0.0535 0.2969 0.029 Uiso 1 1 calc R . . C7 C 0.4909(3) -0.08066(19) 0.3377(2) 0.0219(8) Uani 1 1 d . . . C8 C 0.5431(3) -0.0363(2) 0.2999(2) 0.0263(8) Uani 1 1 d . . . C9 C 0.6597(4) -0.0539(2) 0.3021(2) 0.0339(10) Uani 1 1 d . . . H9A H 0.6963 -0.0250 0.2776 0.041 Uiso 1 1 calc R . . C10 C 0.7224(4) -0.1134(2) 0.3397(2) 0.0354(10) Uani 1 1 d . . . H10A H 0.8007 -0.1241 0.3408 0.042 Uiso 1 1 calc R . . C11 C 0.6688(4) -0.1570(2) 0.3758(2) 0.0324(9) Uani 1 1 d . . . H11A H 0.7111 -0.1973 0.4005 0.039 Uiso 1 1 calc R . . C12 C 0.5524(3) -0.1415(2) 0.3758(2) 0.0241(8) Uani 1 1 d . . . C13 C 0.4758(4) 0.0298(2) 0.2589(2) 0.0334(10) Uani 1 1 d . . . H13A H 0.3883 0.0254 0.2520 0.040 Uiso 1 1 calc R . . C14 C 0.4749(4) 0.0386(2) 0.1798(2) 0.0414(11) Uani 1 1 d . . . H14A H 0.4238 0.0783 0.1549 0.062 Uiso 1 1 calc R . . H14B H 0.4415 -0.0031 0.1502 0.062 Uiso 1 1 calc R . . H14C H 0.5587 0.0463 0.1844 0.062 Uiso 1 1 calc R . . C15 C 0.5285(6) 0.0948(3) 0.3078(3) 0.0611(15) Uani 1 1 d . . . H15A H 0.4826 0.1356 0.2816 0.092 Uiso 1 1 calc R . . H15B H 0.6150 0.1002 0.3171 0.092 Uiso 1 1 calc R . . H15C H 0.5210 0.0897 0.3557 0.092 Uiso 1 1 calc R . . C16 C 0.4960(4) -0.1906(2) 0.4160(2) 0.0299(9) Uani 1 1 d . . . H16A H 0.4084 -0.1768 0.4009 0.036 Uiso 1 1 calc R . . C17 C 0.4975(4) -0.2674(2) 0.3932(3) 0.0413(11) Uani 1 1 d . . . H17A H 0.4535 -0.2720 0.3388 0.062 Uiso 1 1 calc R . . H17B H 0.4573 -0.2959 0.4181 0.062 Uiso 1 1 calc R . . H17C H 0.5824 -0.2827 0.4085 0.062 Uiso 1 1 calc R . . C18 C 0.5623(5) -0.1835(3) 0.5031(2) 0.0467(12) Uani 1 1 d . . . H18A H 0.5507 -0.1366 0.5180 0.070 Uiso 1 1 calc R . . H18B H 0.6501 -0.1925 0.5191 0.070 Uiso 1 1 calc R . . H18C H 0.5277 -0.2168 0.5269 0.070 Uiso 1 1 calc R . . C19 C 0.1156(3) -0.0437(2) 0.1088(2) 0.0247(8) Uani 1 1 d . . . H19A H 0.0673 -0.0185 0.0651 0.030 Uiso 1 1 calc R . . C20 C 0.2098(4) -0.0896(2) 0.1089(2) 0.0267(8) Uani 1 1 d . . . C21 C 0.2392(4) -0.1036(2) 0.0453(2) 0.0326(9) Uani 1 1 d . . . H21A H 0.1946 -0.0814 -0.0012 0.039 Uiso 1 1 calc R . . C22 C 0.3313(4) -0.1490(2) 0.0522(2) 0.0396(11) Uani 1 1 d . . . H22A H 0.3528 -0.1570 0.0111 0.047 Uiso 1 1 calc R . . C23 C 0.3953(4) -0.1843(2) 0.1226(2) 0.0378(10) Uani 1 1 d . . . H23A H 0.4575 -0.2171 0.1280 0.045 Uiso 1 1 calc R . . C24 C 0.3643(4) -0.1695(2) 0.1824(2) 0.0298(9) Uani 