# 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 'Cameron Jones' _publ_contact_author_email cameron.jones@monash.edu _publ_author_name 'Cameron Jones' data_compound1S _database_code_depnum_ccdc_archive 'CCDC 866214' #TrackingRef '- compound1S.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C68 H56 N2' _chemical_formula_weight 901.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.1640(18) _cell_length_b 10.472(2) _cell_length_c 13.747(3) _cell_angle_alpha 99.63(3) _cell_angle_beta 103.84(3) _cell_angle_gamma 99.14(3) _cell_volume 1235.3(4) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.211 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 478 _exptl_absorpt_coefficient_mu 0.069 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.985 _exptl_absorpt_correction_T_max 0.997 _exptl_absorpt_process_details 'SCALE3 ABSPACK' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Gemini Ultra' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8046 _diffrn_reflns_av_R_equivalents 0.0768 _diffrn_reflns_av_sigmaI/netI 0.1241 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 24.99 _reflns_number_total 4316 _reflns_number_gt 2062 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0662P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4316 _refine_ls_number_parameters 317 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1615 _refine_ls_R_factor_gt 0.0597 _refine_ls_wR_factor_ref 0.1550 _refine_ls_wR_factor_gt 0.1196 _refine_ls_goodness_of_fit_ref 0.971 _refine_ls_restrained_S_all 0.971 _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 N1 N 0.1338(3) 0.5271(2) 0.12013(17) 0.0361(6) Uani 1 1 d . . . C1 C 0.0252(4) 0.5438(3) 0.0510(2) 0.0350(7) Uani 1 1 d . . . H1 H -0.0251 0.6145 0.0652 0.042 Uiso 1 1 calc R . . C2 C 0.1786(3) 0.6155(3) 0.21849(19) 0.0295(7) Uani 1 1 d . . . C3 C 0.1469(3) 0.5637(2) 0.3012(2) 0.0287(7) Uani 1 1 d . . . C4 C 0.1902(3) 0.6466(3) 0.3973(2) 0.0329(7) Uani 1 1 d . . . H4 H 0.1674 0.6127 0.4531 0.040 Uiso 1 1 calc R . . C5 C 0.2660(3) 0.7780(3) 0.4151(2) 0.0319(7) Uani 1 1 d . . . C6 C 0.3045(3) 0.8227(3) 0.3334(2) 0.0347(8) Uani 1 1 d . . . H6 H 0.3632 0.9100 0.3455 0.042 Uiso 1 1 calc R . . C7 C 0.2608(3) 0.7453(3) 0.2342(2) 0.0328(7) Uani 1 1 d . . . C8 C 0.3114(4) 0.8663(3) 0.5204(2) 0.0450(9) Uani 1 1 d . . . H8A H 0.4099 0.9267 0.5308 0.068 Uiso 1 1 calc R . . H8B H 0.3215 0.8119 0.5721 0.068 Uiso 1 1 calc R . . H8C H 0.2324 0.9178 0.5267 0.068 Uiso 1 1 calc R . . C9 C 0.0690(3) 0.4184(2) 0.2830(2) 0.0315(7) Uani 1 1 d . . . H9 H 0.0883 0.3730 0.2187 0.038 Uiso 1 1 calc R . . C10 C -0.1043(3) 0.3991(3) 0.2620(2) 0.0335(7) Uani 1 1 d . . . C11 C -0.1722(4) 0.4590(3) 0.3316(2) 0.0426(8) Uani 1 1 d . . . H11 H -0.1089 0.5166 0.3934 0.051 Uiso 1 1 calc R . . C12 C -0.3298(4) 0.4372(3) 0.3137(2) 0.0520(9) Uani 1 1 d . . . H12 H -0.3741 0.4789 0.3630 0.062 Uiso 1 1 calc R . . C13 C -0.4224(4) 0.3550(3) 0.2243(3) 0.0619(11) Uani 1 1 d . . . H13 H -0.5309 0.3382 0.2121 0.074 Uiso 1 1 calc R . . C14 C -0.3575(4) 0.2972(3) 0.1527(3) 0.0658(11) Uani 1 1 d . . . H14 H -0.4215 0.2428 0.0898 0.079 Uiso 1 1 calc R . . C15 C -0.2003(4) 0.3179(3) 0.1717(2) 0.0490(9) Uani 1 1 d . . . H15 H -0.1568 0.2758 0.1221 0.059 Uiso 1 1 calc R . . C16 C 0.1434(3) 0.3524(3) 0.3677(2) 0.0335(7) Uani 1 1 d . . . C17 C 0.0624(4) 0.2712(3) 0.4144(2) 0.0451(8) Uani 1 1 d . . . H17 H -0.0467 0.2563 0.3953 0.054 Uiso 1 1 calc R . . C18 C 0.1368(4) 0.2105(3) 0.4889(2) 0.0530(9) Uani 1 1 d . . . H18 H 0.0781 0.1539 0.5193 0.064 Uiso 1 1 calc R . . C19 C 0.2932(5) 0.2318(3) 0.5187(3) 0.0554(9) Uani 1 1 d . . . H19 H 0.3441 0.1923 0.5708 0.066 Uiso 1 1 calc R . . C20 C 0.3764(4) 0.3116(3) 0.4718(3) 0.0570(9) Uani 1 1 d . . . H20 H 0.4854 0.3259 0.4912 0.068 Uiso 1 1 calc R . . C21 C 0.3031(4) 0.3706(3) 0.3976(2) 0.0481(9) Uani 1 1 d . . . H21 H 0.3624 0.4248 0.3660 0.058 Uiso 1 1 calc R . . C22 C 0.3177(3) 0.7981(3) 0.1495(2) 0.0349(7) Uani 1 1 d . . . H22 H 0.2731 0.7276 0.0856 0.042 Uiso 1 1 calc R . . C23 C 0.2636(3) 0.9225(3) 0.1255(2) 0.0377(8) Uani 1 1 d . . . C24 C 0.1651(4) 0.9803(3) 0.1707(2) 0.0460(9) Uani 1 1 d . . . H24 H 0.1299 0.9433 0.2216 0.055 Uiso 1 1 calc R . . C25 C 0.1154(4) 1.0916(3) 0.1440(2) 0.0557(10) Uani 1 1 d . . . H25 H 0.0472 1.1296 0.1766 0.067 Uiso 1 1 calc R . . C26 C 0.1643(4) 1.1468(3) 0.0708(2) 0.0525(9) Uani 1 1 d . . . H26 H 0.1309 1.2233 0.0529 0.063 Uiso 1 1 calc R . . C27 C 0.2622(4) 1.0907(3) 0.0232(2) 0.0511(9) Uani 1 1 d . . . H27 H 0.2964 1.1281 -0.0278 0.061 Uiso 1 1 calc R . . C28 C 0.3106(4) 0.9792(3) 0.0501(2) 0.0446(8) Uani 1 1 d . . . H28 H 0.3772 0.9406 0.0164 0.053 Uiso 1 1 calc R . . C29 C 0.4919(4) 0.8102(3) 0.1756(2) 0.0414(8) Uani 1 1 d . . . C30 C 0.5474(4) 0.6945(4) 0.1549(3) 0.0603(10) Uani 1 1 d . . . H30 H 0.4767 0.6135 0.1217 0.072 Uiso 1 1 calc R . . C31 C 0.7009(5) 0.6957(5) 0.1815(3) 0.0747(12) Uani 1 1 d . . . H31 H 0.7358 0.6162 0.1651 0.090 Uiso 1 1 calc R . . C32 C 0.8044(5) 0.8097(5) 0.2311(3) 0.0707(11) Uani 1 1 d . . . H32 H 0.9108 0.8086 0.2517 0.085 Uiso 1 1 calc R . . C33 C 0.7556(5) 0.9273(4) 0.2516(2) 0.0665(11) Uani 1 1 d . . . H33 H 0.8279 1.0076 0.2844 0.080 Uiso 1 1 calc R . . C34 C 0.5964(4) 0.9262(4) 0.2229(2) 0.0498(9) Uani 1 1 d . . . H34 H 0.5615 1.0064 0.2366 0.060 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0422(17) 0.0369(15) 0.0256(14) 0.0060(12) 0.0042(13) 0.0059(13) C1 0.043(2) 0.0336(17) 0.0300(16) 0.0084(13) 0.0129(16) 0.0066(15) C2 0.0271(17) 0.0318(17) 0.0240(16) 0.0019(14) -0.0002(13) 0.0050(14) C3 0.0296(18) 0.0279(16) 0.0283(16) 0.0085(14) 0.0073(14) 0.0032(14) C4 0.0359(19) 0.0353(17) 0.0280(16) 0.0105(14) 0.0115(14) 0.0000(15) C5 0.0320(18) 0.0346(17) 0.0262(16) 0.0056(14) 0.0067(14) 0.0012(14) C6 0.0351(19) 0.0282(16) 0.0348(18) 0.0015(14) 0.0076(15) -0.0020(14) C7 0.0340(19) 0.0350(17) 0.0296(17) 0.0080(14) 0.0100(14) 0.0046(15) C8 0.055(2) 0.0386(18) 0.0357(18) 0.0028(15) 0.0135(16) -0.0036(16) C9 0.036(2) 0.0282(16) 0.0279(16) 0.0038(13) 0.0087(14) 0.0028(14) C10 0.035(2) 0.0274(16) 0.0341(17) 0.0071(14) 0.0046(16) 0.0022(15) C11 0.040(2) 0.0428(19) 0.0397(18) 0.0057(15) 0.0084(16) 0.0014(16) C12 0.049(3) 0.052(2) 0.054(2) 0.0060(18) 0.0175(19) 0.0081(18) C13 0.035(2) 0.068(2) 0.071(3) -0.001(2) 0.010(2) 0.0009(19) C14 0.042(3) 0.069(2) 0.065(2) -0.018(2) 0.003(2) -0.0009(19) C15 0.040(2) 0.049(2) 0.050(2) -0.0030(17) 0.0094(18) 0.0047(17) C16 0.034(2) 0.0315(17) 0.0332(17) 0.0074(14) 0.0068(15) 0.0057(15) C17 0.044(2) 0.0433(19) 0.050(2) 0.0177(17) 0.0124(18) 0.0049(17) C18 0.057(3) 0.049(2) 0.057(2) 0.0285(18) 0.013(2) 0.0082(19) C19 0.065(3) 0.049(2) 0.052(2) 0.0242(18) 0.005(2) 0.016(2) C20 0.047(2) 0.057(2) 0.065(2) 0.021(2) 0.002(2) 0.0164(19) C21 0.048(2) 0.050(2) 0.051(2) 0.0192(17) 0.0155(18) 0.0093(18) C22 0.038(2) 0.0332(17) 0.0321(16) 0.0073(14) 0.0107(15) 0.0027(15) C23 0.043(2) 0.0367(18) 0.0318(17) 0.0061(15) 0.0112(16) 0.0045(15) C24 0.054(2) 0.044(2) 0.0468(19) 0.0176(16) 0.0213(18) 0.0110(18) C25 0.070(3) 0.049(2) 0.058(2) 0.0172(19) 0.025(2) 0.023(2) C26 0.066(3) 0.043(2) 0.052(2) 0.0166(18) 0.012(2) 0.0212(19) C27 0.060(2) 0.048(2) 0.046(2) 0.0210(17) 0.0102(18) 0.0053(19) C28 0.049(2) 0.047(2) 0.0378(18) 0.0095(16) 0.0158(17) 0.0048(17) C29 0.045(2) 0.048(2) 0.0373(18) 0.0176(16) 0.0168(17) 0.0096(18) C30 0.051(3) 0.065(2) 0.081(3) 0.033(2) 0.032(2) 0.019(2) C31 0.065(3) 0.088(3) 0.095(3) 0.049(3) 0.039(3) 0.028(3) C32 0.049(3) 0.117(4) 0.063(3) 0.046(3) 0.023(2) 0.029(3) C33 0.055(3) 0.096(3) 0.043(2) 0.010(2) 0.020(2) -0.004(2) C34 0.040(2) 0.068(2) 0.0377(19) 0.0065(17) 0.0127(17) 0.0034(19) _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 N1 C1 1.258(3) . ? N1 C2 1.432(3) . ? C1 C1 1.464(5) 2_565 ? C1 H1 0.9500 . ? C2 C7 1.400(4) . ? C2 C3 1.409(3) . ? C3 C4 1.382(3) . ? C3 C9 1.527(3) . ? C4 C5 1.392(4) . ? C4 H4 0.9500 . ? C5 C6 1.385(4) . ? C5 C8 1.505(4) . ? C6 C7 1.393(3) . ? C6 H6 0.9500 . ? C7 C22 1.532(4) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.518(4) . ? C9 C16 1.529(4) . ? C9 H9 1.0000 . ? C10 C11 1.380(4) . ? C10 C15 1.387(4) . ? C11 C12 1.381(4) . ? C11 H11 0.9500 . ? C12 C13 1.373(4) . ? C12 H12 0.9500 . ? C13 C14 1.372(4) . ? C13 H13 0.9500 . ? C14 C15 1.376(4) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C17 1.376(4) . ? C16 C21 1.395(4) . ? C17 C18 1.393(4) . ? C17 H17 0.9500 . ? C18 C19 1.363(4) . ? C18 H18 0.9500 . ? C19 C20 1.382(4) . ? C19 H19 0.9500 . ? C20 C21 1.375(4) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 C23 1.524(4) . ? C22 C29 1.530(4) . ? C22 H22 1.0000 . ? C23 C24 1.372(4) . ? C23 C28 1.397(4) . ? C24 C25 1.391(4) . ? C24 H24 0.9500 . ? C25 C26 1.369(4) . ? C25 H25 0.9500 . ? C26 C27 1.378(4) . ? C26 H26 0.9500 . ? C27 C28 1.388(4) . ? C27 H27 0.9500 . ? C28 H28 0.9500 . ? C29 C34 1.373(4) . ? C29 C30 1.399(4) . ? C30 C31 1.363(5) . ? C30 H30 0.9500 . ? C31 C32 1.359(5) . ? C31 H31 0.9500 . ? C32 C33 1.384(5) . ? C32 H32 0.9500 . ? C33 C34 1.415(5) . ? C33 H33 0.9500 . ? C34 H34 0.9500 . ? 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 C1 N1 C2 119.1(2) . . ? N1 C1 C1 121.3(3) . 2_565 ? N1 C1 H1 119.3 . . ? C1 C1 H1 119.3 2_565 . ? C7 C2 C3 120.8(2) . . ? C7 C2 N1 121.8(2) . . ? C3 C2 N1 117.2(2) . . ? C4 C3 C2 118.5(2) . . ? C4 C3 C9 122.0(2) . . ? C2 C3 C9 119.5(2) . . ? C3 C4 C5 122.3(2) . . ? C3 C4 H4 118.9 . . ? C5 C4 H4 118.9 . . ? C6 C5 C4 117.5(2) . . ? C6 C5 C8 121.2(3) . . ? C4 C5 C8 121.2(2) . . ? C5 C6 C7 122.9(3) . . ? C5 C6 H6 118.5 . . ? C7 C6 H6 118.5 . . ? C6 C7 C2 117.8(2) . . ? C6 C7 C22 119.8(2) . . ? C2 C7 C22 122.1(2) . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C10 C9 C3 112.3(2) . . ? C10 C9 C16 113.8(2) . . ? C3 C9 C16 111.8(2) . . ? C10 C9 H9 106.1 . . ? C3 C9 H9 106.1 . . ? C16 C9 H9 106.1 . . ? C11 C10 C15 117.7(3) . . ? C11 C10 C9 121.9(3) . . ? C15 C10 C9 120.5(2) . . ? C10 C11 C12 121.6(3) . . ? C10 C11 H11 119.2 . . ? C12 C11 H11 119.2 . . ? C13 C12 C11 119.7(3) . . ? C13 C12 H12 120.2 . . ? C11 C12 H12 120.2 . . ? C14 C13 C12 119.7(3) . . ? C14 C13 H13 120.1 . . ? C12 C13 H13 120.1 . . ? C13 C14 C15 120.3(3) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C14 C15 C10 121.0(3) . . ? C14 C15 H15 119.5 . . ? C10 C15 H15 119.5 . . ? C17 C16 C21 117.3(3) . . ? C17 C16 C9 124.1(3) . . ? C21 C16 C9 118.6(3) . . ? C16 C17 C18 121.4(3) . . ? C16 C17 H17 119.3 . . ? C18 C17 H17 119.3 . . ? C19 C18 C17 120.5(3) . . ? C19 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? C18 C19 C20 118.9(3) . . ? C18 C19 H19 120.5 . . ? C20 C19 H19 120.5 . . ? C21 C20 C19 120.7(3) . . ? C21 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? C20 C21 C16 121.2(3) . . ? C20 C21 H21 119.4 . . ? C16 C21 H21 119.4 . . ? C23 C22 C29 114.6(2) . . ? C23 C22 C7 114.5(2) . . ? C29 C22 C7 108.0(2) . . ? C23 C22 H22 106.4 . . ? C29 C22 H22 106.4 . . ? C7 C22 H22 106.4 . . ? C24 C23 C28 117.1(3) . . ? C24 C23 C22 123.9(3) . . ? C28 C23 C22 118.9(3) . . ? C23 C24 C25 121.8(3) . . ? C23 C24 H24 119.1 . . ? C25 C24 H24 119.1 . . ? C26 C25 C24 120.2(3) . . ? C26 C25 H25 119.9 . . ? C24 C25 H25 119.9 . . ? C25 C26 C27 119.6(3) . . ? C25 C26 H26 120.2 . . ? C27 C26 H26 120.2 . . ? C26 C27 C28 119.8(3) . . ? C26 C27 H27 120.1 . . ? C28 C27 H27 120.1 . . ? C27 C28 C23 121.5(3) . . ? C27 C28 H28 119.2 . . ? C23 C28 H28 119.2 . . ? C34 C29 C30 118.2(3) . . ? C34 C29 C22 123.9(3) . . ? C30 C29 C22 117.8(3) . . ? C31 C30 C29 121.3(4) . . ? C31 C30 H30 119.3 . . ? C29 C30 H30 119.3 . . ? C32 C31 C30 120.6(4) . . ? C32 C31 H31 119.7 . . ? C30 C31 H31 119.7 . . ? C31 C32 C33 120.3(4) . . ? C31 C32 H32 119.9 . . ? C33 C32 H32 119.9 . . ? C32 C33 C34 119.0(4) . . ? C32 C33 H33 120.5 . . ? C34 C33 H33 120.5 . . ? C29 C34 C33 120.5(3) . . ? C29 C34 H34 119.8 . . ? C33 C34 H34 119.8 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.183 _refine_diff_density_min -0.158 _refine_diff_density_rms 0.043 # Attachment '- compound2S.CIF' data_compound2S _database_code_depnum_ccdc_archive 'CCDC 866215' #TrackingRef '- compound2S.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H29 N' _chemical_formula_weight 439.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.5232(15) _cell_length_b 11.2997(15) _cell_length_c 22.111(3) _cell_angle_alpha 90.00 _cell_angle_beta 93.139(6) _cell_angle_gamma 90.00 _cell_volume 2375.8(6) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.229 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 0.070 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.988 _exptl_absorpt_correction_T_max 0.993 _exptl_absorpt_process_details 'SCALE3 ABSPACK' _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Gemini Ultra' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16304 _diffrn_reflns_av_R_equivalents 0.1468 _diffrn_reflns_av_sigmaI/netI 0.1625 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4181 _reflns_number_gt 2044 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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. The hydrogens bonded to N(1)were located from difference maps and their thermal and positional parameters freely refined isotropically. ; _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^)+(0.0562P)^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 4181 _refine_ls_number_parameters 310 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1599 _refine_ls_R_factor_gt 0.0657 _refine_ls_wR_factor_ref 0.1529 _refine_ls_wR_factor_gt 0.1235 _refine_ls_goodness_of_fit_ref 0.948 _refine_ls_restrained_S_all 0.948 _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 N1 N 0.5466(3) 0.7507(2) 0.19461(11) 0.0287(7) Uani 1 1 d . . . C1 C 0.6091(3) 0.6486(3) 0.17254(13) 0.0239(8) Uani 1 1 d . . . C2 C 0.7491(3) 0.6225(3) 0.18983(13) 0.0244(8) Uani 1 1 d . . . C3 C 0.8070(3) 0.5178(3) 0.17055(13) 0.0252(8) Uani 1 1 d . . . H3 H 0.9018 0.4999 0.1828 0.030 Uiso 1 1 calc R . . C4 C 0.7319(3) 0.4383(3) 0.13421(13) 0.0247(8) Uani 1 1 d . . . C5 C 0.5939(3) 0.4661(3) 0.11711(13) 0.0260(8) Uani 1 1 d . . . H5 H 0.5403 0.4124 0.0921 0.031 Uiso 1 1 calc R . . C6 C 0.5320(3) 0.5692(3) 0.13530(13) 0.0230(8) Uani 1 1 d . . . C7 C 0.7981(4) 0.3253(3) 0.11478(15) 0.0325(9) Uani 1 1 d . . . H7A H 0.8421 0.3378 0.0763 0.049 Uiso 1 1 calc R . . H7B H 0.7258 0.2638 0.1097 0.049 Uiso 1 1 calc R . . H7C H 0.8697 0.3003 0.1457 0.049 Uiso 1 1 calc R . . C8 C 0.8356(3) 0.7126(3) 0.22665(13) 0.0259(8) Uani 1 1 d . . . H8 H 0.7740 0.7429 0.2584 0.031 Uiso 1 1 calc R . . C9 C 0.9632(3) 0.6565(3) 0.26015(13) 0.0255(8) Uani 1 1 d . . . C10 C 1.0949(4) 0.6627(3) 0.23998(14) 0.0361(10) Uani 1 1 d . . . H10 H 1.1114 0.7082 0.2050 0.043 Uiso 1 1 calc R . . C11 C 1.2060(4) 0.6034(4) 0.26987(15) 0.0437(11) Uani 1 1 d . . . H11 H 1.2977 0.6085 0.2552 0.052 Uiso 1 1 calc R . . C12 C 1.1836(4) 0.5375(3) 0.32046(14) 0.0329(9) Uani 1 1 d . . . H12 H 1.2594 0.4963 0.3407 0.039 Uiso 1 1 calc R . . C13 C 1.0517(3) 0.5314(3) 0.34172(14) 0.0301(9) Uani 1 1 d . . . H13 H 1.0355 0.4865 0.3770 0.036 Uiso 1 1 calc R . . C14 C 0.9418(3) 0.5909(3) 0.31167(14) 0.0296(9) Uani 1 1 d . . . H14 H 0.8503 0.5866 0.3266 0.036 Uiso 1 1 calc R . . C15 C 0.8736(3) 0.8193(3) 0.18862(13) 0.0230(8) Uani 1 1 d . . . C16 C 0.9130(3) 0.9244(3) 0.21636(15) 0.0282(8) Uani 1 1 d . . . H16 H 0.9204 0.9283 0.2593 0.034 Uiso 1 1 calc R . . C17 C 0.9417(3) 1.0234(3) 0.18346(15) 0.0299(9) Uani 1 1 d . . . H17 H 0.9679 1.0949 0.2036 0.036 Uiso 1 1 calc R . . C18 C 0.9325(3) 1.0189(3) 0.12073(15) 0.0322(9) Uani 1 1 d . . . H18 H 0.9519 1.0872 0.0976 0.039 Uiso 1 1 calc R . . C19 C 0.8948(4) 0.9145(3) 0.09241(15) 0.0328(9) Uani 1 1 d . . . H19 H 0.8894 0.9105 0.0494 0.039 Uiso 1 1 calc R . . C20 C 0.8648(4) 0.8157(3) 0.12572(14) 0.0316(9) Uani 1 1 d . . . H20 H 0.8378 0.7444 0.1055 0.038 Uiso 1 1 calc R . . C21 C 0.3809(3) 0.6012(3) 0.11488(14) 0.0261(8) Uani 1 1 d . . . H21 H 0.3342 0.6277 0.1520 0.031 Uiso 1 1 calc R . . C22 C 0.3773(3) 0.7063(3) 0.07206(13) 0.0242(8) Uani 1 1 d . . . C23 C 0.4825(4) 0.7264(3) 0.03309(14) 0.0293(9) Uani 1 1 d . . . H23 H 0.5614 0.6749 0.0336 0.035 Uiso 1 1 calc R . . C24 C 0.4750(4) 0.8206(3) -0.00687(14) 0.0304(9) Uani 1 1 d . . . H24 H 0.5484 0.8332 -0.0336 0.036 Uiso 1 1 calc R . . C25 C 0.3623(4) 0.8956(3) -0.00801(14) 0.0316(9) Uani 1 1 d . . . H25 H 0.3573 0.9603 -0.0355 0.038 Uiso 1 1 calc R . . C26 C 0.2568(4) 0.8774(3) 0.03046(14) 0.0298(9) Uani 1 1 d . . . H26 H 0.1784 0.9295 0.0298 0.036 Uiso 1 1 calc R . . C27 C 0.2644(3) 0.7834(3) 0.07028(13) 0.0276(8) Uani 1 1 d . . . H27 H 0.1907 0.7713 0.0969 0.033 Uiso 1 1 calc R . . C28 C 0.2953(3) 0.4985(3) 0.08940(14) 0.0271(8) Uani 1 1 d . . . C29 C 0.2433(3) 0.4951(3) 0.02971(14) 0.0327(9) Uani 1 1 d . . . H29 H 0.2635 0.5584 0.0033 0.039 Uiso 1 1 calc R . . C30 C 0.1630(4) 0.4018(3) 0.00818(16) 0.0400(10) Uani 1 1 d . . . H30 H 0.1275 0.4016 -0.0328 0.048 Uiso 1 1 calc R . . C31 C 0.1336(4) 0.3094(3) 0.04506(17) 0.0415(10) Uani 1 1 d . . . H31 H 0.0773 0.2453 0.0301 0.050 Uiso 1 1 calc R . . C32 C 0.1869(4) 0.3101(3) 0.10447(17) 0.0438(10) Uani 1 1 d . . . H32 H 0.1692 0.2454 0.1304 0.053 Uiso 1 1 calc R . . C33 C 0.2653(4) 0.4042(3) 0.12581(16) 0.0373(10) Uani 1 1 d . . . H33 H 0.2999 0.4044 0.1669 0.045 Uiso 1 1 calc R . . H1 H 0.4618 0.7846 0.1749 0.062(12) Uiso 1 1 d R . . H2 H 0.6193 0.8218 0.2048 0.062(12) Uiso 1 1 d 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 N1 0.0237(16) 0.0336(17) 0.0278(16) -0.0020(13) -0.0058(13) 0.0074(15) C1 0.0189(19) 0.032(2) 0.0205(17) 0.0037(16) -0.0017(14) 0.0036(17) C2 0.0231(19) 0.036(2) 0.0140(17) 0.0025(15) -0.0034(14) -0.0028(18) C3 0.0167(18) 0.040(2) 0.0185(17) 0.0032(16) -0.0035(14) 0.0002(18) C4 0.0214(19) 0.036(2) 0.0163(17) 0.0006(15) 0.0025(14) 0.0004(17) C5 0.025(2) 0.033(2) 0.0192(18) -0.0018(16) -0.0041(15) 0.0000(18) C6 0.0163(18) 0.037(2) 0.0158(17) 0.0002(15) -0.0018(14) -0.0019(17) C7 0.024(2) 0.041(2) 0.032(2) -0.0035(17) -0.0063(16) 0.0032(18) C8 0.0185(18) 0.040(2) 0.0187(17) 0.0008(16) -0.0007(14) 0.0005(18) C9 0.0199(19) 0.039(2) 0.0168(18) 0.0009(16) -0.0047(14) -0.0040(17) C10 0.025(2) 0.064(3) 0.0192(19) 0.0058(18) -0.0005(16) 0.002(2) C11 0.019(2) 0.084(3) 0.028(2) 0.010(2) -0.0032(16) 0.006(2) C12 0.028(2) 0.047(2) 0.022(2) 0.0039(18) -0.0052(16) 0.0042(19) C13 0.024(2) 0.045(2) 0.0204(18) 0.0012(16) -0.0051(15) -0.0001(19) C14 0.0184(19) 0.044(2) 0.0260(19) -0.0024(17) 0.0001(15) -0.0009(18) C15 0.0136(17) 0.034(2) 0.0210(18) 0.0001(16) -0.0029(14) 0.0013(17) C16 0.0184(19) 0.041(2) 0.0248(19) -0.0046(18) -0.0058(15) -0.0008(18) C17 0.0181(19) 0.038(2) 0.033(2) -0.0056(18) -0.0035(15) -0.0009(18) C18 0.024(2) 0.037(2) 0.035(2) 0.0036(18) -0.0012(16) 0.0018(19) C19 0.036(2) 0.040(2) 0.0217(19) 0.0000(18) 0.0014(16) 0.001(2) C20 0.035(2) 0.036(2) 0.0230(19) 0.0000(17) -0.0033(16) -0.0021(19) C21 0.0203(19) 0.040(2) 0.0179(17) 0.0016(15) -0.0033(14) 0.0002(18) C22 0.0178(19) 0.037(2) 0.0174(17) -0.0010(15) -0.0065(14) 0.0015(17) C23 0.0216(19) 0.042(2) 0.0236(19) 0.0025(17) -0.0061(16) -0.0004(18) C24 0.029(2) 0.039(2) 0.0230(19) 0.0032(17) -0.0009(15) -0.006(2) C25 0.033(2) 0.037(2) 0.024(2) 0.0028(16) -0.0081(17) 0.000(2) C26 0.023(2) 0.039(2) 0.027(2) 0.0019(17) -0.0048(16) 0.0056(18) C27 0.0208(19) 0.042(2) 0.0197(18) 0.0009(16) -0.0010(15) 0.0007(18) C28 0.0145(18) 0.035(2) 0.031(2) 0.0008(17) -0.0009(15) 0.0060(17) C29 0.027(2) 0.048(2) 0.023(2) -0.0004(17) 0.0003(16) -0.004(2) C30 0.030(2) 0.057(3) 0.033(2) -0.011(2) -0.0038(17) -0.007(2) C31 0.033(2) 0.048(2) 0.045(2) -0.012(2) 0.0092(19) -0.011(2) C32 0.035(2) 0.042(2) 0.054(3) 0.006(2) -0.004(2) -0.009(2) C33 0.028(2) 0.050(2) 0.033(2) 0.0075(19) -0.0045(17) -0.005(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 N1 C1 1.398(4) . ? N1 H1 0.9755 . ? N1 H2 1.0764 . ? C1 C2 1.398(4) . ? C1 C6 1.398(4) . ? C2 C3 1.383(4) . ? C2 C8 1.518(4) . ? C3 C4 1.378(4) . ? C3 H3 0.9500 . ? C4 C5 1.384(4) . ? C4 C7 1.497(4) . ? C5 C6 1.375(4) . ? C5 H5 0.9500 . ? C6 C21 1.528(4) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C15 1.524(4) . ? C8 C9 1.526(4) . ? C8 H8 1.0000 . ? C9 C10 1.356(4) . ? C9 C14 1.383(4) . ? C10 C11 1.389(4) . ? C10 H10 0.9500 . ? C11 C12 1.370(5) . ? C11 H11 0.9500 . ? C12 C13 1.367(5) . ? C12 H12 0.9500 . ? C13 C14 1.382(4) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 C16 1.379(4) . ? C15 C20 1.389(4) . ? C16 C17 1.370(4) . ? C16 H16 0.9500 . ? C17 C18 1.386(4) . ? C17 H17 0.9500 . ? C18 C19 1.373(4) . ? C18 H18 0.9500 . ? C19 C20 1.376(4) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C21 C28 1.509(4) . ? C21 C22 1.518(4) . ? C21 H21 1.0000 . ? C22 C23 1.375(4) . ? C22 C27 1.383(4) . ? C23 C24 1.382(4) . ? C23 H23 0.9500 . ? C24 C25 1.367(4) . ? C24 H24 0.9500 . ? C25 C26 1.367(4) . ? C25 H25 0.9500 . ? C26 C27 1.380(4) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 C33 1.375(5) . ? C28 C29 1.385(4) . ? C29 C30 1.373(4) . ? C29 H29 0.9500 . ? C30 C31 1.363(5) . ? C30 H30 0.9500 . ? C31 C32 1.382(5) . ? C31 H31 0.9500 . ? C32 C33 1.368(4) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? 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 C1 N1 H1 121.7 . . ? C1 N1 H2 114.1 . . ? H1 N1 H2 107.9 . . ? C2 C1 C6 119.2(3) . . ? C2 C1 N1 119.7(3) . . ? C6 C1 N1 121.0(3) . . ? C3 C2 C1 119.1(3) . . ? C3 C2 C8 121.7(3) . . ? C1 C2 C8 119.1(3) . . ? C4 C3 C2 122.3(3) . . ? C4 C3 H3 118.8 . . ? C2 C3 H3 118.8 . . ? C3 C4 C5 117.8(3) . . ? C3 C4 C7 120.6(3) . . ? C5 C4 C7 121.6(3) . . ? C6 C5 C4 121.8(3) . . ? C6 C5 H5 119.1 . . ? C4 C5 H5 119.1 . . ? C5 C6 C1 119.8(3) . . ? C5 C6 C21 121.7(3) . . ? C1 C6 C21 118.5(3) . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C2 C8 C15 111.9(2) . . ? C2 C8 C9 112.1(3) . . ? C15 C8 C9 113.0(3) . . ? C2 C8 H8 106.5 . . ? C15 C8 H8 106.5 . . ? C9 C8 H8 106.5 . . ? C10 C9 C14 118.6(3) . . ? C10 C9 C8 123.0(3) . . ? C14 C9 C8 118.3(3) . . ? C9 C10 C11 120.9(3) . . ? C9 C10 H10 119.6 . . ? C11 C10 H10 119.6 . . ? C12 C11 C10 120.1(4) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? C13 C12 C11 119.7(3) . . ? C13 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C12 C13 C14 119.7(3) . . ? C12 C13 H13 120.1 . . ? C14 C13 H13 120.1 . . ? C13 C14 C9 121.0(3) . . ? C13 C14 H14 119.5 . . ? C9 C14 H14 119.5 . . ? C16 C15 C20 118.0(3) . . ? C16 C15 C8 120.2(3) . . ? C20 C15 C8 121.8(3) . . ? C17 C16 C15 121.6(3) . . ? C17 C16 H16 119.2 . . ? C15 C16 H16 119.2 . . ? C16 C17 C18 119.9(3) . . ? C16 C17 H17 120.1 . . ? C18 C17 H17 120.1 . . ? C19 C18 C17 119.2(3) . . ? C19 C18 H18 120.4 . . ? C17 C18 H18 120.4 . . ? C18 C19 C20 120.6(3) . . ? C18 C19 H19 119.7 . . ? C20 C19 H19 119.7 . . ? C19 C20 C15 120.6(3) . . ? C19 C20 H20 119.7 . . ? C15 C20 H20 119.7 . . ? C28 C21 C22 112.1(2) . . ? C28 C21 C6 114.1(3) . . ? C22 C21 C6 111.0(3) . . ? C28 C21 H21 106.4 . . ? C22 C21 H21 106.4 . . ? C6 C21 H21 106.4 . . ? C23 C22 C27 118.0(3) . . ? C23 C22 C21 121.9(3) . . ? C27 C22 C21 120.1(3) . . ? C22 C23 C24 120.9(3) . . ? C22 C23 H23 119.5 . . ? C24 C23 H23 119.5 . . ? C25 C24 C23 120.1(3) . . ? C25 C24 H24 119.9 . . ? C23 C24 H24 119.9 . . ? C24 C25 C26 119.9(3) . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 120.0 . . ? C25 C26 C27 119.9(3) . . ? C25 C26 H26 120.1 . . ? C27 C26 H26 120.1 . . ? C26 C27 C22 121.1(3) . . ? C26 C27 H27 119.4 . . ? C22 C27 H27 119.4 . . ? C33 C28 C29 117.5(3) . . ? C33 C28 C21 120.2(3) . . ? C29 C28 C21 122.3(3) . . ? C30 C29 C28 121.0(3) . . ? C30 C29 H29 119.5 . . ? C28 C29 H29 119.5 . . ? C31 C30 C29 120.6(3) . . ? C31 C30 H30 119.7 . . ? C29 C30 H30 119.7 . . ? C30 C31 C32 119.2(4) . . ? C30 C31 H31 120.4 . . ? C32 C31 H31 120.4 . . ? C33 C32 C31 119.8(4) . . ? C33 C32 H32 120.1 . . ? C31 C32 H32 120.1 . . ? C32 C33 C28 121.8(3) . . ? C32 C33 H33 119.1 . . ? C28 C33 H33 119.1 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.282 _refine_diff_density_min -0.309 _refine_diff_density_rms 0.059 # Attachment '- compound3S.CIF' data_compound3S _database_code_depnum_ccdc_archive 'CCDC 866216' #TrackingRef '- compound3S.