# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2008 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Cameron Jones' _publ_contact_author_email CAMERON.JONES@SCI.MONASH.EDU.AU _publ_section_title ; Group 13 Metal(I) and (II) Guanidinate Complexes: Effect of Ligand Backbone on Metal Oxidation State and Coordination Sphere ; loop_ _publ_author_name 'Cameron Jones' 'Guo-Xia Jin.' 'Peter Junk' 'Andreas Stasch' 'William D. Woodul' # Attachment 'B718799H_ccdc_677872_cif.txt' data_compound13 _database_code_depnum_ccdc_archive 'CCDC 677872' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C64 H96 Cl2 In2 N6' _chemical_formula_weight 1250.01 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' In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 11.518(2) _cell_length_b 19.205(4) _cell_length_c 14.668(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.02(3) _cell_angle_gamma 90.00 _cell_volume 3161.0(11) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.313 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1308 _exptl_absorpt_coefficient_mu 0.856 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.712 _exptl_absorpt_correction_T_max 0.958 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _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 22412 _diffrn_reflns_av_R_equivalents 0.0631 _diffrn_reflns_av_sigmaI/netI 0.0553 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 26.50 _reflns_number_total 6459 _reflns_number_gt 4788 _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^)+(0.0552P)^2^+3.3414P] 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 6459 _refine_ls_number_parameters 344 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0711 _refine_ls_R_factor_gt 0.0455 _refine_ls_wR_factor_ref 0.1193 _refine_ls_wR_factor_gt 0.1083 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.054 _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 In1 In 0.51462(2) 0.437997(14) 0.545120(18) 0.02629(11) Uani 1 1 d . . . Cl1 Cl 0.44047(12) 0.33983(6) 0.45148(9) 0.0515(3) Uani 1 1 d . . . N1 N 0.6687(3) 0.40273(17) 0.6479(2) 0.0282(7) Uani 1 1 d . . . C1 C 0.6209(3) 0.41711(17) 0.7213(3) 0.0218(8) Uani 1 1 d . . . N2 N 0.5062(3) 0.43601(16) 0.6916(2) 0.0256(7) Uani 1 1 d . . . C2 C 0.7744(4) 0.3624(2) 0.8456(3) 0.0443(11) Uani 1 1 d . . . H2 H 0.7742 0.3306 0.7916 0.053 Uiso 1 1 calc R . . N3 N 0.6803(3) 0.41426(16) 0.8137(2) 0.0256(7) Uani 1 1 d . . . C3 C 0.7431(5) 0.3174(3) 0.9245(3) 0.0548(13) Uani 1 1 d . . . H3A H 0.6724 0.2882 0.8988 0.066 Uiso 1 1 calc R . . H3B H 0.8105 0.2862 0.9515 0.066 Uiso 1 1 calc R . . C4 C 0.7170(7) 0.3660(4) 1.0004(5) 0.099(2) Uani 1 1 d D . . H4A H 0.7913 0.3907 1.0302 0.118 Uiso 1 1 calc R . . H4B H 0.6928 0.3375 1.0492 0.118 Uiso 1 1 calc R . . C5 C 0.6172(5) 0.4215(3) 0.9636(4) 0.0711(18) Uani 1 1 d D . . H5A H 0.5395 0.3977 0.9425 0.085 Uiso 1 1 calc R . . H5B H 0.6111 0.4538 1.0148 0.085 Uiso 1 1 calc R . . C6 C 0.6467(4) 0.4627(2) 0.8816(3) 0.0406(11) Uani 1 1 d . . . H6 H 0.5734 0.4883 0.8492 0.049 Uiso 1 1 calc R . . C7 C 0.8992(4) 0.3900(4) 0.8772(5) 0.085(2) Uani 1 1 d . . . H7A H 0.9214 0.4152 0.8256 0.127 Uiso 1 1 calc R . . H7B H 0.9544 0.3511 0.8963 0.127 Uiso 1 1 calc R . . H7C H 0.9033 0.4215 0.9303 0.127 Uiso 1 1 calc R . . C8 C 0.7465(5) 0.5162(3) 0.9138(4) 0.0569(14) Uani 1 1 d . . . H8A H 0.8193 0.4921 0.9460 0.085 Uiso 1 1 calc R . . H8B H 0.7224 0.5495 0.9568 0.085 Uiso 1 1 calc R . . H8C H 0.7616 0.5411 0.8593 0.085 Uiso 1 1 calc R . . C9 C 0.7889(3) 0.3892(2) 0.6433(3) 0.0265(8) Uani 1 1 d . . . C10 C 0.8200(4) 0.3196(2) 0.6272(3) 0.0314(9) Uani 1 1 d . . . C11 C 0.9351(4) 0.3065(2) 0.6148(3) 0.0368(10) Uani 1 1 d . . . H11 H 0.9580 0.2600 0.6057 0.044 Uiso 1 1 calc R . . C12 C 1.0156(4) 0.3593(2) 0.6155(3) 0.0425(11) Uani 1 1 d . . . H12 H 1.0931 0.3490 0.6068 0.051 Uiso 1 1 calc R . . C13 C 0.9844(4) 0.4274(2) 0.6289(4) 0.0440(11) Uani 1 1 d . . . H13 H 1.0405 0.4636 0.6285 0.053 Uiso 1 1 calc R . . C14 C 0.8710(4) 0.4437(2) 0.6429(3) 0.0353(10) Uani 1 1 d . . . C15 C 0.7328(4) 0.2604(2) 0.6222(3) 0.0442(11) Uani 1 1 d . . . H15 H 0.6562 0.2796 0.6328 0.053 Uiso 1 1 calc R . . C16 C 0.7073(5) 0.2243(3) 0.5280(4) 0.0585(14) Uani 1 1 d . . . H16A H 0.6815 0.2587 0.4783 0.088 Uiso 1 1 calc R . . H16B H 0.6442 0.1896 0.5256 0.088 Uiso 1 1 calc R . . H16C H 0.7797 0.2011 0.5192 0.088 Uiso 1 1 calc R . . C17 C 0.7784(6) 0.2047(3) 0.6976(4) 0.0695(17) Uani 1 1 d . . . H17A H 0.7137 0.1722 0.7005 0.104 Uiso 1 1 calc R . . H17B H 0.8057 0.2273 0.7585 0.104 Uiso 1 1 calc R . . H17C H 0.8447 0.1791 0.6815 0.104 Uiso 1 1 calc R . . C18 C 0.8406(4) 0.5201(2) 0.6545(4) 0.0448(12) Uani 1 1 d . . . H18 H 0.7616 0.5223 0.6719 0.054 Uiso 1 1 calc R . . C19 C 0.9315(5) 0.5561(3) 0.7300(5) 0.0673(17) Uani 1 1 d . . . H19A H 0.9399 0.5307 0.7890 0.101 Uiso 1 1 calc R . . H19B H 0.9052 0.6038 0.7379 0.101 Uiso 1 1 calc R . . H19C H 1.0084 0.5573 0.7120 0.101 Uiso 1 1 calc R . . C20 C 0.8311(5) 0.5595(3) 0.5630(5) 0.0648(16) Uani 