1 1 d . . . H24A H 0.4075 -0.1925 0.2287 0.036 Uiso 1 1 calc R . . C25 C -0.0079(3) 0.00515(19) 0.16919(19) 0.0213(8) Uani 1 1 d . . . C26 C -0.1287(3) -0.0242(2) 0.13861(19) 0.0224(8) Uani 1 1 d . . . C27 C -0.2275(4) 0.0178(2) 0.1368(2) 0.0289(9) Uani 1 1 d . . . H27A H -0.3084 -0.0003 0.1158 0.035 Uiso 1 1 calc R . . C28 C -0.2083(4) 0.0853(2) 0.1654(2) 0.0330(9) Uani 1 1 d . . . H28A H -0.2755 0.1121 0.1643 0.040 Uiso 1 1 calc R . . C29 C -0.0886(4) 0.1131(2) 0.1959(2) 0.0322(9) Uani 1 1 d . . . H29A H -0.0762 0.1588 0.2150 0.039 Uiso 1 1 calc R . . C30 C 0.0137(4) 0.07396(19) 0.1985(2) 0.0248(8) Uani 1 1 d . . . C31 C -0.1533(4) -0.0992(2) 0.1083(2) 0.0295(9) Uani 1 1 d . . . H31A H -0.0721 -0.1222 0.1218 0.035 Uiso 1 1 calc R . . C32 C -0.2264(5) -0.1422(2) 0.1437(3) 0.0438(11) Uani 1 1 d . . . H32A H -0.1810 -0.1434 0.1983 0.066 Uiso 1 1 calc R . . H32B H -0.2372 -0.1894 0.1239 0.066 Uiso 1 1 calc R . . H32C H -0.3068 -0.1211 0.1311 0.066 Uiso 1 1 calc R . . C33 C -0.2219(5) -0.1001(3) 0.0211(3) 0.0580(15) Uani 1 1 d . . . H33A H -0.2337 -0.1479 0.0033 0.087 Uiso 1 1 calc R . . H33B H -0.1732 -0.0753 -0.0010 0.087 Uiso 1 1 calc R . . H33C H -0.3019 -0.0777 0.0062 0.087 Uiso 1 1 calc R . . C34 C 0.1431(4) 0.10630(19) 0.2295(2) 0.0278(9) Uani 1 1 d . . . H34A H 0.2040 0.0678 0.2463 0.033 Uiso 1 1 calc R . . C35 C 0.1693(4) 0.1547(2) 0.2980(2) 0.0378(10) Uani 1 1 d . . . H35A H 0.1512 0.1303 0.3362 0.057 Uiso 1 1 calc R . . H35B H 0.1173 0.1958 0.2817 0.057 Uiso 1 1 calc R . . H35C H 0.2557 0.1685 0.3190 0.057 Uiso 1 1 calc R . . C36 C 0.1637(4) 0.1462(2) 0.1661(3) 0.0425(11) Uani 1 1 d . . . H36A H 0.1544 0.1145 0.1251 0.064 Uiso 1 1 calc R . . H36B H 0.2464 0.1660 0.1863 0.064 Uiso 1 1 calc R . . H36C H 0.1031 0.1834 0.1472 0.064 Uiso 1 1 calc R . . C37 C 0.1467(4) -0.2042(2) 0.3705(2) 0.0409(11) Uani 1 1 d . . . H37A H 0.1569 -0.2514 0.3901 0.061 Uiso 1 1 calc R . . H37B H 0.0687 -0.1855 0.3676 0.061 Uiso 1 1 calc R . . H37C H 0.2143 -0.1754 0.4041 0.061 Uiso 1 1 calc R . . C42 C 0.0311(7) -0.2343(4) 0.5866(3) 0.087(2) Uani 1 1 d . . . H42A H 0.0693 -0.2806 0.5973 0.104 Uiso 1 1 calc R . . H42B H -0.0299 -0.2316 0.6089 0.104 Uiso 1 1 calc R . . C38 C 0.1283(5) -0.1793(3) 0.6207(3) 0.0589(14) Uani 1 1 d . . . H38A H 0.2059 -0.1992 0.6575 0.071 Uiso 1 1 calc R . . H38B H 0.1001 -0.1425 0.6451 0.071 Uiso 1 1 calc R . . C39 C 0.1424(6) -0.1526(4) 0.5498(4) 0.081(2) Uani 1 1 d . . . H39A H 0.1633 -0.1029 0.5547 0.097 Uiso 1 1 calc R . . H39B H 0.2073 -0.1783 0.5415 0.097 Uiso 1 1 calc R . . O1 O 0.0233(5) -0.1643(4) 0.4885(3) 0.117(2) Uani 1 1 d . . . C41 C -0.0270(10) -0.2243(6) 0.5092(5) 0.171(6) Uani 1 1 d . . . H41A H -0.1161 -0.2179 0.4942 0.205 Uiso 1 1 calc R . . H41B H -0.0150 -0.2653 0.4828 0.205 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 0.0200(2) 0.0163(2) 0.0209(2) -0.00041(16) 0.00953(15) -0.00077(17) S1 0.0364(6) 0.0182(5) 0.0323(5) -0.0008(4) 0.0138(4) -0.0063(4) N1 0.0218(16) 0.0196(16) 0.0221(16) -0.0008(12) 0.0108(13) -0.0006(13) N2 0.0216(16) 0.0194(16) 0.0254(16) 0.0013(12) 0.0133(13) -0.0013(12) N3 0.0228(16) 0.0225(17) 0.0203(15) -0.0004(12) 0.0107(13) 0.0017(13) N4 0.0253(17) 0.0197(16) 0.0234(16) 0.0011(13) 0.0094(13) 0.0006(13) C1 0.0238(19) 0.024(2) 0.0215(18) -0.0024(15) 0.0085(16) -0.0049(16) C2 0.026(2) 0.0204(19) 0.0229(19) -0.0006(15) 0.0114(16) -0.0009(15) C3 0.031(2) 0.029(2) 0.025(2) -0.0024(16) 0.0120(17) -0.0031(17) C4 0.036(2) 0.033(2) 0.029(2) -0.0024(17) 0.0215(18) 0.0000(18) C5 0.025(2) 0.031(2) 0.034(2) 0.0045(17) 0.0185(17) 0.0036(17) C6 0.0239(19) 0.026(2) 0.0255(19) 0.0004(15) 0.0136(16) -0.0031(16) C7 0.0181(18) 0.025(2) 0.0226(18) -0.0025(15) 0.0085(15) -0.0010(15) C8 0.023(2) 0.032(2) 0.0240(19) -0.0001(16) 0.0090(16) -0.0030(16) C9 0.026(2) 0.043(3) 0.036(2) 0.0039(19) 0.0158(18) -0.0033(19) C10 0.022(2) 0.047(3) 0.040(2) -0.001(2) 0.0149(18) 0.0044(18) C11 0.024(2) 0.031(2) 0.040(2) 0.0033(18) 0.0100(18) 0.0062(17) C12 0.0213(19) 0.026(2) 0.0253(19) -0.0027(15) 0.0100(16) -0.0022(16) C13 0.028(2) 0.035(2) 0.043(2) 0.0107(19) 0.0195(19) 0.0010(18) C14 0.037(3) 0.040(3) 0.048(3) 0.012(2) 0.019(2) -0.001(2) C15 0.084(4) 0.042(3) 0.053(3) 0.004(2) 0.024(3) 0.010(3) C16 0.023(2) 0.030(2) 0.036(2) 0.0037(17) 0.0121(17) -0.0023(17) C17 0.043(3) 0.026(2) 0.047(3) 0.0041(19) 0.011(2) -0.001(2) C18 0.068(3) 0.036(3) 0.043(3) 0.003(2) 0.029(2) -0.013(2) C19 0.027(2) 0.025(2) 0.0208(18) 0.0013(15) 0.0083(16) 0.0030(16) C20 0.031(2) 0.026(2) 0.0250(19) -0.0022(16) 0.0134(16) 0.0019(17) C21 0.040(2) 0.037(2) 0.026(2) 0.0002(17) 0.0182(18) 0.0055(19) C22 0.044(3) 0.052(3) 0.030(2) 0.001(2) 0.022(2) 0.012(2) C23 