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C72 H68 N2 O' _chemical_formula_weight 977.28 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.639(3) _cell_length_b 14.388(3) _cell_length_c 14.442(3) _cell_angle_alpha 101.09(3) _cell_angle_beta 92.85(3) _cell_angle_gamma 96.22(3) _cell_volume 2757.7(10) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.177 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1044 _exptl_absorpt_coefficient_mu 0.068 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.963 _exptl_absorpt_correction_T_max 0.973 _exptl_absorpt_process_details 'SCALE3 ABSPACK' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Gemini Ultra' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20230 _diffrn_reflns_av_R_equivalents 0.0336 _diffrn_reflns_av_sigmaI/netI 0.0499 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 26.00 _reflns_number_total 10803 _reflns_number_gt 7504 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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. A molecule of diethylether of crystallisation was located in the asymmetric unit and its C and O atoms refined anisotropically. The hydrogens bonded to N(1) and N(2) were located from difference maps and their thermal and positional parameters freely refined isotropically. ; _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^)+(0.0713P)^2^+0.5239P] 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 10803 _refine_ls_number_parameters 688 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0824 _refine_ls_R_factor_gt 0.0505 _refine_ls_wR_factor_ref 0.1423 _refine_ls_wR_factor_gt 0.1243 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.7104(2) 0.7624(2) 0.59173(19) 0.1278(9) Uani 1 1 d . . . N1 N 0.67899(11) 0.74938(10) 0.16782(10) 0.0287(3) Uani 1 1 d . . . C1 C 0.74423(12) 0.83952(11) 0.19747(11) 0.0282(4) Uani 1 1 d . . . H1A H 0.7024 0.8930 0.2027 0.034 Uiso 1 1 calc R . . N2 N 0.86777(11) 0.77534(10) 0.28684(10) 0.0312(3) Uani 1 1 d . . . C2 C 0.80166(12) 0.84818(12) 0.29271(11) 0.0308(4) Uani 1 1 d . . . H2A H 0.8403 0.9121 0.3109 0.037 Uiso 1 1 calc R . . H2B H 0.7549 0.8410 0.3419 0.037 Uiso 1 1 calc R . . C3 C 0.60541(12) 0.72135(11) 0.22613(11) 0.0283(4) Uani 1 1 d . . . C4 C 0.52381(12) 0.77289(11) 0.24210(11) 0.0299(4) Uani 1 1 d . . . C5 C 0.45225(12) 0.74279(12) 0.29949(12) 0.0321(4) Uani 1 1 d . . . H5 H 0.3980 0.7785 0.3117 0.039 Uiso 1 1 calc R . . C6 C 0.45711(13) 0.66315(12) 0.33931(12) 0.0334(4) Uani 1 1 d . . . C7 C 0.53563(13) 0.60998(12) 0.31811(12) 0.0325(4) Uani 1 1 d . . . H7 H 0.5384 0.5533 0.3422 0.039 Uiso 1 1 calc R . . C8 C 0.61010(12) 0.63719(11) 0.26276(11) 0.0293(4) Uani 1 1 d . . . C9 C 0.38138(14) 0.63586(14) 0.40452(13) 0.0422(5) Uani 1 1 d . . . H9A H 0.3600 0.5671 0.3872 0.063 Uiso 1 1 calc R . . H9B H 0.3243 0.6708 0.3990 0.063 Uiso 1 1 calc R . . H9C H 0.4105 0.6518 0.4699 0.063 Uiso 1 1 calc R . . C10 C 0.51238(12) 0.85800(12) 0.19508(12) 0.0324(4) Uani 1 1 d . . . H10 H 0.5581 0.8526 0.1428 0.039 Uiso 1 1 calc R . . C11 C 0.54505(13) 0.95487(12) 0.25950(13) 0.0356(4) Uani 1 1 d . . . C12 C 0.56388(14) 1.03459(13) 0.21806(15) 0.0435(5) Uani 1 1 d . . . H12 H 0.5562 1.0273 0.1512 0.052 Uiso 1 1 calc R . . C13 C 0.59364(15) 1.12412(14) 0.27347(18) 0.0527(6) Uani 1 1 d . . . H13 H 0.6069 1.1775 0.2443 0.063 Uiso 1 1 calc R . . C14 C 0.60407(16) 1.13607(15) 0.37036(18) 0.0569(6) Uani 1 1 d . . . H14 H 0.6245 1.1975 0.4082 0.068 Uiso 1 1 calc R . . C15 C 0.58469(17) 1.05826(15) 0.41209(16) 0.0567(6) Uani 1 1 d . . . H15 H 0.5910 1.0663 0.4790 0.068 Uiso 1 1 calc R . . C16 C 0.55601(14) 0.96823(14) 0.35721(14) 0.0452(5) Uani 1 1 d . . . H16 H 0.5437 0.9151 0.3870 0.054 Uiso 1 1 calc R . . C17 C 0.40913(13) 0.85600(12) 0.14794(13) 0.0337(4) Uani 1 1 d . . . C18 C 0.39264(15) 0.82259(13) 0.05101(14) 0.0424(5) Uani 1 1 d . . . H18 H 0.4455 0.8015 0.0153 0.051 Uiso 1 1 calc R . . C19 C 0.29978(16) 0.81954(14) 0.00550(16) 0.0529(5) Uani 1 1 d . . . H19 H 0.2896 0.7964 -0.0609 0.063 Uiso 1 1 calc R . . C20 C 0.22235(15) 0.85010(14) 0.05650(17) 0.0534(6) Uani 1 1 d . . . H20 H 0.1587 0.8474 0.0256 0.064 Uiso 1 1 calc R . . C21 C 0.23781(15) 0.88446(15) 0.15218(17) 0.0507(5) Uani 1 1 d . . . H21 H 0.1847 0.9060 0.1874 0.061 Uiso 1 1 calc R . . C22 C 0.33028(14) 0.88796(14) 0.19775(15) 0.0441(5) Uani 1 1 d . . . H22 H 0.3401 0.9125 0.2639 0.053 Uiso 1 1 calc R . . C23 C 0.69282(12) 0.57523(11) 0.23602(11) 0.0296(4) Uani 1 1 d . . . H23 H 0.7533 0.6209 0.2349 0.035 Uiso 1 1 calc R . . C24 C 0.71894(12) 0.51567(12) 0.30848(12) 0.0315(4) Uani 1 1 d . . . C25 C 0.75020(14) 0.56222(13) 0.40043(12) 0.0387(4) Uani 1 1 d . . . H25 H 0.7493 0.6292 0.4179 0.046 Uiso 1 1 calc R . . C26 C 0.78267(15) 0.51255(16) 0.46702(14) 0.0474(5) Uani 1 1 d . . . H26 H 0.8035 0.5456 0.5296 0.057 Uiso 1 1 calc R . . C27 C 0.78482(15) 0.41540(15) 0.44262(15) 0.0474(5) Uani 1 1 d . . . H27 H 0.8077 0.3814 0.4880 0.057 Uiso 1 1 calc R . . C28 C 0.75380(14) 0.36808(14) 0.35260(15) 0.0457(5) Uani 1 1 d . . . H28 H 0.7549 0.3011 0.3358 0.055 Uiso 1 1 calc R . . C29 C 0.72069(14) 0.41750(13) 0.28548(14) 0.0394(4) Uani 1 1 d . . . H29 H 0.6991 0.3838 0.2234 0.047 Uiso 1 1 calc R . . C30 C 0.67242(13) 0.51820(11) 0.13523(12) 0.0320(4) Uani 1 1 d . . . C31 C 0.74426(14) 0.52162(12) 0.07061(12) 0.0378(4) Uani 1 1 d . . . H31 H 0.8069 0.5577 0.0902 0.045 Uiso 1 1 calc R . . C32 C 0.72510(17) 0.47247(14) -0.02262(13) 0.0478(5) Uani 1 1 d . . . H32 H 0.7742 0.4763 -0.0666 0.057 Uiso 1 1 calc R . . C33 C 0.63546(17) 0.41842(14) -0.05145(14) 0.0514(5) Uani 1 1 d . . . H33 H 0.6226 0.3852 -0.1152 0.062 Uiso 1 1 calc R . . C34 C 0.56438(16) 0.41270(14) 0.01255(14) 0.0487(5) Uani 1 1 d . . . H34 H 0.5030 0.3742 -0.0068 0.058 Uiso 1 1 calc R . . C35 C 0.58213(14) 0.46276(13) 0.10462(13) 0.0409(4) Uani 1 1 d . . . H35 H 0.5321 0.4594 0.1478 0.049 Uiso 1 1 calc R . . C36 C 0.91335(12) 0.74425(11) 0.20398(11) 0.0269(4) Uani 1 1 d . . . C37 C 0.88805(12) 0.77381(11) 0.11937(11) 0.0261(4) Uani 1 1 d . . . C38 C 0.93318(12) 0.73669(11) 0.03808(11) 0.0285(4) Uani 1 1 d . . . H38 H 0.9174 0.7578 -0.0187 0.034 Uiso 1 1 calc R . . C39 C 1.00003(12) 0.67049(11) 0.03618(11) 0.0294(4) Uani 1 1 d . . . C40 C 1.02209(12) 0.64085(11) 0.12051(12) 0.0298(4) Uani 1 1 d . . . H40 H 1.0674 0.5951 0.1206 0.036 Uiso 1 1 calc R . . C41 C 0.98074(12) 0.67534(11) 0.20399(11) 0.0282(4) Uani 1 1 d . . . C42 C 1.04720(14) 0.63185(13) -0.05304(12) 0.0382(4) Uani 1 1 d . . . H42A H 1.0098 0.6454 -0.1076 0.057 Uiso 1 1 calc R . . H42B H 1.0470 0.5627 -0.0598 0.057 Uiso 1 1 calc R . . H42C H 1.1155 0.6623 -0.0498 0.057 Uiso 1 1 calc R . . C43 C 0.81707(12) 0.84968(11) 0.11924(11) 0.0272(4) Uani 1 1 d . . . C44 C 0.87747(12) 0.95047(11) 0.14147(11) 0.0295(4) Uani 1 1 d . . . C45 C 0.83612(14) 1.03183(12) 0.18284(12) 0.0366(4) Uani 1 1 d . . . H45 H 0.7707 1.0253 0.2024 0.044 Uiso 1 1 calc R . . C46 C 0.88885(15) 1.12190(12) 0.19585(13) 0.0410(5) Uani 1 1 d . . . H46 H 0.8588 1.1763 0.2230 0.049 Uiso 1 1 calc R . . C47 C 0.98478(15) 1.13316(13) 0.16965(13) 0.0433(5) Uani 1 1 d . . . H47 H 1.0208 1.1949 0.1786 0.052 Uiso 1 1 calc R . . C48 C 1.02729(15) 1.05398(13) 0.13046(14) 0.0458(5) Uani 1 1 d . . . H48 H 1.0934 1.0608 0.1126 0.055 Uiso 1 1 calc R . . C49 C 0.97415(13) 0.96388(12) 0.11672(13) 0.0379(4) Uani 1 1 d . . . H49 H 1.0049 0.9099 0.0896 0.046 Uiso 1 1 calc R . . C50 C 0.75352(12) 0.83568(11) 0.02402(11) 0.0294(4) Uani 1 1 d . . . C51 C 0.71850(14) 0.91253(13) -0.00639(13) 0.0384(4) Uani 1 1 d . . . H51 H 0.7397 0.9753 0.0280 0.046 Uiso 1 1 calc R . . C52 C 0.65336(15) 0.89992(15) -0.08575(14) 0.0493(5) Uani 1 1 d . . . H52 H 0.6296 0.9537 -0.1044 0.059 Uiso 1 1 calc R . . C53 C 0.62289(15) 0.80968(15) -0.13783(14) 0.0493(5) Uani 1 1 d . . . H53 H 0.5786 0.8010 -0.1925 0.059 Uiso 1 1 calc R . . C54 C 0.65750(14) 0.73183(14) -0.10960(13) 0.0422(5) Uani 1 1 d . . . H54 H 0.6371 0.6694 -0.1451 0.051 Uiso 1 1 calc R . . C55 C 0.72178(13) 0.74473(12) -0.02975(12) 0.0338(4) Uani 1 1 d . . . H55 H 0.7448 0.6906 -0.0111 0.041 Uiso 1 1 calc R . . C56 C 1.00237(12) 0.64147(11) 0.29607(11) 0.0289(4) Uani 1 1 d . . . H56 H 0.9365 0.6256 0.3203 0.035 Uiso 1 1 calc R . . C57 C 1.05825(13) 0.72006(12) 0.37285(12) 0.0325(4) Uani 1 1 d . . . C58 C 1.13398(15) 0.78361(14) 0.35253(14) 0.0444(5) Uani 1 1 d . . . H58 H 1.1517 0.7795 0.2892 0.053 Uiso 1 1 calc R . . C59 C 1.18397(17) 0.85298(16) 0.42391(16) 0.0591(6) Uani 1 1 d . . . H59 H 1.2368 0.8952 0.4093 0.071 Uiso 1 1 calc R . . C60 C 1.15808(18) 0.86156(16) 0.51604(16) 0.0594(6) Uani 1 1 d . . . H60 H 1.1921 0.9100 0.5646 0.071 Uiso 1 1 calc R . . C61 C 1.08281(18) 0.79953(15) 0.53684(14) 0.0547(6) Uani 1 1 d . . . H61 H 1.0644 0.8051 0.6001 0.066 Uiso 1 1 calc R . . C62 C 1.03347(16) 0.72861(14) 0.46600(13) 0.0442(5) Uani 1 1 d . . . H62 H 0.9821 0.6853 0.4813 0.053 Uiso 1 1 calc R . . C63 C 1.05313(13) 0.55109(11) 0.28686(11) 0.0300(4) Uani 1 1 d . . . C64 C 1.14995(13) 0.54731(13) 0.26181(12) 0.0362(4) Uani 1 1 d . . . H64 H 1.1869 0.6028 0.2491 0.043 Uiso 1 1 calc R . . C65 C 1.19354(15) 0.46341(14) 0.25511(13) 0.0427(5) Uani 1 1 d . . . H65 H 1.2592 0.4616 0.2364 0.051 Uiso 1 1 calc R . . C66 C 1.14202(16) 0.38309(13) 0.27550(13) 0.0437(5) Uani 1 1 d . . . H66 H 1.1718 0.3258 0.2707 0.052 Uiso 1 1 calc R . . C67 C 1.04697(16) 0.38635(13) 0.30292(13) 0.0426(5) Uani 1 1 d . . . H67 H 1.0116 0.3315 0.3184 0.051 Uiso 1 1 calc R . . C68 C 1.00271(14) 0.46918(12) 0.30799(12) 0.0358(4) Uani 1 1 d . . . H68 H 0.9368 0.4702 0.3262 0.043 Uiso 1 1 calc R . . C69 C 0.6087(3) 0.7393(3) 0.5846(2) 0.1092(12) Uani 1 1 d . . . H69A H 0.5823 0.7399 0.5197 0.131 Uiso 1 1 calc R . . H69B H 0.5788 0.7878 0.6290 0.131 Uiso 1 1 calc R . . C70 C 0.5811(3) 0.6445(3) 0.6065(3) 0.1196(13) Uani 1 1 d . . . H70A H 0.6016 0.5954 0.5568 0.179 Uiso 1 1 calc R . . H70B H 0.5092 0.6338 0.6097 0.179 Uiso 1 1 calc R . . H70C H 0.6139 0.6412 0.6675 0.179 Uiso 1 1 calc R . . C71 C 0.7418(4) 0.8589(4) 0.5838(4) 0.1486(17) Uani 1 1 d . . . H71A H 0.7183 0.8684 0.5207 0.178 Uiso 1 1 calc R . . H71B H 0.7109 0.9029 0.6320 0.178 Uiso 1 1 calc R . . C72 C 0.8467(4) 0.8826(4) 0.5961(5) 0.224(3) Uani 1 1 d . . . H72A H 0.8690 0.8858 0.6624 0.336 Uiso 1 1 calc R . . H72B H 0.8648 0.9446 0.5790 0.336 Uiso 1 1 calc R . . H72C H 0.8784 0.8336 0.5554 0.336 Uiso 1 1 calc R . . H1 H 0.7145(13) 0.7024(13) 0.1481(12) 0.033(5) Uiso 1 1 d . . . H2 H 0.9030(15) 0.7772(14) 0.3368(14) 0.044(6) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.115(2) 0.121(2) 0.136(2) -0.0138(16) -0.0351(16) 0.0535(17) N1 0.0298(8) 0.0249(7) 0.0327(8) 0.0070(6) 0.0058(6) 0.0051(6) C1 0.0289(9) 0.0257(8) 0.0311(9) 0.0060(7) 0.0030(7) 0.0066(7) N2 0.0336(9) 0.0368(8) 0.0249(8) 0.0062(6) 0.0015(7) 0.0121(6) C2 0.0305(10) 0.0312(9) 0.0308(9) 0.0046(7) 0.0042(7) 0.0069(7) C3 0.0274(9) 0.0294(9) 0.0276(9) 0.0047(7) 0.0024(7) 0.0031(7) C4 0.0284(9) 0.0303(9) 0.0305(9) 0.0051(7) -0.0002(7) 0.0037(7) C5 0.0254(9) 0.0373(10) 0.0340(9) 0.0056(7) 0.0031(7) 0.0075(7) C6 0.0296(10) 0.0383(10) 0.0315(9) 0.0069(7) 0.0030(7) 0.0008(7) C7 0.0337(10) 0.0311(9) 0.0332(9) 0.0093(7) 0.0017(8) 0.0017(7) C8 0.0303(9) 0.0296(9) 0.0279(9) 0.0056(7) 0.0010(7) 0.0043(7) C9 0.0354(11) 0.0494(11) 0.0437(11) 0.0138(9) 0.0089(9) 0.0029(9) C10 0.0282(9) 0.0345(9) 0.0361(10) 0.0085(7) 0.0050(7) 0.0077(7) C11 0.0261(9) 0.0350(10) 0.0463(11) 0.0072(8) 0.0023(8) 0.0086(7) C12 0.0374(11) 0.0389(11) 0.0565(12) 0.0129(9) -0.0002(9) 0.0097(8) C13 0.0385(12) 0.0355(11) 0.0834(17) 0.0107(11) -0.0024(11) 0.0066(9) C14 0.0458(13) 0.0393(12) 0.0770(17) -0.0077(11) 0.0032(11) 0.0024(9) C15 0.0526(14) 0.0563(14) 0.0520(13) -0.0066(10) 0.0047(10) -0.0027(11) C16 0.0420(12) 0.0449(11) 0.0462(12) 0.0053(9) 0.0037(9) 0.0009(9) C17 0.0306(10) 0.0297(9) 0.0438(11) 0.0134(8) 0.0033(8) 0.0057(7) C18 0.0412(11) 0.0378(10) 0.0482(12) 0.0073(9) -0.0006(9) 0.0084(8) C19 0.0502(14) 0.0491(12) 0.0563(13) 0.0076(10) -0.0153(11) 0.0065(10) C20 0.0329(12) 0.0504(12) 0.0785(17) 0.0227(11) -0.0111(11) 0.0018(9) C21 0.0327(11) 0.0574(13) 0.0724(16) 0.0334(11) 0.0076(10) 0.0124(9) C22 0.0378(11) 0.0523(12) 0.0487(12) 0.0205(9) 0.0070(9) 0.0139(9) C23 0.0300(9) 0.0281(9) 0.0317(9) 0.0081(7) 0.0036(7) 0.0040(7) C24 0.0279(9) 0.0346(9) 0.0348(10) 0.0123(7) 0.0055(7) 0.0051(7) C25 0.0395(11) 0.0440(11) 0.0345(10) 0.0093(8) 0.0055(8) 0.0092(8) C26 0.0431(12) 0.0697(14) 0.0330(10) 0.0163(9) 0.0057(9) 0.0106(10) C27 0.0407(12) 0.0625(14) 0.0509(13) 0.0343(11) 0.0115(9) 0.0142(10) C28 0.0417(12) 0.0424(11) 0.0610(14) 0.0271(10) 0.0082(10) 0.0089(9) C29 0.0393(11) 0.0354(10) 0.0456(11) 0.0136(8) 0.0026(8) 0.0043(8) C30 0.0358(10) 0.0283(9) 0.0343(9) 0.0085(7) 0.0023(8) 0.0107(7) C31 0.0427(11) 0.0357(10) 0.0373(10) 0.0080(8) 0.0074(8) 0.0113(8) C32 0.0638(15) 0.0471(12) 0.0358(11) 0.0079(9) 0.0116(10) 0.0188(10) C33 0.0712(16) 0.0441(12) 0.0359(11) -0.0021(9) -0.0069(10) 0.0168(11) C34 0.0512(13) 0.0425(11) 0.0476(12) -0.0005(9) -0.0096(10) 0.0074(9) C35 0.0375(11) 0.0403(10) 0.0437(11) 0.0062(8) -0.0007(8) 0.0052(8) C36 0.0260(9) 0.0276(8) 0.0267(9) 0.0045(7) 0.0021(7) 0.0030(7) C37 0.0259(9) 0.0252(8) 0.0274(9) 0.0056(7) 0.0016(7) 0.0037(7) C38 0.0297(9) 0.0298(9) 0.0278(9) 0.0088(7) 0.0021(7) 0.0057(7) C39 0.0299(9) 0.0286(9) 0.0290(9) 0.0044(7) 0.0015(7) 0.0033(7) C40 0.0283(9) 0.0278(9) 0.0338(9) 0.0058(7) 0.0008(7) 0.0077(7) C41 0.0269(9) 0.0281(8) 0.0294(9) 0.0063(7) -0.0005(7) 0.0024(7) C42 0.0440(11) 0.0410(10) 0.0317(10) 0.0055(8) 0.0063(8) 0.0156(8) C43 0.0264(9) 0.0265(8) 0.0302(9) 0.0084(7) 0.0029(7) 0.0052(7) C44 0.0316(10) 0.0299(9) 0.0280(9) 0.0084(7) -0.0006(7) 0.0040(7) C45 0.0361(10) 0.0324(9) 0.0420(10) 0.0073(8) 0.0056(8) 0.0059(8) C46 0.0527(13) 0.0302(10) 0.0396(11) 0.0044(8) 0.0028(9) 0.0072(8) C47 0.0528(13) 0.0317(10) 0.0413(11) 0.0038(8) 0.0031(9) -0.0067(9) C48 0.0398(12) 0.0413(11) 0.0527(12) 0.0041(9) 0.0098(9) -0.0043(9) C49 0.0359(11) 0.0328(10) 0.0440(11) 0.0038(8) 0.0079(8) 0.0034(8) C50 0.0260(9) 0.0330(9) 0.0315(9) 0.0107(7) 0.0040(7) 0.0051(7) C51 0.0377(11) 0.0347(10) 0.0450(11) 0.0139(8) -0.0029(8) 0.0064(8) C52 0.0504(13) 0.0478(12) 0.0549(13) 0.0241(10) -0.0098(10) 0.0110(10) C53 0.0457(12) 0.0638(14) 0.0400(11) 0.0142(10) -0.0108(9) 0.0126(10) C54 0.0426(12) 0.0450(11) 0.0361(10) 0.0018(8) -0.0037(8) 0.0068(9) C55 0.0362(10) 0.0334(9) 0.0332(9) 0.0087(7) 0.0000(8) 0.0079(8) C56 0.0275(9) 0.0331(9) 0.0279(9) 0.0090(7) 0.0007(7) 0.0067(7) C57 0.0331(10) 0.0332(9) 0.0326(9) 0.0071(7) -0.0025(7) 0.0111(7) C58 0.0443(12) 0.0461(11) 0.0391(11) 0.0032(9) 0.0008(9) -0.0011(9) C59 0.0536(14) 0.0546(13) 0.0595(15) -0.0030(11) -0.0021(11) -0.0073(11) C60 0.0636(16) 0.0549(13) 0.0488(13) -0.0108(10) -0.0161(11) 0.0063(12) C61 0.0701(16) 0.0598(14) 0.0319(11) 0.0016(9) -0.0045(10) 0.0156(12) C62 0.0545(13) 0.0477(11) 0.0320(10) 0.0101(8) 0.0007(9) 0.0100(9) C63 0.0336(10) 0.0331(9) 0.0236(8) 0.0056(7) -0.0027(7) 0.0071(7) C64 0.0354(10) 0.0383(10) 0.0368(10) 0.0105(8) -0.0010(8) 0.0092(8) C65 0.0404(11) 0.0484(12) 0.0406(11) 0.0056(9) -0.0010(9) 0.0183(9) C66 0.0578(14) 0.0340(10) 0.0394(11) 0.0030(8) -0.0072(9) 0.0189(9) C67 0.0590(14) 0.0330(10) 0.0358(10) 0.0080(8) -0.0023(9) 0.0063(9) C68 0.0414(11) 0.0354(10) 0.0310(9) 0.0076(7) 0.0016(8) 0.0051(8) C69 0.085(3) 0.173(4) 0.076(2) 0.016(2) -0.0042(17) 0.066(2) C70 0.134(3) 0.143(3) 0.086(2) 0.016(2) -0.010(2) 0.058(3) C71 0.150(5) 0.154(4) 0.156(4) 0.048(3) -0.012(3) 0.060(4) C72 0.133(5) 0.183(5) 0.364(10) 0.079(6) -0.051(5) 0.042(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C69 1.385(4) . ? O1 C71 1.435(5) . ? N1 C3 1.416(2) . ? N1 C1 1.468(2) . ? C1 C2 1.526(2) . ? C1 C43 1.558(2) . ? N2 C36 1.395(2) . ? N2 C2 1.448(2) . ? C3 C4 1.407(2) . ? C3 C8 1.418(2) . ? C4 C5 1.398(2) . ? C4 C10 1.528(2) . ? C5 C6 1.384(2) . ? C6 C7 1.395(3) . ? C6 C9 1.503(2) . ? C7 C8 1.393(2) . ? C8 C23 1.532(2) . ? C10 C11 1.527(2) . ? C10 C17 1.528(2) . ? C11 C16 1.385(3) . ? C11 C12 1.398(3) . ? C12 C13 1.387(3) . ? C13 C14 1.375(3) . ? C14 C15 1.378(3) . ? C15 C16 1.387(3) . ? C17 C18 1.388(3) . ? C17 C22 1.394(3) . ? C18 C19 1.390(3) . ? C19 C20 1.380(3) . ? C20 C21 1.372(3) . ? C21 C22 1.385(3) . ? C23 C30 1.523(2) . ? C23 C24 1.527(2) . ? C24 C29 1.391(2) . ? C24 C25 1.391(2) . ? C25 C26 1.387(3) . ? C26 C27 1.378(3) . ? C27 C28 1.369(3) . ? C28 C29 1.393(3) . ? C30 C31 1.390(2) . ? C30 C35 1.395(3) . ? C31 C32 1.393(3) . ? C32 C33 1.376(3) . ? C33 C34 1.379(3) . ? C34 C35 1.381(3) . ? C36 C37 1.408(2) . ? C36 C41 1.423(2) . ? C37 C38 1.394(2) . ? C37 C43 1.536(2) . ? C38 C39 1.386(2) . ? C39 C40 1.395(2) . ? C39 C42 1.506(2) . ? C40 C41 1.384(2) . ? C41 C56 1.528(2) . ? C43 C50 1.556(2) . ? C43 C44 1.556(2) . ? C44 C49 1.386(2) . ? C44 C45 1.397(2) . ? C45 C46 1.387(2) . ? C46 C47 1.381(3) . ? C47 C48 1.372(3) . ? C48 C49 1.389(2) . ? C50 C51 1.387(2) . ? C50 C55 1.399(2) . ? C51 C52 1.386(3) . ? C52 C53 1.379(3) . ? C53 C54 1.384(3) . ? C54 C55 1.384(3) . ? C56 C63 1.525(2) . ? C56 C57 1.528(2) . ? C57 C58 1.385(3) . ? C57 C62 1.389(2) . ? C58 C59 1.382(3) . ? C59 C60 1.380(3) . ? C60 C61 1.370(3) . ? C61 C62 1.386(3) . ? C63 C64 1.390(2) . ? C63 C68 1.392(2) . ? C64 C65 1.392(3) . ? C65 C66 1.375(3) . ? C66 C67 1.377(3) . ? C67 C68 1.384(3) . ? C69 C70 1.472(5) . ? C71 C72 1.429(6) . ? 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 C69 O1 C71 113.9(3) . . ? C3 N1 C1 120.92(14) . . ? N1 C1 C2 113.54(13) . . ? N1 C1 C43 108.74(13) . . ? C2 C1 C43 110.15(13) . . ? C36 N2 C2 121.40(14) . . ? N2 C2 C1 110.04(14) . . ? C4 C3 N1 120.11(14) . . ? C4 C3 C8 119.79(15) . . ? N1 C3 C8 119.93(15) . . ? C5 C4 C3 118.56(15) . . ? C5 C4 C10 120.91(15) . . ? C3 C4 C10 120.51(14) . . ? C6 C5 C4 122.74(16) . . ? C5 C6 C7 117.71(15) . . ? C5 C6 C9 121.13(17) . . ? C7 C6 C9 121.15(16) . . ? C8 C7 C6 122.20(16) . . ? C7 C8 C3 118.83(16) . . ? C7 C8 C23 121.43(15) . . ? C3 C8 C23 119.64(14) . . ? C11 C10 C4 114.16(14) . . ? C11 C10 C17 110.55(14) . . ? C4 C10 C17 113.64(14) . . ? C16 C11 C12 118.10(17) . . ? C16 C11 C10 123.40(16) . . ? C12 C11 C10 118.50(16) . . ? C13 C12 C11 120.7(2) . . ? C14 C13 C12 120.4(2) . . ? C13 C14 C15 119.45(19) . . ? C14 C15 C16 120.6(2) . . ? C11 C16 C15 120.75(19) . . ? C18 C17 C22 117.96(17) . . ? C18 C17 C10 119.15(16) . . ? C22 C17 C10 122.88(16) . . ? C17 C18 C19 120.90(19) . . ? C20 C19 C18 120.1(2) . . ? C21 C20 C19 119.64(19) . . ? C20 C21 C22 120.4(2) . . ? C21 C22 C17 120.9(2) . . ? C30 C23 C24 114.06(13) . . ? C30 C23 C8 110.55(14) . . ? C24 C23 C8 114.37(13) . . ? C29 C24 C25 117.89(16) . . ? C29 C24 C23 123.19(16) . . ? C25 C24 C23 118.72(15) . . ? C26 C25 C24 121.15(18) . . ? C27 C26 C25 120.12(19) . . ? C28 C27 C26 119.67(18) . . ? C27 C28 C29 120.49(19) . . ? C24 C29 C28 120.67(18) . . ? C31 C30 C35 118.23(17) . . ? C31 C30 C23 119.99(16) . . ? C35 C30 C23 121.77(16) . . ? C30 C31 C32 120.46(18) . . ? C33 C32 C31 120.39(19) . . ? C32 C33 C34 119.69(19) . . ? C33 C34 C35 120.2(2) . . ? C34 C35 C30 120.98(19) . . ? N2 C36 C37 121.35(15) . . ? N2 C36 C41 118.67(14) . . ? C37 C36 C41 119.79(15) . . ? C38 C37 C36 118.42(15) . . ? C38 C37 C43 121.40(14) . . ? C36 C37 C43 120.09(14) . . ? C39 C38 C37 123.08(15) . . ? C38 C39 C40 117.29(15) . . ? C38 C39 C42 121.59(15) . . ? C40 C39 C42 121.12(16) . . ? C41 C40 C39 122.71(16) . . ? C40 C41 C36 118.68(15) . . ? C40 C41 C56 123.11(15) . . ? C36 C41 C56 118.20(14) . . ? C37 C43 C50 112.80(13) . . ? C37 C43 C44 109.25(13) . . ? C50 C43 C44 109.99(12) . . ? C37 C43 C1 107.48(13) . . ? C50 C43 C1 107.10(13) . . ? C44 C43 C1 110.16(13) . . ? C49 C44 C45 116.93(15) . . ? C49 C44 C43 120.93(15) . . ? C45 C44 C43 122.07(15) . . ? C46 C45 C44 121.22(17) . . ? C47 C46 C45 120.54(18) . . ? C48 C47 C46 119.10(17) . . ? C47 C48 C49 120.32(18) . . ? C44 C49 C48 121.86(17) . . ? C51 C50 C55 117.25(16) . . ? C51 C50 C43 121.03(15) . . ? C55 C50 C43 121.45(14) . . ? C52 C51 C50 121.56(17) . . ? C53 C52 C51 120.33(18) . . ? C52 C53 C54 119.28(18) . . ? C55 C54 C53 120.17(17) . . ? C54 C55 C50 121.40(17) . . ? C63 C56 C41 115.84(14) . . ? C63 C56 C57 109.93(13) . . ? C41 C56 C57 112.69(13) . . ? C58 C57 C62 118.41(17) . . ? C58 C57 C56 121.84(16) . . ? C62 C57 C56 119.75(16) . . ? C59 C58 C57 120.36(19) . . ? C60 C59 C58 120.8(2) . . ? C61 C60 C59 119.35(19) . . ? C60 C61 C62 120.3(2) . . ? C61 C62 C57 120.82(19) . . ? C64 C63 C68 117.74(16) . . ? C64 C63 C56 122.92(15) . . ? C68 C63 C56 119.28(16) . . ? C63 C64 C65 120.91(17) . . ? C66 C65 C64 120.32(19) . . ? C65 C66 C67 119.51(18) . . ? C66 C67 C68 120.33(18) . . ? C67 C68 C63 121.15(18) . . ? O1 C69 C70 111.3(3) . . ? C72 C71 O1 112.9(4) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.325 _refine_diff_density_min -0.264 _refine_diff_density_rms 0.039 # Attachment '- compound4S.CIF' data_compound4S _database_code_depnum_ccdc_archive 'CCDC 866217' #TrackingRef '- compound4S.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H24 I Na O6' _chemical_formula_weight 414.20 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' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.5047(3) _cell_length_b 8.5025(2) _cell_length_c 15.2657(5) _cell_angle_alpha 90.00 _cell_angle_beta 106.372(3) _cell_angle_gamma 90.00 _cell_volume 1681.79(8) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.636 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 832 _exptl_absorpt_coefficient_mu 1.949 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.504 _exptl_absorpt_correction_T_max 0.696 _exptl_absorpt_process_details 'SCALE3 ABSPACK' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Gemini Ultra' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6907 _diffrn_reflns_av_R_equivalents 0.0209 _diffrn_reflns_av_sigmaI/netI 0.0248 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2946 _reflns_number_gt 2697 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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. The highest residual electron density peak after the final refinement (1.97 e/A3) was located close to I(1). ; _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^)+(0.0541P)^2^+1.2664P] 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 2946 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0379 _refine_ls_R_factor_gt 0.0343 _refine_ls_wR_factor_ref 0.0917 _refine_ls_wR_factor_gt 0.0883 _refine_ls_goodness_of_fit_ref 1.137 _refine_ls_restrained_S_all 1.137 _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 I1 I 0.485570(17) 0.02304(3) 0.234654(16) 0.02657(13) Uani 1 1 d . . . Na1 Na 0.57359(10) 0.33784(16) 0.33363(9) 0.0242(3) Uani 1 1 d . . . O1 O 0.4496(2) 0.4898(3) 0.2059(2) 0.0269(6) Uani 1 1 d . . . C1 C 0.3674(3) 0.5662(5) 0.2300(3) 0.0280(8) Uani 1 1 d . . . H1A H 0.3134 0.5987 0.1744 0.034 Uiso 1 1 calc R . . H1B H 0.3931 0.6610 0.2671 0.034 Uiso 1 1 calc R . . O2 O 0.40314(17) 0.4188(3) 0.36669(16) 0.0260(5) Uani 1 1 d . . . C2 C 0.3246(3) 0.4503(5) 0.2838(3) 0.0290(9) Uani 1 1 d . . . H2A H 0.2627 0.4945 0.2974 0.035 Uiso 1 1 calc R . . H2B H 0.3045 0.3520 0.2485 0.035 Uiso 1 1 calc R . . O3 O 0.54619(19) 0.2157(3) 0.47215(17) 0.0285(6) Uani 1 1 d . . . C3 C 0.3735(3) 0.2948(5) 0.4177(3) 0.0293(8) Uani 1 1 d . . . H3A H 0.3583 0.1980 0.3802 0.035 Uiso 1 1 calc R . . H3B H 0.3106 0.3252 0.4347 0.035 Uiso 1 1 calc R . . O4 O 0.74090(18) 0.2393(3) 0.44788(16) 0.0254(5) Uani 1 1 d . . . C4 C 0.4603(3) 0.2660(4) 0.5014(2) 0.0276(8) Uani 1 1 d . . . H4A H 0.4774 0.3636 0.5379 0.033 Uiso 1 1 calc R . . H4B H 0.4410 0.1839 0.5396 0.033 Uiso 1 1 calc R . . O5 O 0.70112(19) 0.5481(3) 0.40147(18) 0.0254(6) Uani 1 1 d . . . C5 C 0.6320(3) 0.1678(5) 0.5447(3) 0.0336(9) Uani 1 1 d . . . H5A H 0.6126 0.0789 0.5784 0.040 Uiso 1 1 calc R . . H5B H 0.6564 0.2559 0.5878 0.040 Uiso 1 1 calc R . . O6 O 0.6582(2) 0.4725(3) 0.2172(2) 0.0305(6) Uani 1 1 d . . . C6 C 0.7150(3) 0.1184(5) 0.5022(3) 0.0340(9) Uani 1 1 d . . . H6A H 0.7775 0.0887 0.5512 0.041 Uiso 1 1 calc R . . H6B H 0.6914 0.0245 0.4637 0.041 Uiso 1 1 calc R . . C7 C 0.8018(3) 0.3612(5) 0.5011(3) 0.0348(9) Uani 1 1 d . . . H7A H 0.8726 0.3227 0.5303 0.042 Uiso 1 1 calc R . . H7B H 0.7711 0.3955 0.5497 0.042 Uiso 1 1 calc R . . C8 C 0.8048(3) 0.4952(5) 0.4389(3) 0.0319(9) Uani 1 1 d . . . H8A H 0.8482 0.5813 0.4732 0.038 Uiso 1 1 calc R . . H8B H 0.8341 0.4607 0.3896 0.038 Uiso 1 1 calc R . . C9 C 0.6911(3) 0.6703(4) 0.3356(3) 0.0298(8) Uani 1 1 d . . . H9A H 0.7393 0.7566 0.3626 0.036 Uiso 1 1 calc R . . H9B H 0.6201 0.7129 0.3203 0.036 Uiso 1 1 calc R . . C10 C 0.7133(3) 0.6152(5) 