1 1 d . . . H20A H 0.8133 0.6086 0.5721 0.097 Uiso 1 1 calc R . . H20B H 0.7672 0.5393 0.5147 0.097 Uiso 1 1 calc R . . H20C H 0.9068 0.5560 0.5433 0.097 Uiso 1 1 calc R . . C21 C 0.4129(3) 0.4348(2) 0.7424(3) 0.0255(8) Uani 1 1 d . . . C22 C 0.3743(4) 0.3715(2) 0.7748(3) 0.0320(9) Uani 1 1 d . . . C23 C 0.2793(4) 0.3735(2) 0.8188(3) 0.0390(10) Uani 1 1 d . . . H23 H 0.2521 0.3313 0.8407 0.047 Uiso 1 1 calc R . . C24 C 0.2241(4) 0.4348(2) 0.8313(3) 0.0418(11) Uani 1 1 d . . . H24 H 0.1607 0.4350 0.8630 0.050 Uiso 1 1 calc R . . C25 C 0.2604(4) 0.4963(2) 0.7979(3) 0.0366(10) Uani 1 1 d . . . H25 H 0.2205 0.5385 0.8056 0.044 Uiso 1 1 calc R . . C26 C 0.3551(3) 0.4973(2) 0.7527(3) 0.0305(9) Uani 1 1 d . . . C27 C 0.4282(4) 0.3013(2) 0.7583(3) 0.0400(10) Uani 1 1 d . . . H27 H 0.5118 0.3096 0.7523 0.048 Uiso 1 1 calc R . . C28 C 0.4324(5) 0.2498(3) 0.8388(4) 0.0661(16) Uani 1 1 d . . . H28A H 0.4675 0.2726 0.8984 0.099 Uiso 1 1 calc R . . H28B H 0.4809 0.2094 0.8303 0.099 Uiso 1 1 calc R . . H28C H 0.3513 0.2344 0.8390 0.099 Uiso 1 1 calc R . . C29 C 0.3589(5) 0.2698(3) 0.6665(4) 0.0646(15) Uani 1 1 d . . . H29A H 0.2774 0.2591 0.6717 0.097 Uiso 1 1 calc R . . H29B H 0.3982 0.2269 0.6534 0.097 Uiso 1 1 calc R . . H29C H 0.3565 0.3031 0.6155 0.097 Uiso 1 1 calc R . . C30 C 0.3889(4) 0.5659(2) 0.7130(3) 0.0379(10) Uani 1 1 d . . . H30 H 0.4646 0.5585 0.6918 0.046 Uiso 1 1 calc R . . C31 C 0.4092(5) 0.6247(3) 0.7855(4) 0.0649(16) Uani 1 1 d . . . H31A H 0.4342 0.6669 0.7575 0.097 Uiso 1 1 calc R . . H31B H 0.4714 0.6109 0.8397 0.097 Uiso 1 1 calc R . . H31C H 0.3350 0.6340 0.8054 0.097 Uiso 1 1 calc R . . C32 C 0.2926(5) 0.5879(3) 0.6285(4) 0.0563(13) Uani 1 1 d . . . H32A H 0.2806 0.5508 0.5814 0.085 Uiso 1 1 calc R . . H32B H 0.3174 0.6306 0.6017 0.085 Uiso 1 1 calc R . . H32C H 0.2179 0.5964 0.6481 0.085 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 In1 0.02932(17) 0.02831(16) 0.02090(16) 0.00219(12) 0.00493(11) 0.00417(12) Cl1 0.0630(8) 0.0426(6) 0.0465(7) -0.0155(5) 0.0074(6) -0.0105(6) N1 0.0232(16) 0.0396(19) 0.0217(17) 0.0058(14) 0.0050(14) 0.0135(14) C1 0.0234(19) 0.0166(17) 0.026(2) 0.0021(15) 0.0070(16) 0.0026(14) N2 0.0241(16) 0.0366(18) 0.0167(16) 0.0004(14) 0.0057(13) 0.0000(14) C2 0.047(3) 0.049(3) 0.038(3) 0.010(2) 0.012(2) 0.020(2) N3 0.0311(17) 0.0240(16) 0.0204(17) 0.0025(13) 0.0031(14) 0.0055(13) C3 0.072(4) 0.046(3) 0.045(3) 0.020(2) 0.011(3) 0.016(3) C4 0.121(6) 0.104(6) 0.073(5) 0.034(4) 0.025(4) 0.036(5) C5 0.085(4) 0.097(5) 0.038(3) -0.013(3) 0.026(3) -0.026(4) C6 0.041(2) 0.051(3) 0.028(2) -0.006(2) 0.0034(19) 0.009(2) C7 0.032(3) 0.125(6) 0.089(5) 0.054(4) -0.004(3) 0.002(3) C8 0.072(4) 0.041(3) 0.051(3) -0.017(2) 0.000(3) -0.007(2) C9 0.0253(19) 0.036(2) 0.019(2) 0.0028(16) 0.0062(16) 0.0058(16) C10 0.035(2) 0.036(2) 0.023(2) 0.0056(17) 0.0078(17) 0.0061(18) C11 0.039(2) 0.036(2) 0.037(2) 0.0027(19) 0.0121(19) 0.0161(19) C12 0.031(2) 0.049(3) 0.053(3) 0.003(2) 0.020(2) 0.014(2) C13 0.033(2) 0.045(3) 0.059(3) -0.005(2) 0.019(2) 0.001(2) C14 0.037(2) 0.033(2) 0.037(2) -0.0016(18) 0.0129(19) 0.0094(18) C15 0.047(3) 0.035(2) 0.054(3) 0.000(2) 0.021(2) 0.002(2) C16 0.069(4) 0.037(3) 0.066(4) -0.005(2) 0.006(3) -0.003(2) C17 0.102(5) 0.048(3) 0.061(4) 0.008(3) 0.023(3) -0.014(3) C18 0.036(2) 0.034(2) 0.069(3) -0.002(2) 0.022(2) 0.0054(19) C19 0.065(4) 0.049(3) 0.091(5) -0.020(3) 0.025(3) -0.003(3) C20 0.059(3) 0.047(3) 0.090(5) 0.011(3) 0.018(3) 0.007(3) C21 0.0220(18) 0.035(2) 0.0198(19) -0.0022(16) 0.0060(15) -0.0047(16) C22 0.031(2) 0.041(2) 0.025(2) -0.0015(18) 0.0084(17) -0.0047(18) C23 0.037(2) 0.049(3) 0.034(2) 0.003(2) 0.014(2) -0.012(2) C24 0.030(2) 0.065(3) 0.036(3) -0.006(2) 0.0173(19) -0.013(2) C25 0.028(2) 0.047(3) 0.035(2) -0.011(2) 0.0087(18) 0.0003(19) C26 0.025(2) 0.039(2) 0.028(2) -0.0032(18) 0.0064(17) -0.0023(17) C27 0.047(3) 0.033(2) 0.045(3) 0.006(2) 0.021(2) 0.000(2) C28 0.083(4) 0.042(3) 0.086(4) 0.017(3) 0.045(3) 0.001(3) C29 0.075(4) 0.049(3) 0.071(4) -0.022(3) 0.020(3) -0.008(3) C30 0.040(2) 0.035(2) 0.043(3) -0.003(2) 0.019(2) 0.0016(19) C31 0.090(4) 0.045(3) 0.065(4) -0.015(3) 0.029(3) -0.016(3) C32 0.055(3) 0.061(3) 0.053(3) 0.011(3) 0.011(3) 0.010(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 In1 N1 2.162(3) . ? In1 N2 2.173(3) . ? In1 Cl1 2.3752(12) . ? In1 C1 2.628(4) . ? In1 In1 2.7085(7) 3_666 ? N1 C1 1.344(5) . ? N1 C9 1.425(5) . ? C1 N2 1.344(5) . ? C1 N3 1.375(5) . ? N2 C21 1.439(5) . ? C2 N3 1.468(5) . ? C2 C7 1.504(7) . ? C2 C3 1.550(6) . ? N3 C6 1.477(5) . ? C3 C4 1.535(8) . ? C4 C5 1.570(4) . ? C5 C6 1.541(7) . ? C6 C8 1.534(7) . ? C9 C14 1.412(6) . ? C9 C10 1.417(5) . ? C10 C11 1.401(5) . ? C10 C15 1.509(6) . ? C11 C12 1.372(6) . ? C12 C13 1.382(6) . ? C13 C14 1.402(6) . ? C14 C18 1.527(6) . ? C15 C16 1.515(6) . ? C15 C17 1.543(7) . ? C18 C19 1.509(7) . ? C18 C20 1.524(7) . ? C21 C26 1.398(5) . ? C21 C22 1.413(5) . ? C22 C23 1.391(6) . ? C22 C27 1.525(6) . ? C23 C24 1.371(6) . ? C24 C25 1.379(6) . ? C25 C26 1.398(5) . ? C26 C30 1.526(6) . ? C27 C29 1.528(7) . ? C27 C28 1.532(6) . ? C30 C32 1.525(7) . ? C30 C31 1.532(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 N1 In1 N2 61.17(12) . . ? N1 In1 Cl1 106.62(10) . . ? N2 In1 Cl1 117.87(9) . . ? N1 In1 C1 30.66(11) . . ? N2 In1 C1 30.69(11) . . ? Cl1 In1 C1 118.32(8) . . ? N1 In1 In1 127.46(9) . 