0.034(2) 0.043(3) 0.040(2) -0.005(2) 0.019(2) 0.015(2) C24 0.030(2) 0.030(2) 0.028(2) -0.0005(17) 0.0101(17) 0.0081(18) C25 0.0242(19) 0.0201(19) 0.0210(18) 0.0054(14) 0.0107(15) 0.0067(15) C26 0.0224(19) 0.025(2) 0.0222(18) 0.0035(15) 0.0112(15) 0.0020(15) C27 0.022(2) 0.033(2) 0.034(2) 0.0054(17) 0.0142(17) 0.0026(17) C28 0.031(2) 0.030(2) 0.043(2) 0.0050(18) 0.0203(19) 0.0097(18) C29 0.038(2) 0.022(2) 0.044(2) 0.0019(17) 0.023(2) 0.0064(17) C30 0.029(2) 0.0192(19) 0.031(2) 0.0060(15) 0.0173(17) 0.0032(15) C31 0.026(2) 0.026(2) 0.036(2) -0.0033(17) 0.0120(17) -0.0031(17) C32 0.058(3) 0.029(2) 0.050(3) 0.001(2) 0.028(2) -0.012(2) C33 0.084(4) 0.053(3) 0.036(3) -0.012(2) 0.023(3) -0.035(3) C34 0.031(2) 0.017(2) 0.037(2) 0.0008(16) 0.0160(18) 0.0021(16) C35 0.045(3) 0.027(2) 0.041(2) -0.0038(18) 0.017(2) -0.0015(19) C36 0.046(3) 0.045(3) 0.043(3) -0.002(2) 0.025(2) -0.014(2) C37 0.051(3) 0.034(3) 0.045(3) 0.010(2) 0.027(2) -0.004(2) C42 0.119(6) 0.075(5) 0.058(4) -0.005(3) 0.027(4) -0.022(4) C38 0.078(4) 0.045(3) 0.056(3) 0.013(3) 0.030(3) 0.003(3) C39 0.068(4) 0.100(5) 0.076(4) 0.056(4) 0.030(4) 0.030(4) O1 0.113(4) 0.185(7) 0.071(3) 0.048(4) 0.054(3) 0.063(4) C41 0.179(10) 0.149(10) 0.083(6) 0.050(6) -0.051(6) -0.047(8) _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 N1 1.963(3) . ? Ga1 N3 1.970(3) . ? Ga1 N2 2.104(3) . ? Ga1 N4 2.118(3) . ? Ga1 S1 2.2511(10) . ? S1 C37 1.823(4) . ? N1 C1 1.354(4) . ? N1 C7 1.443(4) . ? N2 C6 1.353(4) . ? N2 C2 1.370(4) . ? N3 C19 1.340(4) . ? N3 C25 1.441(4) . ? N4 C24 1.349(5) . ? N4 C20 1.378(5) . ? C1 C2 1.402(5) . ? C1 H1A 0.9300 . ? C2 C3 1.421(5) . ? C3 C4 1.361(5) . ? C3 H3A 0.9300 . ? C4 C5 1.402(5) . ? C4 H4A 0.9300 . ? C5 C6 1.368(5) . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? C7 C12 1.399(5) . ? C7 C8 1.402(5) . ? C8 C9 1.389(5) . ? C8 C13 1.520(5) . ? C9 C10 1.380(6) . ? C9 H9A 0.9300 . ? C10 C11 1.382(6) . ? C10 H10A 0.9300 . ? C11 C12 1.394(5) . ? C11 H11A 0.9300 . ? C12 C16 1.520(5) . ? C13 C15 1.519(7) . ? C13 C14 1.518(6) . ? C13 H13A 0.9800 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.525(6) . ? C16 C18 1.531(6) . ? C16 H16A 0.9800 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 C20 1.404(5) . ? C19 H19A 0.9300 . ? C20 C21 1.416(5) . ? C21 C22 1.343(6) . ? C21 H21A 0.9300 . ? C22 C23 1.416(6) . ? C22 H22A 