0.2495(3) 0.0319(9) Uani 1 1 d . . . H10A H 0.6924 0.6976 0.2020 0.038 Uiso 1 1 calc R . . H10B H 0.7883 0.5969 0.2614 0.038 Uiso 1 1 calc R . . C11 C 0.5803(3) 0.4882(5) 0.1324(3) 0.0306(9) Uani 1 1 d . . . H11A H 0.5583 0.3824 0.1075 0.037 Uiso 1 1 calc R . . H11B H 0.6095 0.5439 0.0884 0.037 Uiso 1 1 calc R . . C12 C 0.4879(3) 0.5773(5) 0.1424(2) 0.0283(8) Uani 1 1 d . . . H12A H 0.5079 0.6847 0.1657 0.034 Uiso 1 1 calc R . . H12B H 0.4346 0.5853 0.0829 0.034 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 I1 0.02560(18) 0.02526(18) 0.02757(18) -0.00226(9) 0.00543(12) -0.00097(8) Na1 0.0239(7) 0.0257(8) 0.0227(7) 0.0003(6) 0.0063(6) -0.0008(5) O1 0.0288(15) 0.0245(14) 0.0303(15) 0.0037(11) 0.0131(13) 0.0050(10) C1 0.0234(18) 0.033(2) 0.0259(19) -0.0033(17) 0.0042(15) 0.0088(16) O2 0.0241(12) 0.0286(14) 0.0244(13) -0.0020(11) 0.0057(10) -0.0050(11) C2 0.0198(18) 0.035(2) 0.032(2) -0.0073(17) 0.0059(16) -0.0007(16) O3 0.0294(13) 0.0363(15) 0.0218(13) -0.0004(11) 0.0104(11) 0.0025(11) C3 0.0294(19) 0.029(2) 0.033(2) -0.0053(16) 0.0155(16) -0.0088(16) O4 0.0283(12) 0.0271(14) 0.0209(12) 0.0010(10) 0.0072(10) 0.0002(10) C4 0.0324(19) 0.028(2) 0.0277(19) -0.0027(16) 0.0170(16) -0.0041(15) O5 0.0236(13) 0.0275(14) 0.0266(14) 0.0016(11) 0.0095(11) -0.0005(10) C5 0.041(2) 0.035(2) 0.027(2) 0.0085(17) 0.0124(17) 0.0069(17) O6 0.0294(15) 0.0332(17) 0.0293(16) 0.0003(11) 0.0092(13) 0.0026(11) C6 0.043(2) 0.025(2) 0.037(2) 0.0083(17) 0.0166(18) 0.0075(17) C7 0.036(2) 0.036(2) 0.027(2) 0.0001(17) -0.0001(17) -0.0003(17) C8 0.024(2) 0.035(2) 0.034(2) -0.0025(17) 0.0042(17) -0.0018(15) C9 0.034(2) 0.023(2) 0.033(2) 0.0028(16) 0.0107(17) -0.0027(15) C10 0.0264(18) 0.042(2) 0.028(2) 0.0040(17) 0.0097(16) -0.0078(17) C11 0.035(2) 0.036(2) 0.022(2) -0.0019(16) 0.0095(18) -0.0019(16) C12 0.0315(19) 0.033(2) 0.0184(18) 0.0017(16) 0.0040(15) -0.0025(16) _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 I1 Na1 3.1381(14) . ? Na1 O3 2.476(3) . ? Na1 O5 2.496(3) . ? Na1 O1 2.536(3) . ? Na1 O4 2.575(3) . ? Na1 O2 2.585(3) . ? Na1 O6 2.631(3) . ? O1 C1 1.421(4) . ? O1 C12 1.429(4) . ? C1 C2 1.500(6) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? O2 C2 1.429(5) . ? O2 C3 1.433(4) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? O3 C5 1.418(5) . ? O3 C4 1.422(4) . ? C3 C4 1.491(5) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? O4 C6 1.425(4) . ? O4 C7 1.427(5) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? O5 C9 1.425(4) . ? O5 C8 1.427(5) . ? C5 C6 1.505(5) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? O6 C11 1.425(5) . ? O6 C10 1.436(5) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.491(6) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.504(5) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.504(5) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Na1 O5 101.41(10) . . ? O3 Na1 O1 130.18(9) . . ? O5 Na1 O1 100.53(10) . . ? O3 Na1 O4 66.34(8) . . ? O5 Na1 O4 65.22(9) . . ? O1 Na1 O4 161.74(10) . . ? O3 Na1 O2 65.74(8) . . ? O5 Na1 O2 106.06(9) . . ? O1 Na1 O2 65.38(8) . . ? O4 Na1 O2 127.89(9) . . ? O3 Na1 O6 163.27(10) . . ? O5 Na1 O6 65.70(9) . . ? O1 Na1 O6 64.99(9) . . ? O4 Na1 O6 97.70(9) . . ? O2 Na1 O6 126.61(10) . . ? O3 Na1 I1 85.75(7) . . ? O5 Na1 I1 159.09(7) . . ? O1 Na1 I1 89.21(7) . . ? O4 Na1 I1 100.92(7) . . ? O2 Na1 I1 94.81(7) . . ? O6 Na1 I1 102.91(7) . . ? C1 O1 C12 113.3(3) . . ? C1 O1 Na1 115.4(2) . . ? C12 O1 Na1 120.0(2) . . ? O1 C1 C2 107.0(3) . . ? O1 C1 H1A 110.3 . . ? C2 C1 H1A 110.3 . . ? O1 C1 H1B 110.3 . . ? C2 C1 H1B 110.3 . . ? H1A C1 H1B 108.6 . . ? C2 O2 C3 111.6(3) . . ? C2 O2 Na1 110.90(19) . . ? C3 O2 Na1 108.1(2) . . ? O2 C2 C1 107.7(3) . . ? O2 C2 H2A 110.2 . . ? C1 C2 H2A 110.2 . . ? O2 C2 H2B 110.2 . . ? C1 C2 H2B 110.2 . . ? H2A C2 H2B 108.5 . . ? C5 O3 C4 113.6(3) . . ? C5 O3 Na1 120.1(2) . . ? C4 O3 Na1 118.3(2) . . ? O2 C3 C4 108.3(3) . . ? O2 C3 H3A 110.0 . . ? C4 C3 H3A 110.0 . . ? O2 C3 H3B 110.0 . . ? C4 C3 H3B 110.0 . . ? H3A C3 H3B 108.4 . . ? C6 O4 C7 112.9(3) . . ? C6 O4 Na1 108.5(2) . . ? C7 O4 Na1 113.9(2) . . ? O3 C4 C3 107.1(3) . . ? O3 C4 H4A 110.3 . . ? C3 C4 H4A 110.3 . . ? O3 C4 H4B 110.3 . . ? C3 C4 H4B 110.3 . . ? H4A C4 H4B 108.5 . . ? C9 O5 C8 113.5(3) . . ? C9 O5 Na1 108.2(2) . . ? C8 O5 Na1 115.1(2) . . ? O3 C5 C6 106.7(3) . . ? O3 C5 H5A 110.4 . . ? C6 C5 H5A 110.4 . . ? O3 C5 H5B 110.4 . . ? C6 C5 H5B 110.4 . . ? H5A C5 H5B 108.6 . . ? C11 O6 C10 114.2(3) . . ? C11 O6 Na1 107.7(2) . . ? C10 O6 Na1 114.7(2) . . ? O4 C6 C5 112.6(3) . . ? O4 C6 H6A 109.1 . . ? C5 C6 H6A 109.1 . . ? O4 C6 H6B 109.1 . . ? C5 C6 H6B 109.1 . . ? H6A C6 H6B 107.8 . . ? O4 C7 C8 107.9(3) . . ? O4 C7 H7A 110.1 . . ? C8 C7 H7A 110.1 . . ? O4 C7 H7B 110.1 . . ? C8 C7 H7B 110.1 . . ? H7A C7 H7B 108.4 . . ? O5 C8 C7 107.2(3) . . ? O5 C8 H8A 110.3 . . ? C7 C8 H8A 110.3 . . ? O5 C8 H8B 110.3 . . ? C7 C8 H8B 110.3 . . ? H8A C8 H8B 108.5 . . ? O5 C9 C10 112.8(3) . . ? O5 C9 H9A 109.0 . . ? C10 C9 H9A 109.0 . . ? O5 C9 H9B 109.0 . . ? C10 C9 H9B 109.0 . . ? H9A C9 H9B 107.8 . . ? O6 C10 C9 110.6(3) . . ? O6 C10 H10A 109.5 . . ? C9 C10 H10A 109.5 . . ? O6 C10 H10B 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 108.1 . . ? O6 C11 C12 112.1(3) . . ? O6 C11 H11A 109.2 . . ? C12 C11 H11A 109.2 . . ? O6 C11 H11B 109.2 . . ? C12 C11 H11B 109.2 . . ? H11A C11 H11B 107.9 . . ? O1 C12 C11 106.0(3) . . ? O1 C12 H12A 110.5 . . ? C11 C12 H12A 110.5 . . ? O1 C12 H12B 110.5 . . ? C11 C12 H12B 110.5 . . ? H12A C12 H12B 108.7 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.968 _refine_diff_density_min -1.325 _refine_diff_density_rms 0.119 # Attachment '- compound6a.cif' data_compound6a _database_code_depnum_ccdc_archive 'CCDC 866218' #TrackingRef '- compound6a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C88 H88 Ga N4 Na' _chemical_formula_weight 1294.33 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.329(3) _cell_length_b 12.390(3) _cell_length_c 24.625(5) _cell_angle_alpha 88.71(3) _cell_angle_beta 83.10(3) _cell_angle_gamma 74.15(3) _cell_volume 3592.1(13) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.197 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1372 _exptl_absorpt_coefficient_mu 0.438 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.896 _exptl_absorpt_correction_T_max 0.956 _exptl_absorpt_process_details 'SCALE3 ABSPACK' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Gemini Ultra' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22354 _diffrn_reflns_av_R_equivalents 0.0288 _diffrn_reflns_av_sigmaI/netI 0.0502 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 25.50 _reflns_number_total 13209 _reflns_number_gt 10164 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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. A molecule of toluene of crystallisation was located in the asymmetric unit and its carbon atoms refined anisotropically. ; _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^)+(0.0615P)^2^+2.4381P] 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 13209 _refine_ls_number_parameters 855 _refine_ls_number_restraints 48 _refine_ls_R_factor_all 0.0726 _refine_ls_R_factor_gt 0.0500 _refine_ls_wR_factor_ref 0.1324 _refine_ls_wR_factor_gt 0.1194 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.051 _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 0.59940(2) 0.79866(2) 0.728722(11) 0.02924(10) Uani 1 1 d . . . Na1 Na 0.35630(9) 0.83896(10) 0.71877(5) 0.0474(3) Uani 1 1 d . . . N1 N 0.74639(17) 0.79229(16) 0.68660(8) 0.0243(4) Uani 1 1 d . . . C1 C 0.8348(2) 0.7630(2) 0.71933(10) 0.0282(6) Uani 1 1 d . . . H1 H 0.9117 0.7531 0.7044 0.034 Uiso 1 1 calc R . . N2 N 0.69047(17) 0.76526(17) 0.78925(8) 0.0266(5) Uani 1 1 d . . . C2 C 0.8062(2) 0.7497(2) 0.77226(10) 0.0293(6) Uani 1 1 d . . . H2 H 0.8613 0.7307 0.7973 0.035 Uiso 1 1 calc R . . N3 N 0.2683(2) 1.0403(2) 0.72461(9) 0.0398(6) Uani 1 1 d . . . C3 C 0.77538(19) 0.8006(2) 0.62964(9) 0.0229(5) Uani 1 1 d . . . N4 N 0.1906(2) 0.8595(2) 0.78961(11) 0.0504(7) Uani 1 1 d . . . C4 C 0.7472(2) 0.9059(2) 0.60377(9) 0.0238(5) Uani 1 1 d . . . C5 C 0.7820(2) 0.9133(2) 0.54844(10) 0.0255(5) Uani 1 1 d . . . H5 H 0.7655 0.9849 0.5318 0.031 Uiso 1 1 calc R . . C6 C 0.8402(2) 0.8192(2) 0.51641(9) 0.0255(5) Uani 1 1 d . . . C7 C 0.8596(2) 0.7157(2) 0.54142(10) 0.0267(5) Uani 1 1 d . . . H7 H 0.8948 0.6503 0.5198 0.032 Uiso 1 1 calc R . . C8 C 0.8297(2) 0.7039(2) 0.59693(10) 0.0244(5) Uani 1 1 d . . . C9 C 0.8790(2) 0.8292(2) 0.45643(10) 0.0339(6) Uani 1 1 d . . . H9A H 0.9581 0.8325 0.4519 0.051 Uiso 1 1 calc R . . H9B H 0.8309 0.8976 0.4420 0.051 Uiso 1 1 calc R . . H9C H 0.8732 0.7638 0.4365 0.051 Uiso 1 1 calc R . . C10 C 0.6769(2) 1.0105(2) 0.63680(9) 0.0251(5) Uani 1 1 d . . . H10 H 0.6327 0.9817 0.6678 0.030 Uiso 1 1 calc R . . C11 C 0.7514(2) 1.0681(2) 0.66357(10) 0.0266(5) Uani 1 1 d . . . C12 C 0.8177(2) 1.1299(2) 0.63458(11) 0.0358(6) Uani 1 1 d . . . H12 H 0.8193 1.1355 0.5960 0.043 Uiso 1 1 calc R . . C13 C 0.8814(2) 1.1831(3) 0.66147(12) 0.0412(7) Uani 1 1 d . . . H13 H 0.9248 1.2262 0.6412 0.049 Uiso 1 1 calc R . . C14 C 0.8825(2) 1.1745(2) 0.71703(12) 0.0415(7) Uani 1 1 d . . . H14 H 0.9258 1.2120 0.7352 0.050 Uiso 1 1 calc R . . C15 C 0.8203(3) 1.1109(3) 0.74617(12) 0.0462(8) Uani 1 1 d . . . H15 H 0.8220 1.1030 0.7845 0.055 Uiso 1 1 calc R . . C16 C 0.7550(3) 1.0581(2) 0.71952(11) 0.0384(7) Uani 1 1 d . . . H16 H 0.7122 1.0146 0.7400 0.046 Uiso 1 1 calc R . . C17 C 0.5879(2) 1.0860(2) 0.60443(10) 0.0269(5) Uani 1 1 d . . . C18 C 0.5665(2) 1.2011(2) 0.60167(13) 0.0413(7) Uani 1 1 d . . . H18 H 0.6125 1.2371 0.6189 0.050 Uiso 1 1 calc R . . C19 C 0.4793(3) 1.2657(3) 0.57430(15) 0.0522(8) Uani 1 1 d . . . H19 H 0.4661 1.3449 0.5734 0.063 Uiso 1 1 calc R . . C20 C 0.4120(3) 1.2164(3) 0.54850(12) 0.0461(8) Uani 1 1 d . . . H20 H 0.3532 1.2605 0.5293 0.055 Uiso 1 1 calc R . . C21 C 0.4315(2) 1.1013(3) 0.55104(12) 0.0418(7) Uani 1 1 d . . . H21 H 0.3853 1.0658 0.5338 0.050 Uiso 1 1 calc R . . C22 C 0.5178(2) 1.0376(2) 0.57859(11) 0.0358(6) Uani 1 1 d . . . H22 H 0.5298 0.9586 0.5800 0.043 Uiso 1 1 calc R . . C23 C 0.8441(2) 0.5873(2) 0.62152(10) 0.0260(5) Uani 1 1 d . . . H23 H 0.7964 0.5980 0.6578 0.031 Uiso 1 1 calc R . . C24 C 0.9645(2) 0.5261(2) 0.63245(10) 0.0285(6) Uani 1 1 d . . . C25 C 0.9808(3) 0.4667(2) 0.68053(11) 0.0418(7) Uani 1 1 d . . . H25 H 0.9175 0.4685 0.7070 0.050 Uiso 1 1 calc R . . C26 C 1.0887(3) 0.4044(3) 0.69056(13) 0.0508(8) Uani 1 1 d . . . H26 H 1.0985 0.3645 0.7238 0.061 Uiso 1 1 calc R . . C27 C 1.1812(3) 0.4002(3) 0.65276(14) 0.0469(8) Uani 1 1 d . . . H27 H 1.2546 0.3568 0.6595 0.056 Uiso 1 1 calc R . . C28 C 1.1663(2) 0.4597(3) 0.60492(14) 0.0464(8) Uani 1 1 d . . . H28 H 1.2299 0.4575 0.5786 0.056 Uiso 1 1 calc R . . C29 C 1.0591(2) 0.5227(2) 0.59520(12) 0.0389(7) Uani 1 1 d . . . H29 H 1.0501 0.5644 0.5624 0.047 Uiso 1 1 calc R . . C30 C 0.7931(2) 0.5183(2) 0.58618(10) 0.0276(5) Uani 1 1 d . . . C31 C 0.8541(2) 0.4200(2) 0.55879(11) 0.0356(6) Uani 1 1 d . . . H31 H 0.9324 0.3904 0.5626 0.043 Uiso 1 1 calc R . . C32 C 0.8027(3) 0.3642(2) 0.52585(12) 0.0425(7) Uani 1 1 d . . . H32 H 0.8461 0.2969 0.5075 0.051 Uiso 1 1 calc R . . C33 C 0.6899(3) 0.4054(3) 0.51957(12) 0.0447(7) Uani 1 1 d . . . H33 H 0.6551 0.3673 0.4968 0.054 Uiso 1 1 calc R . . C34 C 0.6283(3) 0.5020(3) 0.54658(15) 0.0577(9) Uani 1 1 d . . . H34 H 0.5500 0.5312 0.5426 0.069 Uiso 1 1 calc R . . C35 C 0.6792(2) 0.5575(3) 0.57975(14) 0.0492(8) Uani 1 1 d . . . H35 H 0.6349 0.6241 0.5985 0.059 Uiso 1 1 calc R . . C36 C 0.6570(2) 0.7394(2) 0.84399(10) 0.0263(5) Uani 1 1 d . . . C37 C 0.6260(2) 0.8227(2) 0.88532(10) 0.0266(5) Uani 1 1 d . . . C38 C 0.5910(2) 0.7941(2) 0.93839(10) 0.0307(6) Uani 1 1 d . . . H38 H 0.5718 0.8502 0.9663 0.037 Uiso 1 1 calc R . . C39 C 0.5831(2) 0.6872(2) 0.95201(10) 0.0327(6) Uani 1 1 d . . . C40 C 0.6171(2) 0.6053(2) 0.91065(11) 0.0354(6) Uani 1 1 d . . . H40 H 0.6143 0.5309 0.9192 0.042 Uiso 1 1 calc R . . C41 C 0.6547(2) 0.6291(2) 0.85765(10) 0.0296(6) Uani 1 1 d . . . C42 C 0.5426(3) 0.6589(2) 1.00942(11) 0.0457(8) Uani 1 1 d . . . H42A H 0.5834 0.6865 1.0354 0.069 Uiso 1 1 calc R . . H42B H 0.5572 0.5774 1.0127 0.069 Uiso 1 1 calc R . . H42C H 0.4610 0.6945 1.0174 0.069 Uiso 1 1 calc R . . C43 C 0.6377(2) 0.9405(2) 0.87273(10) 0.0281(6) Uani 1 1 d . . . H43 H 0.6802 0.9364 0.8352 0.034 Uiso 1 1 calc R . . C44 C 0.7120(2) 0.9729(2) 0.91147(10) 0.0301(6) Uani 1 1 d . . . C45 C 0.6677(2) 1.0446(2) 0.95592(11) 0.0362(6) Uani 1 1 d . . . H45 H 0.5878 1.0758 0.9629 0.043 Uiso 1 1 calc R . . C46 C 0.7374(3) 1.0719(3) 0.99051(12) 0.0442(7) Uani 1 1 d . . . H46 H 0.7053 1.1214 1.0207 0.053 Uiso 1 1 calc R . . C47 C 0.8525(3) 1.0272(3) 0.98094(13) 0.0526(8) Uani 1 1 d . . . H47 H 0.9007 1.0456 1.0044 0.063 Uiso 1 1 calc R . . C48 C 0.8983(3) 0.9550(3) 0.93691(15) 0.0607(10) Uani 1 1 d . . . H48 H 0.9782 0.9233 0.9303 0.073 Uiso 1 1 calc R . . C49 C 0.8281(3) 0.9290(3) 0.90271(13) 0.0483(8) Uani 1 1 d . . . H49 H 0.8605 0.8799 0.8724 0.058 Uiso 1 1 calc R . . C50 C 0.5275(2) 1.0330(2) 0.87115(10) 0.0302(6) Uani 1 1 d . . . C51 C 0.4237(2) 1.0262(2) 0.89713(11) 0.0387(7) Uani 1 1 d . . . H51 H 0.4176 0.9581 0.9141 0.046 Uiso 1 1 calc R . . C52 C 0.3280(3) 1.1178(3) 0.89882(13) 0.0484(8) Uani 1 1 d . . . H52 H 0.2577 1.1119 0.9173 0.058 Uiso 1 1 calc R . . C53 C 0.3345(3) 1.2163(3) 0.87409(13) 0.0510(8) Uani 1 1 d . . . H53 H 0.2691 1.2787 0.8755 0.061 Uiso 1 1 calc R . . C54 C 0.4363(3) 1.2242(2) 0.84718(13) 0.0492(8) Uani 1 1 d . . . H54 H 0.4410 1.2921 0.8296 0.059 Uiso 1 1 calc R . . C55 C 0.5323(3) 1.1335(2) 0.84562(11) 0.0388(7) Uani 1 1 d . . . H55 H 0.6022 1.1400 0.8269 0.047 Uiso 1 1 calc R . . C56 C 0.6960(2) 0.5369(2) 0.81348(11) 0.0345(6) Uani 1 1 d . . . H56 H 0.7430 0.5668 0.7841 0.041 Uiso 1 1 calc R . . C57 C 0.7756(2) 0.4310(2) 0.83403(10) 0.0327(6) Uani 1 1 d . . . C58 C 0.7370(3) 0.3424(2) 0.85698(11) 0.0403(7) Uani 1 1 d . . . H58 H 0.6584 0.3464 0.8598 0.048 Uiso 1 1 calc R . . C59 C 0.8128(3) 0.2481(2) 0.87567(12) 0.0472(8) Uani 1 1 d . . . H59 H 0.7855 0.1887 0.8919 0.057 Uiso 1 1 calc R . . C60 C 0.9265(3) 0.2401(3) 0.87094(13) 0.0505(8) Uani 1 1 d . . . H60 H 0.9780 0.1751 0.8835 0.061 Uiso 1 1 calc R . . C61 C 0.9659(3) 0.3265(3) 0.84799(13) 0.0509(8) Uani 1 1 d . . . H61 H 1.0448 0.3212 0.8446 0.061 Uiso 1 1 calc R . . C62 C 0.8907(3) 0.4211(2) 0.82986(12) 0.0412(7) Uani 1 1 d . . . H62 H 0.9188 0.4805 0.8142 0.049 Uiso 1 1 calc R . . C63 C 0.6018(3) 0.5104(2) 0.78587(11) 0.0406(7) Uani 1 1 d . . . C64 C 0.4889(3) 0.5470(3) 0.80461(14) 0.0548(9) Uani 1 1 d . . . H64 H 0.4652 0.5920 0.8369 0.066 Uiso 1 1 calc R . . C65 C 0.4082(4) 0.5191(4) 0.77697(17) 0.0740(11) Uani 1 1 d . . . H65 H 0.3300 0.5453 0.7905 0.089 Uiso 1 1 calc R . . C66 C 0.4404(5) 0.4546(4) 0.7306(2) 0.0877(15) Uani 1 1 d . . . H66 H 0.3854 0.4336 0.7124 0.105 Uiso 1 1 calc R . . C67 C 0.5518(5) 0.4207(4) 0.7109(2) 0.115(2) Uani 1 1 d . . . H67 H 0.5745 0.3785 0.6777 0.138 Uiso 1 1 calc R . . C68 C 0.6325(4) 0.4468(4) 0.73823(17) 0.0842(14) Uani 1 1 d . . . H68 H 0.7104 0.4208 0.7242 0.101 Uiso 1 1 calc R . . C69 C 0.1884(3) 1.0599(3) 0.77462(13) 0.0521(8) Uani 1 1 d . . . H69A H 0.1349 1.1354 0.7730 0.063 Uiso 1 1 calc R . . H69B H 0.2311 1.0592 0.8063 0.063 Uiso 1 1 calc R . . C70 C 0.1213(3) 0.9751(3) 0.78398(14) 0.0582(9) Uani 1 1 d . . . H70A H 0.0672 0.9965 0.8175 0.070 Uiso 1 1 calc R . . H70B H 0.0764 0.9777 0.7530 0.070 Uiso 1 1 calc R . . C71 C 0.3493(3) 1.1068(3) 0.72658(14) 0.0561(9) Uani 1 1 d . . . H71A H 0.3080 1.1863 0.7315 0.084 Uiso 1 1 calc R . . H71B H 0.4005 1.0965 0.6923 0.084 Uiso 1 1 calc R . . H71C H 0.3936 1.0822 0.7573 0.084 Uiso 1 1 calc R . . C72 C 0.2085(3) 1.0708(3) 0.67628(13) 0.0556(9) Uani 1 1 d . . . H72A H 0.1563 1.0243 0.6742 0.083 Uiso 1 1 calc R . . H72B H 0.2638 1.0585 0.6434 0.083 Uiso 1 1 calc R . . H72C H 0.1655 1.1501 0.6789 0.083 Uiso 1 1 calc R . . C73 C 0.2448(4) 0.8445(4) 0.83963(16) 0.0770(12) Uani 1 1 d . . . H73A H 0.3002 0.8885 0.8378 0.115 Uiso 1 1 calc R . . H73B H 0.2836 0.7649 0.8438 0.115 Uiso 1 1 calc R . . H73C H 0.1871 0.8699 0.8711 0.115 Uiso 1 1 calc R . . C74 C 0.1160(3) 0.7846(3) 0.79058(18) 0.0730(11) Uani 1 1 d . . . H74A H 0.1618 0.7064 0.7908 0.110 Uiso 1 1 calc R . . H74B H 0.0757 0.7974 0.7581 0.110 Uiso 1 1 calc R . . H74C H 0.0609 0.8002 0.8235 0.110 Uiso 1 1 calc R . . C75 C 0.1774(3) 0.8185(3) 0.59727(16) 0.0525(9) Uani 1 1 d . . . C76 C 0.1757(4) 0.7401(4) 0.63496(18) 0.0748(11) Uani 1 1 d . . . H76 H 0.1052 0.7283 0.6500 0.090 Uiso 1 1 calc R . . C77 C 0.2716(4) 0.6781(4) 0.65179(17) 0.0758(12) Uani 1 1 d . . . H77 H 0.2678 0.6238 0.6793 0.091 Uiso 1 1 calc R . . C78 C 0.3760(3) 0.6901(3) 0.63071(14) 0.0534(9) Uani 1 1 d . . . H78 H 0.4426 0.6441 0.6438 0.064 Uiso 1 1 calc R . . C79 C 0.3852(3) 0.7666(3) 0.59154(15) 0.0553(9) Uani 1 1 d . . . H79 H 0.4571 0.7751 0.5766 0.066 Uiso 1 1 calc R . . C80 C 0.2817(4) 0.8348(3) 0.57337(16) 0.0680(11) Uani 1 1 d . . . H80 H 0.2835 0.8895 0.5459 0.082 Uiso 1 1 calc R . . C81 C 0.0685(4) 0.8895(4) 0.5775(2) 0.1040(18) Uani 1 1 d . . . H81A H 0.0109 0.8480 0.5821 0.156 Uiso 1 1 calc R . . H81B H 0.0833 0.9069 0.5387 0.156 Uiso 1 1 calc R . . H81C H 0.0411 0.9594 0.5989 0.156 Uiso 1 1 calc R . . C82 C 1.0018(4) 0.6362(3) 0.96261(17) 0.0705(11) Uani 1 1 d DU . . C83 C 1.0864(5) 0.6579(4) 0.98741(18) 0.0972(15) Uani 1 1 d DU . . H83 H 1.0690 0.6984 1.0211 0.117 Uiso 1 1 calc R . . C84 C 1.2005(5) 0.6204(5) 0.9632(3) 0.121(2) Uani 1 1 d DU . . H84 H 1.2610 0.6356 0.9794 0.145 Uiso 1 1 calc R . . C85 C 1.2193(5) 0.5603(4) 0.9145(2) 0.1066(18) Uani 1 1 d DU . . H85 H 1.2943 0.5291 0.8972 0.128 Uiso 1 1 calc R . . C86 C 1.1310(6) 0.5472(4) 0.8925(2) 0.1097(18) Uani 1 1 d DU . . H86 H 1.1444 0.5093 0.8583 0.132 Uiso 1 1 calc R . . C87 C 1.0262(5) 0.5835(4) 0.9154(2) 0.0974(15) Uani 1 1 d DU . . H87 H 0.9665 0.5714 0.8974 0.117 Uiso 1 1 calc R . . C88 C 0.8791(6) 0.6733(6) 0.9883(3) 0.152(3) Uani 1 1 d U . . H88A H 0.8305 0.6514 0.9643 0.228 Uiso 1 1 calc R . . H88B H 0.8557 0.7550 0.9933 0.228 Uiso 1 1 calc R . . H88C H 0.8718 0.6374 1.0239 0.228 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 0.02618(16) 0.03278(17) 0.02642(16) 0.00117(11) -0.00148(11) -0.00485(12) Na1 0.0305(6) 0.0477(7) 0.0597(8) -0.0142(6) -0.0013(5) -0.0042(5) N1 0.0262(11) 0.0257(11) 0.0196(10) -0.0010(8) -0.0020(8) -0.0051(9) C1 0.0216(12) 0.0325(14) 0.0299(14) -0.0025(11) -0.0029(10) -0.0063(11) N2 0.0286(11) 0.0287(11) 0.0210(10) -0.0010(8) 0.0004(9) -0.0065(9) C2 0.0263(13) 0.0337(14) 0.0277(14) -0.0050(11) -0.0067(11) -0.0061(11) N3 0.0392(13) 0.0446(14) 0.0323(13) -0.0057(10) -0.0030(10) -0.0060(11) C3 0.0198(12) 0.0263(13) 0.0223(12) -0.0016(10) -0.0021(10) -0.0058(10) N4 0.0441(15) 0.0479(16) 0.0551(17) -0.0003(13) -0.0006(13) -0.0081(12) C4 0.0241(12) 0.0243(13) 0.0226(12) -0.0045(10) -0.0036(10) -0.0052(10) C5 0.0263(13) 0.0244(13) 0.0247(13) -0.0009(10) -0.0032(10) -0.0051(10) C6 0.0231(12) 0.0306(14) 0.0218(12) -0.0027(10) -0.0011(10) -0.0061(10) C7 0.0263(13) 0.0252(13) 0.0256(13) -0.0059(10) -0.0010(10) -0.0026(10) C8 0.0228(12) 0.0244(13) 0.0249(13) -0.0028(10) -0.0034(10) -0.0042(10) C9 0.0389(15) 0.0331(15) 0.0255(13) -0.0026(11) 0.0007(11) -0.0041(12) C10 0.0281(13) 0.0240(13) 0.0213(12) -0.0043(10) 0.0014(10) -0.0055(10) C11 0.0285(13) 0.0228(13) 0.0252(13) -0.0054(10) -0.0025(10) -0.0012(10) C12 0.0359(15) 0.0405(16) 0.0310(15) -0.0053(12) -0.0019(12) -0.0111(13) C13 0.0348(16) 0.0458(18) 0.0457(18) -0.0073(14) -0.0010(13) -0.0163(13) C14 0.0360(16) 0.0421(17) 0.0475(18) -0.0161(14) -0.0097(13) -0.0091(13) C15 0.059(2) 0.0502(19) 0.0315(16) -0.0062(13) -0.0113(14) -0.0158(16) C16 0.0492(18) 0.0384(16) 0.0305(15) -0.0031(12) -0.0046(13) -0.0165(13) C17 0.0262(13) 0.0274(14) 0.0247(13) -0.0041(10) 0.0031(10) -0.0055(10) C18 0.0374(16) 0.0271(15) 0.0600(19) -0.0026(13) -0.0149(14) -0.0059(12) C19 0.0420(18) 0.0286(16) 0.084(2) 0.0072(15) -0.0180(17) -0.0020(13) C20 0.0348(16) 0.052(2) 0.0433(17) 0.0050(14) -0.0059(13) 0.0027(14) C21 0.0315(15) 0.0472(18) 0.0448(17) -0.0109(14) -0.0099(13) -0.0045(13) C22 0.0351(15) 0.0287(14) 0.0430(16) -0.0065(12) -0.0068(12) -0.0062(12) C23 0.0265(13) 0.0253(13) 0.0235(12) -0.0026(10) 0.0019(10) -0.0045(10) C24 0.0311(14) 0.0202(13) 0.0333(14) -0.0035(10) -0.0055(11) -0.0046(10) C25 0.0403(17) 0.0454(18) 0.0333(15) 0.0022(13) -0.0031(13) -0.0017(13) C26 0.0482(19) 0.054(2) 0.0445(18) 0.0090(15) -0.0150(15) -0.0007(15) C27 0.0340(16) 0.0379(17) 0.067(2) 0.0027(15) -0.0189(15) -0.0009(13) C28 0.0302(15) 0.0414(18) 0.064(2) 0.0048(15) -0.0005(14) -0.0067(13) C29 0.0336(15) 0.0330(15) 0.0472(17) 0.0108(13) -0.0020(13) -0.0061(12) C30 0.0299(14) 0.0231(13) 0.0280(13) 0.0019(10) 0.0021(11) -0.0065(10) C31 0.0347(15) 0.0295(15) 0.0404(16) -0.0057(12) -0.0034(12) -0.0050(12) C32 0.0494(18) 0.0325(16) 0.0449(17) -0.0090(13) -0.0016(14) -0.0111(13) C33 0.0525(19) 0.0428(18) 0.0465(18) -0.0061(14) -0.0120(15) -0.0226(15) C34 0.0364(17) 0.054(2) 0.085(3) -0.0175(18) -0.0181(17) -0.0090(15) C35 0.0319(16) 0.0416(18) 0.071(2) -0.0207(16) -0.0069(15) -0.0030(13) C36 0.0280(13) 0.0276(14) 0.0228(13) -0.0011(10) -0.0015(10) -0.0071(10) C37 0.0269(13) 0.0268(13) 0.0247(13) -0.0029(10) -0.0016(10) -0.0054(10) C38 0.0377(15) 0.0269(14) 0.0249(13) -0.0058(10) 0.0010(11) -0.0062(11) C39 0.0402(16) 0.0313(15) 0.0247(13) -0.0005(11) 0.0017(11) -0.0088(12) C40 0.0482(17) 0.0256(14) 0.0320(15) 0.0007(11) -0.0016(13) -0.0110(12) C41 0.0358(15) 0.0261(14) 0.0257(13) -0.0047(10) -0.0005(11) -0.0071(11) C42 0.071(2) 0.0344(16) 0.0283(15) -0.0013(12) 0.0063(14) -0.0137(15) C43 0.0331(14) 0.0260(13) 0.0241(13) -0.0017(10) 0.0014(11) -0.0079(11) C44 0.0348(15) 0.0260(14) 0.0293(14) 0.0007(11) -0.0019(11) -0.0089(11) C45 0.0360(15) 0.0429(17) 0.0306(14) -0.0051(12) 0.0008(12) -0.0139(13) C46 0.0518(19) 0.0526(19) 0.0312(15) -0.0063(13) -0.0039(14) -0.0194(15) C47 0.0467(19) 0.066(2) 0.0512(19) -0.0057(16) -0.0185(16) -0.0191(16) C48 0.0342(17) 0.071(2) 0.074(2) -0.0196(19) -0.0126(17) -0.0048(16) C49 0.0375(17) 0.0480(19) 0.056(2) -0.0192(15) -0.0037(14) -0.0053(14) C50 0.0391(15) 0.0268(14) 0.0246(13) -0.0051(10) -0.0059(11) -0.0072(11) C51 0.0395(16) 0.0365(16) 0.0395(16) 0.0000(12) -0.0053(13) -0.0091(13) C52 0.0399(17) 0.049(2) 0.0510(19) -0.0051(15) -0.0053(14) -0.0030(14) C53 0.051(2) 0.0381(18) 0.058(2) -0.0087(15) -0.0202(16) 0.0048(15) C54 0.067(2) 0.0282(16) 0.0514(19) 0.0045(13) -0.0208(17) -0.0051(15) C55 0.0495(18) 0.0326(16) 0.0355(15) 0.0007(12) -0.0093(13) -0.0116(13) C56 0.0482(17) 0.0264(14) 0.0267(14) -0.0039(11) 0.0003(12) -0.0079(12) C57 0.0465(17) 0.0239(14) 0.0259(13) -0.0088(10) -0.0025(12) -0.0068(12) C58 0.0523(18) 0.0312(16) 0.0373(16) -0.0055(12) -0.0045(13) -0.0111(13) C59 0.074(2) 0.0296(16) 0.0361(16) -0.0019(12) -0.0053(15) -0.0116(15) C60 0.066(2) 0.0366(18) 0.0426(18) -0.0078(14) -0.0152(16) 0.0011(16) C61 0.0459(19) 0.052(2) 0.0505(19) -0.0133(16) -0.0084(15) -0.0029(15) C62 0.0482(18) 0.0362(16) 0.0388(16) -0.0080(13) -0.0016(13) -0.0119(14) C63 0.059(2) 0.0273(15) 0.0351(16) -0.0031(12) -0.0121(14) -0.0077(13) C64 0.062(2) 0.061(2) 0.0473(19) -0.0032(16) -0.0120(17) -0.0232(18) C65 0.071(3) 0.088(3) 0.075(3) 0.010(2) -0.027(2) -0.034(2) C66 0.112(4) 0.071(3) 0.096(3) 0.000(3) -0.065(3) -0.030(3) C67 0.132(5) 0.105(4) 0.104(4) -0.062(3) -0.064(4) 0.002(3) C68 0.083(3) 0.086(3) 0.073(3) -0.048(2) -0.031(2) 0.008(2) C69 0.058(2) 0.0446(19) 0.0437(18) -0.0061(14) 0.0030(15) -0.0006(16) C70 0.048(2) 0.061(2) 0.052(2) -0.0024(17) 0.0118(16) -0.0003(17) C71 0.055(2) 0.056(2) 0.058(2) -0.0059(17) -0.0104(17) -0.0162(17) C72 0.062(2) 0.061(2) 0.0447(19) 0.0005(16) -0.0162(16) -0.0132(17) C73 0.091(3) 0.074(3) 0.069(3) 0.011(2) -0.021(2) -0.023(2) C74 0.062(2) 0.075(3) 0.086(3) -0.002(2) 0.004(2) -0.030(2) C75 0.0358(17) 0.0425(19) 0.080(2) -0.0268(18) -0.0068(16) -0.0098(14) C76 0.069(3) 0.079(3) 0.078(3) -0.017(2) 0.006(2) -0.029(2) C77 0.065(3) 0.096(3) 0.070(3) -0.016(2) -0.006(2) -0.027(2) C78 0.0462(19) 0.055(2) 0.059(2) -0.0144(17) -0.0158(16) -0.0087(16) C79 0.053(2) 0.045(2) 0.068(2) -0.0135(17) -0.0160(17) -0.0097(16) C80 0.101(3) 0.0371(19) 0.069(2) -0.0066(17) -0.017(2) -0.022(2) C81 