3_666 ? N2 In1 In1 118.06(8) . 3_666 ? Cl1 In1 In1 115.24(4) . 3_666 ? C1 In1 In1 126.41(8) . 3_666 ? C1 N1 C9 130.8(3) . . ? C1 N1 In1 94.2(2) . . ? C9 N1 In1 132.7(2) . . ? N1 C1 N2 110.3(3) . . ? N1 C1 N3 125.3(3) . . ? N2 C1 N3 124.3(3) . . ? N1 C1 In1 55.13(18) . . ? N2 C1 In1 55.59(19) . . ? N3 C1 In1 173.3(3) . . ? C1 N2 C21 128.5(3) . . ? C1 N2 In1 93.7(2) . . ? C21 N2 In1 135.8(2) . . ? N3 C2 C7 116.4(4) . . ? N3 C2 C3 109.7(4) . . ? C7 C2 C3 109.5(4) . . ? C1 N3 C2 120.6(3) . . ? C1 N3 C6 119.4(3) . . ? C2 N3 C6 119.9(3) . . ? C4 C3 C2 108.6(5) . . ? C3 C4 C5 114.2(5) . . ? C6 C5 C4 110.1(5) . . ? N3 C6 C8 109.7(4) . . ? N3 C6 C5 109.8(4) . . ? C8 C6 C5 112.7(4) . . ? C14 C9 C10 120.3(3) . . ? C14 C9 N1 121.6(3) . . ? C10 C9 N1 117.7(3) . . ? C11 C10 C9 118.2(4) . . ? C11 C10 C15 119.9(4) . . ? C9 C10 C15 121.9(4) . . ? C12 C11 C10 121.6(4) . . ? C11 C12 C13 120.2(4) . . ? C12 C13 C14 120.9(4) . . ? C13 C14 C9 118.8(4) . . ? C13 C14 C18 118.4(4) . . ? C9 C14 C18 122.8(4) . . ? C10 C15 C16 112.3(4) . . ? C10 C15 C17 111.9(4) . . ? C16 C15 C17 107.5(4) . . ? C19 C18 C20 108.6(4) . . ? C19 C18 C14 112.6(4) . . ? C20 C18 C14 110.6(4) . . ? C26 C21 C22 120.6(4) . . ? C26 C21 N2 118.2(3) . . ? C22 C21 N2 121.1(3) . . ? C23 C22 C21 118.2(4) . . ? C23 C22 C27 119.2(4) . . ? C21 C22 C27 122.5(4) . . ? C24 C23 C22 121.6(4) . . ? C23 C24 C25 120.1(4) . . ? C24 C25 C26 120.8(4) . . ? C21 C26 C25 118.7(4) . . ? C21 C26 C30 122.1(3) . . ? C25 C26 C30 119.1(4) . . ? C22 C27 C29 109.8(4) . . ? C22 C27 C28 113.1(4) . . ? C29 C27 C28 110.0(4) . . ? C32 C30 C26 110.4(4) . . ? C32 C30 C31 109.2(4) . . ? C26 C30 C31 112.6(4) . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 1.328 _refine_diff_density_min -0.693 _refine_diff_density_rms 0.094 # Attachment 'cmp16.CIF' data_compound16 _database_code_depnum_ccdc_archive 'CCDC 679098' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H56 Ga I2 N3' _chemical_formula_weight 866.37 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 tetragonal _symmetry_space_group_name_H-M P4(2)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x+1/2, z+1/2' '-x+1/2, -y+1/2, z' 'y+1/2, -x, z+1/2' '-x, -y, -z' 'y, -x-1/2, -z-1/2' 'x-1/2, y-1/2, -z' '-y-1/2, x, -z-1/2' _cell_length_a 12.5767(18) _cell_length_b 12.5767(18) _cell_length_c 23.270(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3680.7(11) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.563 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1744 _exptl_absorpt_coefficient_mu 2.454 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.636 _exptl_absorpt_correction_T_max 0.871 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _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 5324 _diffrn_reflns_av_R_equivalents 0.0450 _diffrn_reflns_av_sigmaI/netI 0.0764 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.09 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3241 _reflns_number_gt 2219 _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^)+(0.0178P)^2^+21.2567P] 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 3241 _refine_ls_number_parameters 200 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1085 _refine_ls_R_factor_gt 0.0670 _refine_ls_wR_factor_ref 0.1216 _refine_ls_wR_factor_gt 0.1095 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _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 I1 I 0.62190(6) 0.34573(6) 0.03809(3) 0.0922(3) Uani 1 1 d . . . Ga1 Ga 0.7500 0.2500 -0.02637(4) 0.0382(3) Uani 1 2 d S . . N1 N 0.6884(4) 0.1879(4) -0.0957(2) 0.0226(12) Uani 1 1 d . . . C1 C 0.7500 0.2500 -0.1309(3) 0.0183(18) Uani 1 2 d S . . N2 N 0.7500 0.2500 -0.1888(3) 0.0207(16) Uani 1 2 d S . . C2 C 0.5953(5) 0.1244(5) -0.1069(2) 0.0213(14) Uani 1 1 d . . . C3 C 0.5983(5) 0.0183(5) -0.0884(3) 0.0246(15) Uani 1 1 d . . . C4 C 0.5091(5) -0.0455(5) -0.0985(3) 0.0333(17) Uani 1 1 d . . . H4 H 0.5101 -0.1176 -0.0862 0.040 Uiso 1 1 calc R . . C5 C 0.4200(6) -0.0069(6) -0.1258(3) 0.0368(18) Uani 1 1 d . . . H5 H 0.3622 -0.0529 -0.1342 0.044 Uiso 1 1 calc R . . C6 C 0.4154(5) 0.0986(5) -0.1406(3) 0.0299(16) Uani 1 1 d . . . H6 H 0.3524 0.1257 -0.1578 0.036 Uiso 1 1 calc R . . C7 C 0.5015(5) 0.1674(5) -0.1311(3) 0.0227(14) Uani 1 1 d . . . C8 C 0.6924(5) -0.0278(5) -0.0566(3) 0.0338(17) Uani 1 1 d . . . H8 H 0.7228 0.0314 -0.0331 0.041 Uiso 1 1 calc R . . C9 C 0.7792(7) -0.0632(8) -0.0968(4) 0.069(3) Uani 1 1 d . . . H9A H 0.7549 -0.1251 -0.1188 0.104 Uiso 1 1 calc R . . H9B H 0.8425 -0.0825 -0.0745 0.104 Uiso 1 1 calc R . . H9C H 0.7968 -0.0052 -0.1232 0.104 Uiso 1 1 calc R . . C10 C 0.6639(7) -0.1170(7) -0.0143(3) 0.055(2) Uani 1 1 d . . . H10A H 0.6033 -0.0948 0.0093 0.082 Uiso 1 1 calc R . . H10B H 0.7251 -0.1317 0.0105 0.082 Uiso 1 1 calc R . . H10C H 0.6452 -0.1814 -0.0358 0.082 Uiso 1 1 calc R . . C11 C 0.4833(5) 0.2856(5) -0.1419(3) 0.0284(15) Uani 1 1 d . . . H11 H 0.5539 0.3219 -0.1448 0.034 Uiso 1 1 calc R . . C12 C 0.4224(9) 0.3318(6) -0.0909(4) 0.079(3) Uani 1 1 d . . . H12A H 0.4072 0.4070 -0.0980 0.119 Uiso 1 1 calc R . . H12B H 0.4656 0.3250 -0.0560 0.119 Uiso 1 1 calc R . . H12C H 0.3555 0.2930 -0.0859 0.119 Uiso 1 1 calc R . . C13 C 0.4188(5) 0.3102(6) -0.1963(3) 0.0392(18) Uani 1 1 d . . . H13A H 0.4536 0.2779 -0.2296 0.059 Uiso 1 1 calc R . . H13B H 0.4146 0.3874 -0.2017 0.059 Uiso 1 1 calc R . . H13C H 0.3469 0.2811 -0.1922 0.059 Uiso 1 1 calc R . . C14 C 0.7204(5) 0.1498(5) -0.2201(2) 0.0206(14) Uani 1 1 d . . . H14 H 0.6814 0.1049 -0.1916 0.025 Uiso 1 1 calc R . . C15 C 0.8179(5) 0.0845(5) -0.2384(3) 0.0246(15) Uani 1 1 d . . . H15A H 0.8579 0.1234 -0.2684 0.029 Uiso 1 1 calc R . . H15B H 0.8656 0.0741 -0.2050 0.029 Uiso 1 1 calc R . . C16 C 0.7824(5) -0.0236(5) -0.2617(3) 0.0300(16) Uani 1 1 d . . . H16A H 0.8455 -0.0634 -0.2753 0.036 Uiso 1 1 calc R . . H16B H 0.7492 -0.0651 -0.2303 0.036 Uiso 1 1 calc R . . C17 C 0.7039(6) -0.0123(6) -0.3106(3) 0.0360(18) Uani 1 1 d . . . H17A H 0.6783 -0.0836 -0.3222 0.043 Uiso 1 1 calc R . . H17B H 0.7399 0.0203 -0.3441 0.043 Uiso 1 1 calc R . . C18 C 0.6094(5) 0.0561(5) -0.2934(3) 0.0342(17) Uani 1 1 d . . . H18A H 0.5679 0.0188 -0.2634 0.041 Uiso 1 1 calc R . . H18B H 0.5626 0.0666 -0.3272 0.041 Uiso 1 1 calc R . . C19 C 0.6447(5) 0.1644(5) -0.2705(3) 0.0259(15) Uani 1 1 d . . . H19A H 0.6807 0.2048 -0.3015 0.031 Uiso 1 1 calc R . . H19B H 0.5817 0.2055 -0.2580 0.031 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 0.1235(7) 0.0890(5) 0.0642(4) -0.0462(4) 0.0644(4) -0.0602(5) Ga1 0.0546(8) 0.0440(7) 0.0161(5) 0.000 0.000 -0.0251(6) N1 0.024(3) 0.029(3) 0.015(3) 0.001(2) -0.002(2) -0.005(2) C1 0.026(5) 0.006(4) 0.022(4) 0.000 0.000 0.001(4) N2 0.018(4) 0.027(4) 0.017(4) 0.000 0.000 -0.004(3) C2 0.031(4) 0.021(4) 0.011(3) -0.006(3) 0.003(3) -0.004(3) C3 0.036(4) 0.021(4) 0.017(3) 0.001(3) 0.007(3) 0.002(3) C4 0.039(4) 0.021(4) 0.039(4) -0.001(3) -0.001(3) -0.008(3) C5 0.036(4) 0.036(5) 0.038(4) -0.009(3) 0.001(3) -0.015(3) C6 0.022(4) 0.036(4) 0.032(4) -0.003(3) -0.002(3) 0.002(3) C7 0.021(4) 0.027(4) 0.020(3) -0.001(3) 0.001(3) -0.003(3) C8 0.041(4) 0.023(4) 0.038(4) 0.002(3) -0.006(3) -0.002(3) C9 0.059(6) 0.100(8) 0.050(5) 0.031(5) 0.018(5) 0.035(5) C10 0.058(6) 0.066(6) 0.040(5) 0.025(4) 0.006(4) 0.016(4) C11 0.034(4) 0.021(4) 0.030(4) -0.001(3) 0.001(3) -0.002(3) C12 0.162(10) 0.031(5) 0.045(5) -0.003(4) 0.009(6) 0.042(6) C13 0.031(4) 0.037(4) 0.049(5) 0.005(4) 0.000(4) 0.010(3) C14 0.022(4) 0.023(4) 0.016(3) 0.003(3) -0.002(3) -0.003(3) C15 0.023(4) 0.023(4) 0.028(4) 0.001(3) -0.001(3) 0.003(3) C16 0.036(4) 0.024(4) 0.029(4) -0.007(3) -0.001(3) 0.001(3) C17 0.044(5) 0.034(4) 0.030(4) -0.009(3) -0.003(3) -0.001(3) C18 0.030(4) 0.041(5) 0.032(4) -0.005(3) -0.003(3) -0.006(3) C19 0.022(4) 0.030(4) 0.026(4) -0.001(3) -0.006(3) 0.001(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 I1 Ga1 2.5090(9) . ? Ga1 N1 1.953(5) . ? Ga1 N1 1.953(5) 3_655 ? Ga1 I1 2.5090(9) 3_655 ? N1 C1 1.372(7) . ? N1 C2 1.441(7) . ? C1 N2 1.346(10) . ? C1 N1 1.372(7) 3_655 ? N2 C14 1.503(7) . ? N2 C14 1.503(7) 3_655 ? C2 C3 1.402(8) . ? C2 C7 1.415(9) . ? C3 C4 1.400(9) . ? C3 C8 1.511(9) . ? C4 C5 1.376(10) . ? C5 C6 1.373(9) . ? C6 C7 1.403(9) . ? C7 C11 1.525(9) . ? C8 C9 1.505(10) . ? C8 C10 1.534(9) . ? C11 C12 1.527(10) . ? C11 C13 1.534(9) . ? C14 C19 1.522(8) . ? C14 C15 1.536(8) . ? C15 C16 1.531(8) . ? C16 C17 1.514(9) . ? C17 C18 1.521(9) . ? C18 C19 1.528(9) . ? 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 68.6(3) . 3_655 ? N1 Ga1 I1 123.83(15) . 3_655 ? N1 Ga1 I1 115.54(15) 3_655 3_655 ? N1 Ga1 I1 115.54(15) . . ? N1 Ga1 I1 123.83(15) 3_655 . ? I1 Ga1 I1 106.57(6) 3_655 . ? C1 N1 C2 131.8(5) . . ? C1 N1 Ga1 92.4(4) . . ? C2 N1 Ga1 133.9(4) . . ? N2 C1 N1 126.7(3) . 3_655 ? N2 C1 N1 126.7(3) . . ? N1 C1 N1 106.6(7) 3_655 . ? C1 N2 C14 119.0(3) . . ? C1 N2 C14 119.0(3) . 3_655 ? C14 N2 C14 122.0(6) . 3_655 ? C3 C2 C7 120.5(6) . . ? C3 C2 N1 116.7(5) . . ? C7 C2 N1 122.5(5) . . ? C4 C3 C2 118.2(6) . . ? C4 C3 C8 119.3(6) . . ? C2 C3 C8 122.4(6) . . ? C5 C4 C3 121.8(6) . . ? C6 C5 C4 119.5(6) . . ? C5 C6 C7 121.5(6) . . ? C6 C7 C2 118.1(6) . . ? C6 C7 C11 117.3(6) . . ? C2 C7 C11 124.3(5) . . ? C9 C8 C3 112.2(6) . . ? C9 C8 C10 110.5(6) . . ? C3 C8 C10 114.3(6) . . ? C7 C11 C12 108.5(6) . . ? C7 C11 C13 114.3(5) . . ? C12 C11 C13 107.4(6) . . ? N2 C14 C19 115.3(5) . . ? N2 C14 C15 112.6(4) . . ? C19 C14 C15 110.5(5) . . ? C16 C15 C14 109.9(5) . . ? C17 C16 C15 111.9(5) . . ? C16 C17 C18 111.4(5) . . ? C17 C18 C19 111.7(5) . . ? C14 C19 C18 110.0(5) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.794 _refine_diff_density_min -1.191 _refine_diff_density_rms 0.099 # Attachment 