0.9300 . ? C23 C24 1.362(5) . ? C23 H23A 0.9300 . ? C24 H24A 0.9300 . ? C25 C30 1.404(5) . ? C25 C26 1.406(5) . ? C26 C27 1.393(5) . ? C26 C31 1.521(5) . ? C27 C28 1.377(6) . ? C27 H27A 0.9300 . ? C28 C29 1.384(6) . ? C28 H28A 0.9300 . ? C29 C30 1.393(5) . ? C29 H29A 0.9300 . ? C30 C34 1.514(5) . ? C31 C32 1.525(6) . ? C31 C33 1.529(6) . ? C31 H31A 0.9800 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 0.9600 . ? C34 C35 1.527(5) . ? C34 C36 1.529(5) . ? C34 H34A 0.9800 . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? C37 H37A 0.9600 . ? C37 H37B 0.9600 . ? C37 H37C 0.9600 . ? C42 C41 1.367(10) . ? C42 C38 1.485(8) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C38 C39 1.520(7) . ? C38 H38A 0.9700 . ? C38 H38B 0.9700 . ? C39 O1 1.427(8) . ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? O1 C41 1.412(11) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? 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 Ga1 N3 124.00(12) . . ? N1 Ga1 N2 80.17(11) . . ? N3 Ga1 N2 93.38(12) . . ? N1 Ga1 N4 94.20(11) . . ? N3 Ga1 N4 79.42(11) . . ? N2 Ga1 N4 166.38(12) . . ? N1 Ga1 S1 116.12(9) . . ? N3 Ga1 S1 119.83(9) . . ? N2 Ga1 S1 98.87(8) . . ? N4 Ga1 S1 94.74(9) . . ? C37 S1 Ga1 104.21(15) . . ? C1 N1 C7 117.2(3) . . ? C1 N1 Ga1 115.1(2) . . ? C7 N1 Ga1 127.4(2) . . ? C6 N2 C2 118.7(3) . . ? C6 N2 Ga1 129.6(2) . . ? C2 N2 Ga1 111.5(2) . . ? C19 N3 C25 117.3(3) . . ? C19 N3 Ga1 115.9(2) . . ? C25 N3 Ga1 126.5(2) . . ? C24 N4 C20 118.2(3) . . ? C24 N4 Ga1 129.9(2) . . ? C20 N4 Ga1 111.8(2) . . ? N1 C1 C2 118.3(3) . . ? N1 C1 H1A 120.8 . . ? C2 C1 H1A 120.8 . . ? N2 C2 C1 114.9(3) . . ? N2 C2 C3 120.2(3) . . ? C1 C2 C3 124.9(3) . . ? C4 C3 C2 119.6(4) . . ? C4 C3 H3A 120.2 . . ? C2 C3 H3A 120.2 . . ? C3 C4 C5 119.7(4) . . ? C3 C4 H4A 120.1 . . ? C5 C4 H4A 120.1 . . ? C6 C5 C4 118.8(3) . . ? C6 C5 H5A 120.6 . . ? C4 C5 H5A 120.6 . . ? N2 C6 C5 123.0(3) . . ? N2 C6 H6A 118.5 . . ? C5 C6 H6A 118.5 . . ? C12 C7 C8 121.7(3) . . ? C12 C7 N1 119.2(3) . . ? C8 C7 N1 119.1(3) . . ? C9 C8 C7 118.0(4) . . ? C9 C8 C13 120.7(3) . . ? C7 C8 C13 121.3(3) . . ? C10 C9 C8 121.2(4) . . ? C10 C9 H9A 119.4 . . ? C8 C9 H9A 119.4 . . ? C9 C10 C11 119.9(4) . . ? C9 C10 H10A 120.0 . . ? C11 C10 H10A 120.0 . . ? C10 C11 C12 121.0(4) . . ? C10 C11 H11A 119.5 . . ? C12 C11 H11A 119.5 . . ? C11 C12 