0.063(3) 0.078(3) 0.170(5) -0.042(3) -0.042(3) -0.001(2) C82 0.074(3) 0.066(2) 0.066(2) 0.014(2) -0.006(2) -0.012(2) C83 0.137(4) 0.096(3) 0.056(2) -0.015(2) -0.018(3) -0.025(3) C84 0.118(4) 0.132(4) 0.140(4) 0.050(4) -0.071(4) -0.062(3) C85 0.079(3) 0.091(3) 0.123(4) 0.043(3) 0.026(3) 0.001(3) C86 0.147(5) 0.082(3) 0.089(3) -0.004(3) 0.009(4) -0.021(3) C87 0.130(4) 0.088(3) 0.089(3) 0.010(3) -0.027(3) -0.051(3) C88 0.125(4) 0.141(4) 0.173(4) 0.050(4) 0.009(3) -0.022(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ga1 N2 1.943(2) . ? Ga1 N1 1.960(2) . ? Ga1 Na1 2.9404(13) . ? Na1 N3 2.434(3) . ? Na1 N4 2.482(3) . ? Na1 C78 2.823(3) . ? Na1 C77 3.079(4) . ? N1 C1 1.397(3) . ? N1 C3 1.414(3) . ? C1 C2 1.328(4) . ? N2 C2 1.399(3) . ? N2 C36 1.417(3) . ? N3 C71 1.462(4) . ? N3 C69 1.462(4) . ? N3 C72 1.463(4) . ? C3 C4 1.412(3) . ? C3 C8 1.417(3) . ? N4 C73 1.455(5) . ? N4 C70 1.466(4) . ? N4 C74 1.472(4) . ? C4 C5 1.387(3) . ? C4 C10 1.536(3) . ? C5 C6 1.394(3) . ? C6 C7 1.383(3) . ? C6 C9 1.510(3) . ? C7 C8 1.388(3) . ? C8 C23 1.527(3) . ? C10 C11 1.521(3) . ? C10 C17 1.526(3) . ? C11 C16 1.385(4) . ? C11 C12 1.393(4) . ? C12 C13 1.384(4) . ? C13 C14 1.371(4) . ? C14 C15 1.377(4) . ? C15 C16 1.394(4) . ? C17 C18 1.380(4) . ? C17 C22 1.393(4) . ? C18 C19 1.390(4) . ? C19 C20 1.374(4) . ? C20 C21 1.381(4) . ? C21 C22 1.381(4) . ? C23 C24 1.525(3) . ? C23 C30 1.530(3) . ? C24 C29 1.386(4) . ? C24 C25 1.386(4) . ? C25 C26 1.392(4) . ? C26 C27 1.372(5) . ? C27 C28 1.380(4) . ? C28 C29 1.385(4) . ? C30 C35 1.382(4) . ? C30 C31 1.384(4) . ? C31 C32 1.388(4) . ? C32 C33 1.370(4) . ? C33 C34 1.368(4) . ? C34 C35 1.385(4) . ? C36 C41 1.407(4) . ? C36 C37 1.409(3) . ? C37 C38 1.395(4) . ? C37 C43 1.527(3) . ? C38 C39 1.386(4) . ? C39 C40 1.398(4) . ? C39 C42 1.508(4) . ? C40 C41 1.385(4) . ? C41 C56 1.534(3) . ? C43 C50 1.523(4) . ? C43 C44 1.529(4) . ? C44 C49 1.378(4) . ? C44 C45 1.386(4) . ? C45 C46 1.387(4) . ? C46 C47 1.368(4) . ? C47 C48 1.384(5) . ? C48 C49 1.379(4) . ? C50 C51 1.384(4) . ? C50 C55 1.395(4) . ? C51 C52 1.393(4) . ? C52 C53 1.369(5) . ? C53 C54 1.374(5) . ? C54 C55 1.390(4) . ? C56 C57 1.525(4) . ? C56 C63 1.526(4) . ? C57 C62 1.382(4) . ? C57 C58 1.394(4) . ? C58 C59 1.391(4) . ? C59 C60 1.369(5) . ? C60 C61 1.375(5) . ? C61 C62 1.385(4) . ? C63 C64 1.367(5) . ? C63 C68 1.383(4) . ? C64 C65 1.390(5) . ? C65 C66 1.364(6) . ? C66 C67 1.354(7) . ? C67 C68 1.377(6) . ? C69 C70 1.503(5) . ? C75 C76 1.331(6) . ? C75 C80 1.413(5) . ? C75 C81 1.518(5) . ? C76 C77 1.329(6) . ? C77 C78 1.375(5) . ? C78 C79 1.354(5) . ? C79 C80 1.440(5) . ? C82 C87 1.308(5) . ? C82 C83 1.359(5) . ? C82 C88 1.518(7) . ? C83 C84 1.416(6) . ? C84 C85 1.387(6) . ? C85 C86 1.321(6) . ? C86 C87 1.307(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ga1 N1 82.70(8) . . ? N2 Ga1 Na1 134.39(7) . . ? N1 Ga1 Na1 142.91(6) . . ? N3 Na1 N4 75.91(9) . . ? N3 Na1 C78 128.81(11) . . ? N4 Na1 C78 117.22(11) . . ? N3 Na1 Ga1 108.24(8) . . ? N4 Na1 Ga1 130.98(8) . . ? C78 Na1 Ga1 98.19(8) . . ? N3 Na1 C77 123.16(12) . . ? N4 Na1 C77 90.85(11) . . ? C78 Na1 C77 26.49(10) . . ? Ga1 Na1 C77 120.87(9) . . ? C1 N1 C3 117.71(19) . . ? C1 N1 Ga1 111.70(15) . . ? C3 N1 Ga1 130.20(16) . . ? C2 C1 N1 116.7(2) . . ? C2 N2 C36 118.5(2) . . ? C2 N2 Ga1 112.37(15) . . ? C36 N2 Ga1 128.43(16) . . ? C1 C2 N2 116.4(2) . . ? C71 N3 C69 109.5(2) . . ? C71 N3 C72 109.5(3) . . ? C69 N3 C72 110.9(3) . . ? C71 N3 Na1 113.72(19) . . ? C69 N3 Na1 106.30(18) . . ? C72 N3 Na1 106.87(19) . . ? C4 C3 N1 120.4(2) . . ? C4 C3 C8 118.5(2) . . ? N1 C3 C8 121.1(2) . . ? C73 N4 C70 112.0(3) . . ? C73 N4 C74 108.9(3) . . ? C70 N4 C74 108.2(3) . . ? C73 N4 Na1 101.6(2) . . ? C70 N4 Na1 104.65(19) . . ? C74 N4 Na1 121.4(2) . . ? C5 C4 C3 119.5(2) . . ? C5 C4 C10 120.6(2) . . ? C3 C4 C10 119.9(2) . . ? C4 C5 C6 122.3(2) . . ? C7 C6 C5 117.5(2) . . ? C7 C6 C9 121.0(2) . . ? C5 C6 C9 121.5(2) . . ? C6 C7 C8 122.5(2) . . ? C7 C8 C3 119.5(2) . . ? C7 C8 C23 120.3(2) . . ? C3 C8 C23 120.0(2) . . ? C11 C10 C17 116.1(2) . . ? C11 C10 C4 112.0(2) . . ? C17 C10 C4 111.93(19) . . ? C16 C11 C12 117.9(2) . . ? C16 C11 C10 118.8(2) . . ? C12 C11 C10 123.3(2) . . ? C13 C12 C11 120.7(3) . . ? C14 C13 C12 120.9(3) . . ? C13 C14 C15 119.2(3) . . ? C14 C15 C16 120.2(3) . . ? C11 C16 C15 121.0(3) . . ? C18 C17 C22 116.9(2) . . ? C18 C17 C10 124.4(2) . . ? C22 C17 C10 118.6(2) . . ? C17 C18 C19 121.5(3) . . ? C20 C19 C18 120.8(3) . . ? C19 C20 C21 118.7(3) . . ? C22 C21 C20 120.3(3) . . ? C21 C22 C17 121.9(3) . . ? C24 C23 C8 115.3(2) . . ? C24 C23 C30 112.7(2) . . ? C8 C23 C30 108.88(19) . . ? C29 C24 C25 118.0(2) . . ? C29 C24 C23 122.9(2) . . ? C25 C24 C23 119.1(2) . . ? C24 C25 C26 120.8(3) . . ? C27 C26 C25 120.5(3) . . ? C26 C27 C28 119.3(3) . . ? C27 C28 C29 120.2(3) . . ? C24 C29 C28 121.2(3) . . ? C35 C30 C31 117.3(2) . . ? C35 C30 C23 118.2(2) . . ? C31 C30 C23 124.4(2) . . ? C30 C31 C32 121.1(3) . . ? C33 C32 C31 120.6(3) . . ? C34 C33 C32 119.0(3) . . ? C33 C34 C35 120.4(3) . . ? C30 C35 C34 121.5(3) . . ? C41 C36 C37 119.1(2) . . ? C41 C36 N2 119.9(2) . . ? C37 C36 N2 121.0(2) . . ? C38 C37 C36 119.0(2) . . ? C38 C37 C43 120.7(2) . . ? C36 C37 C43 120.2(2) . . ? C39 C38 C37 122.6(2) . . ? C38 C39 C40 117.3(2) . . ? C38 C39 C42 121.6(2) . . ? C40 C39 C42 121.1(2) . . ? C41 C40 C39 122.2(2) . . ? C40 C41 C36 119.7(2) . . ? C40 C41 C56 121.2(2) . . ? C36 C41 C56 119.1(2) . . ? C50 C43 C37 116.4(2) . . ? C50 C43 C44 110.6(2) . . ? C37 C43 C44 110.4(2) . . ? C49 C44 C45 117.7(3) . . ? C49 C44 C43 119.4(2) . . ? C45 C44 C43 122.9(2) . . ? C44 C45 C46 121.5(3) . . ? C47 C46 C45 119.7(3) . . ? C46 C47 C48 119.7(3) . . ? C49 C48 C47 119.9(3) . . ? C44 C49 C48 121.5(3) . . ? C51 C50 C55 117.8(3) . . ? C51 C50 C43 123.6(2) . . ? C55 C50 C43 118.5(2) . . ? C50 C51 C52 121.0(3) . . ? C53 C52 C51 120.5(3) . . ? C52 C53 C54 119.5(3) . . ? C53 C54 C55 120.3(3) . . ? C54 C55 C50 120.9(3) . . ? C57 C56 C63 111.7(2) . . ? C57 C56 C41 112.1(2) . . ? C63 C56 C41 114.6(2) . . ? C62 C57 C58 118.0(3) . . ? C62 C57 C56 119.4(3) . . ? C58 C57 C56 122.5(3) . . ? C59 C58 C57 120.4(3) . . ? C60 C59 C58 120.5(3) . . ? C59 C60 C61 119.8(3) . . ? C60 C61 C62 120.0(3) . . ? C57 C62 C61 121.3(3) . . ? C64 C63 C68 117.8(3) . . ? C64 C63 C56 124.3(3) . . ? C68 C63 C56 117.9(3) . . ? C63 C64 C65 120.7(3) . . ? C66 C65 C64 120.6(4) . . ? C67 C66 C65 119.1(4) . . ? C66 C67 C68 120.8(4) . . ? C67 C68 C63 120.9(4) . . ? N3 C69 C70 114.0(3) . . ? N4 C70 C69 114.3(3) . . ? C76 C75 C80 120.3(4) . . ? C76 C75 C81 121.2(4) . . ? C80 C75 C81 118.5(4) . . ? C77 C76 C75 120.7(4) . . ? C76 C77 C78 122.1(4) . . ? C76 C77 Na1 105.4(3) . . ? C78 C77 Na1 66.3(2) . . ? C79 C78 C77 120.8(4) . . ? C79 C78 Na1 94.7(2) . . ? C77 C78 Na1 87.2(2) . . ? C78 C79 C80 117.4(4) . . ? C75 C80 C79 118.6(4) . . ? C87 C82 C83 119.5(5) . . ? C87 C82 C88 119.3(5) . . ? C83 C82 C88 121.2(5) . . ? C82 C83 C84 120.2(4) . . ? C85 C84 C83 116.5(5) . . ? C86 C85 C84 118.8(5) . . ? C87 C86 C85 123.6(6) . . ? C86 C87 C82 121.4(5) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.828 _refine_diff_density_min -0.401 _refine_diff_density_rms 0.055 # Attachment '- compound6b.CIF' data_compound6b _database_code_depnum_ccdc_archive 'CCDC 866219' #TrackingRef '- compound6b.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C92 H90 Ga N4 Na' _chemical_formula_weight 1344.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pna2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 22.532(5) _cell_length_b 14.975(3) _cell_length_c 22.623(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7633(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.170 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2848 _exptl_absorpt_coefficient_mu 0.414 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.816 _exptl_absorpt_correction_T_max 0.920 _exptl_absorpt_process_details 'SCALE3 ABSPACK' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Gemini Ultra' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23253 _diffrn_reflns_av_R_equivalents 0.0421 _diffrn_reflns_av_sigmaI/netI 0.0653 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 24.99 _reflns_number_total 13301 _reflns_number_gt 9944 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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. three molecules of benzene of crystallisation were located in the asymmetric unit. The carbon atoms of 2 were refined anisotropically while the carbon atoms of the other were refined isotropically. The crystal structure was found to be a racemic twin and was refined with the TWIN and BASF commands of Shelxl. Attempts to solve and refine the structure in centrosymmetric space groups were not successful.The relatively high r-factors of the structure arise from the weakness of the diffraction data at the higher theta angles of the collection. ; _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^)+(0.1505P)^2^+6.8895P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.488(18) _refine_ls_number_reflns 13301 _refine_ls_number_parameters 860 _refine_ls_number_restraints 113 _refine_ls_R_factor_all 0.1156 _refine_ls_R_factor_gt 0.0862 _refine_ls_wR_factor_ref 0.2483 _refine_ls_wR_factor_gt 0.2277 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.087 _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 0.96509(3) 0.01929(5) 0.98914(4) 0.0420(2) Uani 1 1 d . . . Na1 Na 0.91409(13) 0.1053(2) 1.09270(13) 0.0600(8) Uani 1 1 d . . . N1 N 1.0320(2) 0.0021(3) 0.9344(2) 0.0348(12) Uani 1 1 d D . . N2 N 0.92015(19) 0.0052(3) 0.9181(2) 0.0299(11) Uani 1 1 d D . . N3 N 0.8359(4) 0.0302(5) 1.1480(4) 0.081(2) Uani 1 1 d D . . N4 N 0.9692(4) 0.0519(6) 1.1797(3) 0.087(3) Uani 1 1 d D . . C1 C 1.0093(2) -0.0114(3) 0.87532(19) 0.0209(11) Uani 1 1 d DU . . H1 H 1.0358 -0.0190 0.8431 0.025 Uiso 1 1 calc R . . C2 C 0.9508(2) -0.0131(5) 0.8664(3) 0.0510(18) Uani 1 1 d DU . . H2 H 0.9326 -0.0253 0.8294 0.061 Uiso 1 1 calc R . . C3 C 1.0933(3) -0.0014(4) 0.9476(3) 0.0317(14) Uani 1 1 d . . . C4 C 1.1265(3) 0.0780(4) 0.9555(3) 0.0350(14) Uani 1 1 d . . . C5 C 1.1866(3) 0.0728(5) 0.9691(3) 0.0381(15) Uani 1 1 d . . . H5 H 1.2087 0.1265 0.9733 0.046 Uiso 1 1 calc R . . C6 C 1.2150(2) -0.0074(4) 0.9764(3) 0.0337(15) Uani 1 1 d . . . C7 C 1.1819(3) -0.0847(4) 0.9695(3) 0.0406(16) Uani 1 1 d . . . H7 H 1.2010 -0.1406 0.9753 0.049 Uiso 1 1 calc R . . C8 C 1.1226(3) -0.0846(4) 0.9547(3) 0.0362(14) Uani 1 1 d . . . C9 C 1.2803(2) -0.0100(4) 0.9917(5) 0.0511(17) Uani 1 1 d . . . H9A H 1.2902 0.0414 1.0167 0.077 Uiso 1 1 calc R . . H9B H 1.3039 -0.0076 0.9554 0.077 Uiso 1 1 calc R . . H9C H 1.2892 -0.0653 1.0130 0.077 Uiso 1 1 calc R . . C10 C 1.0953(2) 0.1670(4) 0.9458(3) 0.0337(14) Uani 1 1 d . . . H10 H 1.0524 0.1547 0.9537 0.040 Uiso 1 1 calc R . . C11 C 1.0977(3) 0.1955(4) 0.8821(3) 0.0377(15) Uani 1 1 d . . . C12 C 1.1524(3) 0.2054(5) 0.8518(3) 0.0532(19) Uani 1 1 d . . . H12 H 1.1888 0.1942 0.8718 0.064 Uiso 1 1 calc R . . C13 C 1.1527(4) 0.2314(6) 0.7930(4) 0.069(3) Uani 1 1 d . . . H13 H 1.1894 0.2375 0.7727 0.083 Uiso 1 1 calc R . . C14 C 1.1009(5) 0.2485(7) 0.7638(4) 0.071(2) Uani 1 1 d . . . H14 H 1.1022 0.2680 0.7239 0.086 Uiso 1 1 calc R . . C15 C 1.0470(5) 0.2379(7) 0.7913(4) 0.078(3) Uani 1 1 d . . . H15 H 1.0112 0.2475 0.7700 0.093 Uiso 1 1 calc R . . C16 C 1.0453(3) 0.2132(5) 0.8502(3) 0.0494(18) Uani 1 1 d . . . H16 H 1.0081 0.2080 0.8695 0.059 Uiso 1 1 calc R . . C17 C 1.1126(3) 0.2378(4) 0.9905(4) 0.0425(14) Uani 1 1 d . . . C18 C 1.1474(3) 0.3119(5) 0.9792(4) 0.0469(18) Uani 1 1 d . . . H18 H 1.1621 0.3201 0.9402 0.056 Uiso 1 1 calc R . . C19 C 1.1617(3) 0.3738(5) 1.0210(4) 0.059(2) Uani 1 1 d . . . H19 H 1.1862 0.4230 1.0108 0.070 Uiso 1 1 calc R . . C20 C 1.1412(4) 0.3655(6) 1.0771(4) 0.073(3) Uani 1 1 d . . . H20 H 1.1521 0.4075 1.1066 0.087 Uiso 1 1 calc R . . C21 C 1.1044(7) 0.2949(8) 1.0903(4) 0.112(5) Uani 1 1 d . . . H21 H 1.0878 0.2905 1.1288 0.135 Uiso 1 1 calc R . . C22 C 1.0906(5) 0.2280(7) 1.0471(4) 0.088(3) Uani 1 1 d . . . H22 H 1.0669 0.1779 1.0572 0.106 Uiso 1 1 calc R . . C23 C 1.0871(3) -0.1692(4) 0.9481(3) 0.0402(15) Uani 1 1 d . . . H23 H 1.0445 -0.1507 0.9497 0.048 Uiso 1 1 calc R . . C24 C 1.0954(3) -0.2154(4) 0.8881(3) 0.0349(14) Uani 1 1 d . . . C25 C 1.1449(3) -0.2082(5) 0.8538(3) 0.0463(17) Uani 1 1 d . . . H25 H 1.1764 -0.1709 0.8668 0.056 Uiso 1 1 calc R . . C26 C 1.1510(4) -0.2540(6) 0.7999(4) 0.058(2) Uani 1 1 d . . . H26 H 1.1859 -0.2474 0.7767 0.069 Uiso 1 1 calc R . . C27 C 1.1059(4) -0.3082(6) 0.7815(4) 0.064(2) Uani 1 1 d . . . H27 H 1.1095 -0.3405 0.7456 0.076 Uiso 1 1 calc R . . C28 C 1.0548(4) -0.3161(6) 0.8156(3) 0.060(2) Uani 1 1 d . . . H28 H 1.0236 -0.3542 0.8028 0.073 Uiso 1 1 calc R . . C29 C 1.0492(3) -0.2701(6) 0.8667(3) 0.0525(19) Uani 1 1 d . . . H29 H 1.0133 -0.2747 0.8887 0.063 Uiso 1 1 calc R . . C30 C 1.0960(3) -0.2340(5) 0.9998(3) 0.0446(17) Uani 1 1 d . . . C31 C 1.0703(4) -0.2131(6) 1.0538(4) 0.062(2) Uani 1 1 d . . . H31 H 1.0491 -0.1587 1.0584 0.074 Uiso 1 1 calc R . . C32 C 1.0755(4) -0.2716(8) 1.1007(4) 0.077(3) Uani 1 1 d . . . H32 H 1.0546 -0.2598 1.1363 0.092 Uiso 1 1 calc R . . C33 C 1.1096(4) -0.3451(6) 1.0967(4) 0.069(2) Uani 1 1 d . . . H33 H 1.1151 -0.3820 1.1305 0.083 Uiso 1 1 calc R . . C34 C 1.1368(4) -0.3673(5) 1.0440(4) 0.068(2) Uani 1 1 d . . . H34 H 1.1600 -0.4202 1.0412 0.082 Uiso 1 1 calc R . . C35 C 1.1302(3) -0.3115(4) 0.9946(4) 0.0500(17) Uani 1 1 d . . . H35 H 1.1487 -0.3262 0.9582 0.060 Uiso 1 1 calc R . . C36 C 0.8589(2) 0.0047(4) 0.9071(3) 0.0314(14) Uani 1 1 d . . . C37 C 0.8275(2) 0.0855(4) 0.8997(3) 0.0327(14) Uani 1 1 d . . . C38 C 0.7675(3) 0.0854(4) 0.8878(3) 0.0351(14) Uani 1 1 d . . . H38 H 0.7476 0.1407 0.8821 0.042 Uiso 1 1 calc R . . C39 C 0.7353(3) 0.0059(4) 0.8838(3) 0.0368(15) Uani 1 1 d . . . C40 C 0.7661(3) -0.0751(4) 0.8922(3) 0.0331(14) Uani 1 1 d . . . H40 H 0.7453 -0.1300 0.8884 0.040 Uiso 1 1 calc R . . C41 C 0.8264(3) -0.0761(4) 0.9061(3) 0.0328(13) Uani 1 1 d . . . C42 C 0.6706(3) 0.0049(5) 0.8668(4) 0.052(2) Uani 1 1 d . . . H42A H 0.6617 0.0578 0.8429 0.079 Uiso 1 1 calc R . . H42B H 0.6462 0.0055 0.9027 0.079 Uiso 1 1 calc R . . H42C H 0.6621 -0.0491 0.8439 0.079 Uiso 1 1 calc R . . C43 C 0.8643(3) 0.1739(4) 0.9050(3) 0.0378(14) Uani 1 1 d . . . H43 H 0.9066 0.1580 0.8969 0.045 Uiso 1 1 calc R . . C44 C 0.8455(3) 0.2405(5) 0.8570(3) 0.0479(18) Uani 1 1 d . . . C45 C 0.8143(3) 0.3184(5) 0.8677(4) 0.0532(18) Uani 1 1 d . . . H45 H 0.8017 0.3310 0.9069 0.064 Uiso 1 1 calc R . . C46 C 0.8009(4) 0.3784(5) 0.8234(5) 0.066(2) Uani 1 1 d . . . H46 H 0.7794 0.4316 0.8317 0.079 Uiso 1 1 calc R . . C47 C 0.8193(5) 0.3595(7) 0.7672(5) 0.088(3) Uani 1 1 d . . . H47 H 0.8118 0.4010 0.7363 0.106 Uiso 1 1 calc R . . C48 C 0.8481(7) 0.2828(9) 0.7549(5) 0.108(4) Uani 1 1 d . . . H48 H 0.8591 0.2694 0.7154 0.130 Uiso 1 1 calc R . . C49 C 0.8616(5) 0.2232(7) 0.8003(4) 0.077(3) Uani 1 1 d . . . H49 H 0.8824 0.1697 0.7914 0.092 Uiso 1 1 calc R . . C50 C 0.8624(3) 0.2128(4) 0.9664(3) 0.0427(16) Uani 1 1 d . . . C51 C 0.9127(3) 0.2587(5) 0.9867(4) 0.0563(17) Uani 1 1 d . . . H51 H 0.9467 0.2638 0.9622 0.068 Uiso 1 1 calc R . . C52 C 0.9129(5) 0.2964(6) 1.0426(5) 0.080(3) Uani 1 1 d . . . H52 H 0.9477 0.3255 1.0564 0.096 Uiso 1 1 calc R . . C53 C 0.8632(5) 0.2929(6) 1.0792(4) 0.071(3) Uani 1 1 d . . . H53 H 0.8632 0.3210 1.1168 0.085 Uiso 1 1 calc R . . C54 C 0.8130(4) 0.2461(6) 1.0586(4) 0.070(2) Uani 1 1 d . . . H54 H 0.7786 0.2412 1.0827 0.084 Uiso 1 1 calc R . . C55 C 0.8140(3) 0.2078(5) 1.0035(3) 0.053(2) Uani 1 1 d . . . H55 H 0.7798 0.1764 0.9904 0.064 Uiso 1 1 calc R . . C56 C 0.8599(3) -0.1638(4) 0.9182(3) 0.0375(15) Uani 1 1 d . . . H56 H 0.9031 -0.1484 0.9172 0.045 Uiso 1 1 calc R . . C57 C 0.8503(3) -0.2313(4) 0.8690(3) 0.0384(15) Uani 1 1 d . . . C58 C 0.8888(4) -0.2346(6) 0.8215(4) 0.061(2) Uani 1 1 d . . . H58 H 0.9208 -0.1935 0.8209 0.073 Uiso 1 1 calc R . . C59 C 0.8838(4) -0.2931(7) 0.7753(4) 0.073(3) Uani 1 1 d . . . H59 H 0.9106 -0.2909 0.7429 0.088 Uiso 1 1 calc R . . C60 C 0.8381(4) -0.3563(6) 0.7770(4) 0.064(2) Uani 1 1 d . . . H60 H 0.8333 -0.3980 0.7457 0.077 Uiso 1 1 calc R . . C61 C 0.8009(3) -0.3573(5) 0.8235(4) 0.0529(19) Uani 1 1 d . . . H61 H 0.7701 -0.4006 0.8248 0.063 Uiso 1 1 calc R . . C62 C 0.8062(3) -0.2978(5) 0.8690(3) 0.0486(18) Uani 1 1 d . . . H62 H 0.7794 -0.3014 0.9013 0.058 Uiso 1 1 calc R . . C63 C 0.8479(3) -0.1998(4) 0.9806(3) 0.0398(15) Uani 1 1 d . . . C64 C 0.8975(4) -0.2290(5) 1.0134(3) 0.0559(19) Uani 1 1 d . . . H64 H 0.9364 -0.2233 0.9977 0.067 Uiso 1 1 calc R . . C65 C 0.8885(4) -0.2662(6) 1.0691(4) 0.073(3) Uani 1 1 d . . . H65 H 0.9219 -0.2873 1.0906 0.087 Uiso 1 1 calc R . . C66 C 0.8328(4) -0.2736(6) 1.0942(4) 0.066(2) Uani 1 1 d . . . H66 H 0.8278 -0.2965 1.1331 0.079 Uiso 1 1 calc R . . C67 C 0.7843(4) -0.2465(6) 1.0609(3) 0.063(2) Uani 1 1 d . . . H67 H 0.7453 -0.2541 1.0761 0.075 Uiso 1 1 calc R . . C68 C 0.7922(3) -0.2080(5) 1.0045(3) 0.0486(18) Uani 1 1 d . . . H68 H 0.7586 -0.1875 0.9830 0.058 Uiso 1 1 calc R . . C69 C 0.8685(5) -0.0299(8) 1.1848(6) 0.112(4) Uani 1 1 d DU . . H69A H 0.8824 -0.0807 1.1604 0.135 Uiso 1 1 calc R . . H69B H 0.8415 -0.0541 1.2154 0.135 Uiso 1 1 calc R . . C70 C 0.9208(5) 0.0113(8) 1.2145(5) 0.097(3) Uani 1 1 d DU . . H70A H 0.9055 0.0581 1.2414 0.116 Uiso 1 1 calc R . . H70B H 0.9390 -0.0353 1.2397 0.116 Uiso 1 1 calc R . . C71 C 0.7934(4) 0.0791(7) 1.1820(5) 0.084(3) Uani 1 1 d . . . H71A H 0.8142 0.1189 1.2094 0.127 Uiso 1 1 calc R . . H71B H 0.7686 0.0373 1.2045 0.127 Uiso 1 1 calc R . . H71C H 0.7683 0.1145 1.1555 0.127 Uiso 1 1 calc R . . C72 C 0.8030(7) -0.0218(9) 1.1024(7) 0.116(4) Uani 1 1 d U . . H72A H 0.7894 -0.0783 1.1195 0.174 Uiso 1 1 calc R . . H72B H 0.8293 -0.0340 1.0688 0.174 Uiso 1 1 calc R . . H72C H 0.7687 0.0128 1.0889 0.174 Uiso 1 1 calc R . . C73 C 0.9931(6) 0.1257(10) 1.2142(6) 0.121(5) Uani 1 1 d . . . H73A H 1.0361 0.1182 1.2186 0.181 Uiso 1 1 calc R . . H73B H 0.9745 0.1263 1.2534 0.181 Uiso 1 1 calc R . . H73C H 0.9849 0.1822 1.1940 0.181 Uiso 1 1 calc R . . C74 C 1.0081(7) -0.0209(10) 1.1649(8) 0.134(5) Uani 1 1 d DU . . H74A H 1.0144 -0.0582 1.1999 0.201 Uiso 1 1 calc R . . H74B H 1.0462 0.0028 1.1512 0.201 Uiso 1 1 calc R . . H74C H 0.9901 -0.0569 1.1335 0.201 Uiso 1 1 calc R . . C75 C 1.0256(4) 0.4887(5) 0.9610(4) 0.062(2) Uani 1 1 d D . . H75 H 1.0598 0.4835 0.9854 0.075 Uiso 1 1 calc R . . C76 C 0.9858(3) 0.5579(6) 0.9696(4) 0.062(2) Uani 1 1 d D . . H76 H 0.9925 0.6005 1.0000 0.075 Uiso 1 1 calc R . . C77 C 0.9365(3) 0.5648(6) 0.9339(4) 0.065(2) Uani 1 1 d D . . H77 H 0.9091 0.6122 0.9401 0.078 Uiso 1 1 calc R . . C78 C 0.9264(4) 0.5051(5) 0.8903(6) 0.077(3) Uani 1 1 d D . . H78 H 0.8922 0.5108 0.8660 0.093 Uiso 1 1 calc R . . C79 C 0.9664(3) 0.4349(6) 0.8808(4) 0.064(2) Uani 1 1 d D . . H79 H 0.9599 0.3930 0.8499 0.077 Uiso 1 1 calc R . . C80 C 1.0153(3) 0.4277(6) 0.9171(4) 0.062(2) Uani 1 1 d D . . H80 H 1.0422 0.3797 0.9116 0.075 Uiso 1 1 calc R . . C81 C 0.6124(4) 0.0276(9) 0.7123(4) 0.125(5) Uani 1 1 d DU . . H81 H 0.6462 0.0357 0.7369 0.150 Uiso 1 1 calc R . . C82 C 0.6196(5) 0.0155(7) 0.6499(5) 0.122(5) Uani 1 1 d DU . . H82 H 0.6580 0.0164 0.6326 0.146 Uiso 1 1 calc R . . C83 C 0.5683(6) 0.0023(8) 0.6141(4) 0.116(5) Uani 1 1 d DU . . H83 H 0.5727 -0.0027 0.5724 0.139 Uiso 1 1 calc R . . C84 C 0.5105(5) -0.0037(10) 0.6392(5) 0.137(6) Uani 1 1 d DU . . H84 H 0.4770 -0.0161 0.6150 0.164 Uiso 1 1 calc R . . C85 C 0.5034(4) 0.0094(10) 0.7022(5) 0.148(6) Uani 1 1 d DU . . H85 H 0.4652 0.0061 0.7199 0.177 Uiso 1 1 calc R . . C86 C 0.5544(5) 0.0273(8) 0.7372(4) 0.092(3) Uani 1 1 d DU . . H86 H 0.5497 0.0394 0.7782 0.111 Uiso 1 1 calc R . . C87 C 1.1935(6) 0.0773(10) 1.1298(7) 0.136(5) Uiso 1 1 d D . . H87 H 1.1858 0.1092 1.0943 0.164 Uiso 1 1 calc R . . C88 C 1.2098(6) 0.1269(12) 1.1828(7) 0.152(6) Uiso 1 1 d D . . H88 H 1.2151 0.1898 1.1825 0.183 Uiso 1 1 calc R . . C89 C 1.2168(6) 0.0771(10) 1.2326(6) 0.116(4) Uiso 1 1 d D . . H89 H 1.2266 0.1061 1.2686 0.139 Uiso 1 1 calc R . . C90 C 1.2102(8) -0.0118(11) 1.2320(8) 0.142(6) Uiso 1 1 d D . . H90 H 1.2148 -0.0435 1.2681 0.171 Uiso 1 1 calc R . . C91 C 1.1970(7) -0.0599(12) 1.1812(7) 0.139(5) Uiso 1 1 d D . . H91 H 1.1937 -0.1231 1.1820 0.167 Uiso 1 1 calc R . . C92 C 1.1890(7) -0.0128(9) 1.1298(7) 0.111(4) Uiso 1 1 d D . . H92 H 1.1803 -0.0436 1.0941 0.133 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 0.0346(3) 0.0500(4) 0.0414(3) -0.0060(5) 0.0011(4) -0.0017(3) Na1 0.0562(16) 0.073(2) 0.0511(16) -0.0029(15) 0.0061(13) 0.0018(15) N1 0.021(2) 0.034(3) 0.049(3) -0.001(2) 0.005(2) 0.003(2) N2 0.017(2) 0.033(3) 0.040(3) -0.003(2) -0.0009(19) -0.0022(19) N3 0.088(6) 0.057(5) 0.097(6) 0.004(4) 0.027(5) 0.005(4) N4 0.118(7) 0.099(7) 0.045(4) -0.020(4) -0.019(4) 0.033(6) C1 0.0346(18) 0.0129(18) 0.0152(17) -0.0061(14) 0.0121(15) -0.0028(15) C2 0.095(5) 0.030(3) 0.027(3) -0.007(3) 0.008(3) 0.006(3) C3 0.030(3) 0.028(4) 0.037(3) -0.004(3) -0.004(2) -0.001(2) C4 0.030(3) 0.032(4) 0.043(3) -0.004(3) 0.003(2) 0.002(3) C5 0.029(3) 0.035(4) 0.051(4) -0.001(3) -0.001(2) -0.004(3) C6 0.021(3) 0.040(4) 0.040(4) 0.008(3) -0.007(2) 0.000(2) C7 0.035(3) 0.027(4) 0.060(4) -0.005(3) -0.003(3) 0.006(3) C8 0.031(3) 0.029(4) 0.049(4) -0.001(3) 0.002(3) 0.000(3) C9 0.024(3) 0.047(4) 0.083(5) 0.006(5) -0.012(4) 0.000(2) C10 0.025(3) 0.029(4) 0.047(3) -0.002(3) 0.006(2) 0.003(3) C11 0.039(3) 0.024(3) 0.051(4) -0.006(3) 0.000(3) 0.010(3) C12 0.048(4) 0.052(5) 0.060(5) 0.005(4) 0.007(3) 0.006(4) C13 0.087(6) 0.061(6) 0.059(5) 0.004(4) 0.032(4) 0.015(5) C14 0.090(7) 0.059(6) 0.064(5) 0.013(4) 0.003(5) 0.013(5) C15 0.096(7) 0.074(7) 0.063(5) 0.002(5) -0.005(5) 0.040(6) C16 0.046(4) 0.048(5) 0.054(4) -0.001(3) -0.005(3) 0.008(3) C17 0.044(3) 0.037(4) 0.046(3) 0.001(4) -0.008(4) 0.000(3) C18 0.033(3) 0.039(4) 0.068(5) -0.014(4) 0.000(3) 0.000(3) C19 0.036(4) 0.037(4) 0.102(7) -0.020(4) -0.016(4) -0.002(3) C20 0.090(6) 0.056(6) 0.072(6) -0.024(5) -0.030(5) 0.000(5) C21 0.215(14) 0.086(8) 0.036(5) -0.006(5) 0.022(6) -0.053(9) C22 0.132(9) 0.068(7) 0.064(6) -0.019(5) 0.031(6) -0.022(6) C23 0.033(3) 0.027(4) 0.061(4) 0.000(3) -0.010(3) 0.002(3) C24 0.033(3) 0.026(3) 0.045(3) 0.002(3) -0.007(3) 0.004(3) C25 0.043(4) 0.035(4) 0.061(4) -0.002(3) -0.001(3) -0.006(3) C26 0.071(5) 0.042(5) 0.060(5) 0.000(4) 0.015(4) 0.007(4) C27 0.084(6) 0.051(5) 0.056(5) -0.010(4) -0.009(4) -0.002(5) C28 0.055(4) 0.064(6) 0.062(5) -0.010(4) -0.015(4) -0.012(4) C29 0.041(4) 0.051(5) 0.066(5) -0.004(4) -0.010(3) -0.009(3) C30 0.052(4) 0.031(4) 0.050(5) 0.001(3) -0.002(3) -0.008(3) C31 0.062(5) 0.063(6) 0.061(5) 0.000(4) 0.012(4) 0.014(4) C32 0.072(6) 0.098(8) 0.060(5) 0.012(5) 0.001(4) -0.002(6) C33 0.092(6) 0.056(6) 0.060(5) 0.010(4) -0.014(5) -0.006(5) C34 0.101(7) 0.027(4) 0.077(6) 0.008(4) -0.027(5) -0.013(4) C35 0.058(4) 0.033(4) 0.059(4) -0.010(4) -0.014(4) 0.002(3) C36 0.017(3) 0.032(4) 0.045(3) -0.001(3) 0.004(2) 0.002(2) C37 0.028(3) 0.031(4) 0.040(3) 0.003(3) 0.004(2) -0.002(3) C38 0.028(3) 0.031(4) 0.046(3) -0.001(3) 0.004(2) 0.002(3) C39 0.030(3) 0.031(4) 0.049(4) -0.007(3) -0.004(3) 0.000(3) C40 0.027(3) 0.030(4) 0.042(3) -0.006(3) 0.005(2) -0.002(3) C41 0.030(3) 0.025(3) 0.043(3) -0.007(3) -0.003(2) 0.000(3) C42 0.018(3) 0.059(5) 0.081(5) -0.006(4) -0.007(3) -0.001(3) C43 0.030(3) 0.028(4) 0.055(4) -0.001(3) 0.006(3) -0.003(3) C44 0.053(4) 0.027(4) 0.064(5) 0.008(3) 0.010(3) -0.014(3) C45 0.053(4) 0.038(4) 0.069(5) 0.008(4) -0.005(4) 0.001(4) C46 0.062(5) 0.031(4) 0.106(7) 0.009(5) -0.008(5) 0.003(4) C47 0.106(8) 0.060(7) 0.099(8) 0.037(6) 0.003(6) 0.010(6) C48 0.173(12) 0.092(9) 0.059(6) 0.019(6) 0.030(7) 0.010(9) C49 0.100(7) 0.065(6) 0.066(5) 0.021(5) 0.018(5) 0.024(5) C50 0.038(3) 0.021(3) 0.068(4) -0.006(3) -0.001(3) -0.002(3) C51 0.052(4) 0.040(4) 0.076(5) -0.003(5) 0.000(4) -0.011(3) C52 0.092(7) 0.049(6) 0.099(7) -0.027(5) -0.037(6) -0.014(5) C53 0.108(7) 0.044(5) 0.060(5) -0.003(4) -0.012(5) 0.010(5) C54 0.089(6) 0.065(6) 0.057(5) -0.013(5) 0.007(4) -0.013(5) C55 0.047(4) 0.051(5) 0.061(5) -0.010(4) 0.006(3) -0.004(3) C56 0.028(3) 0.028(4) 0.057(4) -0.001(3) -0.009(3) 0.004(3) C57 0.032(3) 0.021(3) 0.063(4) -0.007(3) -0.003(3) 0.000(3) C58 0.070(5) 0.046(5) 