'cmpd10.CIF' data_compound10 _database_code_depnum_ccdc_archive 'CCDC 679099' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H48 N3 Tl' _chemical_formula_weight 679.10 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' Tl Tl -2.8358 9.6688 '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)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 17.940(4) _cell_length_b 17.922(4) _cell_length_c 20.153(4) _cell_angle_alpha 90.00 _cell_angle_beta 107.01(3) _cell_angle_gamma 90.00 _cell_volume 6196(2) _cell_formula_units_Z 8 _cell_measurement_temperature 150(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 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.456 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2736 _exptl_absorpt_coefficient_mu 5.236 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.350 _exptl_absorpt_correction_T_max 0.405 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _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 37199 _diffrn_reflns_av_R_equivalents 0.0542 _diffrn_reflns_av_sigmaI/netI 0.0589 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 27.00 _reflns_number_total 13411 _reflns_number_gt 10290 _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^)+(0.0178P)^2^+9.1428P] 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 13411 _refine_ls_number_parameters 669 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0633 _refine_ls_R_factor_gt 0.0369 _refine_ls_wR_factor_ref 0.0725 _refine_ls_wR_factor_gt 0.0651 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.002 _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 Tl1 Tl 0.432753(10) 0.087693(10) 0.006470(8) 0.03174(6) Uani 1 1 d . . . N1 N 0.45646(18) 0.09349(17) 0.13209(16) 0.0195(7) Uani 1 1 d . . . C1 C 0.4050(2) 0.1171(2) 0.16507(19) 0.0181(8) Uani 1 1 d . . . Tl2 Tl 0.083290(10) 0.930221(10) 0.491859(8) 0.03122(6) Uani 1 1 d . . . N2 N 0.34074(18) 0.15339(17) 0.13373(15) 0.0186(7) Uani 1 1 d . . . C2 C 0.5127(2) 0.0365(2) 0.15601(19) 0.0213(9) Uani 1 1 d . . . N3 N 0.41787(17) 0.10290(17) 0.23636(15) 0.0174(7) Uani 1 1 d . . . C3 C 0.4917(2) -0.0380(2) 0.1672(2) 0.0253(9) Uani 1 1 d . . . N4 N 0.07526(18) 0.95054(17) 0.37063(15) 0.0184(7) Uani 1 1 d . . . C4 C 0.5502(3) -0.0919(2) 0.1831(2) 0.0352(11) Uani 1 1 d . . . H4 H 0.5370 -0.1416 0.1918 0.042 Uiso 1 1 calc R . . N5 N 0.14476(18) 0.84448(16) 0.35383(16) 0.0192(7) Uani 1 1 d . . . C5 C 0.6262(3) -0.0761(3) 0.1868(2) 0.0385(12) Uani 1 1 d . . . H5 H 0.6644 -0.1145 0.1966 0.046 Uiso 1 1 calc R . . N6 N 0.07234(18) 0.90842(16) 0.25699(15) 0.0178(7) Uani 1 1 d . . . C6 C 0.6464(3) -0.0040(3) 0.1763(2) 0.0327(11) Uani 1 1 d . . . H6 H 0.6991 0.0071 0.1793 0.039 Uiso 1 1 calc R . . C7 C 0.5914(2) 0.0532(2) 0.1612(2) 0.0253(9) Uani 1 1 d . . . C8 C 0.4076(3) -0.0605(2) 0.1593(2) 0.0306(10) Uani 1 1 d . . . H8 H 0.3764 -0.0137 0.1560 0.037 Uiso 1 1 calc R . . C9 C 0.3982(3) -0.1051(3) 0.2203(2) 0.0425(12) Uani 1 1 d . . . H9A H 0.4239 -0.1537 0.2220 0.064 Uiso 1 1 calc R . . H9B H 0.3427 -0.1127 0.2149 0.064 Uiso 1 1 calc R . . H9C H 0.4221 -0.0779 0.2635 0.064 Uiso 1 1 calc R . . C10 C 0.3738(3) -0.1045(3) 0.0915(2) 0.0465(13) Uani 1 1 d . . . H10A H 0.3756 -0.0735 0.0519 0.070 Uiso 1 1 calc R . . H10B H 0.3197 -0.1181 0.0869 0.070 Uiso 1 1 calc R . . H10C H 0.4047 -0.1498 0.0925 0.070 Uiso 1 1 calc R . . C11 C 0.6170(2) 0.1334(2) 0.1551(2) 0.0304(10) Uani 1 1 d . . . H11 H 0.5715 0.1667 0.1527 0.036 Uiso 1 1 calc R . . C12 C 0.6836(3) 0.1565(3) 0.2187(3) 0.0547(15) Uani 1 1 d . . . H12A H 0.6700 0.1440 0.2610 0.082 Uiso 1 1 calc R . . H12B H 0.6923 0.2104 0.2173 0.082 Uiso 1 1 calc R . . H12C H 0.7313 0.1300 0.2185 0.082 Uiso 1 1 calc R . . C13 C 0.6415(3) 0.1462(3) 0.0902(3) 0.0482(13) Uani 1 1 d . . . H13A H 0.6837 0.1117 0.0897 0.072 Uiso 1 1 calc R . . H13B H 0.6598 0.1977 0.0898 0.072 Uiso 1 1 calc R . . H13C H 0.5969 0.1376 0.0492 0.072 Uiso 1 1 calc R . . C14 C 0.3244(2) 0.1686(2) 0.06332(19) 0.0190(8) Uani 1 1 d . . . C15 C 0.2693(2) 0.1246(2) 0.01360(19) 0.0194(8) Uani 1 1 d . . . C16 C 0.2519(2) 0.1427(2) -0.0565(2) 0.0283(10) Uani 1 1 d . . . H16 H 0.2158 0.1128 -0.0898 0.034 Uiso 1 1 calc R . . C17 C 0.2862(2) 0.2035(2) -0.0784(2) 0.0308(10) Uani 1 1 d . . . H17 H 0.2742 0.2149 -0.1264 0.037 Uiso 1 1 calc R . . C18 C 0.3384(2) 0.2474(2) -0.0297(2) 0.0275(10) Uani 1 1 d . . . H18 H 0.3611 0.2895 -0.0450 0.033 Uiso 1 1 calc R . . C19 C 0.3582(2) 0.2319(2) 0.0405(2) 0.0229(9) Uani 1 1 d . . . C20 C 0.2275(2) 0.0620(2) 0.0383(2) 0.0235(9) Uani 1 1 d . . . H20 H 0.2651 0.0387 0.0799 0.028 Uiso 1 1 calc R . . C21 C 0.1613(3) 0.0968(3) 0.0616(2) 0.0351(11) Uani 1 1 d . . . H21A H 0.1831 0.1320 0.0996 0.053 Uiso 1 1 calc R . . H21B H 0.1328 0.0574 0.0776 0.053 Uiso 1 1 calc R . . H21C H 0.1257 0.1234 0.0225 0.053 Uiso 1 1 calc R . . C22 C 0.1965(3) 0.0005(3) -0.0151(2) 0.0385(11) Uani 1 1 d . . . H22A H 0.1558 0.0209 -0.0546 0.058 Uiso 1 1 calc R . . H22B H 0.1745 -0.0398 0.0063 0.058 Uiso 1 1 calc R . . H22C H 0.2391 -0.0192 -0.0312 0.058 Uiso 1 1 calc R . . C23 C 0.4111(3) 0.2825(2) 0.0947(2) 0.0295(10) Uani 1 1 d . . . H23 H 0.4386 0.2507 0.1352 0.035 Uiso 1 1 calc R . . C24 C 0.3610(3) 0.3386(2) 0.1200(2) 0.0434(13) Uani 1 1 d . . . H24A H 0.3938 0.3659 0.1601 0.065 Uiso 1 1 calc R . . H24B H 0.3200 0.3119 0.1335 0.065 Uiso 1 1 calc R . . H24C H 0.3372 0.3738 0.0826 0.065 Uiso 1 1 calc R . . C25 C 0.4734(3) 0.3227(3) 0.0702(3) 0.0505(14) Uani 1 1 d . . . H25A H 0.5020 0.2863 0.0508 0.076 Uiso 1 1 calc R . . H25B H 0.5097 0.3482 0.1096 0.076 Uiso 1 1 calc R . . H25C H 0.4485 0.3593 0.0345 0.076 Uiso 1 1 calc R . . C26 C 0.4973(2) 0.1136(2) 0.2840(2) 0.0236(9) Uani 1 1 d . . . H26 H 0.5343 0.0919 0.2605 0.028 Uiso 1 1 calc R . . C27 C 0.5064(3) 0.0684(2) 0.3498(2) 0.0302(10) Uani 1 1 d . . . H27A H 0.5574 0.0802 0.3836 0.036 Uiso 1 1 calc R . . H27B H 0.5061 0.0146 0.3387 0.036 Uiso 1 1 calc R . . C28 C 0.4418(3) 0.0843(3) 0.3830(2) 0.0369(11) Uani 1 1 d . . . H28A H 0.4478 0.0514 0.4236 0.044 Uiso 1 1 calc R . . H28B H 0.4453 0.1367 0.3991 0.044 Uiso 1 1 calc R . . C29 C 0.3626(3) 0.0708(3) 0.3301(2) 0.0355(11) Uani 1 1 d . . . H29A H 0.3210 0.0840 0.3511 0.043 Uiso 1 1 calc R . . H29B H 0.3574 0.0172 0.3181 0.043 Uiso 1 1 calc R . . C30 C 0.3516(2) 0.1164(2) 0.2637(2) 0.0261(9) Uani 1 1 d . . . H30 H 0.3044 0.0959 0.2287 0.031 Uiso 1 1 calc R . . C31 C 0.5206(3) 0.1952(2) 0.2995(2) 0.0324(10) Uani 1 1 d . . . H31A H 0.5086 0.2233 0.2560 0.049 Uiso 1 1 calc R . . H31B H 0.5766 0.1983 0.3232 0.049 Uiso 1 1 calc R . . H31C H 0.4916 0.2163 0.3294 0.049 Uiso 1 1 calc R . . C32 C 0.3337(3) 0.1987(3) 0.2749(2) 0.0397(12) Uani 1 1 d . . . H32A H 0.3682 0.2160 0.3194 0.060 Uiso 1 1 calc R . . H32B H 0.2793 0.2034 0.2749 0.060 Uiso 1 1 calc R . . H32C H 0.3421 0.2291 0.2373 0.060 Uiso 1 1 calc R . . C33 C 0.0981(2) 0.9006(2) 0.32940(19) 0.0183(8) Uani 1 1 d . . . C34 C 0.0093(2) 0.9984(2) 0.34871(19) 0.0187(8) Uani 1 1 d . . . C35 C -0.0680(2) 0.9709(2) 0.32649(19) 0.0226(9) Uani 1 1 d . . . C36 C -0.1297(2) 1.0210(2) 0.3161(2) 0.0275(10) Uani 1 1 d . . . H36 H -0.1817 1.0027 0.3012 0.033 Uiso 1 1 calc R . . C37 C -0.1172(3) 1.0963(2) 0.3269(2) 0.0317(10) Uani 1 1 d . . . H37 H -0.1601 1.1294 0.3209 0.038 Uiso 1 1 calc R . . C38 C -0.0422(2) 1.1233(2) 0.3463(2) 0.0276(10) Uani 1 1 d . . . H38 H -0.0340 1.1756 0.3524 0.033 Uiso 1 1 calc R . . C39 C 0.0223(2) 1.0762(2) 0.35743(19) 0.0209(9) Uani 1 1 d . . . C40 C -0.0856(2) 0.8882(2) 0.3150(2) 0.0264(10) Uani 1 1 d . . . H40 H -0.0351 0.8616 0.3205 0.032 Uiso 1 1 calc R . . C41 C -0.1222(3) 0.8562(3) 0.3682(3) 0.0517(14) Uani 1 1 d . . . H41A H -0.0865 0.8630 0.4149 0.078 Uiso 1 1 calc R . . H41B H -0.1324 0.8028 0.3592 0.078 Uiso 1 1 calc R . . H41C H -0.1714 0.8821 0.3646 0.078 Uiso 1 1 calc R . . C42 C -0.1383(3) 0.8726(3) 0.2418(2) 0.0431(12) Uani 1 1 d . . . H42A H -0.1428 0.8185 0.2340 0.065 Uiso 1 1 calc R . . H42B H -0.1158 0.8954 0.2078 0.065 Uiso 1 1 calc R . . H42C H -0.1901 0.8937 0.2365 0.065 Uiso 1 1 calc R . . C43 C 0.1030(3) 1.1094(2) 0.3759(2) 0.0289(10) Uani 1 1 d . . . H43 H 0.1402 1.0685 0.3738 0.035 Uiso 1 1 calc R . . C44 C 0.1274(3) 1.1407(3) 0.4496(2) 0.0401(12) Uani 1 1 d . . . H44A H 0.0911 1.1803 0.4533 0.060 Uiso 1 1 calc R . . H44B H 0.1802 1.1612 0.4602 0.060 Uiso 1 1 calc R . . H44C H 0.1265 1.1008 0.4825 0.060 Uiso 1 1 calc R . . C45 C 0.1101(3) 1.1707(2) 0.3246(2) 0.0377(12) Uani 1 1 d . . . H45A H 0.0937 1.1507 0.2773 0.057 Uiso 1 1 calc R . . H45B H 0.1644 1.1873 0.3359 0.057 Uiso 1 1 calc R . . H45C H 0.0768 1.2130 0.3280 0.057 Uiso 1 1 calc R . . C46 C 0.1673(2) 0.8284(2) 0.4247(2) 0.0205(9) Uani 1 1 d . . . C47 C 0.1311(2) 0.7689(2) 0.4501(2) 0.0237(9) Uani 1 1 d . . . C48 C 0.1586(3) 0.7495(2) 0.5201(2) 0.0318(10) Uani 1 1 d . . . H48 H 0.1344 0.7096 0.5370 0.038 Uiso 1 1 calc R . . C49 C 0.2200(3) 0.7870(2) 0.5653(2) 0.0317(10) Uani 1 1 d . . . H49 H 0.2382 0.7729 0.6127 0.038 Uiso 1 1 calc R . . C50 C 0.2546(2) 0.8451(2) 0.5405(2) 0.0296(10) Uani 1 1 d . . . H50 H 0.2968 0.8709 0.5716 0.035 Uiso 1 1 calc R . . C51 C 0.2297(2) 0.8672(2) 0.4714(2) 0.0224(9) Uani 1 1 d . . . C52 C 0.0666(2) 0.7256(2) 0.3986(2) 0.0272(10) Uani 1 1 d . . . H52 H 0.0360 0.7622 0.3637 0.033 Uiso 1 1 calc R . . C53 C 0.1024(3) 0.6693(2) 0.3593(2) 0.0358(11) Uani 1 1 d . . . H53A H 0.1369 0.6955 0.3374 0.054 Uiso 1 1 calc R . . H53B H 0.0607 0.6445 0.3236 0.054 Uiso 1 1 calc R . . H53C H 0.1323 0.6320 0.3918 0.054 Uiso 1 1 calc R . . C54 C 0.0097(3) 0.6874(3) 0.4312(3) 0.0423(12) Uani 1 1 d . . . H54A H 0.0367 0.6474 0.4622 0.063 Uiso 1 1 calc R . . H54B H -0.0338 0.6663 0.3946 0.063 Uiso 1 1 calc R . . H54C H -0.0102 0.7241 0.4579 0.063 Uiso 1 1 calc R . . C55 C 0.2732(2) 0.9273(2) 0.4446(2) 0.0256(9) Uani 1 1 d . . . H55 H 0.2382 0.9451 0.3990 0.031 Uiso 1 1 calc R . . C56 C 0.3458(3) 0.8929(3) 0.4312(3) 0.0451(13) Uani 1 1 d . . . H56A H 0.3735 0.9312 0.4129 0.068 Uiso 1 1 calc R . . H56B H 0.3301 0.8523 0.3974 0.068 Uiso 1 1 calc R . . H56C H 0.3803 0.8732 