C7 118.0(3) . . ? C11 C12 C16 119.7(3) . . ? C7 C12 C16 122.2(3) . . ? C15 C13 C8 111.0(4) . . ? C15 C13 C14 111.1(4) . . ? C8 C13 C14 113.4(3) . . ? C15 C13 H13A 107.0 . . ? C8 C13 H13A 107.0 . . ? C14 C13 H13A 107.0 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C12 C16 C17 112.6(3) . . ? C12 C16 C18 111.4(3) . . ? C17 C16 C18 109.6(3) . . ? C12 C16 H16A 107.7 . . ? C17 C16 H16A 107.7 . . ? C18 C16 H16A 107.7 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N3 C19 C20 118.7(3) . . ? N3 C19 H19A 120.7 . . ? C20 C19 H19A 120.7 . . ? N4 C20 C19 114.2(3) . . ? N4 C20 C21 120.3(3) . . ? C19 C20 C21 125.5(4) . . ? C22 C21 C20 120.1(4) . . ? C22 C21 H21A 119.9 . . ? C20 C21 H21A 119.9 . . ? C21 C22 C23 119.3(4) . . ? C21 C22 H22A 120.3 . . ? C23 C22 H22A 120.3 . . ? C24 C23 C22 118.8(4) . . ? C24 C23 H23A 120.6 . . ? C22 C23 H23A 120.6 . . ? N4 C24 C23 123.2(4) . . ? N4 C24 H24A 118.4 . . ? C23 C24 H24A 118.4 . . ? C30 C25 C26 121.5(3) . . ? C30 C25 N3 119.1(3) . . ? C26 C25 N3 119.4(3) . . ? C27 C26 C25 117.8(3) . . ? C27 C26 C31 120.0(3) . . ? C25 C26 C31 122.1(3) . . ? C28 C27 C26 121.6(4) . . ? C28 C27 H27A 119.2 . . ? C26 C27 H27A 119.2 . . ? C27 C28 C29 119.8(4) . . ? C27 C28 H28A 120.1 . . ? C29 C28 H28A 120.1 . . ? C28 C29 C30 121.2(4) . . ? C28 C29 H29A 119.4 . . ? C30 C29 H29A 119.4 . . ? C29 C30 C25 118.1(4) . . ? C29 C30 C34 120.4(3) . . ? C25 C30 C34 121.5(3) . . ? C26 C31 C32 112.7(3) . . ? C26 C31 C33 111.1(3) . . ? C32 C31 C33 109.8(3) . . ? C26 C31 H31A 107.7 . . ? C32 C31 H31A 107.7 . . ? C33 C31 H31A 107.7 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C30 C34 C35 113.5(3) . . ? C30 C34 C36 110.2(3) . . ? C35 C34 C36 109.9(3) . . ? C30 C34 H34A 107.7 . . ? C35 C34 H34A 107.7 . . ? C36 C34 H34A 107.7 . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C34 C36 H36A 109.5 . . ? C34 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C34 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? S1 C37 H37A 109.5 . . ? S1 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? S1 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C41 C42 C38 109.4(7) . . ? C41 C42 H42A 109.8 . . ? C38 C42 H42A 109.8 . . ? C41 C42 H42B 109.8 . . ? C38 C42 H42B 109.8 . . ? H42A C42 H42B 108.2 . . ? C42 C38 C39 100.6(5) . . ? C42 C38 H38A 111.6 . . ? C39 C38 H38A 111.6 . . ? C42 