0.066(5) -0.002(4) 0.022(4) -0.011(4) C59 0.067(5) 0.090(7) 0.063(5) -0.015(5) 0.013(4) -0.010(5) C60 0.062(5) 0.051(5) 0.079(6) -0.016(4) -0.020(4) 0.003(4) C61 0.036(4) 0.040(4) 0.083(6) -0.009(4) -0.010(4) -0.004(3) C62 0.036(3) 0.042(4) 0.069(5) -0.004(4) 0.007(3) -0.005(3) C63 0.047(3) 0.021(3) 0.051(4) -0.002(3) -0.004(3) 0.002(3) C64 0.067(5) 0.038(4) 0.062(4) 0.002(4) -0.008(4) 0.005(4) C65 0.084(6) 0.066(6) 0.067(6) 0.009(5) -0.027(5) 0.014(5) C66 0.095(7) 0.057(6) 0.045(4) 0.007(4) 0.000(4) 0.009(5) C67 0.081(6) 0.049(5) 0.059(4) 0.013(4) 0.002(4) -0.008(4) C68 0.057(4) 0.039(4) 0.050(4) 0.007(3) -0.010(3) 0.003(3) C69 0.108(6) 0.118(7) 0.111(6) 0.024(6) 0.010(5) 0.006(6) C70 0.129(7) 0.094(6) 0.066(5) 0.010(5) -0.010(5) -0.008(5) C71 0.072(6) 0.074(7) 0.107(7) -0.001(6) 0.042(5) -0.001(5) C72 0.124(7) 0.110(7) 0.115(7) -0.020(5) -0.006(6) -0.009(6) C73 0.114(9) 0.147(13) 0.101(8) 0.017(9) -0.046(7) -0.044(9) C74 0.132(7) 0.143(8) 0.127(7) 0.008(6) -0.012(6) 0.032(6) C75 0.051(4) 0.055(5) 0.080(6) 0.005(4) -0.004(4) 0.000(4) C76 0.039(4) 0.064(6) 0.084(6) -0.008(4) 0.005(3) 0.008(4) C77 0.046(4) 0.046(5) 0.104(7) 0.004(5) -0.003(4) 0.013(4) C78 0.048(5) 0.039(5) 0.144(10) 0.006(5) -0.028(5) 0.005(4) C79 0.049(4) 0.052(5) 0.093(6) -0.004(5) -0.005(4) -0.010(4) C80 0.046(4) 0.046(5) 0.095(6) 0.005(5) 0.009(4) 0.010(4) C81 0.142(7) 0.111(7) 0.121(7) -0.008(6) 0.012(6) -0.006(6) C82 0.133(7) 0.099(7) 0.134(7) 0.013(6) 0.002(6) -0.003(5) C83 0.133(8) 0.093(7) 0.122(7) 0.001(5) -0.021(6) 0.015(6) C84 0.153(8) 0.125(8) 0.132(8) 0.005(6) -0.014(6) 0.026(6) C85 0.152(8) 0.121(8) 0.170(9) 0.001(6) -0.004(7) 0.036(6) C86 0.110(6) 0.079(6) 0.088(5) -0.005(5) -0.011(5) 0.004(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ga1 N2 1.911(5) . ? Ga1 N1 1.967(5) . ? Ga1 Na1 2.910(3) . ? Na1 N3 2.436(9) . ? Na1 N4 2.459(8) . ? Na1 C53 3.049(9) . ? Na1 C52 3.078(11) . ? Na1 C70 3.098(11) . ? N1 C3 1.415(8) . ? N1 C1 1.445(5) . ? N2 C2 1.386(6) . ? N2 C36 1.402(7) . ? N3 C69 1.430(7) . ? N3 C71 1.431(11) . ? N3 C72 1.489(16) . ? N4 C74 1.439(7) . ? N4 C73 1.457(15) . ? N4 C70 1.476(7) . ? C1 C2 1.332(4) . ? C3 C4 1.417(9) . ? C3 C8 1.419(9) . ? C4 C5 1.392(9) . ? C4 C10 1.522(9) . ? C5 C6 1.371(9) . ? C6 C7 1.385(9) . ? C6 C9 1.513(8) . ? C7 C8 1.377(9) . ? C8 C23 1.508(9) . ? C10 C11 1.503(9) . ? C10 C17 1.516(9) . ? C11 C16 1.408(9) . ? C11 C12 1.419(10) . ? C12 C13 1.387(12) . ? C13 C14 1.364(13) . ? C14 C15 1.374(14) . ? C15 C16 1.384(11) . ? C17 C22 1.379(12) . ? C17 C18 1.383(9) . ? C18 C19 1.362(10) . ? C19 C20 1.355(13) . ? C20 C21 1.377(14) . ? C21 C22 1.435(14) . ? C23 C30 1.533(9) . ? C23 C24 1.536(10) . ? C24 C25 1.362(9) . ? C24 C29 1.411(10) . ? C25 C26 1.406(11) . ? C26 C27 1.365(12) . ? C27 C28 1.389(12) . ? C28 C29 1.353(11) . ? C30 C31 1.386(11) . ? C30 C35 1.398(10) . ? C31 C32 1.382(13) . ? C32 C33 1.346(14) . ? C33 C34 1.382(13) . ? C34 C35 1.402(11) . ? C36 C37 1.412(9) . ? C36 C41 1.415(9) . ? C37 C38 1.379(8) . ? C37 C43 1.565(9) . ? C38 C39 1.398(9) . ? C39 C40 1.410(9) . ? C39 C42 1.506(9) . ? C40 C41 1.395(8) . ? C41 C56 1.540(9) . ? C43 C50 1.507(10) . ? C43 C44 1.533(10) . ? C44 C49 1.359(12) . ? C44 C45 1.382(11) . ? C45 C46 1.381(11) . ? C46 C47 1.366(15) . ? C47 C48 1.346(16) . ? C48 C49 1.394(14) . ? C50 C55 1.379(10) . ? C50 C51 1.403(9) . ? C51 C52 1.385(13) . ? C52 C53 1.393(14) . ? C53 C54 1.410(13) . ? C54 C55 1.372(11) . ? C56 C57 1.519(9) . ? C56 C63 1.535(10) . ? C57 C58 1.382(10) . ? C57 C62 1.406(10) . ? C58 C59 1.369(12) . ? C59 C60 1.399(13) . ? C60 C61 1.345(12) . ? C61 C62 1.366(11) . ? C63 C68 1.372(10) . ? C63 C64 1.411(10) . ? C64 C65 1.393(12) . ? C65 C66 1.384(13) . ? C66 C67 1.388(12) . ? C67 C68 1.410(10) . ? C69 C70 1.491(7) . ? C75 C80 1.369(11) . ? C75 C76 1.384(11) . ? C76 C77 1.379(10) . ? C77 C78 1.350(12) . ? C78 C79 1.401(11) . ? C79 C80 1.379(10) . ? C81 C86 1.424(6) . ? C81 C82 1.432(6) . ? C82 C83 1.426(6) . ? C83 C84 1.423(6) . ? C84 C85 1.448(6) . ? C85 C86 1.421(6) . ? C87 C92 1.354(14) . ? C87 C88 1.455(15) . ? C88 C89 1.360(14) . ? C89 C90 1.340(15) . ? C90 C91 1.389(16) . ? C91 C92 1.371(15) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ga1 N1 82.07(19) . . ? N2 Ga1 Na1 121.11(15) . . ? N1 Ga1 Na1 150.14(16) . . ? N3 Na1 N4 78.7(3) . . ? N3 Na1 Ga1 119.6(2) . . ? N4 Na1 Ga1 107.5(2) . . ? N3 Na1 C53 101.8(3) . . ? N4 Na1 C53 124.7(3) . . ? Ga1 Na1 C53 118.4(2) . . ? N3 Na1 C52 127.7(3) . . ? N4 Na1 C52 126.9(3) . . ? Ga1 Na1 C52 96.8(2) . . ? C53 Na1 C52 26.3(3) . . ? N3 Na1 C70 50.9(3) . . ? N4 Na1 C70 27.9(2) . . ? Ga1 Na1 C70 119.7(3) . . ? C53 Na1 C70 121.7(3) . . ? C52 Na1 C70 138.6(3) . . ? C3 N1 C1 122.4(5) . . ? C3 N1 Ga1 128.3(4) . . ? C1 N1 Ga1 109.2(3) . . ? C2 N2 C36 109.9(5) . . ? C2 N2 Ga1 117.9(4) . . ? C36 N2 Ga1 132.2(4) . . ? C69 N3 C71 110.6(10) . . ? C69 N3 C72 109.3(9) . . ? C71 N3 C72 107.9(10) . . ? C69 N3 Na1 102.6(7) . . ? C71 N3 Na1 121.6(6) . . ? C72 N3 Na1 104.2(8) . . ? C74 N4 C73 118.3(11) . . ? C74 N4 C70 105.1(12) . . ? C73 N4 C70 107.4(8) . . ? C74 N4 Na1 111.6(8) . . ? C73 N4 Na1 111.7(7) . . ? C70 N4 Na1 100.9(6) . . ? C2 C1 N1 119.5(5) . . ? C1 C2 N2 111.1(5) . . ? N1 C3 C4 120.7(5) . . ? N1 C3 C8 120.8(5) . . ? C4 C3 C8 118.5(5) . . ? C5 C4 C3 119.6(6) . . ? C5 C4 C10 122.0(6) . . ? C3 C4 C10 118.3(5) . . ? C6 C5 C4 122.0(6) . . ? C5 C6 C7 117.9(5) . . ? C5 C6 C9 120.2(6) . . ? C7 C6 C9 121.9(6) . . ? C8 C7 C6 123.2(6) . . ? C7 C8 C3 118.8(6) . . ? C7 C8 C23 122.6(6) . . ? C3 C8 C23 118.6(5) . . ? C11 C10 C17 115.6(6) . . ? C11 C10 C4 111.7(5) . . ? C17 C10 C4 113.4(5) . . ? C16 C11 C12 117.4(6) . . ? C16 C11 C10 121.1(6) . . ? C12 C11 C10 121.5(6) . . ? C13 C12 C11 119.8(7) . . ? C14 C13 C12 120.9(8) . . ? C13 C14 C15 121.0(8) . . ? C14 C15 C16 119.3(8) . . ? C15 C16 C11 121.5(7) . . ? C22 C17 C18 117.4(8) . . ? C22 C17 C10 116.9(7) . . ? C18 C17 C10 125.7(7) . . ? C19 C18 C17 123.4(8) . . ? C20 C19 C18 120.5(8) . . ? C19 C20 C21 118.6(8) . . ? C20 C21 C22 121.2(9) . . ? C17 C22 C21 118.7(9) . . ? C8 C23 C30 112.7(5) . . ? C8 C23 C24 113.6(5) . . ? C30 C23 C24 112.0(5) . . ? C25 C24 C29 117.1(6) . . ? C25 C24 C23 124.7(6) . . ? C29 C24 C23 118.2(6) . . ? C24 C25 C26 122.5(7) . . ? C27 C26 C25 118.7(7) . . ? C26 C27 C28 119.9(8) . . ? C29 C28 C27 120.6(7) . . ? C28 C29 C24 121.2(7) . . ? C31 C30 C35 119.5(7) . . ? C31 C30 C23 118.3(7) . . ? C35 C30 C23 122.2(6) . . ? C32 C31 C30 119.8(8) . . ? C33 C32 C31 121.1(9) . . ? C32 C33 C34 120.5(8) . . ? C33 C34 C35 119.8(8) . . ? C30 C35 C34 119.1(8) . . ? N2 C36 C37 120.6(5) . . ? N2 C36 C41 121.1(5) . . ? C37 C36 C41 118.2(5) . . ? C38 C37 C36 120.9(6) . . ? C38 C37 C43 122.3(6) . . ? C36 C37 C43 116.8(5) . . ? C37 C38 C39 121.5(6) . . ? C38 C39 C40 118.0(6) . . ? C38 C39 C42 121.8(6) . . ? C40 C39 C42 120.1(6) . . ? C41 C40 C39 121.2(6) . . ? C40 C41 C36 120.0(6) . . ? C40 C41 C56 121.8(5) . . ? C36 C41 C56 118.2(5) . . ? C50 C43 C44 113.2(6) . . ? C50 C43 C37 112.5(5) . . ? C44 C43 C37 110.5(5) . . ? C49 C44 C45 117.5(7) . . ? C49 C44 C43 118.1(7) . . ? C45 C44 C43 124.4(7) . . ? C46 C45 C44 122.3(8) . . ? C47 C46 C45 118.2(8) . . ? C48 C47 C46 121.0(9) . . ? C47 C48 C49 120.0(10) . . ? C44 C49 C48 121.0(9) . . ? C55 C50 C51 117.8(7) . . ? C55 C50 C43 124.2(6) . . ? C51 C50 C43 118.0(6) . . ? C52 C51 C50 120.1(8) . . ? C51 C52 C53 121.6(8) . . ? C51 C52 Na1 87.5(5) . . ? C53 C52 Na1 75.7(6) . . ? C52 C53 C54 117.9(8) . . ? C52 C53 Na1 78.0(6) . . ? C54 C53 Na1 83.0(6) . . ? C55 C54 C53 119.6(9) . . ? C54 C55 C50 123.0(8) . . ? C57 C56 C63 114.5(5) . . ? C57 C56 C41 111.5(5) . . ? C63 C56 C41 112.1(5) . . ? C58 C57 C62 114.6(7) . . ? C58 C57 C56 120.3(6) . . ? C62 C57 C56 125.0(6) . . ? C59 C58 C57 124.4(8) . . ? C58 C59 C60 118.2(8) . . ? C61 C60 C59 119.2(8) . . ? C60 C61 C62 121.9(7) . . ? C61 C62 C57 121.6(7) . . ? C68 C63 C64 119.4(7) . . ? C68 C63 C56 123.8(6) . . ? C64 C63 C56 116.8(6) . . ? C65 C64 C63 118.9(8) . . ? C66 C65 C64 122.4(8) . . ? C65 C66 C67 117.9(8) . . ? C66 C67 C68 120.8(8) . . ? C63 C68 C67 120.5(7) . . ? N3 C69 C70 114.1(10) . . ? N4 C70 C69 120.9(10) . . ? N4 C70 Na1 51.2(5) . . ? C69 C70 Na1 75.4(6) . . ? C80 C75 C76 119.4(8) . . ? C77 C76 C75 119.7(8) . . ? C78 C77 C76 120.9(8) . . ? C77 C78 C79 120.1(8) . . ? C80 C79 C78 118.7(8) . . ? C75 C80 C79 121.1(8) . . ? C86 C81 C82 119.5(5) . . ? C83 C82 C81 119.1(5) . . ? C84 C83 C82 121.6(5) . . ? C83 C84 C85 119.0(5) . . ? C86 C85 C84 119.0(5) . . ? C85 C86 C81 121.5(5) . . ? C92 C87 C88 121.8(16) . . ? C89 C88 C87 115.6(16) . . ? C90 C89 C88 121.6(16) . . ? C89 C90 C91 123.2(17) . . ? C92 C91 C90 117.6(17) . . ? C87 C92 C91 120.2(15) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.741 _refine_diff_density_min -0.761 _refine_diff_density_rms 0.092 # Attachment '- compound6c.CIF' data_compound6c _database_code_depnum_ccdc_archive 'CCDC 866220' #TrackingRef '- compound6c.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C92 H104 Ga N2 Na O6' _chemical_formula_weight 1426.48 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Na Na 0.0362 0.0249 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 36.638(7) _cell_length_b 11.566(2) _cell_length_c 25.970(5) _cell_angle_alpha 90.00 _cell_angle_beta 134.67(3) _cell_angle_gamma 90.00 _cell_volume 7827(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.211 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3040 _exptl_absorpt_coefficient_mu 0.413 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.863 _exptl_absorpt_correction_T_max 0.902 _exptl_absorpt_process_details 'SCALE3 ABSPACK' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Gemini Ultra' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14618 _diffrn_reflns_av_R_equivalents 0.0333 _diffrn_reflns_av_sigmaI/netI 0.0480 _diffrn_reflns_limit_h_min -45 _diffrn_reflns_limit_h_max 45 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 26.00 _reflns_number_total 7663 _reflns_number_gt 5525 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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. One molecule of THF was located in the asymmetric unit of the crystal structure and its C and O atoms refined anisotropically. Two C attoms of one of the sodium coordinated THF molecules were found to be disordered over two sites. This disorder was successfully modelled and the atoms of both disordered sites refined anisotropically. ; _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^)+(0.0782P)^2^+6.5475P] 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 7663 _refine_ls_number_parameters 481 _refine_ls_number_restraints 25 _refine_ls_R_factor_all 0.0789 _refine_ls_R_factor_gt 0.0506 _refine_ls_wR_factor_ref 0.1470 _refine_ls_wR_factor_gt 0.1310 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.051 _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 0.5000 0.87317(3) 0.7500 0.03333(14) Uani 1 2 d S . . Na1 Na 0.5000 1.14300(12) 0.7500 0.0435(4) Uani 1 2 d S . . O1 O 0.46940(10) 1.16555(19) 0.80527(13) 0.0645(6) Uani 1 1 d . . . N1 N 0.47995(7) 0.74457(16) 0.77548(10) 0.0274(4) Uani 1 1 d . . . C1 C 0.48969(10) 0.6369(2) 0.76357(13) 0.0315(5) Uani 1 1 d . . . H1 H 0.4822 0.5672 0.7740 0.038 Uiso 1 1 calc R . . O2 O 0.57115(10) 1.25585(19) 0.84424(11) 0.0748(8) Uani 1 1 d D . . C2 C 0.46446(9) 0.75737(19) 0.81199(12) 0.0262(5) Uani 1 1 d . . . O3 O 0.29096(14) 1.2457(3) 0.7384(2) 0.1027(10) Uani 1 1 d D . . C3 C 0.41329(9) 0.7863(2) 0.77351(12) 0.0290(5) Uani 1 1 d . . . C4 C 0.40085(9) 0.8189(2) 0.81097(13) 0.0331(6) Uani 1 1 d . . . H4 H 0.3666 0.8415 0.7843 0.040 Uiso 1 1 calc R . . C5 C 0.43689(9) 0.8198(2) 0.88642(13) 0.0323(5) Uani 1 1 d . . . C6 C 0.48586(9) 0.7811(2) 0.92357(12) 0.0313(5) Uani 1 1 d . . . H6 H 0.5104 0.7759 0.9749 0.038 Uiso 1 1 calc R . . C7 C 0.50036(9) 0.7494(2) 0.88819(12) 0.0283(5) Uani 1 1 d . . . C8 C 0.42228(11) 0.8604(3) 0.92512(14) 0.0425(7) Uani 1 1 d . . . H8A H 0.4092 0.7949 0.9322 0.064 Uiso 1 1 calc R . . H8B H 0.3956 0.9199 0.8960 0.064 Uiso 1 1 calc R . . H8C H 0.4525 0.8928 0.9723 0.064 Uiso 1 1 calc R . . C9 C 0.37076(9) 0.7745(2) 0.69108(12) 0.0305(5) Uani 1 1 d . . . H9 H 0.3871 0.7854 0.6728 0.037 Uiso 1 1 calc R . . C10 C 0.34706(9) 0.6531(2) 0.66790(13) 0.0331(6) Uani 1 1 d . . . C11 C 0.31395(10) 0.6206(2) 0.59561(14) 0.0375(6) Uani 1 1 d . . . H11 H 0.3068 0.6736 0.5615 0.045 Uiso 1 1 calc R . . C12 C 0.29119(11) 0.5126(3) 0.57246(16) 0.0463(7) Uani 1 1 d . . . H12 H 0.2688 0.4919 0.5229 0.056 Uiso 1 1 calc R . . C13 C 0.30081(11) 0.4349(3) 0.62094(17) 0.0508(8) Uani 1 1 d . . . H13 H 0.2853 0.3605 0.6051 0.061 Uiso 1 1 calc R . . C14 C 0.33312(12) 0.4660(3) 0.69263(17) 0.0535(8) Uani 1 1 d . . . H14 H 0.3394 0.4131 0.7262 0.064 Uiso 1 1 calc R . . C15 C 0.35644(11) 0.5731(2) 0.71623(15) 0.0436(7) Uani 1 1 d . . . H15 H 0.3792 0.5926 0.7660 0.052 Uiso 1 1 calc R . . C16 C 0.33131(10) 0.8705(2) 0.65820(12) 0.0355(6) Uani 1 1 d . . . C17 C 0.28293(11) 0.8528(3) 0.63059(14) 0.0463(7) Uani 1 1 d . . . H17 H 0.2719 0.7765 0.6275 0.056 Uiso 1 1 calc R . . C18 C 0.25009(13) 0.9462(4) 0.60720(16) 0.0640(10) Uani 1 1 d . . . H18 H 0.2170 0.9332 0.5887 0.077 Uiso 1 1 calc R . . C19 C 0.26550(16) 1.0567(4) 0.61093(17) 0.0743(12) Uani 1 1 d . . . H19 H 0.2433 1.1202 0.5954 0.089 Uiso 1 1 calc R . . C20 C 0.31321(16) 1.0752(3) 0.63715(18) 0.0716(11) Uani 1 1 d . . . H20 H 0.3238 1.1514 0.6392 0.086 Uiso 1 1 calc R . . C21 C 0.34578(13) 0.9831(2) 0.66045(15) 0.0515(8) Uani 1 1 d . . . H21 H 0.3786 0.9969 0.6783 0.062 Uiso 1 1 calc R . . C22 C 0.55445(9) 0.7064(2) 0.93125(12) 0.0294(5) Uani 1 1 d . . . H22 H 0.5527 0.6615 0.8966 0.035 Uiso 1 1 calc R . . C23 C 0.57225(10) 0.6213(2) 0.99040(13) 0.0317(5) Uani 1 1 d . . . C24 C 0.54061(11) 0.5284(2) 0.97157(16) 0.0458(7) Uani 1 1 d . . . H24 H 0.5085 0.5197 0.9228 0.055 Uiso 1 1 calc R . . C25 C 0.55523(12) 0.4487(3) 1.02288(17) 0.0551(8) Uani 1 1 d . . . H25 H 0.5330 0.3861 1.0089 0.066 Uiso 1 1 calc R . . C26 C 0.60118(14) 0.4587(3) 1.09343(17) 0.0573(8) Uani 1 1 d . . . H26 H 0.6111 0.4034 1.1284 0.069 Uiso 1 1 calc R . . C27 C 0.63264(14) 0.5493(3) 1.11284(16) 0.0642(10) Uani 1 1 d . . . H27 H 0.6646 0.5573 1.1618 0.077 Uiso 1 1 calc R . . C28 C 0.61841(11) 0.6302(2) 1.06168(14) 0.0467(7) Uani 1 1 d . . . H28 H 0.6409 0.6925 1.0762 0.056 Uiso 1 1 calc R . . C29 C 0.59350(9) 0.8024(2) 0.96116(12) 0.0303(5) Uani 1 1 d . . . C30 C 0.59724(11) 0.8991(2) 0.99617(16) 0.0443(7) Uani 1 1 d . . . H30 H 0.5726 0.9110 0.9982 0.053 Uiso 1 1 calc R . . C31 C 0.63641(12) 0.9786(3) 1.02829(18) 0.0518(8) Uani 1 1 d . . . H31 H 0.6386 1.0438 1.0526 0.062 Uiso 1 1 calc R . . C32 C 0.67221(11) 0.9639(3) 1.02525(16) 0.0480(7) Uani 1 1 d . . . H32 H 0.6991 1.0185 1.0474 0.058 Uiso 1 1 calc R . . C33 C 0.66858(11) 0.8693(2) 0.98986(16) 0.0458(7) Uani 1 1 d . . . H33 H 0.6930 0.8585 0.9874 0.055 Uiso 1 1 calc R . . C34 C 0.62946(10) 0.7895(2) 0.95780(14) 0.0408(6) Uani 1 1 d . . . H34 H 0.6272 0.7249 0.9331 0.049 Uiso 1 1 calc R . . C35 C 0.47633(14) 1.0855(3) 0.85313(17) 0.0550(8) Uani 1 1 d . . . H35A H 0.5124 1.0862 0.9009 0.066 Uiso 1 1 calc R . . H35B H 0.4676 1.0062 0.8331 0.066 Uiso 1 1 calc R . . C36 C 0.44096(14) 1.1240(3) 0.86007(19) 0.0608(9) Uani 1 1 d . . . H36A H 0.4071 1.0858 0.8234 0.073 Uiso 1 1 calc R . . H36B H 0.4556 1.1066 0.9089 0.073 Uiso 1 1 calc R . . C37 C 0.43636(18) 1.2512(3) 0.8475(3) 0.0829(12) Uani 1 1 d . . . H37A H 0.4011 1.2780 0.8201 0.099 Uiso 1 1 calc R . . H37B H 0.4607 1.2936 0.8940 0.099 Uiso 1 1 calc R . . C38 C 0.4489(2) 1.2688(3) 0.8051(3) 0.0943(15) Uani 1 1 d . . . H38A H 0.4176 1.2905 0.7547 0.113 Uiso 1 1 calc R . . H38B H 0.4742 1.3321 0.8266 0.113 Uiso 1 1 calc R . . C39 C 0.6036(3) 1.1904(7) 0.9097(3) 0.044(2) Uani 0.455(11) 1 d PD A 1 H39A H 0.6154 1.1181 0.9048 0.053 Uiso 0.455(11) 1 calc PR A 1 H39B H 0.5862 1.1715 0.9253 0.053 Uiso 0.455(11) 1 calc PR A 1 C40 C 0.6486(3) 1.2765(5) 0.9626(4) 0.061(3) Uani 0.455(11) 1 d PD A 1 H40A H 0.6685 1.2577 1.0137 0.073 Uiso 0.455(11) 1 calc PR A 1 H40B H 0.6719 1.2785 0.9555 0.073 Uiso 0.455(11) 1 calc PR A 1 C41 C 0.61884(15) 1.3906(3) 0.93912(19) 0.0760(11) Uani 1 1 d D . . H41A H 0.6022 1.3966 0.9568 0.091 Uiso 1 1 calc R A 1 H41B H 0.6411 1.4587 0.9556 0.091 Uiso 1 1 calc R A 1 C42 C 0.58011(17) 1.3765(3) 0.8583(2) 0.0993(16) Uani 1 1 d D A . H42A H 0.5478 1.4171 0.8351 0.119 Uiso 1 1 calc R . . H42B H 0.5935 1.4088 0.8390 0.119 Uiso 1 1 calc R . . C43 C 0.29956(18) 1.1494(4) 0.7771(2) 0.0934(14) Uani 1 1 d D . . H43A H 0.3345 1.1521 0.8266 0.112 Uiso 1 1 calc R . . H43B H 0.2963 1.0782 0.7530 0.112 Uiso 1 1 calc R . . C44 C 0.2598(2) 1.1498(5) 0.7803(3) 0.132(2) Uani 1 1 d DU . . H44A H 0.2382 1.0794 0.7577 0.159 Uiso 1 1 calc R . . H44B H 0.2761 1.1556 0.8308 0.159 Uiso 1 1 calc R . . C45 C 0.2293(2) 1.2547(6) 0.7382(4) 0.135(2) Uani 1 1 d D . . H45A H 0.1921 1.2384 0.7042 0.162 Uiso 1 1 calc R . . H45B H 0.2382 1.3182 0.7709 0.162 Uiso 1 1 calc R . . C46 C 0.2425(2) 1.2853(5) 0.6993(3) 0.126(2) Uani 1 1 d D . . H46A H 0.2180 1.2496 0.6506 0.151 Uiso 1 1 calc R . . H46B H 0.2412 1.3703 0.6936 0.151 Uiso 1 1 calc R . . C40A C 0.6208(5) 1.2728(6) 0.9652(5) 0.098(4) Uani 0.545(11) 1 d PD A 2 H40C H 0.5911 1.2569 0.9583 0.117 Uiso 0.545(11) 1 calc PR A 2 H40D H 0.6533 1.2581 1.0160 0.117 Uiso 0.545(11) 1 calc PR A 2 C39A C 0.6177(4) 1.2080(13) 0.9093(4) 0.127(6) Uani 0.545(11) 1 d PDU A 2 H39C H 0.6472 1.2266 0.9160 0.153 Uiso 0.545(11) 1 calc PR A 2 H39D H 0.6153 1.1232 0.9115 0.153 Uiso 0.545(11) 1 calc PR A 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 0.0463(3) 0.0289(2) 0.0447(2) 0.000 0.0391(2) 0.000 Na1 0.0501(9) 0.0369(8) 0.0411(8) 0.000 0.0311(8) 0.000 O1 0.0928(18) 0.0522(12) 0.0793(15) 0.0113(12) 0.0715(15) 0.0177(12) N1 0.0311(11) 0.0307(10) 0.0290(10) -0.0003(8) 0.0242(9) -0.0002(9) C1 0.0438(15) 0.0256(12) 0.0354(13) 0.0007(10) 0.0315(12) -0.0024(11) O2 0.0799(17) 0.0532(14) 0.0468(12) -0.0036(11) 0.0285(12) -0.0140(13) C2 0.0296(12) 0.0281(12) 0.0280(12) -0.0006(9) 0.0228(11) -0.0012(10) O3 0.113(3) 0.097(2) 0.122(3) -0.001(2) 0.091(2) -0.007(2) C3 0.0294(13) 0.0344(12) 0.0276(11) -0.0004(10) 0.0216(11) -0.0007(11) C4 0.0280(13) 0.0434(14) 0.0328(12) -0.0019(11) 0.0231(11) -0.0006(11) C5 0.0340(14) 0.0404(14) 0.0338(13) -0.0018(11) 0.0279(12) -0.0005(12) C6 0.0326(13) 0.0399(14) 0.0247(11) -0.0005(10) 0.0213(11) -0.0019(11) C7 0.0304(13) 0.0311(12) 0.0299(12) 0.0023(10) 0.0235(11) -0.0001(10) C8 0.0422(15) 0.0594(18) 0.0388(14) -0.0026(13) 0.0331(13) 0.0030(14) C9 0.0293(13) 0.0395(14) 0.0268(12) 0.0003(10) 0.0213(11) -0.0022(11) C10 0.0273(12) 0.0436(14) 0.0341(13) -0.0010(11) 0.0237(11) 0.0014(11) C11 0.0325(14) 0.0477(15) 0.0377(14) -0.0027(12) 0.0266(12) -0.0023(12) C12 0.0368(15) 0.0549(18) 0.0482(16) -0.0143(14) 0.0302(14) -0.0065(14) C13 0.0421(17) 0.0357(15) 0.069(2) -0.0064(15) 0.0370(17) -0.0012(13) C14 0.0529(19) 0.0473(17) 0.0606(19) 0.0122(15) 0.0400(17) 0.0061(15) C15 0.0447(16) 0.0450(16) 0.0397(14) 0.0035(13) 0.0291(14) 0.0003(13) C16 0.0376(14) 0.0427(14) 0.0248(12) 0.0007(11) 0.0215(12) 0.0043(12) C17 0.0395(16) 0.0611(19) 0.0373(14) 0.0054(13) 0.0266(13) 0.0088(14) C18 0.0492(19) 0.093(3) 0.0443(17) 0.0131(18) 0.0309(16) 0.031(2) C19 0.075(3) 0.073(3) 0.0443(18) 0.0070(18) 0.0311(19) 0.040(2) C20 0.079(3) 0.0476(19) 0.0475(18) 0.0011(16) 0.0300(19) 0.0163(19) C21 0.0494(18) 0.0470(17) 0.0409(15) -0.0006(13) 0.0256(14) 0.0014(15) C22 0.0285(12) 0.0368(13) 0.0274(11) -0.0009(10) 0.0214(11) 0.0017(11) C23 0.0363(14) 0.0330(13) 0.0359(13) 0.0032(11) 0.0290(12) 0.0047(11) C24 0.0407(16) 0.0469(16) 0.0469(16) 0.0055(13) 0.0297(14) -0.0016(13) C25 0.057(2) 0.0484(17) 0.067(2) 0.0142(16) 0.0462(18) 0.0015(15) C26 0.079(2) 0.0520(18) 0.0579(19) 0.0188(16) 0.0541(19) 0.0111(17) C27 0.072(2) 0.059(2) 0.0355(15) 0.0078(15) 0.0282(16) 0.0006(18) C28 0.0475(17) 0.0462(16) 0.0342(14) 0.0031(13) 0.0244(13) -0.0044(14) C29 0.0290(13) 0.0355(13) 0.0299(12) 0.0052(10) 0.0220(11) 0.0047(11) C30 0.0433(16) 0.0438(15) 0.0631(18) -0.0079(14) 0.0436(15) -0.0058(13) C31 0.0550(19) 0.0448(16) 0.073(2) -0.0181(15) 0.0511(18) -0.0115(14) C32 0.0406(16) 0.0462(16) 0.0638(18) -0.0062(14) 0.0391(15) -0.0089(13) C33 0.0420(16) 0.0513(17) 0.0627(18) -0.0078(14) 0.0435(15) -0.0068(14) C34 0.0419(15) 0.0465(15) 0.0450(15) -0.0064(13) 0.0346(14) -0.0035(13) C35 0.069(2) 0.0507(17) 0.0576(18) 0.0055(15) 0.0486(18) 0.0087(16) C36 0.066(2) 0.067(2) 0.062(2) -0.0038(17) 0.0496(19) -0.0004(18) C37 0.107(3) 0.066(2) 0.109(3) 0.012(2) 0.088(3) 0.024(2) C38 0.170(5) 0.057(2) 0.124(4) 0.019(2) 0.128(4) 0.034(3) C39 0.038(4) 0.042(4) 0.030(4) 0.003(3) 0.016(3) -0.005(3) C40 0.052(5) 0.065(5) 0.052(4) -0.021(4) 0.032(4) -0.015(4) C41 0.084(3) 0.075(3) 0.083(3) -0.031(2) 0.064(2) -0.026(2) C42 0.083(3) 0.056(2) 0.099(3) 0.000(2) 0.043(3) -0.001(2) C43 0.086(3) 0.110(4) 0.068(3) -0.006(3) 0.049(2) 0.019(3) C44 0.103(4) 0.146(4) 0.115(4) 0.027(3) 0.065(3) -0.028(3) C45 0.096(4) 0.195(7) 0.139(5) -0.007(5) 0.092(4) 0.014(4) C46 0.131(5) 0.123(5) 0.115(4) 0.025(3) 0.084(4) 0.051(4) C40A 0.125(9) 0.098(6) 0.074(5) -0.019(5) 0.071(6) -0.036(6) C39A 0.105(7) 0.094(7) 0.144(8) -0.010(5) 0.073(6) 0.009(5) _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 1.9682(19) . ? Ga1 N1 1.9682(19) 2_656 ? Ga1 Na1 3.1208(16) . ? Na1 O2 2.349(3) . ? Na1 O2 2.349(3) 2_656 ? Na1 O1 2.377(2) . ? Na1 O1 2.377(2) 2_656 ? O1 C38 1.408(4) . ? O1 C35 1.422(4) . ? N1 C1 1.389(3) . ? N1 C2 1.414(3) . ? C1 C1 1.347(5) 2_656 ? O2 C42 1.421(4) . ? O2 C39A 1.421(7) . ? O2 C39 1.427(5) . ? C2 C3 1.411(3) . ? C2 C7 1.412(3) . ? O3 C46 1.364(6) . ? O3 C43 1.380(5) . ? C3 C4 1.386(3) . ? C3 C9 1.530(3) . ? C4 C5 1.395(3) . ? C5 C6 1.384(4) . ? C5 C8 1.508(3) . ? C6 C7 1.396(3) . ? C7 C22 1.520(3) . ? C9 C16 1.522(4) . ? C9 C10 1.534(3) . ? C10 C11 1.391(4) . ? C10 C15 1.394(4) . ? C11 C12 1.383(4) . ? C12 C13 1.376(4) . ? C13 C14 1.378(4) . ? C14 C15 1.380(4) . ? C16 C17 1.382(4) . ? C16 C21 1.392(4) . ? C17 C18 1.399(4) . ? C18 C19 1.373(6) . ? C19 C20 1.375(6) . ? C20 C21 1.381(5) . ? C22 C29 1.524(3) . ? C22 C23 1.531(3) . ? C23 C28 1.377(4) . ? C23 C24 1.393(4) . ? C24 C25 1.381(4) . ? C25 C26 1.367(5) . ? C26 C27 1.365(5) . ? C27 C28 1.392(4) . ? C29 C30 1.386(4) . ? C29 C34 1.388(3) . ? C30 C31 1.385(4) . ? C31 C32 1.379(4) . ? C32 C33 1.374(4) . ? C33 C34 1.386(4) . ? C35 C36 1.496(4) . ? C36 C37 1.490(5) . ? C37 C38 1.477(5) . ? C39 C40 1.552(6) . ? C40 C41 1.539(6) . ? C41 C40A 1.500(6) . ? C41 C42 1.503(4) . ? C43 C44 1.517(7) . ? C44 C45 1.482(7) . ? C45 C46 1.436(7) . ? C40A C39A 1.565(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ga1 N1 81.81(11) . 2_656 ? N1 Ga1 Na1 139.09(5) . . ? N1 Ga1 Na1 139.09(5) 2_656 . ? O2 Na1 O2 112.50(13) . 2_656 ? O2 Na1 O1 87.64(10) . . ? O2 Na1 O1 85.36(9) 2_656 . ? O2 Na1 O1 85.36(9) . 2_656 ? O2 Na1 O1 87.64(10) 2_656 2_656 ? O1 Na1 O1 167.40(13) . 2_656 ? O2 Na1 Ga1 123.75(7) . . ? O2 Na1 Ga1 123.75(7) 2_656 . ? O1 Na1 Ga1 96.30(6) . . ? O1 Na1 Ga1 96.30(6) 2_656 . ? C38 O1 C35 108.8(2) . . ? C38 O1 Na1 124.6(2) . . ? C35 O1 Na1 125.88(18) . . ? C1 N1 C2 122.04(19) . . ? C1 N1 Ga1 112.80(15) . . ? C2 N1 Ga1 124.53(15) . . ? C1 C1 N1 116.29(12) 2_656 . ? C42 O2 C39A 102.1(7) . . ? C42 O2 C39 111.5(4) . . ? C39A O2 C39 22.8(7) . . ? C42 O2 Na1 134.4(2) . . ? C39A O2 Na1 123.2(7) . . ? C39 O2 Na1 109.4(3) . . ? C3 C2 C7 118.2(2) . . ? C3 C2 N1 120.63(19) . . ? C7 C2 N1 121.0(2) . . ? C46 O3 C43 108.9(4) . . ? C4 C3 C2 119.7(2) . . ? C4 C3 C9 119.5(2) . . ? C2 C3 C9 120.6(2) . . ? C3 C4 C5 122.3(2) . . ? C6 C5 C4 117.4(2) . . ? C6 C5 C8 122.0(2) . . ? C4 C5 C8 120.6(2) . . ? C5 C6 C7 122.2(2) . . ? C6 C7 C2 119.7(2) . . ? C6 C7 C22 120.3(2) . . ? C2 C7 C22 120.1(2) . . ? C16 C9 C3 110.6(2) . . ? C16 C9 C10 113.3(2) . . ? C3 C9 C10 111.69(19) . . ? C11 C10 C15 117.7(2) . . ? C11 C10 C9 119.5(2) . . ? C15 C10 C9 122.7(2) . . ? C12 C11 C10 121.2(3) . . ? C13 C12 C11 120.3(3) . . ? C12 C13 C14 119.4(3) . . ? C13 C14 C15 120.7(3) . . ? C14 C15 C10 120.8(3) . . ? C17 C16 C21 118.2(3) . . ? C17 C16 C9 123.3(2) . . ? C21 C16 C9 118.4(2) . . ? C16 C17 C18 120.6(3) . . ? C19 C18 C17 120.2(3) . . ? C18 C19 C20 119.7(3) . . ? C19 C20 C21 120.2(4) . . ? C20 C21 C16 121.1(3) . . ? C7 C22 C29 114.1(2) . . ? C7 C22 C23 111.37(19) . . ? C29 C22 C23 111.83(19) . . ? C28 C23 C24 117.5(2) . . ? C28 C23 C22 123.7(2) . . ? C24 C23 C22 118.8(2) . . ? C25 C24 C23 120.9(3) . . ? C26 C25 C24 120.9(3) . . ? C27 C26 C25 119.0(3) . . ? C26 C27 C28 120.7(3) . . ? C23 C28 C27 121.0(3) . . ? C30 C29 C34 117.9(2) . . ? C30 C29 C22 123.2(2) . . ? C34 C29 C22 118.8(2) . . ? C31 C30 C29 120.9(3) . . ? C32 C31 C30 120.5(3) . . ? C33 C32 C31 119.2(3) . . ? C32 C33 C34 120.3(3) . . ? C33 C34 C29 121.1(2) . . ? O1 C35 C36 105.9(3) . . ? C37 C36 C35 104.0(3) . . ? C38 C37 C36 104.6(3) . . ? O1 C38 C37 109.0(3) . . ? O2 C39 C40 101.0(5) . . ? C41 C40 C39 100.6(6) . . ? C40A C41 C42 103.3(4) . . ? C40A C41 C40 41.0(4) . . ? C42 C41 C40 99.8(4) . . ? O2 C42 C41 106.6(3) . . ? O3 C43 C44 107.5(4) . . ? C45 C44 C43 102.5(4) . . ? C46 C45 C44 105.7(5) . . ? O3 C46 C45 107.4(4) . . ? C41 C40A C39A 94.0(8) . . ? O2 C39A C40A 99.2(6) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.789 _refine_diff_density_min -0.445 _refine_diff_density_rms 0.053 # Attachment '- compound6d.CIF' data_compound6d _database_code_depnum_ccdc_archive 'CCDC 866221' #TrackingRef '- compound6d.