0.4748 0.068 Uiso 1 1 calc R . . C57 C 0.2954(3) 0.9951(2) 0.4924(2) 0.0349(11) Uani 1 1 d . . . H57A H 0.2493 1.0133 0.5042 0.052 Uiso 1 1 calc R . . H57B H 0.3155 1.0347 0.4688 0.052 Uiso 1 1 calc R . . H57C H 0.3356 0.9808 0.5350 0.052 Uiso 1 1 calc R . . C58 C 0.0785(2) 0.9826(2) 0.22754(19) 0.0188(8) Uani 1 1 d . . . H58 H 0.0591 1.0193 0.2560 0.023 Uiso 1 1 calc R . . C59 C 0.0234(2) 0.9874(2) 0.15411(19) 0.0236(9) Uani 1 1 d . . . H59A H -0.0311 0.9867 0.1562 0.028 Uiso 1 1 calc R . . H59B H 0.0319 1.0354 0.1331 0.028 Uiso 1 1 calc R . . C60 C 0.0348(3) 0.9237(2) 0.1081(2) 0.0265(10) Uani 1 1 d . . . H60A H -0.0042 0.9273 0.0619 0.032 Uiso 1 1 calc R . . H60B H 0.0874 0.9267 0.1018 0.032 Uiso 1 1 calc R . . C61 C 0.0256(3) 0.8499(2) 0.14208(19) 0.0258(10) Uani 1 1 d . . . H61A H 0.0347 0.8084 0.1130 0.031 Uiso 1 1 calc R . . H61B H -0.0286 0.8457 0.1445 0.031 Uiso 1 1 calc R . . C62 C 0.0822(2) 0.8426(2) 0.2155(2) 0.0223(9) Uani 1 1 d . . . H62 H 0.0651 0.7980 0.2371 0.027 Uiso 1 1 calc R . . C63 C 0.1626(2) 1.0055(2) 0.2328(2) 0.0291(10) Uani 1 1 d . . . H63A H 0.1967 0.9937 0.2792 0.044 Uiso 1 1 calc R . . H63B H 0.1644 1.0593 0.2244 0.044 Uiso 1 1 calc R . . H63C H 0.1802 0.9782 0.1980 0.044 Uiso 1 1 calc R . . C64 C 0.1650(3) 0.8261(2) 0.2126(2) 0.0319(11) Uani 1 1 d . . . H64A H 0.1781 0.8601 0.1796 0.048 Uiso 1 1 calc R . . H64B H 0.1678 0.7745 0.1976 0.048 Uiso 1 1 calc R . . H64C H 0.2019 0.8332 0.2588 0.048 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 Tl1 0.02948(10) 0.04570(11) 0.02215(9) 0.00080(7) 0.01089(7) 0.01257(8) N1 0.0170(17) 0.0221(18) 0.0201(17) 0.0025(14) 0.0064(14) 0.0019(14) C1 0.018(2) 0.017(2) 0.020(2) 0.0006(16) 0.0070(17) -0.0023(16) Tl2 0.03529(11) 0.03872(11) 0.02266(9) 0.00320(7) 0.01316(8) 0.00961(8) N2 0.0173(18) 0.0224(18) 0.0169(17) 0.0005(14) 0.0063(14) 0.0013(14) C2 0.022(2) 0.026(2) 0.015(2) -0.0032(17) 0.0049(17) 0.0070(18) N3 0.0166(17) 0.0210(17) 0.0141(16) -0.0013(13) 0.0038(14) -0.0019(13) C3 0.029(2) 0.021(2) 0.026(2) 0.0004(18) 0.009(2) 0.0085(18) N4 0.0178(18) 0.0194(18) 0.0187(17) 0.0010(13) 0.0066(14) 0.0029(14) C4 0.045(3) 0.025(2) 0.036(3) 0.003(2) 0.012(2) 0.012(2) N5 0.0211(19) 0.0157(17) 0.0219(18) 0.0030(14) 0.0081(15) 0.0025(14) C5 0.036(3) 0.039(3) 0.039(3) 0.004(2) 0.008(2) 0.020(2) N6 0.0233(18) 0.0134(16) 0.0174(17) -0.0001(13) 0.0074(14) 0.0012(13) C6 0.021(2) 0.044(3) 0.031(3) -0.001(2) 0.004(2) 0.010(2) C7 0.021(2) 0.034(3) 0.020(2) -0.0010(18) 0.0049(18) 0.0071(19) C8 0.032(3) 0.018(2) 0.040(3) 0.0009(19) 0.008(2) 0.0004(19) C9 0.051(3) 0.030(3) 0.050(3) 0.008(2) 0.022(3) 0.000(2) C10 0.045(3) 0.046(3) 0.042(3) -0.012(2) 0.002(3) -0.009(2) C11 0.019(2) 0.034(3) 0.037(3) -0.006(2) 0.005(2) -0.0014(19) C12 0.042(3) 0.064(4) 0.053(4) -0.013(3) 0.005(3) -0.017(3) C13 0.049(3) 0.051(3) 0.048(3) 0.000(3) 0.021(3) -0.011(3) C14 0.016(2) 0.023(2) 0.020(2) 0.0003(16) 0.0079(17) 0.0066(16) C15 0.015(2) 0.028(2) 0.017(2) 0.0022(17) 0.0074(17) 0.0076(17) C16 0.018(2) 0.044(3) 0.019(2) -0.0010(19) 0.0002(18) 0.0037(19) C17 0.028(3) 0.043(3) 0.023(2) 0.011(2) 0.009(2) 0.010(2) C18 0.029(2) 0.029(2) 0.026(2) 0.0098(19) 0.010(2) 0.0016(19) C19 0.022(2) 0.021(2) 0.027(2) 0.0064(17) 0.0083(18) 0.0038(17) C20 0.017(2) 0.029(2) 0.023(2) -0.0002(18) 0.0033(18) 0.0003(18) C21 0.033(3) 0.042(3) 0.035(3) 0.000(2) 0.018(2) -0.006(2) C22 0.034(3) 0.042(3) 0.035(3) -0.006(2) 0.003(2) -0.008(2) C23 0.035(3) 0.025(2) 0.026(2) 0.0052(19) 0.007(2) -0.005(2) C24 0.058(4) 0.027(3) 0.044(3) 0.000(2) 0.015(3) 0.001(2) C25 0.048(3) 0.058(3) 0.045(3) 0.003(3) 0.011(3) -0.027(3) C26 0.024(2) 0.022(2) 0.023(2) -0.0009(17) 0.0047(18) 0.0004(18) C27 0.031(3) 0.032(3) 0.022(2) 0.0035(19) -0.0010(19) 0.000(2) C28 0.045(3) 0.046(3) 0.019(2) 0.007(2) 0.008(2) -0.006(2) C29 0.037(3) 0.055(3) 0.018(2) 0.006(2) 0.012(2) -0.008(2) C30 0.025(2) 0.034(2) 0.021(2) -0.0007(18) 0.0101(18) -0.0040(19) C31 0.036(3) 0.031(3) 0.028(2) -0.0031(19) 0.007(2) -0.012(2) C32 0.039(3) 0.053(3) 0.030(3) -0.003(2) 0.015(2) 0.017(2) C33 0.016(2) 0.019(2) 0.021(2) 0.0008(16) 0.0065(17) -0.0047(16) C34 0.021(2) 0.023(2) 0.014(2) 0.0009(16) 0.0080(17) 0.0031(17) C35 0.025(2) 0.027(2) 0.016(2) 0.0003(17) 0.0073(18) 0.0043(18) C36 0.020(2) 0.036(3) 0.024(2) -0.0055(19) 0.0027(19) 0.0007(19) C37 0.030(3) 0.036(3) 0.031(3) 0.000(2) 0.012(2) 0.014(2) C38 0.034(3) 0.024(2) 0.026(2) -0.0013(18) 0.011(2) 0.005(2) C39 0.025(2) 0.022(2) 0.016(2) 0.0011(16) 0.0069(17) 0.0029(17) C40 0.023(2) 0.028(2) 0.031(2) -0.0065(19) 0.013(2) -0.0058(18) C41 0.066(4) 0.046(3) 0.052(3) -0.001(3) 0.030(3) -0.016(3) C42 0.035(3) 0.046(3) 0.045(3) -0.018(2) 0.007(2) -0.007(2) C43 0.036(3) 0.023(2) 0.030(2) -0.0046(19) 0.013(2) -0.0009(19) C44 0.039(3) 0.043(3) 0.036(3) -0.005(2) 0.006(2) -0.005(2) C45 0.045(3) 0.024(2) 0.050(3) -0.001(2) 0.023(3) -0.006(2) C46 0.019(2) 0.018(2) 0.026(2) 0.0015(17) 0.0089(18) 0.0066(16) C47 0.029(2) 0.017(2) 0.029(2) 0.0035(17) 0.015(2) 0.0030(17) C48 0.033(3) 0.032(3) 0.035(3) 