C38 H38B 111.6 . . ? C39 C38 H38B 111.6 . . ? H38A C38 H38B 109.4 . . ? O1 C39 C38 104.9(5) . . ? O1 C39 H39A 110.8 . . ? C38 C39 H39A 110.8 . . ? O1 C39 H39B 110.8 . . ? C38 C39 H39B 110.8 . . ? H39A C39 H39B 108.8 . . ? C41 O1 C39 105.9(5) . . ? C42 C41 O1 109.7(7) . . ? C42 C41 H41A 109.7 . . ? O1 C41 H41A 109.7 . . ? C42 C41 H41B 109.7 . . ? O1 C41 H41B 109.7 . . ? H41A C41 H41B 108.2 . . ? 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 N1 Ga1 S1 C37 59.29(18) . . . . ? N3 Ga1 S1 C37 -123.15(18) . . . . ? N2 Ga1 S1 C37 -24.05(18) . . . . ? N4 Ga1 S1 C37 156.33(17) . . . . ? N3 Ga1 N1 C1 88.1(3) . . . . ? N2 Ga1 N1 C1 0.7(2) . . . . ? N4 Ga1 N1 C1 168.2(3) . . . . ? S1 Ga1 N1 C1 -94.4(3) . . . . ? N3 Ga1 N1 C7 -98.0(3) . . . . ? N2 Ga1 N1 C7 174.6(3) . . . . ? N4 Ga1 N1 C7 -17.9(3) . . . . ? S1 Ga1 N1 C7 79.5(3) . . . . ? N1 Ga1 N2 C6 -177.6(3) . . . . ? N3 Ga1 N2 C6 58.5(3) . . . . ? N4 Ga1 N2 C6 115.9(5) . . . . ? S1 Ga1 N2 C6 -62.4(3) . . . . ? N1 Ga1 N2 C2 -1.3(2) . . . . ? N3 Ga1 N2 C2 -125.3(2) . . . . ? N4 Ga1 N2 C2 -67.8(6) . . . . ? S1 Ga1 N2 C2 113.8(2) . . . . ? N1 Ga1 N3 C19 88.6(3) . . . . ? N2 Ga1 N3 C19 169.0(3) . . . . ? N4 Ga1 N3 C19 0.7(3) . . . . ? S1 Ga1 N3 C19 -88.7(3) . . . . ? N1 Ga1 N3 C25 -98.2(3) . . . . ? N2 Ga1 N3 C25 -17.8(3) . . . . ? N4 Ga1 N3 C25 173.9(3) . . . . ? S1 Ga1 N3 C25 84.5(3) . . . . ? N1 Ga1 N4 C24 58.0(3) . . . . ? N3 Ga1 N4 C24 -178.2(4) . . . . ? N2 Ga1 N4 C24 122.9(5) . . . . ? S1 Ga1 N4 C24 -58.7(3) . . . . ? N1 Ga1 N4 C20 -124.6(3) . . . . ? N3 Ga1 N4 C20 -0.8(2) . . . . ? N2 Ga1 N4 C20 -59.7(6) . . . . ? S1 Ga1 N4 C20 118.7(2) . . . . ? C7 N1 C1 C2 -174.5(3) . . . . ? Ga1 N1 C1 C2 0.0(4) . . . . ? C6 N2 C2 C1 178.4(3) . . . . ? Ga1 N2 C2 C1 1.7(4) . . . . ? C6 N2 C2 C3 -1.7(5) . . . . ? Ga1 N2 C2 C3 -178.4(3) . . . . ? N1 C1 C2 N2 -1.2(5) . . . . ? N1 C1 C2 C3 178.9(3) . . . . ? N2 C2 C3 C4 0.4(6) . . . . ? C1 C2 C3 C4 -179.8(4) . . . . ? C2 C3 C4 C5 0.9(6) . . . . ? C3 C4 C5 C6 -0.9(6) . . . . ? C2 N2 C6 C5 1.8(5) . . . . ? Ga1 N2 C6 C5 177.9(3) . . . . ? C4 C5 C6 N2 -0.5(6) . . . . ? C1 N1 C7 C12 85.2(4) . . . . ? Ga1 N1 C7 C12 -88.5(4) . . . . ? C1 N1 C7 C8 -95.9(4) . . . . ? Ga1 N1 C7 C8 90.4(4) . . . . ? C12 C7 C8 C9 -0.8(6) . . . . ? N1 C7 C8 C9 -179.7(3) . . . . ? C12 C7 C8 C13 -179.7(3) . . . . ? N1 C7 C8 C13 1.4(5) . . . . ? C7 