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C82 H92 Ga N4 Na O2' _chemical_formula_weight 1258.31 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 12.676(3) _cell_length_b 20.958(4) _cell_length_c 14.496(3) _cell_angle_alpha 90.00 _cell_angle_beta 111.37(3) _cell_angle_gamma 90.00 _cell_volume 3586.4(12) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.165 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1340 _exptl_absorpt_coefficient_mu 0.438 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.935 _exptl_absorpt_correction_T_max 0.981 _exptl_absorpt_process_details 'SCALE3 ABSPACK' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Gemini Ultra' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12281 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0897 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 25.00 _reflns_number_total 12281 _reflns_number_gt 8804 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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. One molecule of diethylether of crystallisation was located in the asymmetric unit and its C and O atoms refined anisotropically. The crystal structure was found to be a racemic twin and was refined with the TWIN and BASF commands of Shelxl. Attempts to solve and refine the structure in centrosymmetric space groups were not successful. ; _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^)+(0.0219P)^2^+0.9558P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.438(8) _refine_ls_number_reflns 12281 _refine_ls_number_parameters 822 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0965 _refine_ls_R_factor_gt 0.0529 _refine_ls_wR_factor_ref 0.0908 _refine_ls_wR_factor_gt 0.0783 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _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 0.16473(3) 0.69947(2) 0.72446(3) 0.03474(11) Uani 1 1 d . . . Na1 Na -0.07640(12) 0.64876(7) 0.64865(11) 0.0468(4) Uani 1 1 d . . . O1 O -0.2058(2) 0.71095(14) 0.6925(2) 0.0525(7) Uani 1 1 d . . . N1 N 0.30861(18) 0.70115(16) 0.70408(16) 0.0264(6) Uani 1 1 d . . . C1 C 0.3859(3) 0.74331(16) 0.7687(3) 0.0311(9) Uani 1 1 d . . . H1 H 0.4601 0.7486 0.7681 0.037 Uiso 1 1 calc R . . O2 O 0.7167(2) 0.84615(16) 0.9286(2) 0.0585(9) Uani 1 1 d . . . N2 N 0.2419(2) 0.76316(13) 0.82536(19) 0.0281(7) Uani 1 1 d . . . C2 C 0.3511(3) 0.77586(17) 0.8314(3) 0.0318(9) Uani 1 1 d . . . H2 H 0.3983 0.8058 0.8771 0.038 Uiso 1 1 calc R . . N3 N -0.1595(3) 0.54177(17) 0.6531(3) 0.0534(9) Uani 1 1 d . . . C3 C 0.3462(3) 0.66756(16) 0.6373(2) 0.0260(8) Uani 1 1 d . . . N4 N -0.0784(3) 0.59141(16) 0.4975(3) 0.0533(9) Uani 1 1 d . . . C4 C 0.4002(3) 0.60773(17) 0.6635(3) 0.0302(9) Uani 1 1 d . . . C5 C 0.4363(3) 0.57584(17) 0.5960(3) 0.0333(10) Uani 1 1 d . . . H5 H 0.4712 0.5353 0.6136 0.040 Uiso 1 1 calc R . . C6 C 0.4233(3) 0.60090(17) 0.5045(3) 0.0310(9) Uani 1 1 d . . . C7 C 0.3725(3) 0.66012(17) 0.4807(3) 0.0312(9) Uani 1 1 d . . . H7 H 0.3651 0.6786 0.4188 0.037 Uiso 1 1 calc R . . C8 C 0.3319(2) 0.6937(2) 0.5436(2) 0.0291(8) Uani 1 1 d . . . C9 C 0.4622(3) 0.56569(19) 0.4314(3) 0.0420(10) Uani 1 1 d . . . H9A H 0.4989 0.5257 0.4612 0.063 Uiso 1 1 calc R . . H9B H 0.5162 0.5923 0.4145 0.063 Uiso 1 1 calc R . . H9C H 0.3967 0.5564 0.3713 0.063 Uiso 1 1 calc R . . C10 C 0.4178(3) 0.57987(16) 0.7652(3) 0.0340(9) Uani 1 1 d . . . H10 H 0.4022 0.6153 0.8046 0.041 Uiso 1 1 calc R . . C11 C 0.3361(3) 0.52595(17) 0.7645(3) 0.0376(10) Uani 1 1 d . . . C12 C 0.2695(4) 0.49423(19) 0.6810(3) 0.0453(12) Uani 1 1 d . . . H12 H 0.2720 0.5064 0.6186 0.054 Uiso 1 1 calc R . . C13 C 0.1984(4) 0.4446(2) 0.6852(4) 0.0590(13) Uani 1 1 d . . . H13 H 0.1535 0.4232 0.6261 0.071 Uiso 1 1 calc R . . C14 C 0.1929(4) 0.4266(2) 0.7737(4) 0.0613(13) Uani 1 1 d . . . H14 H 0.1448 0.3925 0.7764 0.074 Uiso 1 1 calc R . . C15 C 0.2566(4) 0.4577(2) 0.8583(4) 0.0626(14) Uani 1 1 d . . . H15 H 0.2522 0.4456 0.9199 0.075 Uiso 1 1 calc R . . C16 C 0.3281(4) 0.5072(2) 0.8545(3) 0.0571(12) Uani 1 1 d . . . H16 H 0.3722 0.5286 0.9138 0.068 Uiso 1 1 calc R . . C17 C 0.5411(3) 0.55910(18) 0.8219(3) 0.0356(10) Uani 1 1 d . . . C18 C 0.6188(4) 0.6042(2) 0.8771(3) 0.0504(11) Uani 1 1 d . . . H18 H 0.5956 0.6473 0.8773 0.060 Uiso 1 1 calc R . . C19 C 0.7306(4) 0.5871(2) 0.9322(3) 0.0583(14) Uani 1 1 d . . . H19 H 0.7828 0.6182 0.9703 0.070 Uiso 1 1 calc R . . C20 C 0.7647(4) 0.5251(2) 0.9309(3) 0.0535(12) Uani 1 1 d . . . H20 H 0.8409 0.5133 0.9675 0.064 Uiso 1 1 calc R . . C21 C 0.6888(4) 0.4802(2) 0.8769(3) 0.0472(11) Uani 1 1 d . . . H21 H 0.7127 0.4373 0.8763 0.057 Uiso 1 1 calc R . . C22 C 0.5785(3) 0.49669(19) 0.8237(3) 0.0404(10) Uani 1 1 d . . . H22 H 0.5268 0.4648 0.7874 0.048 Uiso 1 1 calc R . . C23 C 0.2760(3) 0.75905(16) 0.5154(3) 0.0321(9) Uani 1 1 d . . . H23 H 0.2731 0.7778 0.5779 0.039 Uiso 1 1 calc R . . C24 C 0.1531(3) 0.75585(18) 0.4426(3) 0.0367(10) Uani 1 1 d . . . C25 C 0.1187(3) 0.72205(19) 0.3567(3) 0.0500(12) Uani 1 1 d . . . H25 H 0.1725 0.6970 0.3414 0.060 Uiso 1 1 calc R . . C26 C 0.0069(3) 0.7230(2) 0.2905(3) 0.0624(15) Uani 1 1 d . . . H26 H -0.0145 0.7002 0.2298 0.075 Uiso 1 1 calc R . . C27 C -0.0719(4) 0.7575(2) 0.3141(4) 0.0647(14) Uani 1 1 d . . . H27 H -0.1486 0.7581 0.2700 0.078 Uiso 1 1 calc R . . C28 C -0.0402(4) 0.7906(2) 0.4007(3) 0.0574(12) Uani 1 1 d . . . H28 H -0.0953 0.8135 0.4176 0.069 Uiso 1 1 calc R . . C29 C 0.0722(3) 0.7913(2) 0.4644(3) 0.0502(12) Uani 1 1 d . . . H29 H 0.0941 0.8161 0.5233 0.060 Uiso 1 1 calc R . . C30 C 0.3479(3) 0.80448(17) 0.4807(3) 0.0350(10) Uani 1 1 d . . . C31 C 0.4350(3) 0.83731(18) 0.5508(3) 0.0427(11) Uani 1 1 d . . . H31 H 0.4468 0.8320 0.6189 0.051 Uiso 1 1 calc R . . C32 C 0.5054(3) 0.8777(2) 0.5243(3) 0.0510(12) Uani 1 1 d . . . H32 H 0.5642 0.9002 0.5738 0.061 Uiso 1 1 calc R . . C33 C 0.4902(4) 0.8852(2) 0.4263(4) 0.0540(12) Uani 1 1 d . . . H33 H 0.5399 0.9119 0.4079 0.065 Uiso 1 1 calc R . . C34 C 0.4045(4) 0.8546(2) 0.3558(3) 0.0583(12) Uani 1 1 d . . . H34 H 0.3935 0.8604 0.2880 0.070 Uiso 1 1 calc R . . C35 C 0.3324(4) 0.8147(2) 0.3816(3) 0.0490(11) Uani 1 1 d . . . H35 H 0.2718 0.7941 0.3312 0.059 Uiso 1 1 calc R . . C36 C 0.1955(3) 0.79568(16) 0.8872(2) 0.0278(8) Uani 1 1 d . . . C37 C 0.2119(3) 0.77323(17) 0.9831(3) 0.0298(10) Uani 1 1 d . . . C38 C 0.1541(3) 0.80273(18) 1.0372(3) 0.0331(10) Uani 1 1 d . . . H38 H 0.1664 0.7877 1.1022 0.040 Uiso 1 1 calc R . . C39 C 0.0800(3) 0.85283(18) 1.0000(3) 0.0326(10) Uani 1 1 d . . . C40 C 0.0680(3) 0.87560(17) 0.9070(3) 0.0356(9) Uani 1 1 d . . . H40 H 0.0185 0.9106 0.8808 0.043 Uiso 1 1 calc R . . C41 C 0.1248(3) 0.84957(16) 0.8508(2) 0.0300(9) Uani 1 1 d . . . C42 C 0.0154(3) 0.88164(19) 1.0588(3) 0.0455(11) Uani 1 1 d . . . H42A H -0.0659 0.8742 1.0242 0.068 Uiso 1 1 calc R . . H42B H 0.0300 0.9276 1.0660 0.068 Uiso 1 1 calc R . . H42C H 0.0400 0.8618 1.1245 0.068 Uiso 1 1 calc R . . C43 C 0.2929(3) 0.71777(16) 1.0266(3) 0.0393(10) Uani 1 1 d . . . H43 H 0.3145 0.7010 0.9713 0.047 Uiso 1 1 calc R . . C44 C 0.2323(3) 0.66330(18) 1.0562(3) 0.0427(11) Uani 1 1 d . . . C45 C 0.2191(4) 0.6600(2) 1.1455(4) 0.0671(14) Uani 1 1 d . . . H45 H 0.2530 0.6917 1.1941 0.081 Uiso 1 1 calc R . . C46 C 0.1582(5) 0.6118(2) 1.1667(5) 0.0924(19) Uani 1 1 d . . . H46 H 0.1495 0.6113 1.2291 0.111 Uiso 1 1 calc R . . C47 C 0.1098(5) 0.5646(3) 1.0997(5) 0.0853(17) Uani 1 1 d . . . H47 H 0.0672 0.5317 1.1148 0.102 Uiso 1 1 calc R . . C48 C 0.1235(5) 0.5657(3) 1.0106(4) 0.0829(19) Uani 1 1 d . . . H48 H 0.0917 0.5330 0.9632 0.099 Uiso 1 1 calc R . . C49 C 0.1855(4) 0.6158(2) 0.9899(4) 0.0616(15) Uani 1 1 d . . . H49 H 0.1950 0.6165 0.9278 0.074 Uiso 1 1 calc R . . C50 C 0.4026(3) 0.7394(2) 1.1070(3) 0.0458(11) Uani 1 1 d . . . C51 C 0.4725(4) 0.6952(3) 1.1721(4) 0.0949(18) Uani 1 1 d . . . H51 H 0.4501 0.6517 1.1686 0.114 Uiso 1 1 calc R . . C52 C 0.5760(5) 0.7145(4) 1.2429(4) 0.120(2) Uani 1 1 d . . . H52 H 0.6235 0.6839 1.2869 0.144 Uiso 1 1 calc R . . C53 C 0.6091(4) 0.7758(4) 1.2494(4) 0.0892(19) Uani 1 1 d . . . H53 H 0.6780 0.7885 1.2999 0.107 Uiso 1 1 calc R . . C54 C 0.5439(4) 0.8196(3) 1.1837(4) 0.0637(14) Uani 1 1 d . . . H54 H 0.5693 0.8624 1.1857 0.076 Uiso 1 1 calc R . . C55 C 0.4408(3) 0.8013(2) 1.1142(3) 0.0478(11) Uani 1 1 d . . . H55 H 0.3948 0.8325 1.0701 0.057 Uiso 1 1 calc R . . C56 C 0.1180(3) 0.87806(17) 0.7514(3) 0.0341(9) Uani 1 1 d . . . H56 H 0.1290 0.8416 0.7113 0.041 Uiso 1 1 calc R . . C57 C 0.0019(3) 0.90578(17) 0.6925(3) 0.0326(9) Uani 1 1 d . . . C58 C -0.0805(3) 0.8659(2) 0.6316(3) 0.0479(11) Uani 1 1 d . . . H58 H -0.0631 0.8221 0.6279 0.057 Uiso 1 1 calc R . . C59 C -0.1879(4) 0.8878(2) 0.5755(4) 0.0589(14) Uani 1 1 d . . . H59 H -0.2427 0.8596 0.5328 0.071 Uiso 1 1 calc R . . C60 C -0.2144(3) 0.9509(2) 0.5823(3) 0.0497(11) Uani 1 1 d . . . H60 H -0.2882 0.9662 0.5450 0.060 Uiso 1 1 calc R . . C61 C -0.1346(3) 0.9916(2) 0.6429(3) 0.0514(12) Uani 1 1 d . . . H61 H -0.1532 1.0351 0.6479 0.062 Uiso 1 1 calc R . . C62 C -0.0260(3) 0.96921(19) 0.6970(3) 0.0473(11) Uani 1 1 d . . . H62 H 0.0296 0.9979 0.7376 0.057 Uiso 1 1 calc R . . C63 C 0.2155(3) 0.92399(19) 0.7647(3) 0.0376(10) Uani 1 1 d . . . C64 C 0.2563(4) 0.9650(2) 0.8434(3) 0.0562(13) Uani 1 1 d . . . H64 H 0.2223 0.9652 0.8920 0.067 Uiso 1 1 calc R . . C65 C 0.3465(4) 1.0066(2) 0.8545(4) 0.0678(14) Uani 1 1 d . . . H65 H 0.3718 1.0352 0.9091 0.081 Uiso 1 1 calc R . . C66 C 0.3979(4) 1.0061(2) 0.7866(4) 0.0588(13) Uani 1 1 d . . . H66 H 0.4600 1.0336 0.7943 0.071 Uiso 1 1 calc R . . C67 C 0.3597(3) 0.9658(2) 0.7077(3) 0.0504(11) Uani 1 1 d . . . H67 H 0.3952 0.9657 0.6601 0.060 Uiso 1 1 calc R . . C68 C 0.2695(3) 0.9248(2) 0.6958(3) 0.0415(11) Uani 1 1 d . . . H68 H 0.2441 0.8969 0.6403 0.050 Uiso 1 1 calc R . . C69 C -0.1710(4) 0.5081(2) 0.5612(4) 0.0665(15) Uani 1 1 d . . . H69A H -0.2451 0.5190 0.5098 0.080 Uiso 1 1 calc R . . H69B H -0.1700 0.4616 0.5730 0.080 Uiso 1 1 calc R . . C70 C -0.0798(4) 0.5242(2) 0.5239(3) 0.0665(13) Uani 1 1 d . . . H70A H -0.0058 0.5132 0.5753 0.080 Uiso 1 1 calc R . . H70B H -0.0893 0.4978 0.4648 0.080 Uiso 1 1 calc R . . C71 C -0.0769(4) 0.5106(3) 0.7399(4) 0.0936(18) Uani 1 1 d . . . H71A H -0.0023 0.5109 0.7341 0.140 Uiso 1 1 calc R . . H71B H -0.1003 0.4664 0.7437 0.140 Uiso 1 1 calc R . . H71C H -0.0728 0.5336 0.8000 0.140 Uiso 1 1 calc R . . C72 C -0.2688(4) 0.5443(2) 0.6652(3) 0.0679(14) Uani 1 1 d . . . H72A H -0.2937 0.5008 0.6719 0.102 Uiso 1 1 calc R . . H72B H -0.3246 0.5647 0.6071 0.102 Uiso 1 1 calc R . . H72C H -0.2613 0.5689 0.7247 0.102 Uiso 1 1 calc R . . C73 C 0.0309(4) 0.6068(2) 0.4878(4) 0.0787(16) Uani 1 1 d . . . H73A H 0.0400 0.5806 0.4352 0.118 Uiso 1 1 calc R . . H73B H 0.0929 0.5979 0.5506 0.118 Uiso 1 1 calc R . . H73C H 0.0321 0.6520 0.4712 0.118 Uiso 1 1 calc R . . C74 C -0.1696(4) 0.6064(2) 0.4039(3) 0.0780(15) Uani 1 1 d . . . H74A H -0.2428 0.5972 0.4096 0.117 Uiso 1 1 calc R . . H74B H -0.1612 0.5803 0.3509 0.117 Uiso 1 1 calc R . . H74C H -0.1661 0.6516 0.3884 0.117 Uiso 1 1 calc R . . C75 C -0.3143(4) 0.7321(2) 0.6279(4) 0.0720(15) Uani 1 1 d . . . H75A H -0.3219 0.7786 0.6360 0.086 Uiso 1 1 calc R . . H75B H -0.3743 0.7101 0.6444 0.086 Uiso 1 1 calc R . . C76 C -0.3273(4) 0.7176(2) 0.5230(3) 0.0786(16) Uani 1 1 d . . . H76A H -0.3255 0.6713 0.5143 0.118 Uiso 1 1 calc R . . H76B H -0.2652 0.7374 0.5084 0.118 Uiso 1 1 calc R . . H76C H -0.3998 0.7345 0.4779 0.118 Uiso 1 1 calc R . . C77 C -0.1848(4) 0.7300(2) 0.7927(3) 0.0676(14) Uani 1 1 d . . . H77A H -0.2480 0.7157 0.8124 0.081 Uiso 1 1 calc R . . H77B H -0.1800 0.7771 0.7979 0.081 Uiso 1 1 calc R . . C78 C -0.0772(3) 0.7013(3) 0.8595(3) 0.0735(13) Uani 1 1 d . . . H78A H -0.0141 0.7181 0.8430 0.110 Uiso 1 1 calc R . . H78B H -0.0808 0.6548 0.8514 0.110 Uiso 1 1 calc R . . H78C H -0.0656 0.7120 0.9283 0.110 Uiso 1 1 calc R . . C79 C 0.6374(4) 0.8814(3) 0.8520(4) 0.0812(17) Uani 1 1 d . . . H79A H 0.5856 0.9041 0.8779 0.097 Uiso 1 1 calc R . . H79B H 0.5917 0.8520 0.7991 0.097 Uiso 1 1 calc R . . C80 C 0.6948(5) 0.9276(3) 0.8108(4) 0.0944(19) Uani 1 1 d . . . H80A H 0.7481 0.9053 0.7873 0.142 Uiso 1 1 calc R . . H80B H 0.7361 0.9584 0.8622 0.142 Uiso 1 1 calc R . . H80C H 0.6386 0.9502 0.7553 0.142 Uiso 1 1 calc R . . C81 C 0.6668(4) 0.8015(2) 0.9730(4) 0.0703(14) Uani 1 1 d . . . H81A H 0.6156 0.7731 0.9216 0.084 Uiso 1 1 calc R . . H81B H 0.6213 0.8242 1.0056 0.084 Uiso 1 1 calc R . . C82 C 0.7555(4) 0.7628(3) 1.0475(3) 0.0809(15) Uani 1 1 d . . . H82A H 0.8024 0.7906 1.1012 0.121 Uiso 1 1 calc R . . H82B H 0.8031 0.7423 1.0159 0.121 Uiso 1 1 calc R . . H82C H 0.7196 0.7301 1.0744 0.121 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 0.0294(2) 0.0408(2) 0.0360(2) -0.0092(2) 0.01428(16) -0.0043(2) Na1 0.0375(9) 0.0505(10) 0.0535(10) -0.0126(8) 0.0179(8) -0.0083(7) O1 0.0467(15) 0.053(2) 0.0606(18) -0.0074(17) 0.0225(14) 0.0014(16) N1 0.0265(13) 0.0279(14) 0.0255(14) -0.0025(18) 0.0104(11) 0.0025(18) C1 0.023(2) 0.040(2) 0.034(2) -0.0038(19) 0.0137(18) -0.0036(18) O2 0.048(2) 0.075(2) 0.0505(19) 0.0019(18) 0.0157(16) -0.0054(18) N2 0.0258(16) 0.0338(17) 0.0280(16) -0.0065(14) 0.0139(13) 0.0000(14) C2 0.026(2) 0.033(2) 0.034(2) -0.0051(18) 0.0083(17) -0.0085(17) N3 0.058(2) 0.059(2) 0.047(2) 0.0021(19) 0.023(2) -0.0020(19) C3 0.0211(18) 0.031(2) 0.029(2) -0.0073(17) 0.0120(16) -0.0035(16) N4 0.065(2) 0.051(2) 0.047(2) -0.0067(18) 0.024(2) -0.0087(19) C4 0.033(2) 0.031(2) 0.030(2) -0.0055(18) 0.0148(18) -0.0052(18) C5 0.034(2) 0.024(2) 0.045(3) -0.004(2) 0.0183(19) 0.0058(18) C6 0.031(2) 0.030(2) 0.036(2) -0.0068(19) 0.0161(19) -0.0032(19) C7 0.034(2) 0.033(2) 0.029(2) -0.0001(18) 0.0149(18) -0.0017(18) C8 0.0235(16) 0.031(2) 0.0332(19) 0.002(2) 0.0108(14) -0.001(2) C9 0.049(2) 0.045(2) 0.038(2) -0.008(2) 0.023(2) 0.001(2) C10 0.040(2) 0.031(2) 0.035(2) -0.0027(18) 0.0179(18) 0.0013(18) C11 0.039(2) 0.036(2) 0.045(3) 0.009(2) 0.023(2) 0.011(2) C12 0.050(3) 0.040(3) 0.051(3) 0.004(2) 0.025(2) -0.001(2) C13 0.051(3) 0.047(3) 0.080(4) 0.004(3) 0.025(3) 0.000(2) C14 0.056(3) 0.049(3) 0.089(4) 0.020(3) 0.038(3) -0.001(3) C15 0.058(3) 0.076(4) 0.065(4) 0.021(3) 0.035(3) 0.000(3) C16 0.055(3) 0.067(3) 0.055(3) 0.008(3) 0.027(2) 0.003(3) C17 0.044(2) 0.035(2) 0.029(2) 0.0011(18) 0.0155(19) 0.000(2) C18 0.060(3) 0.038(2) 0.051(3) 0.004(2) 0.017(2) -0.002(2) C19 0.049(3) 0.068(4) 0.050(3) 0.001(3) 0.008(2) -0.014(3) C20 0.041(3) 0.068(3) 0.048(3) 0.014(3) 0.012(2) 0.003(3) C21 0.044(3) 0.048(3) 0.054(3) 0.013(2) 0.023(2) 0.009(2) C22 0.039(2) 0.041(3) 0.044(3) -0.001(2) 0.019(2) 0.000(2) C23 0.036(2) 0.032(2) 0.030(2) -0.0004(18) 0.0145(17) 0.0027(18) C24 0.032(2) 0.041(2) 0.040(2) 0.009(2) 0.0157(19) 0.006(2) C25 0.040(2) 0.067(3) 0.044(3) -0.004(2) 0.015(2) 0.003(2) C26 0.043(3) 0.097(4) 0.043(3) -0.002(2) 0.010(2) 0.002(3) C27 0.031(2) 0.091(4) 0.061(3) 0.013(3) 0.004(2) 0.009(3) C28 0.044(3) 0.066(3) 0.056(3) 0.000(3) 0.011(2) 0.018(2) C29 0.044(3) 0.043(3) 0.056(3) 0.001(2) 0.009(2) 0.009(2) C30 0.037(2) 0.033(2) 0.037(3) 0.0060(19) 0.017(2) 0.0092(19) C31 0.040(3) 0.038(3) 0.048(3) 0.001(2) 0.014(2) -0.001(2) C32 0.043(3) 0.043(3) 0.063(3) 0.004(2) 0.015(2) -0.004(2) C33 0.059(3) 0.044(3) 0.069(3) 0.013(3) 0.034(3) 0.002(2) C34 0.072(3) 0.063(3) 0.047(3) 0.010(3) 0.030(3) -0.007(3) C35 0.053(3) 0.053(3) 0.047(3) 0.000(2) 0.024(2) -0.006(2) C36 0.027(2) 0.031(2) 0.027(2) -0.0056(17) 0.0114(17) -0.0049(18) C37 0.029(2) 0.029(2) 0.032(2) -0.0040(19) 0.0105(18) 0.0010(18) C38 0.036(2) 0.040(2) 0.023(2) -0.0038(19) 0.0096(18) -0.001(2) C39 0.034(2) 0.036(2) 0.032(2) -0.0092(19) 0.0167(19) -0.004(2) C40 0.034(2) 0.034(2) 0.041(2) -0.0013(19) 0.0166(19) 0.0073(18) C41 0.030(2) 0.031(2) 0.028(2) -0.0058(18) 0.0101(17) -0.0014(18) C42 0.050(3) 0.049(3) 0.047(3) -0.004(2) 0.028(2) 0.006(2) C43 0.040(2) 0.039(3) 0.039(2) 0.0033(18) 0.0149(18) 0.0095(19) C44 0.043(2) 0.036(2) 0.042(3) 0.000(2) 0.007(2) 0.011(2) C45 0.116(4) 0.043(3) 0.063(3) -0.005(2) 0.058(3) -0.009(3) C46 0.167(6) 0.042(3) 0.110(5) 0.004(3) 0.100(5) 0.003(4) C47 0.094(4) 0.049(3) 0.127(6) 0.019(4) 0.056(4) -0.008(3) C48 0.104(5) 0.050(4) 0.069(4) 0.013(3) 0.001(4) -0.018(3) C49 0.085(4) 0.046(3) 0.039(3) 0.006(2) 0.006(3) 0.001(3) C50 0.041(2) 0.060(3) 0.036(2) 0.006(2) 0.012(2) 0.010(2) C51 0.067(3) 0.072(3) 0.108(4) 0.042(4) -0.013(3) 0.007(4) C52 0.067(4) 0.111(6) 0.121(5) 0.023(5) -0.038(3) 0.019(4) C53 0.042(3) 0.133(6) 0.073(4) -0.017(4) -0.003(3) 0.006(4) C54 0.039(3) 0.086(4) 0.067(3) -0.022(3) 0.020(3) 0.001(3) C55 0.036(3) 0.057(3) 0.049(3) -0.010(2) 0.013(2) 0.001(2) C56 0.041(2) 0.031(2) 0.033(2) -0.0019(18) 0.0160(19) 0.0014(19) C57 0.037(2) 0.035(2) 0.029(2) 0.0076(19) 0.0161(19) 0.003(2) C58 0.041(3) 0.050(3) 0.049(3) 0.001(2) 0.011(2) 0.003(2) C59 0.041(3) 0.061(3) 0.064(3) -0.003(3) 0.006(2) -0.001(2) C60 0.038(3) 0.059(3) 0.053(3) 0.014(2) 0.017(2) 0.011(2) C61 0.050(3) 0.043(3) 0.064(3) 0.014(2) 0.025(2) 0.015(2) C62 0.048(3) 0.039(3) 0.053(3) 0.002(2) 0.017(2) -0.001(2) C63 0.036(2) 0.038(2) 0.035(2) 0.002(2) 0.0081(19) 0.003(2) C64 0.068(3) 0.068(3) 0.045(3) -0.011(3) 0.036(3) -0.020(3) C65 0.070(3) 0.071(3) 0.064(3) -0.019(3) 0.027(3) -0.026(3) C66 0.049(3) 0.053(3) 0.074(4) -0.001(3) 0.022(3) -0.014(2) C67 0.045(3) 0.052(3) 0.064(3) 0.015(3) 0.031(2) 0.006(2) C68 0.042(3) 0.046(3) 0.038(3) 0.003(2) 0.016(2) 0.005(2) C69 0.082(4) 0.053(3) 0.072(4) -0.013(3) 0.038(3) -0.014(3) C70 0.089(4) 0.057(3) 0.060(3) -0.014(3) 0.035(3) -0.003(3) C71 0.089(4) 0.112(5) 0.077(4) 0.018(4) 0.026(3) 0.035(4) C72 0.062(3) 0.081(4) 0.065(3) 0.009(3) 0.029(3) -0.016(3) C73 0.081(4) 0.086(4) 0.085(4) -0.030(3) 0.048(3) -0.021(3) C74 0.088(4) 0.084(4) 0.058(3) 0.006(3) 0.022(3) -0.013(3) C75 0.056(3) 0.075(3) 0.084(4) 0.019(3) 0.024(3) 0.015(3) C76 0.064(3) 0.083(5) 0.078(4) 0.002(3) 0.013(3) 0.005(3) C77 0.070(3) 0.075(3) 0.068(3) -0.011(3) 0.038(3) 0.002(3) C78 0.058(3) 0.106(4) 0.062(3) -0.009(4) 0.027(2) -0.011(4) C79 0.067(4) 0.087(4) 0.074(4) 0.011(3) 0.007(3) 0.002(3) C80 0.094(4) 0.105(5) 0.086(4) 0.023(4) 0.035(3) -0.016(4) C81 0.060(3) 0.081(4) 0.064(3) -0.003(3) 0.015(3) -0.012(3) C82 0.100(4) 0.083(4) 0.055(3) 0.007(3) 0.022(3) -0.008(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ga1 N1 1.951(2) . ? Ga1 N2 1.958(3) . ? Ga1 Na1 3.0384(16) . ? Na1 O1 2.356(3) . ? Na1 N3 2.488(4) . ? Na1 N4 2.491(4) . ? O1 C75 1.424(5) . ? O1 C77 1.434(5) . ? N1 C1 1.397(4) . ? N1 C3 1.413(4) . ? C1 C2 1.333(5) . ? C1 H1 0.9500 . ? O2 C79 1.405(5) . ? O2 C81 1.409(5) . ? N2 C2 1.380(4) . ? N2 C36 1.414(4) . ? C2 H2 0.9500 . ? N3 C72 1.459(5) . ? N3 C71 1.465(5) . ? N3 C69 1.468(5) . ? C3 C8 1.412(4) . ? C3 C4 1.413(5) . ? N4 C70 1.460(5) . ? N4 C74 1.461(5) . ? N4 C73 1.478(5) . ? C4 C5 1.393(5) . ? C4 C10 1.524(5) . ? C5 C6 1.380(5) . ? C5 H5 0.9500 . ? C6 C7 1.383(5) . ? C6 C9 1.513(5) . ? C7 C8 1.391(5) . ? C7 H7 0.9500 . ? C8 C23 1.529(5) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.530(5) . ? C10 C17 1.539(5) . ? C10 H10 1.0000 . ? C11 C12 1.370(5) . ? C11 C16 1.401(5) . ? C12 C13 1.392(6) . ? C12 H12 0.9500 . ? C13 C14 1.363(6) . ? C13 H13 0.9500 . ? C14 C15 1.364(6) . ? C14 H14 0.9500 . ? C15 C16 1.392(6) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C22 1.388(5) . ? C17 C18 1.390(5) . ? C18 C19 1.397(6) . ? C18 H18 0.9500 . ? C19 C20 1.371(6) . ? C19 H19 0.9500 . ? C20 C21 1.369(6) . ? C20 H20 0.9500 . ? C21 C22 1.373(5) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 C30 1.525(5) . ? C23 C24 1.533(5) . ? C23 H23 1.0000 . ? C24 C25 1.359(5) . ? C24 C29 1.392(5) . ? C25 C26 1.392(5) . ? C25 H25 0.9500 . ? C26 C27 1.373(6) . ? C26 H26 0.9500 . ? C27 C28 1.361(6) . ? C27 H27 0.9500 . ? C28 C29 1.387(5) . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? C30 C31 1.381(5) . ? C30 C35 1.393(5) . ? C31 C32 1.382(5) . ? C31 H31 0.9500 . ? C32 C33 1.372(6) . ? C32 H32 0.9500 . ? C33 C34 1.352(6) . ? C33 H33 0.9500 . ? C34 C35 1.386(6) . ? C34 H34 0.9500 . ? C35 H35 0.9500 . ? C36 C37 1.410(5) . ? C36 C41 1.418(5) . ? C37 C38 1.396(5) . ? C37 C43 1.527(5) . ? C38 C39 1.381(5) . ? C38 H38 0.9500 . ? C39 C40 1.386(5) . ? C39 C42 1.506(5) . ? C40 C41 1.382(5) . ? C40 H40 0.9500 . ? C41 C56 1.532(5) . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 C50 1.522(5) . ? C43 C44 1.523(5) . ? C43 H43 1.0000 . ? C44 C49 1.360(6) . ? C44 C45 1.366(6) . ? C45 C46 1.372(6) . ? C45 H45 0.9500 . ? C46 C47 1.365(7) . ? C46 H46 0.9500 . ? C47 C48 1.364(7) . ? C47 H47 0.9500 . ? C48 C49 1.409(7) . ? C48 H48 0.9500 . ? C49 H49 0.9500 . ? C50 C55 1.377(6) . ? C50 C51 1.387(6) . ? C51 C52 1.399(7) . ? C51 H51 0.9500 . ? C52 C53 1.343(8) . ? C52 H52 0.9500 . ? C53 C54 1.365(7) . ? C53 H53 0.9500 . ? C54 C55 1.383(5) . ? C54 H54 0.9500 . ? C55 H55 0.9500 . ? C56 C57 1.522(5) . ? C56 C63 1.523(5) . ? C56 H56 1.0000 . ? C57 C58 1.378(5) . ? C57 C62 1.383(5) . ? C58 C59 1.385(5) . ? C58 H58 0.9500 . ? C59 C60 1.376(6) . ? C59 H59 0.9500 . ? C60 C61 1.369(6) . ? C60 H60 0.9500 . ? C61 C62 1.395(5) . ? C61 H61 0.9500 . ? C62 H62 0.9500 . ? C63 C64 1.371(6) . ? C63 C68 1.401(5) . ? C64 C65 1.400(6) . ? C64 H64 0.9500 . ? C65 C66 1.365(6) . ? C65 H65 0.9500 . ? C66 C67 1.361(6) . ? C66 H66 0.9500 . ? C67 C68 1.390(5) . ? C67 H67 0.9500 . ? C68 H68 0.9500 . ? C69 C70 1.482(6) . ? C69 H69A 0.9900 . ? C69 H69B 0.9900 . ? C70 H70A 0.9900 . ? C70 H70B 0.9900 . ? C71 H71A 0.9800 . ? C71 H71B 0.9800 . ? C71 H71C 0.9800 . ? C72 H72A 0.9800 . ? C72 H72B 0.9800 . ? C72 H72C 0.9800 . ? C73 H73A 0.9800 . ? C73 H73B 0.9800 . ? C73 H73C 0.9800 . ? C74 H74A 0.9800 . ? C74 H74B 0.9800 . ? C74 H74C 0.9800 . ? C75 C76 1.500(6) . ? C75 H75A 0.9900 . ? C75 H75B 0.9900 . ? C76 H76A 0.9800 . ? C76 H76B 0.9800 . ? C76 H76C 0.9800 . ? C77 C78 1.482(6) . ? C77 H77A 0.9900 . ? C77 H77B 0.9900 . ? C78 H78A 0.9800 . ? C78 H78B 0.9800 . ? C78 H78C 0.9800 . ? C79 C80 1.463(7) . ? C79 H79A 0.9900 . ? C79 H79B 0.9900 . ? C80 H80A 0.9800 . ? C80 H80B 0.9800 . ? C80 H80C 0.9800 . ? C81 C82 1.483(6) . ? C81 H81A 0.9900 . ? C81 H81B 0.9900 . ? C82 H82A 0.9800 . ? C82 H82B 0.9800 . ? C82 H82C 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 N1 Ga1 N2 81.98(12) . . ? N1 Ga1 Na1 145.50(9) . . ? N2 Ga1 Na1 132.19(9) . . ? O1 Na1 N3 98.54(12) . . ? O1 Na1 N4 135.99(12) . . ? N3 Na1 N4 73.70(12) . . ? O1 Na1 Ga1 114.60(8) . . ? N3 Na1 Ga1 133.26(10) . . ? N4 Na1 Ga1 99.99(10) . . ? C75 O1 C77 111.0(3) . . ? C75 O1 Na1 126.5(3) . . ? C77 O1 Na1 122.5(2) . . ? C1 N1 C3 116.5(3) . . ? C1 N1 Ga1 112.1(2) . . ? C3 N1 Ga1 131.4(2) . . ? C2 C1 N1 117.1(3) . . ? C2 C1 H1 121.5 . . ? N1 C1 H1 121.5 . . ? C79 O2 C81 113.6(4) . . ? C2 N2 C36 120.4(3) . . ? C2 N2 Ga1 113.3(2) . . ? C36 N2 Ga1 126.3(2) . . ? C1 C2 N2 115.6(3) . . ? C1 C2 H2 122.2 . . ? N2 C2 H2 122.2 . . ? C72 N3 C71 109.0(4) . . ? C72 N3 C69 110.0(4) . . ? C71 N3 C69 111.7(4) . . ? C72 N3 Na1 113.6(3) . . ? C71 N3 Na1 104.3(3) . . ? C69 N3 Na1 108.2(3) . . ? C8 C3 C4 118.8(3) . . ? C8 C3 N1 120.6(3) . . ? C4 C3 N1 120.6(3) . . ? C70 N4 C74 111.6(4) . . ? C70 N4 C73 109.6(4) . . ? C74 N4 C73 108.5(4) . . ? C70 N4 Na1 103.4(3) . . ? C74 N4 Na1 117.7(3) . . ? C73 N4 Na1 105.6(3) . . ? C5 C4 C3 119.2(3) . . ? C5 C4 C10 121.7(3) . . ? C3 C4 C10 119.1(3) . . ? C6 C5 C4 122.6(3) . . ? C6 C5 H5 118.7 . . ? C4 C5 H5 118.7 . . ? C5 C6 C7 117.6(3) . . ? C5 C6 C9 122.1(3) . . ? C7 C6 C9 120.2(3) . . ? C6 C7 C8 122.6(3) . . ? C6 C7 H7 118.7 . . ? C8 C7 H7 118.7 . . ? C7 C8 C3 119.1(3) . . ? C7 C8 C23 121.6(3) . . ? C3 C8 C23 119.3(3) . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C4 C10 C11 114.6(3) . . ? C4 C10 C17 112.8(3) . . ? C11 C10 C17 110.3(3) . . ? C4 C10 H10 106.2 . . ? C11 C10 H10 106.2 . . ? C17 C10 H10 106.2 . . ? C12 C11 C16 117.2(4) . . ? C12 C11 C10 124.2(4) . . ? C16 C11 C10 118.6(4) . . ? C11 C12 C13 121.6(4) . . ? C11 C12 H12 119.2 . . ? C13 C12 H12 119.2 . . ? C14 C13 C12 120.3(5) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C13 C14 C15 119.9(5) . . ? C13 C14 H14 120.1 . . ? C15 C14 H14 120.1 . . ? C14 C15 C16 120.1(5) . . ? C14 C15 H15 120.0 . . ? C16 C15 H15 120.0 . . ? C15 C16 C11 121.0(4) . . ? C15 C16 H16 119.5 . . ? C11 C16 H16 119.5 . . ? C22 C17 C18 117.7(4) . . ? C22 C17 C10 123.4(3) . . ? C18 C17 C10 118.9(3) . . ? C17 C18 C19 120.9(4) . . ? C17 C18 H18 119.6 . . ? C19 C18 H18 119.6 . . ? C20 C19 C18 119.7(4) . . ? C20 C19 H19 120.2 . . ? C18 C19 H19 120.2 . . ? C21 C20 C19 120.0(4) . . ? C21 C20 H20 120.0 . . ? C19 C20 H20 120.0 . . ? C20 C21 C22 120.5(4) . . ? C20 C21 H21 119.7 . . ? C22 C21 H21 119.7 . . ? C21 C22 C17 121.3(4) . . ? C21 C22 H22 119.4 . . ? C17 C22 H22 119.4 . . ? C30 C23 C8 111.9(3) . . ? C30 C23 C24 112.3(3) . . ? C8 C23 C24 113.6(3) . . ? C30 C23 H23 106.1 . . ? C8 C23 H23 106.1 . . ? C24 C23 H23 106.1 . . ? C25 C24 C29 118.0(4) . . ? C25 C24 C23 124.0(3) . . ? C29 C24 C23 118.0(4) . . ? C24 C25 C26 122.0(4) . . ? C24 C25 H25 119.0 . . ? C26 C25 H25 119.0 . . ? C27 C26 C25 119.1(4) . . ? C27 C26 H26 120.5 . . ? C25 C26 H26 120.5 . . ? C28 C27 C26 120.1(4) . . ? C28 C27 H27 120.0 . . ? C26 C27 H27 120.0 . . ? C27 C28 C29 120.4(4) . . ? C27 C28 H28 119.8 . . ? C29 C28 H28 119.8 . . ? C28 C29 C24 120.4(4) . . ? C28 C29 H29 119.8 . . ? C24 C29 H29 119.8 . . ? C31 C30 C35 117.2(4) . . ? C31 C30 C23 118.8(4) . . ? C35 C30 C23 124.0(4) . . ? C30 C31 C32 121.7(4) . . ? C30 C31 H31 119.2 . . ? C32 C31 H31 119.2 . . ? C33 C32 C31 119.8(4) . . ? C33 C32 H32 120.1 . . ? C31 C32 H32 120.1 . . ? C34 C33 C32 119.9(4) . . ? C34 C33 H33 120.1 . . ? C32 C33 H33 120.1 . . ? C33 C34 C35 120.7(4) . . ? C33 C34 H34 119.6 . . ? C35 C34 H34 119.6 . . ? C34 C35 C30 120.7(4) . . ? C34 C35 H35 119.6 . . ? C30 C35 H35 119.6 . . ? C37 C36 N2 121.2(3) . . ? C37 C36 C41 118.6(3) . . ? N2 C36 C41 120.0(3) . . ? C38 C37 C36 119.1(3) . . ? C38 C37 C43 121.1(3) . . ? C36 C37 C43 119.8(3) . . ? C39 C38 C37 122.6(4) . . ? C39 C38 H38 118.7 . . ? C37 C38 H38 118.7 . . ? C38 C39 C40 117.3(3) . . ? C38 C39 C42 121.1(4) . . ? C40 C39 C42 121.5(3) . . ? C41 C40 C39 122.8(3) . . ? C41 C40 H40 118.6 . . ? C39 C40 H40 118.6 . . ? C40 C41 C36 119.3(3) . . ? C40 C41 C56 122.5(3) . . ? C36 C41 C56 118.2(3) . . ? C39 C42 H42A 109.5 . . ? C39 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C39 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C50 C43 C44 114.9(3) . . ? C50 C43 C37 112.3(3) . . ? C44 C43 C37 110.8(3) . . ? C50 C43 H43 106.1 . . ? C44 C43 H43 106.1 . . ? C37 C43 H43 106.1 . . ? C49 C44 C45 117.4(4) . . ? C49 C44 C43 118.9(4) . . ? C45 C44 C43 123.6(4) . . ? C44 C45 C46 121.5(5) . . ? C44 C45 H45 119.2 . . ? C46 C45 H45 119.2 . . ? C47 C46 C45 121.1(5) . . ? C47 C46 H46 119.4 . . ? C45 C46 H46 119.4 . . ? C48 C47 C46 118.9(5) . . ? C48 C47 H47 120.6 . . ? C46 C47 H47 120.6 . . ? C47 C48 C49 119.2(5) . . ? C47 C48 H48 120.4 . . ? C49 C48 H48 120.4 . . ? C44 C49 C48 121.9(5) . . ? C44 C49 H49 119.1 . . ? C48 C49 H49 119.1 . . ? C55 C50 C51 117.3(4) . . ? C55 C50 C43 122.4(4) . . ? C51 C50 C43 120.1(4) . . ? C50 C51 C52 120.1(6) . . ? C50 C51 H51 120.0 . . ? C52 C51 H51 120.0 . . ? C53 C52 C51 121.0(6) . . ? C53 C52 H52 119.5 . . ? C51 C52 H52 119.5 . . ? C52 C53 C54 120.0(5) . . ? C52 C53 H53 120.0 . . ? C54 C53 H53 120.0 . . ? C53 C54 C55 119.6(5) . . ? C53 C54 H54 120.2 . . ? C55 C54 H54 120.2 . . ? C50 C55 C54 122.0(4) . . ? C50 C55 H55 119.0 . . ? C54 C55 H55 119.0 . . ? C57 C56 C63 113.8(3) . . ? C57 C56 C41 112.8(3) . . ? C63 C56 C41 111.3(3) . . ? C57 C56 H56 106.1 . . ? C63 C56 H56 106.1 . . ? C41 C56 H56 106.1 . . ? C58 C57 C62 117.8(3) . . ? C58 C57 C56 118.7(3) . . ? C62 C57 C56 123.5(3) . . ? C57 C58 C59 121.9(4) . . ? C57 C58 H58 119.0 . . ? C59 C58 H58 119.0 . . ? C60 C59 C58 119.3(4) . . ? C60 C59 H59 120.4 . . ? C58 C59 H59 120.4 . . ? C61 C60 C59 120.2(4) . . ? C61 C60 H60 119.9 . . ? C59 C60 H60 119.9 . . ? C60 C61 C62 119.8(4) . . ? C60 C61 H61 120.1 . . ? C62 C61 H61 120.1 . . ? C57 C62 C61 121.0(4) . . ? C57 C62 H62 119.5 . . ? C61 C62 H62 119.5 . . ? C64 C63 C68 116.9(4) . . ? C64 C63 C56 122.9(4) . . ? C68 C63 C56 120.2(3) . . ? C63 C64 C65 122.1(4) . . ? C63 C64 H64 119.0 . . ? C65 C64 H64 119.0 . . ? C66 C65 C64 119.7(4) . . ? C66 C65 H65 120.1 . . ? C64 C65 H65 120.1 . . ? C67 C66 C65 119.7(4) . . ? C67 C66 H66 120.2 . . ? C65 C66 H66 120.2 . . ? C66 C67 C68 120.8(4) . . ? C66 C67 H67 119.6 . . ? C68 C67 H67 119.6 . . ? C67 C68 C63 120.8(4) . . ? C67 C68 H68 119.6 . . ? C63 C68 H68 119.6 . . ? N3 C69 C70 112.9(4) . . ? N3 C69 H69A 109.0 . . ? C70 C69 H69A 109.0 . . ? N3 C69 H69B 109.0 . . ? C70 C69 H69B 109.0 . . ? H69A C69 H69B 107.8 . . ? N4 C70 C69 113.6(4) . . ? N4 C70 H70A 108.8 . . ? C69 C70 H70A 108.8 . . ? N4 C70 H70B 108.8 . . ? C69 C70 H70B 108.8 . . ? H70A C70 H70B 107.7 . . ? N3 C71 H71A 109.5 . . ? N3 C71 H71B 109.5 . . ? H71A C71 H71B 109.5 . . ? N3 C71 H71C 109.5 . . ? H71A C71 H71C 109.5 . . ? H71B C71 H71C 109.5 . . ? N3 C72 H72A 109.5 . . ? N3 C72 H72B 109.5 . . ? H72A C72 H72B 109.5 . . ? N3 C72 H72C 109.5 . . ? H72A C72 H72C 109.5 . . ? H72B C72 H72C 109.5 . . ? N4 C73 H73A 109.5 . . ? N4 C73 H73B 109.5 . . ? H73A C73 H73B 109.5 . . ? N4 C73 H73C 109.5 . . ? H73A C73 H73C 109.5 . . ? H73B C73 H73C 109.5 . . ? N4 C74 H74A 109.5 . . ? N4 C74 H74B 109.5 . . ? H74A C74 H74B 109.5 . . ? N4 C74 H74C 109.5 . . ? H74A C74 H74C 109.5 . . ? H74B C74 H74C 109.5 . . ? O1 C75 C76 109.1(4) . . ? O1 C75 H75A 109.9 . . ? C76 C75 H75A 109.9 . . ? O1 C75 H75B 109.9 . . ? C76 C75 H75B 109.9 . . ? H75A C75 H75B 108.3 . . ? C75 C76 H76A 109.5 . . ? C75 C76 H76B 109.5 . . ? H76A C76 H76B 109.5 . . ? C75 C76 H76C 109.5 . . ? H76A C76 H76C 109.5 . . ? H76B C76 H76C 109.5 . . ? O1 C77 C78 109.6(4) . . ? O1 C77 H77A 109.7 . . ? C78 C77 H77A 109.7 . . ? O1 C77 H77B 109.7 . . ? C78 C77 H77B 109.7 . . ? H77A C77 H77B 108.2 . . ? C77 C78 H78A 109.5 . . ? C77 C78 H78B 109.5 . . ? H78A C78 H78B 109.5 . . ? C77 C78 H78C 109.5 . . ? H78A C78 H78C 109.5 . . ? H78B C78 H78C 109.5 . . ? O2 C79 C80 110.6(4) . . ? O2 C79 H79A 109.5 . . ? C80 C79 H79A 109.5 . . ? O2 C79 H79B 109.5 . . ? C80 C79 H79B 109.5 . . ? H79A C79 H79B 108.1 . . ? C79 C80 H80A 109.5 . . ? C79 C80 H80B 109.5 . . ? H80A C80 H80B 109.5 . . ? C79 C80 H80C 109.5 . . ? H80A C80 H80C 109.5 . . ? H80B C80 H80C 109.5 . . ? O2 C81 C82 110.4(4) . . ? O2 C81 H81A 109.6 . . ? C82 C81 H81A 109.6 . . ? O2 C81 H81B 109.6 . . ? C82 C81 H81B 109.6 . . ? H81A C81 H81B 108.1 . . ? C81 C82 H82A 109.5 . . ? C81 C82 H82B 109.5 . . ? H82A C82 H82B 109.5 . . ? C81 C82 H82C 109.5 . . ? H82A C82 H82C 109.5 . . ? H82B C82 H82C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.397 _refine_diff_density_min -0.220 _refine_diff_density_rms 0.047 # Attachment '- compound10.CIF' data_compound10 _database_code_depnum_ccdc_archive 'CCDC 866224' #TrackingRef '- compound10.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H41 Ga N2' _chemical_formula_weight 487.36 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.0968(7) _cell_length_b 13.8541(14) _cell_length_c 14.1577(16) _cell_angle_alpha 62.271(11) _cell_angle_beta 74.193(9) _cell_angle_gamma 89.796(7) _cell_volume 1338.4(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.209 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 520 _exptl_absorpt_coefficient_mu 1.046 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.853 _exptl_absorpt_correction_T_max 0.921 _exptl_absorpt_process_details 'SCALE3 ABSPACK' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Gemini Ultra' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14255 _diffrn_reflns_av_R_equivalents 0.1012 _diffrn_reflns_av_sigmaI/netI 0.1340 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 27.00 _reflns_number_total 7651 _reflns_number_gt 5086 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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. The crystal structure was refined as a two component twin using HKLF 5 and BASF 0.391 with MERG 0. ; _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^)+(0.0423P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7651 _refine_ls_number_parameters 302 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0782 _refine_ls_R_factor_gt 0.0517 _refine_ls_wR_factor_ref 0.1218 _refine_ls_wR_factor_gt 0.1166 _refine_ls_goodness_of_fit_ref 0.915 _refine_ls_restrained_S_all 0.915 _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 0.87453(6) 0.72371(5) 0.52063(4) 0.02797(14) Uani 1 1 d . . . N1 N 0.6418(4) 0.7175(3) 0.6300(3) 0.0154(7) Uani 1 1 d . . . N2 N 0.7515(4) 0.7472(3) 0.4057(3) 0.0200(8) Uani 1 1 d . . . C1 C 0.4852(5) 0.7212(3) 0.6146(4) 0.0178(9) Uani 1 1 d . . . C2 C 0.4640(4) 0.7248(4) 0.5197(4) 0.0191(8) Uani 1 1 d . . . H2 H 0.3459 0.7145 0.5235 0.023 Uiso 1 1 calc R . . C3 C 0.5815(4) 0.7407(3) 0.4186(3) 0.0139(8) Uani 1 1 d . . . C4 C 0.3147(5) 0.7213(4) 0.6994(4) 0.0231(9) Uani 1 1 d . . . C5 C 0.3249(5) 0.7194(4) 0.8070(4) 0.0315(11) Uani 1 1 d . . . H5A H 0.4073 0.7823 0.7874 0.047 Uiso 1 1 calc R . . H5B H 0.3639 0.6507 0.8527 0.047 Uiso 1 1 calc R . . H5C H 0.2100 0.7239 0.8494 0.047 Uiso 1 1 calc R . . C6 C 0.1892(5) 0.6175(4) 0.7375(4) 0.0313(10) Uani 1 1 d . . . H6A H 0.0826 0.6132 0.7935 0.047 Uiso 1 1 calc R . . H6B H 0.2444 0.5518 0.7704 0.047 Uiso 1 1 calc R . . H6C H 0.1611 0.6217 0.6727 0.047 Uiso 1 1 calc R . . C7 C 0.2362(5) 0.8244(4) 0.6377(4) 0.0287(10) Uani 1 1 d . . . H7A H 0.2065 0.8214 0.5764 0.043 Uiso 1 1 calc R . . H7B H 0.3206 0.8901 0.6072 0.043 Uiso 1 1 calc R . . H7C H 0.1312 0.8276 0.6900 0.043 Uiso 1 1 calc R . . C8 C 0.4909(5) 0.7457(3) 0.3323(3) 0.0186(8) Uani 1 1 d . . . C9 C 0.6072(5) 0.7590(4) 0.2202(3) 0.0262(10) Uani 1 1 d . . . H9A H 0.5353 0.7630 0.1732 0.039 Uiso 1 1 calc R . . H9B H 0.6703 0.6957 0.2339 0.039 Uiso 1 1 calc R . . H9C H 0.6902 0.8268 0.1818 0.039 Uiso 1 1 calc R . . C10 C 0.3867(5) 0.8441(3) 0.3032(3) 0.0245(9) Uani 1 1 d . . . H10A H 0.4669 0.9132 0.2640 0.037 Uiso 1 1 calc R . . H10B H 0.3067 0.8378 0.3723 0.037 Uiso 1 1 calc R . . H10C H 0.3206 0.8435 0.2548 0.037 Uiso 1 1 calc R . . C11 C 0.3665(5) 0.6370(3) 0.3867(4) 0.0254(9) Uani 1 1 d . . . H11A H 0.2771 0.6297 0.4531 0.038 Uiso 1 1 calc R . . H11B H 0.4320 0.5747 0.4086 0.038 Uiso 1 1 calc R . . H11C H 0.3115 0.6377 0.3328 0.038 Uiso 1 1 calc R . . C12 C 0.6815(4) 0.7143(3) 0.7232(3) 0.0176(8) Uani 1 1 d . . . C13 C 0.7342(5) 0.8131(3) 0.7204(3) 0.0243(9) Uani 1 1 d . . . C14 C 0.7773(4) 0.8059(4) 0.8124(3) 0.0264(10) Uani 1 1 d . . . H14 H 0.8094 0.8718 0.8123 0.032 Uiso 1 1 calc R . . C15 C 0.7745(5) 0.7062(4) 0.9031(4) 0.0310(11) Uani 1 1 d . . . C16 C 0.7305(5) 0.6104(4) 0.9021(3) 0.0308(10) Uani 1 1 d . . . H16 H 0.7320 0.5411 0.9633 0.037 Uiso 1 1 calc R . . C17 C 0.6838(4) 0.6137(3) 0.8130(3) 0.0219(9) Uani 1 1 d . . . C18 C 0.7396(6) 0.9209(4) 0.6228(4) 0.0386(11) Uani 1 1 d . . . H18A H 0.8061 0.9785 0.6248 0.058 Uiso 1 1 calc R . . H18B H 0.6212 0.9374 0.6254 0.058 Uiso 1 1 calc R . . H18C H 0.7952 0.9182 0.5534 0.058 Uiso 1 1 calc R . . C19 C 0.8277(6) 0.7023(5) 1.0001(4) 0.0513(14) Uani 1 1 d . . . H19A H 0.9260 0.6611 1.0095 0.077 Uiso 1 1 calc R . . H19B H 0.7298 0.6658 1.0692 0.077 Uiso 1 1 calc R . . H19C H 0.8615 0.7775 0.9841 0.077 Uiso 1 1 calc R . . C20 C 0.6361(5) 0.5083(3) 0.8144(4) 0.0302(10) Uani 1 1 d . . . H20A H 0.5177 0.5047 0.8100 0.045 Uiso 1 1 calc R . . H20B H 0.6424 0.4455 0.8840 0.045 Uiso 1 1 calc R . . H20C H 0.7169 0.5059 0.7501 0.045 Uiso 1 1 calc R . . C21 C 0.8834(4) 0.7844(3) 0.2998(3) 0.0174(8) Uani 1 1 d . . . C22 C 0.9677(4) 0.7071(3) 0.2744(3) 0.0195(8) Uani 1 1 d . . . C23 C 1.0995(4) 0.7453(3) 0.1742(3) 0.0218(9) Uani 1 1 d . . . H23 H 1.1550 0.6930 0.1559 0.026 Uiso 1 1 calc R . . C24 C 1.1536(5) 0.8551(4) 0.1001(3) 0.0244(9) Uani 1 1 d . . . C25 C 1.0708(5) 0.9306(3) 0.1287(3) 0.0218(8) Uani 1 1 d . . . H25 H 1.1061 1.0073 0.0790 0.026 Uiso 1 1 calc R . . C26 C 0.9379(4) 0.8960(3) 0.2283(3) 0.0200(8) Uani 1 1 d . . . C27 C 0.9132(5) 0.5866(3) 0.3533(4) 0.0266(9) Uani 1 1 d . . . H27A H 0.7902 0.5673 0.3652 0.040 Uiso 1 1 calc R . . H27B H 0.9308 0.5688 0.4252 0.040 Uiso 1 1 calc R . . H27C H 0.9827 0.5447 0.3215 0.040 Uiso 1 1 calc R . . C28 C 1.3008(6) 0.8932(4) -0.0066(4) 0.0425(12) Uani 1 1 d . . . H28A H 1.4115 0.8925 0.0092 0.064 Uiso 1 1 calc R . . H28B H 1.2924 0.9682 -0.0609 0.064 Uiso 1 1 calc R . . H28C H 1.2945 0.8437 -0.0377 0.064 Uiso 1 1 calc R . . C29 C 0.8553(5) 0.9789(3) 0.2597(4) 0.0280(10) Uani 1 1 d . . . H29A H 0.7297 0.9670 0.2741 0.042 Uiso 1 1 calc R . . H29B H 0.9034 1.0536 0.1980 0.042 Uiso 1 1 calc R . . H29C H 0.8792 0.9702 0.3273 0.042 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 0.01495(19) 0.0522(3) 0.0239(2) -0.0234(2) -0.0072(2) 0.0083(2) N1 0.0146(14) 0.0189(18) 0.0129(18) -0.0086(16) -0.0031(13) 0.0006(12) N2 0.0135(14) 0.027(2) 0.021(2) -0.0144(18) -0.0016(14) 0.0018(13) C1 0.0170(17) 0.018(2) 0.019(2) -0.010(2) -0.0049(16) 0.0030(15) C2 0.0137(17) 0.028(2) 0.0214(19) -0.0155(17) -0.0074(17) 0.0050(16) C3 0.0118(15) 0.006(2) 0.019(2) -0.0034(18) -0.0025(16) -0.0021(14) C4 0.0182(19) 0.033(3) 0.023(2) -0.019(2) -0.0049(17) 0.0057(17) C5 0.0195(19) 0.052(3) 0.029(3) -0.026(3) -0.0058(18) 0.0121(19) C6 0.029(2) 0.034(3) 0.027(2) -0.015(2) -0.0007(19) 0.0048(19) C7 0.025(2) 0.032(3) 0.037(3) -0.023(2) -0.011(2) 0.0133(18) C8 0.0219(18) 0.021(2) 0.015(2) -0.0107(19) -0.0049(17) 0.0071(16) C9 0.0234(19) 0.043(3) 0.024(2) -0.022(2) -0.0145(18) 0.0063(18) C10 0.0274(19) 0.031(3) 0.023(2) -0.016(2) -0.0147(18) 0.0111(18) C11 0.0248(19) 0.025(2) 0.032(2) -0.017(2) -0.0113(19) -0.0014(17) C12 0.0148(16) 0.026(2) 0.015(2) -0.013(2) -0.0027(15) 0.0032(15) C13 0.0188(18) 0.033(3) 0.028(2) -0.022(2) -0.0034(17) 0.0026(17) C14 0.0190(18) 0.035(3) 0.029(2) -0.024(2) 0.0033(17) -0.0129(16) C15 0.0170(18) 0.056(3) 0.021(2) -0.024(3) 0.0039(17) -0.0041(19) C16 0.025(2) 0.046(3) 0.017(2) -0.013(2) -0.0043(17) 0.0092(18) C17 0.0180(17) 0.029(2) 0.017(2) -0.0127(19) 0.0013(16) 0.0070(16) C18 0.049(3) 0.029(3) 0.038(3) -0.018(2) -0.010(2) 0.001(2) C19 0.039(3) 0.095(4) 0.029(3) -0.038(3) -0.008(2) 0.001(3) C20 0.038(2) 0.022(2) 0.024(2) -0.007(2) -0.006(2) 0.0130(18) C21 0.0178(17) 0.022(2) 0.013(2) -0.0073(19) -0.0071(16) 0.0047(16) C22 0.0192(18) 0.024(2) 0.023(2) -0.0159(19) -0.0096(16) 0.0088(16) C23 0.0205(18) 0.032(3) 0.021(2) -0.019(2) -0.0060(17) 0.0071(17) C24 0.0176(17) 0.038(3) 0.023(2) -0.018(2) -0.0097(17) 0.0015(17) C25 0.0262(19) 0.016(2) 0.019(2) -0.0040(17) -0.0098(19) 0.0005(17) C26 0.0199(17) 0.022(2) 0.026(2) -0.014(2) -0.0121(17) 0.0048(16) C27 0.029(2) 0.025(2) 0.031(2) -0.017(2) -0.0098(18) 0.0055(17) C28 0.037(2) 0.060(3) 0.018(2) -0.011(2) -0.002(2) 0.002(2) C29 0.0261(19) 0.021(2) 0.045(3) -0.021(2) -0.012(2) 0.0050(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ga1 N2 2.034(3) . ? Ga1 N1 2.060(3) . ? N1 C1 1.340(4) . ? N1 C12 1.422(5) . ? N2 C3 1.336(4) . ? N2 C21 1.437(5) . ? C1 C2 1.379(6) . ? C1 C4 1.564(5) . ? C2 C3 1.403(5) . ? C3 C8 1.562(5) . ? C4 C7 1.530(6) . ? C4 C5 1.535(6) . ? C4 C6 1.543(6) . ? C8 C9 1.535(5) . ? C8 C11 1.545(6) . ? C8 C10 1.548(5) . ? C12 C17 1.387(6) . ? C12 C13 1.414(6) . ? C13 C14 1.398(5) . ? C13 C18 1.480(6) . ? C14 C15 1.375(6) . ? C15 C16 1.383(6) . ? C15 C19 1.527(6) . ? C16 C17 1.394(5) . ? C17 C20 1.501(6) . ? C21 C26 1.384(6) . ? C21 C22 1.401(5) . ? C22 C23 1.383(5) . ? C22 C27 1.494(5) . ? C23 C24 1.370(6) . ? C24 C25 1.396(5) . ? C24 C28 1.504(5) . ? C25 C26 1.387(5) . ? C26 C29 1.507(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ga1 N1 89.42(10) . . ? C1 N1 C12 126.6(4) . . ? C1 N1 Ga1 127.2(3) . . ? C12 N1 Ga1 106.2(2) . . ? C3 N2 C21 123.9(4) . . ? C3 N2 Ga1 128.7(3) . . ? C21 N2 Ga1 107.1(2) . . ? N1 C1 C2 121.0(4) . . ? N1 C1 C4 124.4(4) . . ? C2 C1 C4 114.7(3) . . ? C1 C2 C3 133.0(3) . . ? N2 C3 C2 119.7(4) . . ? N2 C3 C8 127.1(4) . . ? C2 C3 C8 113.2(3) . . ? C7 C4 C5 106.8(3) . . ? C7 C4 C6 109.5(3) . . ? C5 C4 C6 106.2(4) . . ? C7 C4 C1 108.0(3) . . ? C5 C4 C1 118.7(3) . . ? C6 C4 C1 107.3(3) . . ? C9 C8 C11 105.7(3) . . ? C9 C8 C10 106.3(3) . . ? C11 C8 C10 109.7(3) . . ? C9 C8 C3 117.5(3) . . ? C11 C8 C3 108.4(3) . . ? C10 C8 C3 109.0(3) . . ? C17 C12 C13 119.6(3) . . ? C17 C12 N1 119.8(3) . . ? C13 C12 N1 120.3(4) . . ? C14 C13 C12 118.4(4) . . ? C14 C13 C18 121.4(4) . . ? C12 C13 C18 120.2(4) . . ? C15 C14 C13 122.0(4) . . ? C14 C15 C16 118.9(4) . . ? C14 C15 C19 120.1(4) . . ? C16 C15 C19 121.0(4) . . ? C15 C16 C17 121.1(4) . . ? C12 C17 C16 119.9(4) . . ? C12 C17 C20 120.2(3) . . ? C16 C17 C20 119.9(4) . . ? C26 C21 C22 120.1(3) . . ? C26 C21 N2 120.1(3) . . ? C22 C21 N2 119.5(4) . . ? C23 C22 C21 118.3(4) . . ? C23 C22 C27 121.3(3) . . ? C21 C22 C27 120.3(3) . . ? C24 C23 C22 123.0(3) . . ? C23 C24 C25 117.6(4) . . ? C23 C24 C28 121.3(4) . . ? C25 C24 C28 121.1(4) . . ? C26 C25 C24 121.4(4) . . ? C21 C26 C25 119.5(3) . . ? C21 C26 C29 120.1(3) . . ? C25 C26 C29 120.4(4) . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 1.043 _refine_diff_density_min -0.766 _refine_diff_density_rms 0.085 # Attachment '- compound11.CIF' data_compound11 _database_code_depnum_ccdc_archive 'CCDC 866225' #TrackingRef '- compound11.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C93 H137 Ga5 I4 N6' _chemical_formula_weight 2195.29 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 14.8206(4) _cell_length_b 17.7618(5) _cell_length_c 18.7240(6) _cell_angle_alpha 84.734(3) _cell_angle_beta 89.572(2) _cell_angle_gamma 85.108(2) _cell_volume 4890.2(2) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.491 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2208 _exptl_absorpt_coefficient_mu 2.666 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.691 _exptl_absorpt_correction_T_max 0.776 _exptl_absorpt_process_details 'SCALE3 ABSPACK' _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Gemini Ultra' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30630 _diffrn_reflns_av_R_equivalents 0.0466 _diffrn_reflns_av_sigmaI/netI 0.0861 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 25.30 _reflns_number_total 17610 _reflns_number_gt 12602 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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. A molecule of hexane of crystallisation was located in the asymmetric unit and its C atoms refined anisotropically. The highest residual electron density peak after the final refinement (2.01 e/A3) was located close to I(2). ; _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^)+(0.0523P)^2^+12.0678P] 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 17610 _refine_ls_number_parameters 1011 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0898 _refine_ls_R_factor_gt 0.0553 _refine_ls_wR_factor_ref 0.1476 _refine_ls_wR_factor_gt 0.1201 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_restrained_S_all 1.080 _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 I1 I 0.59824(4) 0.13722(3) 0.43985(3) 0.03481(14) Uani 1 1 d . . . I2 I 0.88257(3) 0.08946(2) 0.18069(2) 0.02686(13) Uani 1 1 d . . . I3 I 0.66417(4) 0.26100(2) 0.16013(3) 0.03089(13) Uani 1 1 d . . . I4 I 0.96532(4) 0.48115(3) 0.18589(3) 0.03957(15) Uani 1 1 d . . . Ga1 Ga 0.68581(5) 0.08167(4) 0.33046(4) 0.02330(18) Uani 1 1 d . . . Ga2 Ga 0.77562(6) 0.17714(4) 0.26836(4) 0.02492(19) Uani 1 1 d . . . Ga3 Ga 0.82416(6) 0.29870(4) 0.21585(4) 0.02357(19) Uani 1 1 d . . . Ga4 Ga 0.81356(6) 0.43242(4) 0.23650(4) 0.02271(18) Uani 1 1 d . . . Ga5 Ga 0.93279(6) 0.23704(4) 0.13397(4) 0.02320(18) Uani 1 1 d . . . N1 N 0.7460(4) -0.0128(3) 0.3744(3) 0.0242(13) Uani 1 1 d . . . N2 N 0.5929(4) 0.0300(3) 0.2809(3) 0.0254(13) Uani 1 1 d . . . N3 N 0.7172(4) 0.5069(3) 0.2032(3) 0.0224(13) Uani 1 1 d . . . N4 N 0.8099(4) 0.4610(3) 0.3373(3) 0.0259(14) Uani 1 1 d . . . N5 N 0.9370(4) 0.2245(3) 0.0306(3) 0.0238(13) Uani 1 1 d . . . N6 N 1.0626(4) 0.2126(3) 0.1502(3) 0.0273(14) Uani 1 1 d . . . C1 C 0.6897(5) -0.0623(4) 0.4063(4) 0.0260(17) Uani 1 1 d . . . C2 C 0.6023(5) -0.0623(4) 0.3819(4) 0.0301(17) Uani 1 1 d . . . H2 H 0.5628 -0.0877 0.4142 0.036 Uiso 1 1 calc R . . C3 C 0.5616(5) -0.0304(4) 0.3163(4) 0.0298(17) Uani 1 1 d . . . C4 C 0.7167(5) -0.1168(4) 0.4745(4) 0.0308(17) Uani 1 1 d . . . C5 C 0.6710(8) -0.0785(6) 0.5365(5) 0.068(3) Uani 1 1 d . . . H5A H 0.6838 -0.1102 0.5815 0.102 Uiso 1 1 calc R . . H5B H 0.6054 -0.0716 0.5285 0.102 Uiso 1 1 calc R . . H5C H 0.6944 -0.0289 0.5395 0.102 Uiso 1 1 calc R . . C6 C 0.6763(9) -0.1947(5) 0.4702(6) 0.075(4) Uani 1 1 d . . . H6A H 0.6932 -0.2146 0.4244 0.113 Uiso 1 1 calc R . . H6B H 0.6102 -0.1877 0.4738 0.113 Uiso 1 1 calc R . . H6C H 0.7002 -0.2306 0.5098 0.113 Uiso 1 1 calc R . . C7 C 0.8150(7) -0.1339(6) 0.4900(5) 0.066(3) Uani 1 1 d . . . H7A H 0.8421 -0.0868 0.4973 0.099 Uiso 1 1 calc R . . H7B H 0.8447 -0.1572 0.4496 0.099 Uiso 1 1 calc R . . H7C H 0.8228 -0.1690 0.5335 0.099 Uiso 1 1 calc R . . C8 C 0.4786(6) -0.0710(4) 0.2936(4) 0.0370(19) Uani 1 1 d . . . C9 C 0.4019(6) -0.0516(6) 0.3438(4) 0.049(2) Uani 1 1 d . . . H9A H 0.3860 0.0033 0.3387 0.073 Uiso 1 1 calc R . . H9B H 0.4206 -0.0676 0.3934 0.073 Uiso 1 1 calc R . . H9C H 0.3491 -0.0778 0.3321 0.073 Uiso 1 1 calc R . . C10 C 0.5047(7) -0.1576(4) 0.2995(6) 0.060(3) Uani 1 1 d . . . H10A H 0.5143 -0.1762 0.3500 0.090 Uiso 1 1 calc R . . H10B H 0.5606 -0.1680 0.2725 0.090 Uiso 1 1 calc R . . H10C H 0.4559 -0.1832 0.2797 0.090 Uiso 1 1 calc R . . C11 C 0.4411(6) -0.0513(5) 0.2170(4) 0.042(2) Uani 1 1 d . . . H11A H 0.3866 -0.0776 0.2113 0.063 Uiso 1 1 calc R . . H11B H 0.4870 -0.0672 0.1822 0.063 Uiso 1 1 calc R . . H11C H 0.4261 0.0037 0.2088 0.063 Uiso 1 1 calc R . . C12 C 0.8422(5) -0.0265(4) 0.3684(3) 0.0261(16) Uani 1 1 d . . . C13 C 0.9000(5) 0.0212(4) 0.3984(4) 0.0295(17) Uani 1 1 d . . . C14 C 0.9924(6) 0.0101(4) 0.3871(4) 0.0349(19) Uani 1 1 d . . . H14 H 1.0310 0.0431 0.4066 0.042 Uiso 1 1 calc R . . C15 C 1.0303(6) -0.0471(4) 0.3484(4) 0.0343(19) Uani 1 1 d . . . C16 C 0.9727(6) -0.0934(4) 0.3198(4) 0.0321(18) Uani 1 1 d . . . H16 H 0.9979 -0.1327 0.2927 0.039 Uiso 1 1 calc R . . C17 C 0.8810(5) -0.0851(4) 0.3287(4) 0.0285(17) Uani 1 1 d . . . C18 C 0.8634(6) 0.0819(4) 0.4448(4) 0.039(2) Uani 1 1 d . . . H18A H 0.9074 0.0872 0.4824 0.058 Uiso 1 1 calc R . . H18B H 0.8064 0.0676 0.4669 0.058 Uiso 1 1 calc R . . H18C H 0.8525 0.1302 0.4153 0.058 Uiso 1 1 calc R . . C19 C 1.1323(6) -0.0572(5) 0.3385(5) 0.051(2) Uani 1 1 d . . . H19A H 1.1556 -0.0075 0.3272 0.077 Uiso 1 1 calc R . . H19B H 1.1466 -0.0890 0.2991 0.077 Uiso 1 1 calc R . . H19C H 1.1605 -0.0817 0.3828 0.077 Uiso 1 1 calc R . . C20 C 0.8227(6) -0.1388(4) 0.2962(4) 0.040(2) Uani 1 1 d . . . H20A H 0.8389 -0.1418 0.2457 0.060 Uiso 1 1 calc R . . H20B H 0.7588 -0.1201 0.2998 0.060 Uiso 1 1 calc R . . H20C H 0.8324 -0.1893 0.3221 0.060 Uiso 1 1 calc R . . C21 C 0.5670(5) 0.0605(4) 0.2087(4) 0.0309(17) Uani 1 1 d . . . C22 C 0.6092(6) 0.0285(4) 0.1503(4) 0.0363(19) Uani 1 1 d . . . C23 C 0.5833(6) 0.0598(5) 0.0821(4) 0.044(2) Uani 1 1 d . . . H23 H 0.6106 0.0378 0.0420 0.052 Uiso 1 1 calc R . . C24 C 0.5201(6) 0.1211(5) 0.0695(4) 0.041(2) Uani 1 1 d . . . C25 C 0.4820(6) 0.1528(4) 0.1294(4) 0.041(2) Uani 1 1 d . . . H25 H 0.4385 0.1952 0.1222 0.049 Uiso 1 1 calc R . . C26 C 0.5051(5) 0.1248(4) 0.1991(4) 0.0361(19) Uani 1 1 d . . . C27 C 0.6774(6) -0.0391(4) 0.1606(4) 0.040(2) Uani 1 1 d . . . H27A H 0.7000 -0.0527 0.1137 0.060 Uiso 1 1 calc R . . H27B H 0.6488 -0.0820 0.1851 0.060 Uiso 1 1 calc R . . H27C H 