C8 C9 C10 0.4(6) . . . . ? C13 C8 C9 C10 179.3(4) . . . . ? C8 C9 C10 C11 0.4(6) . . . . ? C9 C10 C11 C12 -0.9(6) . . . . ? C10 C11 C12 C7 0.5(6) . . . . ? C10 C11 C12 C16 179.9(4) . . . . ? C8 C7 C12 C11 0.4(5) . . . . ? N1 C7 C12 C11 179.3(3) . . . . ? C8 C7 C12 C16 -179.1(3) . . . . ? N1 C7 C12 C16 -0.2(5) . . . . ? C9 C8 C13 C15 -79.0(5) . . . . ? C7 C8 C13 C15 99.9(5) . . . . ? C9 C8 C13 C14 47.0(5) . . . . ? C7 C8 C13 C14 -134.2(4) . . . . ? C11 C12 C16 C17 -49.7(5) . . . . ? C7 C12 C16 C17 129.7(4) . . . . ? C11 C12 C16 C18 73.9(5) . . . . ? C7 C12 C16 C18 -106.6(4) . . . . ? C25 N3 C19 C20 -174.3(3) . . . . ? Ga1 N3 C19 C20 -0.5(4) . . . . ? C24 N4 C20 C19 178.5(3) . . . . ? Ga1 N4 C20 C19 0.8(4) . . . . ? C24 N4 C20 C21 -0.2(5) . . . . ? Ga1 N4 C20 C21 -177.9(3) . . . . ? N3 C19 C20 N4 -0.3(5) . . . . ? N3 C19 C20 C21 178.4(4) . . . . ? N4 C20 C21 C22 -1.1(6) . . . . ? C19 C20 C21 C22 -179.7(4) . . . . ? C20 C21 C22 C23 2.3(7) . . . . ? C21 C22 C23 C24 -2.2(7) . . . . ? C20 N4 C24 C23 0.3(6) . . . . ? Ga1 N4 C24 C23 177.6(3) . . . . ? C22 C23 C24 N4 0.9(7) . . . . ? C19 N3 C25 C30 -101.9(4) . . . . ? Ga1 N3 C25 C30 85.0(4) . . . . ? C19 N3 C25 C26 80.3(4) . . . . ? Ga1 N3 C25 C26 -92.8(4) . . . . ? C30 C25 C26 C27 1.2(5) . . . . ? N3 C25 C26 C27 179.0(3) . . . . ? C30 C25 C26 C31 -178.6(3) . . . . ? N3 C25 C26 C31 -0.8(5) . . . . ? C25 C26 C27 C28 -1.4(5) . . . . ? C31 C26 C27 C28 178.4(4) . . . . ? C26 C27 C28 C29 0.9(6) . . . . ? C27 C28 C29 C30 -0.2(6) . . . . ? C28 C29 C30 C25 0.0(6) . . . . ? C28 C29 C30 C34 177.8(4) . . . . ? C26 C25 C30 C29 -0.5(5) . . . . ? N3 C25 C30 C29 -178.3(3) . . . . ? C26 C25 C30 C34 -178.3(3) . . . . ? N3 C25 C30 C34 3.9(5) . . . . ? C27 C26 C31 C32 -52.6(5) . . . . ? C25 C26 C31 C32 127.2(4) . . . . ? C27 C26 C31 C33 71.0(5) . . . . ? C25 C26 C31 C33 -109.2(4) . . . . ? C29 C30 C34 C35 37.9(5) . . . . ? C25 C30 C34 C35 -144.4(4) . . . . ? C29 C30 C34 C36 -85.9(4) . . . . ? C25 C30 C34 C36 91.8(4) . . . . ? C41 C42 C38 C39 -16.7(9) . . . . ? C42 C38 C39 O1 28.4(7) . . . . ? C38 C39 O1 C41 -30.5(9) . . . . ? C38 C42 C41 O1 -1.3(13) . . . . ? C39 O1 C41 C42 20.4(12) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.79 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.698 _refine_diff_density_min -0.537 _refine_diff_density_rms 0.088