0.7280 -0.0268 0.1896 0.060 Uiso 1 1 calc R . . C28 C 0.4937(8) 0.1531(6) -0.0050(5) 0.065(3) Uani 1 1 d . . . H28A H 0.5326 0.1933 -0.0211 0.098 Uiso 1 1 calc R . . H28B H 0.4304 0.1742 -0.0053 0.098 Uiso 1 1 calc R . . H28C H 0.5008 0.1128 -0.0375 0.098 Uiso 1 1 calc R . . C29 C 0.4636(6) 0.1622(4) 0.2618(4) 0.040(2) Uani 1 1 d . . . H29A H 0.4420 0.1235 0.2970 0.061 Uiso 1 1 calc R . . H29B H 0.4127 0.1982 0.2452 0.061 Uiso 1 1 calc R . . H29C H 0.5092 0.1894 0.2842 0.061 Uiso 1 1 calc R . . C30 C 0.7168(5) 0.5776(4) 0.2271(3) 0.0239(16) Uani 1 1 d . . . C31 C 0.7520(5) 0.5861(4) 0.2933(4) 0.0268(17) Uani 1 1 d . . . H31 H 0.7594 0.6371 0.3020 0.032 Uiso 1 1 calc R . . C32 C 0.7793(5) 0.5311(4) 0.3509(3) 0.0271(17) Uani 1 1 d . . . C33 C 0.6761(6) 0.6501(4) 0.1807(4) 0.0352(19) Uani 1 1 d . . . C34 C 0.7125(7) 0.6475(4) 0.1041(4) 0.042(2) Uani 1 1 d . . . H34A H 0.6875 0.6060 0.0818 0.063 Uiso 1 1 calc R . . H34B H 0.7787 0.6392 0.1053 0.063 Uiso 1 1 calc R . . H34C H 0.6945 0.6957 0.0761 0.063 Uiso 1 1 calc R . . C35 C 0.5729(6) 0.6575(4) 0.1798(5) 0.047(2) Uani 1 1 d . . . H35A H 0.5512 0.7041 0.1507 0.071 Uiso 1 1 calc R . . H35B H 0.5501 0.6595 0.2289 0.071 Uiso 1 1 calc R . . H35C H 0.5510 0.6137 0.1592 0.071 Uiso 1 1 calc R . . C36 C 0.7081(7) 0.7221(4) 0.2089(4) 0.043(2) Uani 1 1 d . . . H36A H 0.6898 0.7661 0.1752 0.065 Uiso 1 1 calc R . . H36B H 0.7742 0.7168 0.2136 0.065 Uiso 1 1 calc R . . H36C H 0.6806 0.7292 0.2558 0.065 Uiso 1 1 calc R . . C37 C 0.7668(6) 0.5604(4) 0.4267(4) 0.0326(18) Uani 1 1 d . . . C38 C 0.7827(7) 0.5014(4) 0.4923(4) 0.047(2) Uani 1 1 d . . . H38A H 0.7741 0.5267 0.5365 0.070 Uiso 1 1 calc R . . H38B H 0.8445 0.4772 0.4908 0.070 Uiso 1 1 calc R . . H38C H 0.7394 0.4627 0.4911 0.070 Uiso 1 1 calc R . . C39 C 0.8308(6) 0.6228(5) 0.4329(4) 0.044(2) Uani 1 1 d . . . H39A H 0.8163 0.6643 0.3955 0.066 Uiso 1 1 calc R . . H39B H 0.8936 0.6020 0.4271 0.066 Uiso 1 1 calc R . . H39C H 0.8237 0.6422 0.4802 0.066 Uiso 1 1 calc R . . C40 C 0.6679(6) 0.5933(5) 0.4309(4) 0.041(2) Uani 1 1 d . . . H40A H 0.6573 0.6144 0.4771 0.062 Uiso 1 1 calc R . . H40B H 0.6276 0.5530 0.4264 0.062 Uiso 1 1 calc R . . H40C H 0.6556 0.6335 0.3919 0.062 Uiso 1 1 calc R . . C41 C 0.6455(6) 0.4833(4) 0.1604(3) 0.0278(18) Uani 1 1 d . . . C42 C 0.5631(6) 0.4714(4) 0.1924(4) 0.0320(18) Uani 1 1 d . . . C43 C 0.4981(6) 0.4410(4) 0.1525(5) 0.041(2) Uani 1 1 d . . . H43 H 0.4415 0.4324 0.1745 0.049 Uiso 1 1 calc R . . C44 C 0.5117(6) 0.4228(4) 0.0832(5) 0.042(2) Uani 1 1 d . . . C45 C 0.5951(7) 0.4342(4) 0.0548(4) 0.040(2) Uani 1 1 d . . . H45 H 0.6065 0.4220 0.0070 0.047 Uiso 1 1 calc R . . C46 C 0.6642(6) 0.4626(4) 0.0911(4) 0.0308(18) Uani 1 1 d . . . C47 C 0.5408(6) 0.4856(4) 0.2692(4) 0.039(2) Uani 1 1 d . . . H47A H 0.4930 0.5272 0.2699 0.058 Uiso 1 1 calc R . . H47B H 0.5951 0.4993 0.2929 0.058 Uiso 1 1 calc R . . H47C H 0.5199 0.4396 0.2946 0.058 Uiso 1 1 calc R . . C48 C 0.4425(7) 0.3853(4) 0.0431(5) 0.058(3) Uani 1 1 d . . . H48A H 0.4526 0.3947 -0.0086 0.086 Uiso 1 1 calc R . . H48B H 0.3815 0.4064 0.0550 0.086 Uiso 1 1 calc R . . H48C H 0.4484 0.3305 0.0569 0.086 Uiso 1 1 calc R . . C49 C 0.7555(7) 0.4683(4) 0.0576(4) 0.046(2) Uani 1 1 d . . . H49A H 0.7895 0.4183 0.0623 0.069 Uiso 1 1 calc R . . H49B H 0.7885 0.5042 0.0819 0.069 Uiso 1 1 calc R . . H49C H 0.7485 0.4862 0.0067 0.069 Uiso 1 1 calc R . . C50 C 0.8444(5) 0.4014(4) 0.3886(3) 0.0235(16) Uani 1 1 d . . . C51 C 0.7874(5) 0.3454(4) 0.4129(4) 0.0271(17) Uani 1 1 d . . . C52 C 0.8216(6) 0.2854(4) 0.4619(4) 0.0306(18) Uani 1 1 d . . . H52 H 0.7842 0.2466 0.4785 0.037 Uiso 1 1 calc R . . C53 C 0.9115(6) 0.2828(4) 0.4864(4) 0.0321(18) Uani 1 1 d . . . C54 C 0.9654(6) 0.3370(4) 0.4600(4) 0.0298(17) Uani 1 1 d . . . H54 H 1.0267 0.3337 0.4753 0.036 Uiso 1 1 calc R . . C55 C 0.9333(6) 0.3977(4) 0.4111(4) 0.0297(17) Uani 1 1 d . . . C56 C 0.6910(5) 0.3485(4) 0.3888(4) 0.0324(18) Uani 1 1 d . . . H56A H 0.6575 0.3943 0.4040 0.049 Uiso 1 1 calc R . . H56B H 0.6633 0.3035 0.4101 0.049 Uiso 1 1 calc R . . H56C H 0.6890 0.3496 0.3364 0.049 Uiso 1 1 calc R . . C57 C 0.9480(6) 0.2209(4) 0.5425(4) 0.042(2) Uani 1 1 d . . . H57A H 0.9933 0.1866 0.5206 0.063 Uiso 1 1 calc R . . H57B H 0.8982 0.1921 0.5617 0.063 Uiso 1 1 calc R . . H57C H 0.9760 0.2438 0.5815 0.063 Uiso 1 1 calc R . . C58 C 0.9965(6) 0.4584(4) 0.3870(4) 0.039(2) Uani 1 1 d . . . H58A H 0.9619 0.5013 0.3604 0.059 Uiso 1 1 calc R . . H58B H 1.0438 0.4371 0.3559 0.059 Uiso 1 1 calc R . . H58C H 1.0245 0.4757 0.4291 0.059 Uiso 1 1 calc R . . C59 C 0.9993(5) 0.1759(4) 0.0051(4) 0.0231(15) Uani 1 1 d . . . C60 C 1.0655(5) 0.1371(4) 0.0513(4) 0.0275(17) Uani 1 1 d . . . H60 H 1.0886 0.0892 0.0372 0.033 Uiso 1 1 calc R . . C61 C 1.1030(5) 0.1566(4) 0.1138(4) 0.0311(18) Uani 1 1 d . . . C62 C 1.0133(5) 0.1631(4) -0.0760(4) 0.0309(17) Uani 1 1 d . . . C63 C 1.0434(8) 0.0799(5) -0.0839(4) 0.065(3) Uani 1 1 d . . . H63A H 1.0388 0.0700 -0.1343 0.098 Uiso 1 1 calc R . . H63B H 1.0045 0.0475 -0.0546 0.098 Uiso 1 1 calc R . . H63C H 1.1064 0.0689 -0.0679 0.098 Uiso 1 1 calc R . . C64 C 1.0888(8) 0.2122(7) -0.1028(5) 0.073(3) Uani 1 1 d . . . H64A H 1.1442 0.1960 -0.0753 0.110 Uiso 1 1 calc R . . H64B H 1.0705 0.2655 -0.0966 0.110 Uiso 1 1 calc R . . H64C H 1.1002 0.2063 -0.1537 0.110 Uiso 1 1 calc R . . C65 C 0.9334(7) 0.1817(5) -0.1287(4) 0.051(3) Uani 1 1 d . . . H65A H 0.9173 0.2366 -0.1337 0.077 Uiso 1 1 calc R . . H65B H 0.8812 0.1556 -0.1103 0.077 Uiso 1 1 calc R . . H65C H 0.9509 0.1647 -0.1755 0.077 Uiso 1 1 calc R . . C66 C 1.1886(6) 0.1072(4) 0.1402(4) 0.038(2) Uani 1 1 d . . . C67 C 1.1652(7) 0.0240(5) 0.1489(5) 0.056(3) Uani 1 1 d . . . H67A H 1.1167 0.0184 0.1845 0.083 Uiso 1 1 calc R . . H67B H 1.2190 -0.0089 0.1651 0.083 Uiso 1 1 calc R . . H67C H 1.1449 0.0095 0.1028 0.083 Uiso 1 1 calc R . . C68 C 1.2640(7) 0.1136(7) 0.0830(5) 0.067(3) Uani 1 1 d . . . H68A H 1.2417 0.1000 0.0372 0.100 Uiso 1 1 calc R . . H68B H 1.3168 0.0791 0.0983 0.100 Uiso 1 1 calc R . . H68C H 1.2814 0.1659 0.0772 0.100 Uiso 1 1 calc R . . C69 C 1.2289(6) 0.1233(5) 0.2114(5) 0.054(3) Uani 1 1 d . . . H69A H 1.2499 0.1744 0.2070 0.082 Uiso 1 1 calc R . . H69B H 1.2801 0.0860 0.2242 0.082 Uiso 1 1 calc R . . H69C H 1.1826 0.1199 0.2490 0.082 Uiso 1 1 calc R . . C70 C 0.8708(5) 0.2715(4) -0.0147(3) 0.0266(17) Uani 1 1 d . . . C71 C 0.8914(6) 0.3449(4) -0.0413(4) 0.036(2) Uani 1 1 d . . . C72 C 0.8313(7) 0.3866(4) -0.0890(4) 0.041(2) Uani 1 1 d . . . H72 H 0.8468 0.4349 -0.1091 0.049 Uiso 1 1 calc R . . C73 C 0.7512(7) 0.3621(5) -0.1085(4) 0.046(2) Uani 1 1 d . . . C74 C 0.7303(6) 0.2900(5) -0.0767(4) 0.041(2) Uani 1 1 d . . . H74 H 0.6739 0.2721 -0.0876 0.049 Uiso 1 1 calc R . . C75 C 0.7887(6) 0.2451(4) -0.0305(4) 0.0335(18) Uani 1 1 d . . . C76 C 0.9757(7) 0.3784(5) -0.0170(4) 0.049(2) Uani 1 1 d . . . H76A H 0.9798 0.4287 -0.0426 0.074 Uiso 1 1 calc R . . H76B H 1.0294 0.3451 -0.0274 0.074 Uiso 1 1 calc R . . H76C H 0.9721 0.3831 0.0347 0.074 Uiso 1 1 calc R . . C77 C 0.6859(8) 0.4094(6) -0.1585(5) 0.071(3) Uani 1 1 d . . . H77A H 0.6420 0.4391 -0.1306 0.106 Uiso 1 1 calc R . . H77B H 0.6539 0.3762 -0.1867 0.106 Uiso 1 1 calc R . . H77C H 0.7190 0.4438 -0.1907 0.106 Uiso 1 1 calc R . . C78 C 0.7637(6) 0.1671(5) -0.0035(4) 0.044(2) Uani 1 1 d . . . H78A H 0.8184 0.1319 0.0003 0.065 Uiso 1 1 calc R . . H78B H 0.7212 0.1498 -0.0371 0.065 Uiso 1 1 calc R . . H78C H 0.7352 0.1690 0.0437 0.065 Uiso 1 1 calc R . . C79 C 1.1112(5) 0.2590(4) 0.1926(3) 0.0246(16) Uani 1 1 d . . . C80 C 1.0968(5) 0.2568(4) 0.2671(4) 0.0304(17) Uani 1 1 d . . . C81 C 1.1459(6) 0.3021(4) 0.3066(4) 0.039(2) Uani 1 1 d . . . H81 H 1.1370 0.3004 0.3570 0.047 Uiso 1 1 calc R . . C82 C 1.2077(6) 0.3500(5) 0.2747(4) 0.044(2) Uani 1 1 d . . . C83 C 1.2188(6) 0.3523(5) 0.2016(5) 0.047(2) Uani 1 1 d . . . H83 H 1.2608 0.3844 0.1790 0.056 Uiso 1 1 calc R . . C84 C 1.1704(6) 0.3090(4) 0.1597(4) 0.0358(19) Uani 1 1 d . . . C85 C 1.0335(6) 0.2047(5) 0.3053(4) 0.0373(19) Uani 1 1 d . . . H85A H 1.0583 0.1859 0.3526 0.056 Uiso 1 1 calc R . . H85B H 1.0265 0.1618 0.2770 0.056 Uiso 1 1 calc R . . H85C H 0.9743 0.2325 0.3111 0.056 Uiso 1 1 calc R . . C86 C 1.2603(8) 0.3975(6) 0.3197(5) 0.068(3) Uani 1 1 d . . . H86A H 1.3178 0.4074 0.2960 0.102 Uiso 1 1 calc R . . H86B H 1.2724 0.3701 0.3670 0.102 Uiso 1 1 calc R . . H86C H 1.2249 0.4457 0.3254 0.102 Uiso 1 1 calc R . . C87 C 1.1835(7) 0.3190(5) 0.0794(4) 0.050(2) Uani 1 1 d . . . H87A H 1.1662 0.3718 0.0617 0.075 Uiso 1 1 calc R . . H87B H 1.1455 0.2855 0.0564 0.075 Uiso 1 1 calc R . . H87C H 1.2472 0.3060 0.0679 0.075 Uiso 1 1 calc R . . C88 C 0.5899(9) 0.3378(6) 0.6045(6) 0.077(3) Uani 1 1 d . . . H88A H 0.5754 0.3908 0.6137 0.115 Uiso 1 1 calc R . . H88B H 0.5373 0.3090 0.6164 0.115 Uiso 1 1 calc R . . H88C H 0.6050 0.3351 0.5537 0.115 Uiso 1 1 calc R . . C89 C 0.6704(8) 0.3040(6) 0.6505(6) 0.071(3) Uani 1 1 d . . . H89A H 0.6503 0.2963 0.7010 0.086 Uiso 1 1 calc R . . H89B H 0.6911 0.2536 0.6348 0.086 Uiso 1 1 calc R . . C90 C 0.7482(8) 0.3519(5) 0.6470(5) 0.054(3) Uani 1 1 d . . . H90A H 0.7270 0.4023 0.6622 0.065 Uiso 1 1 calc R . . H90B H 0.7680 0.3595 0.5964 0.065 Uiso 1 1 calc R . . C91 C 0.8301(7) 0.3201(5) 0.6927(5) 0.052(2) Uani 1 1 d . . . H91A H 0.8122 0.3172 0.7439 0.062 Uiso 1 1 calc R . . H91B H 0.8484 0.2678 0.6807 0.062 Uiso 1 1 calc R . . C92 C 0.9102(7) 0.3669(5) 0.6824(5) 0.052(3) Uani 1 1 d . . . H92A H 0.9248 0.3732 0.6306 0.063 Uiso 1 1 calc R . . H92B H 0.8931 0.4180 0.6979 0.063 Uiso 1 1 calc R . . C93 C 0.9935(8) 0.3334(5) 0.7226(5) 0.059(3) Uani 1 1 d . . . H93A H 0.9813 0.3305 0.7743 0.088 Uiso 1 1 calc R . . H93B H 1.0433 0.3654 0.7114 0.088 Uiso 1 1 calc R . . H93C H 1.0103 0.2823 0.7085 0.088 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 I1 0.0379(3) 0.0316(2) 0.0333(3) -0.0026(2) 0.0125(2) 0.0049(2) I2 0.0297(3) 0.0222(2) 0.0280(2) -0.00222(19) 0.0065(2) 0.00147(19) I3 0.0290(3) 0.0255(2) 0.0371(3) 0.0020(2) -0.0075(2) -0.0007(2) I4 0.0351(4) 0.0518(3) 0.0339(3) -0.0055(2) 0.0055(2) -0.0141(3) Ga1 0.0220(5) 0.0223(4) 0.0246(4) -0.0002(3) 0.0026(3) 0.0017(3) Ga2 0.0251(5) 0.0244(4) 0.0244(4) -0.0005(3) 0.0031(3) 0.0006(3) Ga3 0.0261(5) 0.0219(4) 0.0224(4) -0.0031(3) 0.0024(3) 0.0007(3) Ga4 0.0250(5) 0.0221(4) 0.0206(4) -0.0024(3) -0.0017(3) 0.0008(3) Ga5 0.0235(5) 0.0252(4) 0.0202(4) -0.0018(3) 0.0015(3) 0.0012(3) N1 0.025(4) 0.027(3) 0.019(3) 0.000(2) 0.002(3) 0.001(3) N2 0.024(4) 0.028(3) 0.024(3) 0.007(2) -0.006(3) -0.003(3) N3 0.028(4) 0.024(3) 0.015(3) -0.003(2) 0.001(2) 0.003(3) N4 0.037(4) 0.022(3) 0.019(3) -0.005(2) -0.006(3) 0.002(3) N5 0.023(4) 0.028(3) 0.019(3) 0.000(2) 0.001(3) -0.001(3) N6 0.024(4) 0.035(3) 0.022(3) 0.000(3) -0.003(3) 0.000(3) C1 0.033(5) 0.020(3) 0.025(4) -0.005(3) 0.009(3) 0.004(3) C2 0.028(5) 0.028(4) 0.034(4) 0.002(3) 0.004(3) -0.002(3) C3 0.025(5) 0.026(4) 0.036(4) 0.000(3) 0.006(3) 0.002(3) C4 0.030(5) 0.031(4) 0.029(4) 0.008(3) 0.001(3) -0.002(3) C5 0.077(9) 0.080(7) 0.040(5) 0.011(5) 0.011(5) 0.012(6) C6 0.110(11) 0.043(5) 0.069(7) 0.017(5) -0.002(7) -0.002(6) C7 0.055(8) 0.085(7) 0.048(6) 0.035(5) 0.004(5) 0.006(6) C8 0.028(5) 0.037(4) 0.045(5) -0.001(4) -0.002(4) -0.002(4) C9 0.020(5) 0.087(7) 0.041(5) -0.005(5) 0.002(4) -0.015(5) C10 0.057(7) 0.035(4) 0.087(7) 0.006(5) -0.019(6) -0.006(4) C11 0.028(5) 0.045(5) 0.055(5) -0.002(4) -0.001(4) -0.010(4) C12 0.025(5) 0.031(4) 0.019(3) 0.008(3) 0.003(3) 0.004(3) C13 0.033(5) 0.026(4) 0.027(4) 0.011(3) -0.006(3) 0.004(3) C14 0.032(5) 0.036(4) 0.035(4) 0.009(4) -0.002(4) -0.005(4) C15 0.025(5) 0.042(4) 0.030(4) 0.020(4) 0.006(3) 0.001(4) C16 0.030(5) 0.039(4) 0.023(4) 0.008(3) 0.008(3) 0.010(4) C17 0.029(5) 0.026(4) 0.028(4) 0.003(3) 0.004(3) 0.003(3) C18 0.033(5) 0.044(4) 0.040(5) -0.008(4) -0.011(4) -0.002(4) C19 0.022(5) 0.063(5) 0.063(6) 0.021(5) 0.006(4) -0.004(4) C20 0.036(5) 0.043(4) 0.042(5) -0.019(4) -0.009(4) 0.011(4) C21 0.029(5) 0.026(4) 0.037(4) 0.005(3) -0.002(4) -0.003(3) C22 0.036(5) 0.034(4) 0.039(5) 0.000(4) 0.001(4) -0.007(4) C23 0.041(6) 0.061(5) 0.031(4) -0.001(4) -0.001(4) -0.019(5) C24 0.039(6) 0.042(5) 0.042(5) 0.012(4) -0.014(4) -0.015(4) C25 0.032(5) 0.039(4) 0.050(5) 0.011(4) -0.019(4) -0.004(4) C26 0.023(5) 0.035(4) 0.050(5) 0.005(4) -0.010(4) -0.008(3) C27 0.039(6) 0.045(4) 0.036(4) -0.008(4) 0.003(4) 0.001(4) C28 0.068(8) 0.080(7) 0.046(6) 0.020(5) -0.019(5) -0.018(6) C29 0.026(5) 0.035(4) 0.057(5) 0.004(4) -0.007(4) 0.007(4) C30 0.023(4) 0.027(3) 0.021(3) -0.004(3) 0.003(3) 0.003(3) C31 0.038(5) 0.017(3) 0.024(4) -0.002(3) 0.002(3) 0.003(3) C32 0.032(5) 0.031(4) 0.019(3) -0.004(3) -0.004(3) -0.007(3) C33 0.042(6) 0.028(4) 0.035(4) -0.002(3) -0.009(4) 0.001(4) C34 0.064(7) 0.028(4) 0.032(4) 0.004(3) -0.006(4) -0.003(4) C35 0.049(6) 0.036(4) 0.053(5) 0.002(4) -0.009(5) 0.012(4) C36 0.062(7) 0.029(4) 0.036(4) 0.003(4) -0.004(4) 0.003(4) C37 0.037(5) 0.035(4) 0.024(4) -0.005(3) 0.000(3) 0.005(4) C38 0.073(7) 0.044(5) 0.022(4) -0.008(4) -0.001(4) 0.009(5) C39 0.052(6) 0.047(5) 0.036(4) -0.022(4) -0.007(4) -0.005(4) C40 0.045(6) 0.050(5) 0.030(4) -0.017(4) -0.002(4) 0.010(4) C41 0.047(6) 0.017(3) 0.019(3) -0.001(3) -0.010(3) 0.003(3) C42 0.039(5) 0.020(3) 0.036(4) 0.000(3) -0.006(4) 0.001(3) C43 0.035(5) 0.033(4) 0.052(5) -0.002(4) -0.014(4) 0.007(4) C44 0.035(6) 0.027(4) 0.062(6) -0.003(4) -0.035(5) 0.005(4) C45 0.056(7) 0.030(4) 0.031(4) -0.003(3) -0.023(4) 0.007(4) C46 0.040(5) 0.025(4) 0.025(4) -0.004(3) -0.007(4) 0.011(3) C47 0.034(5) 0.040(4) 0.041(5) -0.002(4) -0.005(4) 0.000(4) C48 0.067(8) 0.034(4) 0.071(6) 0.006(4) -0.037(6) -0.006(4) C49 0.073(7) 0.034(4) 0.027(4) -0.007(4) -0.008(4) 0.018(4) C50 0.026(5) 0.025(3) 0.018(3) -0.003(3) -0.003(3) 0.004(3) C51 0.035(5) 0.024(3) 0.022(4) -0.010(3) 0.000(3) 0.005(3) C52 0.036(5) 0.026(4) 0.028(4) -0.002(3) 0.005(4) 0.006(3) C53 0.041(5) 0.032(4) 0.022(4) -0.004(3) -0.005(3) 0.007(4) C54 0.032(5) 0.031(4) 0.025(4) -0.004(3) -0.008(3) 0.008(3) C55 0.035(5) 0.031(4) 0.023(4) -0.007(3) 0.003(3) -0.001(3) C56 0.036(5) 0.037(4) 0.025(4) -0.004(3) 0.009(3) -0.007(4) C57 0.055(6) 0.032(4) 0.038(4) -0.002(4) -0.019(4) 0.001(4) C58 0.039(6) 0.040(4) 0.039(5) -0.001(4) -0.010(4) -0.006(4) C59 0.024(4) 0.023(3) 0.023(3) -0.006(3) 0.008(3) -0.001(3) C60 0.028(5) 0.023(3) 0.029(4) 0.002(3) 0.008(3) 0.003(3) C61 0.026(5) 0.041(4) 0.029(4) -0.008(3) 0.009(3) -0.010(3) C62 0.026(5) 0.039(4) 0.027(4) -0.003(3) 0.000(3) 0.002(3) C63 0.101(9) 0.062(6) 0.031(5) -0.026(4) -0.020(5) 0.026(6) C64 0.074(9) 0.120(9) 0.034(5) -0.025(6) 0.027(5) -0.037(7) C65 0.063(7) 0.060(5) 0.028(4) -0.012(4) 0.002(4) 0.016(5) C66 0.038(6) 0.044(4) 0.033(4) -0.008(4) -0.001(4) 0.008(4) C67 0.053(7) 0.054(5) 0.057(6) -0.008(5) -0.019(5) 0.017(5) C68 0.030(6) 0.107(8) 0.062(6) -0.010(6) -0.002(5) 0.009(6) C69 0.037(6) 0.061(6) 0.065(6) -0.020(5) -0.019(5) 0.014(5) C70 0.028(5) 0.037(4) 0.015(3) -0.005(3) -0.007(3) 0.005(3) C71 0.058(6) 0.030(4) 0.019(4) -0.009(3) 0.002(4) 0.006(4) C72 0.071(7) 0.033(4) 0.016(4) 0.003(3) 0.006(4) 0.010(4) C73 0.054(7) 0.058(5) 0.021(4) -0.003(4) 0.000(4) 0.021(5) C74 0.017(5) 0.075(6) 0.028(4) -0.010(4) -0.002(3) 0.009(4) C75 0.035(5) 0.042(4) 0.023(4) -0.009(3) 0.000(3) 0.003(4) C76 0.065(7) 0.047(5) 0.037(5) 0.004(4) 0.009(5) -0.021(5) C77 0.088(9) 0.077(7) 0.036(5) 0.006(5) -0.009(5) 0.042(6) C78 0.037(6) 0.062(5) 0.033(4) -0.004(4) -0.005(4) -0.011(4) C79 0.019(4) 0.035(4) 0.020(3) -0.003(3) -0.003(3) -0.004(3) C80 0.024(5) 0.036(4) 0.031(4) -0.004(3) -0.004(3) 0.000(3) C81 0.031(5) 0.055(5) 0.032(4) -0.015(4) 0.003(4) -0.002(4) C82 0.038(6) 0.058(5) 0.042(5) -0.019(4) 0.007(4) -0.016(4) C83 0.037(6) 0.054(5) 0.050(5) -0.003(4) 0.008(4) -0.012(4) C84 0.030(5) 0.045(4) 0.032(4) -0.003(4) 0.000(4) -0.006(4) C85 0.030(5) 0.058(5) 0.024(4) -0.007(4) -0.005(3) -0.002(4) C86 0.064(8) 0.095(8) 0.055(6) -0.035(6) 0.008(5) -0.037(6) C87 0.045(6) 0.073(6) 0.037(5) -0.009(4) 0.006(4) -0.025(5) C88 0.079(10) 0.079(7) 0.072(7) 0.005(6) -0.001(7) -0.016(7) C89 0.080(9) 0.066(6) 0.068(7) 0.005(6) 0.002(6) -0.014(6) C90 0.085(8) 0.047(5) 0.032(5) -0.002(4) 0.004(5) -0.017(5) C91 0.069(8) 0.044(5) 0.042(5) -0.003(4) 0.009(5) -0.011(5) C92 0.072(8) 0.041(5) 0.044(5) 0.000(4) 0.007(5) -0.012(5) C93 0.076(8) 0.040(5) 0.058(6) 0.001(5) -0.001(6) 0.000(5) _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 I1 Ga1 2.6393(8) . ? I2 Ga2 2.7643(8) . ? I2 Ga5 2.8448(9) . ? I3 Ga3 2.7559(10) . ? I3 Ga2 2.8513(9) . ? I4 Ga4 2.6183(10) . ? Ga1 N1 1.948(5) . ? Ga1 N2 1.997(6) . ? Ga1 Ga2 2.4493(11) . ? Ga2 Ga3 2.4517(10) . ? Ga3 Ga4 2.4330(10) . ? Ga3 Ga5 2.4722(10) . ? Ga4 N3 1.929(6) . ? Ga4 N4 1.997(5) . ? Ga5 N6 1.956(6) . ? Ga5 N5 1.968(5) . ? N1 C1 1.359(9) . ? N1 C12 1.431(9) . ? N2 C3 1.324(9) . ? N2 C21 1.451(9) . ? N3 C30 1.370(8) . ? N3 C41 1.448(9) . ? N4 C32 1.335(8) . ? N4 C50 1.426(8) . ? N5 C59 1.326(8) . ? N5 C70 1.457(9) . ? N6 C61 1.353(9) . ? N6 C79 1.434(9) . ? C1 C2 1.376(11) . ? C1 C4 1.563(10) . ? C2 C3 1.422(10) . ? C3 C8 1.559(11) . ? C4 C7 1.487(13) . ? C4 C5 1.527(11) . ? C4 C6 1.562(12) . ? C8 C9 1.508(11) . ? C8 C11 1.540(11) . ? C8 C10 1.547(11) . ? C12 C13 1.408(10) . ? C12 C17 1.415(9) . ? C13 C14 1.384(11) . ? C13 C18 1.509(10) . ? C14 C15 1.380(11) . ? C15 C16 1.379(11) . ? C15 C19 1.519(12) . ? C16 C17 1.365(11) . ? C17 C20 1.511(11) . ? C21 C22 1.397(11) . ? C21 C26 1.402(10) . ? C22 C23 1.388(11) . ? C22 C27 1.502(11) . ? C23 C24 1.378(12) . ? C24 C25 1.396(12) . ? C24 C28 1.500(11) . ? C25 C26 1.387(11) . ? C26 C29 1.504(11) . ? C30 C31 1.374(9) . ? C30 C33 1.563(10) . ? C31 C32 1.424(9) . ? C32 C37 1.561(9) . ? C33 C35 1.525(12) . ? C33 C34 1.533(11) . ? C33 C36 1.539(11) . ? C37 C39 1.532(11) . ? C37 C40 1.536(11) . ? C37 C38 1.545(10) . ? C41 C42 1.380(11) . ? C41 C46 1.400(9) . ? C42 C43 1.396(11) . ? C42 C47 1.513(10) . ? C43 C44 1.376(12) . ? C44 C45 1.366(13) . ? C44 C48 1.509(11) . ? C45 C46 1.389(11) . ? C46 C49 1.494(12) . ? C50 C55 1.382(11) . ? C50 C51 1.401(10) . ? C51 C52 1.404(10) . ? C51 C56 1.497(11) . ? C52 C53 1.407(11) . ? C53 C54 1.359(11) . ? C53 C57 1.518(10) . ? C54 C55 1.402(10) . ? C55 C58 1.523(11) . ? C59 C60 1.405(10) . ? C59 C62 1.567(9) . ? C60 C61 1.382(10) . ? C61 C66 1.538(11) . ? C62 C63 1.527(11) . ? C62 C64 1.530(12) . ? C62 C65 1.540(12) . ? C66 C69 1.526(11) . ? C66 C67 1.542(12) . ? C66 C68 1.546(13) . ? C70 C75 1.384(11) . ? C70 C71 1.410(10) . ? C71 C72 1.385(11) . ? C71 C76 1.519(12) . ? C72 C73 1.363(13) . ? C73 C74 1.419(12) . ? C73 C77 1.500(12) . ? C74 C75 1.378(11) . ? C75 C78 1.505(11) . ? C79 C84 1.401(10) . ? C79 C80 1.408(10) . ? C80 C81 1.392(10) . ? C80 C85 1.506(11) . ? C81 C82 1.396(12) . ? C82 C83 1.376(11) . ? C82 C86 1.511(12) . ? C83 C84 1.390(11) . ? C84 C87 1.512(11) . ? C88 C89 1.525(16) . ? C89 C90 1.488(14) . ? C90 C91 1.528(14) . ? C91 C92 1.508(13) . ? C92 C93 1.501(14) . ? 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 Ga2 I2 Ga5 79.00(2) . . ? Ga3 I3 Ga2 51.82(2) . . ? N1 Ga1 N2 93.9(2) . . ? N1 Ga1 Ga2 119.79(18) . . ? N2 Ga1 Ga2 122.90(16) . . ? N1 Ga1 I1 102.38(16) . . ? N2 Ga1 I1 104.28(17) . . ? Ga2 Ga1 I1 110.53(3) . . ? Ga1 Ga2 Ga3 162.02(4) . . ? Ga1 Ga2 I2 101.16(3) . . ? Ga3 Ga2 I2 95.23(3) . . ? Ga1 Ga2 I3 107.79(4) . . ? Ga3 Ga2 I3 62.09(3) . . ? I2 Ga2 I3 98.24(3) . . ? Ga4 Ga3 Ga2 140.72(4) . . ? Ga4 Ga3 Ga5 125.27(4) . . ? Ga2 Ga3 Ga5 92.88(3) . . ? Ga4 Ga3 I3 110.51(4) . . ? Ga2 Ga3 I3 66.09(3) . . ? Ga5 Ga3 I3 99.64(3) . . ? N3 Ga4 N4 94.7(2) . . ? N3 Ga4 Ga3 125.54(17) . . ? N4 Ga4 Ga3 118.94(16) . . ? N3 Ga4 I4 107.21(17) . . ? N4 Ga4 I4 103.71(18) . . ? Ga3 Ga4 I4 104.65(3) . . ? N6 Ga5 N5 95.5(2) . . ? N6 Ga5 Ga3 126.54(16) . . ? N5 Ga5 Ga3 135.59(17) . . ? N6 Ga5 I2 95.44(17) . . ? N5 Ga5 I2 97.13(16) . . ? Ga3 Ga5 I2 92.78(3) . . ? C1 N1 C12 125.6(6) . . ? C1 N1 Ga1 114.9(5) . . ? C12 N1 Ga1 119.4(4) . . ? C3 N2 C21 125.4(6) . . ? C3 N2 Ga1 117.1(5) . . ? C21 N2 Ga1 117.5(4) . . ? C30 N3 C41 123.9(6) . . ? C30 N3 Ga4 117.4(5) . . ? C41 N3 Ga4 118.5(4) . . ? C32 N4 C50 126.3(5) . . ? C32 N4 Ga4 120.0(4) . . ? C50 N4 Ga4 113.7(4) . . ? C59 N5 C70 123.1(5) . . ? C59 N5 Ga5 119.9(5) . . ? C70 N5 Ga5 117.0(4) . . ? C61 N6 C79 123.7(6) . . ? C61 N6 Ga5 116.5(5) . . ? C79 N6 Ga5 119.5(4) . . ? N1 C1 C2 120.1(6) . . ? N1 C1 C4 122.9(7) . . ? C2 C1 C4 116.8(6) . . ? C1 C2 C3 130.5(7) . . ? N2 C3 C2 120.4(7) . . ? N2 C3 C8 125.5(7) . . ? C2 C3 C8 114.1(6) . . ? C7 C4 C5 109.4(8) . . ? C7 C4 C6 106.7(8) . . ? C5 C4 C6 108.1(8) . . ? C7 C4 C1 117.5(7) . . ? C5 C4 C1 104.6(6) . . ? C6 C4 C1 110.1(7) . . ? C9 C8 C11 106.3(7) . . ? C9 C8 C10 111.0(8) . . ? C11 C8 C10 105.3(7) . . ? C9 C8 C3 107.4(6) . . ? C11 C8 C3 118.1(6) . . ? C10 C8 C3 108.7(7) . . ? C13 C12 C17 118.6(7) . . ? C13 C12 N1 120.5(6) . . ? C17 C12 N1 120.7(7) . . ? C14 C13 C12 119.2(7) . . ? C14 C13 C18 119.6(7) . . ? C12 C13 C18 121.2(7) . . ? C15 C14 C13 122.3(7) . . ? C16 C15 C14 117.7(7) . . ? C16 C15 C19 122.3(7) . . ? C14 C15 C19 120.0(8) . . ? C17 C16 C15 122.8(7) . . ? C16 C17 C12 119.4(7) . . ? C16 C17 C20 119.5(6) . . ? C12 C17 C20 121.1(7) . . ? C22 C21 C26 121.3(7) . . ? C22 C21 N2 119.3(7) . . ? C26 C21 N2 119.2(7) . . ? C23 C22 C21 117.6(7) . . ? C23 C22 C27 121.0(7) . . ? C21 C22 C27 121.4(7) . . ? C24 C23 C22 123.5(8) . . ? C23 C24 C25 116.9(7) . . ? C23 C24 C28 121.9(9) . . ? C25 C24 C28 121.2(8) . . ? C26 C25 C24 122.7(8) . . ? C25 C26 C21 117.8(8) . . ? C25 C26 C29 120.6(7) . . ? C21 C26 C29 121.6(7) . . ? N3 C30 C31 120.2(6) . . ? N3 C30 C33 121.5(6) . . ? C31 C30 C33 118.4(6) . . ? C30 C31 C32 130.6(6) . . ? N4 C32 C31 119.9(6) . . ? N4 C32 C37 126.0(6) . . ? C31 C32 C37 114.1(6) . . ? C35 C33 C34 109.9(7) . . ? C35 C33 C36 108.1(6) . . ? C34 C33 C36 106.7(7) . . ? C35 C33 C30 113.0(7) . . ? C34 C33 C30 108.5(6) . . ? C36 C33 C30 110.6(6) . . ? C39 C37 C40 110.2(6) . . ? C39 C37 C38 108.2(7) . . ? C40 C37 C38 106.5(7) . . ? C39 C37 C32 108.3(6) . . ? C40 C37 C32 106.4(6) . . ? C38 C37 C32 117.2(6) . . ? C42 C41 C46 120.7(7) . . ? C42 C41 N3 118.8(6) . . ? C46 C41 N3 119.9(7) . . ? C41 C42 C43 118.0(7) . . ? C41 C42 C47 123.8(7) . . ? C43 C42 C47 118.1(8) . . ? C44 C43 C42 123.6(9) . . ? C45 C44 C43 115.9(7) . . ? C45 C44 C48 121.5(8) . . ? C43 C44 C48 122.3(9) . . ? C44 C45 C46 124.3(7) . . ? C45 C46 C41 117.4(8) . . ? C45 C46 C49 120.7(7) . . ? C41 C46 C49 121.9(7) . . ? C55 C50 C51 121.2(6) . . ? C55 C50 N4 120.2(6) . . ? C51 C50 N4 118.5(7) . . ? C50 C51 C52 118.9(7) . . ? C50 C51 C56 121.8(6) . . ? C52 C51 C56 119.3(7) . . ? C51 C52 C53 119.9(7) . . ? C54 C53 C52 119.4(7) . . ? C54 C53 C57 119.9(7) . . ? C52 C53 C57 120.6(7) . . ? C53 C54 C55 122.1(8) . . ? C50 C55 C54 118.4(7) . . ? C50 C55 C58 122.6(7) . . ? C54 C55 C58 119.0(7) . . ? N5 C59 C60 119.8(6) . . ? N5 C59 C62 125.2(6) . . ? C60 C59 C62 114.6(6) . . ? C61 C60 C59 131.2(6) . . ? N6 C61 C60 121.1(7) . . ? N6 C61 C66 123.4(6) . . ? C60 C61 C66 115.4(6) . . ? C63 C62 C64 109.1(8) . . ? C63 C62 C65 104.3(7) . . ? C64 C62 C65 107.2(7) . . ? C63 C62 C59 110.1(6) . . ? C64 C62 C59 106.1(6) . . ? C65 C62 C59 119.6(6) . . ? C69 C66 C61 117.2(6) . . ? C69 C66 C67 106.7(7) . . ? C61 C66 C67 107.7(7) . . ? C69 C66 C68 107.4(8) . . ? C61 C66 C68 109.7(7) . . ? C67 C66 C68 107.7(7) . . ? C75 C70 C71 120.6(7) . . ? C75 C70 N5 120.7(6) . . ? C71 C70 N5 118.7(7) . . ? C72 C71 C70 118.1(8) . . ? C72 C71 C76 120.6(7) . . ? C70 C71 C76 121.2(7) . . ? C73 C72 C71 123.4(8) . . ? C72 C73 C74 116.5(7) . . ? C72 C73 C77 122.4(9) . . ? C74 C73 C77 121.0(10) . . ? C75 C74 C73 122.6(8) . . ? C74 C75 C70 118.5(7) . . ? C74 C75 C78 118.8(8) . . ? C70 C75 C78 122.5(7) . . ? C84 C79 C80 119.6(6) . . ? C84 C79 N6 120.2(6) . . ? C80 C79 N6 120.2(6) . . ? C81 C80 C79 118.5(7) . . ? C81 C80 C85 119.6(7) . . ? C79 C80 C85 121.9(6) . . ? C80 C81 C82 122.4(7) . . ? C83 C82 C81 117.9(8) . . ? C83 C82 C86 121.5(8) . . ? C81 C82 C86 120.6(8) . . ? C82 C83 C84 121.9(8) . . ? C83 C84 C79 119.7(7) . . ? C83 C84 C87 117.8(7) . . ? C79 C84 C87 122.5(7) . . ? C90 C89 C88 113.8(9) . . ? C89 C90 C91 115.3(8) . . ? C92 C91 C90 113.4(8) . . ? C93 C92 C91 114.1(8) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.30 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 2.007 _refine_diff_density_min -1.221 _refine_diff_density_rms 0.164