0.013(2) 0.017(2) 0.003(2) C49 0.035(3) 0.037(3) 0.023(2) 0.0065(19) 0.008(2) 0.004(2) C50 0.024(2) 0.034(3) 0.027(2) 0.0054(19) 0.002(2) 0.0005(19) C51 0.023(2) 0.022(2) 0.024(2) 0.0061(17) 0.0093(18) 0.0072(17) C52 0.030(2) 0.018(2) 0.036(3) 0.0032(18) 0.013(2) -0.0029(18) C53 0.044(3) 0.025(2) 0.039(3) -0.001(2) 0.014(2) -0.004(2) C54 0.044(3) 0.037(3) 0.052(3) -0.005(2) 0.023(3) -0.015(2) C55 0.021(2) 0.027(2) 0.028(2) 0.0033(18) 0.0048(19) -0.0032(18) C56 0.038(3) 0.042(3) 0.066(4) 0.006(3) 0.033(3) -0.001(2) C57 0.036(3) 0.031(3) 0.035(3) 0.003(2) 0.005(2) -0.006(2) C58 0.027(2) 0.015(2) 0.017(2) 0.0008(15) 0.0101(18) 0.0017(16) C59 0.028(2) 0.021(2) 0.022(2) 0.0063(17) 0.0080(19) 0.0005(18) C60 0.031(3) 0.031(2) 0.017(2) 0.0021(17) 0.0057(19) 0.0009(19) C61 0.035(3) 0.024(2) 0.018(2) -0.0070(17) 0.0075(19) -0.0037(19) C62 0.028(2) 0.018(2) 0.022(2) -0.0027(16) 0.0087(19) 0.0004(17) C63 0.032(3) 0.025(2) 0.030(2) 0.0035(19) 0.008(2) -0.0089(19) C64 0.041(3) 0.030(2) 0.028(2) 0.0012(19) 0.016(2) 0.010(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 Tl1 N1 2.443(3) . ? N1 C1 1.354(4) . ? N1 C2 1.417(5) . ? C1 N2 1.313(5) . ? C1 N3 1.410(4) . ? Tl2 N4 2.432(3) . ? N2 C14 1.389(5) . ? C2 C7 1.417(5) . ? C2 C3 1.424(5) . ? N3 C30 1.470(5) . ? N3 C26 1.479(5) . ? C3 C4 1.392(6) . ? C3 C8 1.523(6) . ? N4 C33 1.363(5) . ? N4 C34 1.423(5) . ? C4 C5 1.374(6) . ? N5 C33 1.309(5) . ? N5 C46 1.396(5) . ? C5 C6 1.375(6) . ? N6 C33 1.403(5) . ? N6 C58 1.473(4) . ? N6 C62 1.486(5) . ? C6 C7 1.393(6) . ? C7 C11 1.525(6) . ? C8 C9 1.518(6) . ? C8 C10 1.540(6) . ? C11 C13 1.515(6) . ? C11 C12 1.532(6) . ? C14 C15 1.422(5) . ? C14 C19 1.424(5) . ? C15 C16 1.392(5) . ? C15 C20 1.513(5) . ? C16 C17 1.386(6) . ? C17 C18 1.386(6) . ? C18 C19 1.382(5) . ? C19 C23 1.521(6) . ? C20 C22 1.527(6) . ? C20 C21 1.532(5) . ? C23 C25 1.528(6) . ? C23 C24 1.531(6) . ? C26 C27 1.522(5) . ? C26 C31 1.529(5) . ? C27 C28 1.525(6) . ? C28 C29 1.525(6) . ? C29 C30 1.530(5) . ? C30 C32 1.539(6) . ? C34 C35 1.415(5) . ? C34 C39 1.417(5) . ? C35 C36 1.394(5) . ? C35 C40 1.519(6) . ? C36 C37 1.375(6) . ? C37 C38 1.375(6) . ? C38 C39 1.396(5) . ? C39 C43 1.508(6) . ? C40 C41 1.525(6) . ? C40 C42 1.527(6) . ? C43 C44 1.527(6) . ? C43 C45 1.539(6) . ? C46 C51 1.416(6) . ? C46 C47 1.419(5) . ? C47 C48 1.395(5) . ? C47 C52 1.522(6) . ? C48 C49 1.382(6) . ? C49 C50 1.379(6) . ? C50 C51 1.389(5) . ? C51 C55 1.519(5) . ? C52 C54 1.528(5) . ? C52 C53 1.533(5) . ? C55 C57 1.529(6) . ? C55 C56 1.535(6) . ? C58 C59 1.523(5) . ? C58 C63 1.536(5) . ? C59 C60 1.523(5) . ? C60 C61 1.520(5) . ? C61 C62 1.536(5) . ? C62 C64 1.531(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 C1 N1 C2 125.3(3) . . ? C1 N1 Tl1 125.8(3) . . ? C2 N1 Tl1 102.3(2) . . ? N2 C1 N1 123.2(3) . . ? N2 C1 N3 116.0(3) . . ? N1 C1 N3 120.8(3) . . ? C1 N2 C14 118.9(3) . . ? C7 C2 N1 117.9(3) . . ? C7 C2 C3 119.4(4) . . ? N1 C2 C3 122.3(4) . . ? C1 N3 C30 116.3(3) . . ? C1 N3 C26 118.6(3) . . ? C30 N3 C26 117.8(3) . . ? C4 C3 C2 118.1(4) . . ? C4 C3 C8 119.8(4) . . ? C2 C3 C8 122.1(3) . . ? C33 N4 C34 125.3(3) . . ? C33 N4 Tl2 125.0(2) . . ? C34 N4 Tl2 101.6(2) . . ? C5 C4 C3 122.5(4) . . ? C33 N5 C46 120.4(3) . . ? C4 C5 C6 119.2(4) . . ? C33 N6 C58 117.9(3) . . ? C33 N6 C62 116.7(3) . . ? C58 N6 C62 117.0(3) . . ? C5 C6 C7 121.6(4) . . ? C6 C7 C2 119.2(4) . . ? C6 C7 C11 120.0(4) . . ? C2 C7 C11 120.7(4) . . ? C9 C8 C3 113.3(4) . . ? C9 C8 C10 109.9(4) . . ? C3 C8 C10 110.4(4) . . ? C13 C11 C7 112.6(4) . . ? C13 C11 C12 109.2(4) . . ? C7 C11 C12 111.6(4) . . ? N2 C14 C15 120.4(3) . . ? N2 C14 C19 120.3(3) . . ? C15 C14 C19 119.2(3) . . ? C16 C15 C14 119.3(4) . . ? C16 C15 C20 121.4(4) . . ? C14 C15 C20 119.2(3) . . ? C17 C16 C15 121.2(4) . . ? C16 C17 C18 119.4(4) . . ? C19 C18 C17 121.9(4) . . ? C18 C19 C14 119.0(4) . . ? C18 C19 C23 122.3(4) . . ? C14 C19 C23 118.6(3) . . ? C15 C20 C22 114.7(3) . . ? C15 C20 C21 107.6(3) . . ? C22 C20 C21 110.7(4) . . ? C19 C23 C25 114.2(4) . . ? C19 C23 C24 109.1(4) . . ? C25 C23 C24 110.8(4) . . ? N3 C26 C27 109.5(3) . . ? N3 C26 C31 114.2(3) . . ? C27 C26 C31 112.1(3) . . ? C26 C27 C28 112.4(3) . . ? C29 C28 C27 109.6(4) . . ? C28 C29 C30 112.5(3) . . ? N3 C30 C29 109.2(3) . . ? N3 C30 C32 116.1(3) . . ? C29 C30 C32 111.3(3) . . ? N5 C33 N4 123.3(3) . . ? N5 C33 N6 116.6(3) . . ? N4 C33 N6 120.1(3) . . ? C35 C34 C39 119.5(3) . . ? C35 C34 N4 122.5(3) . . ? C39 C34 N4 117.6(3) . . ? C36 C35 C34 119.0(4) . . ? C36 C35 C40 119.0(4) . . ? C34 C35 C40 121.9(3) . . ? C37 C36 C35 121.6(4) . . ? C38 C37 C36 119.4(4) . . ? C37 C38 C39 121.9(4) . . ? C38 C39 C34 118.5(4) . . ? C38 C39 C43 119.5(4) . . ? C34 C39 C43 122.0(3) . . ? C35 C40 C41 111.9(3) . . ? C35 C40 C42 111.6(4) . . ? C41 C40 C42 109.8(4) . . ? C39 C43 C44 111.5(3) . . ? C39 C43 C45 112.2(4) . . ? C44 C43 C45 109.5(4) . . ? N5 C46 C51 121.0(3) . . ? N5 C46 C47 119.8(4) . . ? C51 C46 C47 119.0(4) . . ? C48 C47 C46 119.2(4) . . ? C48 C47 C52 122.3(4) . . ? C46 C47 C52 118.3(4) . . ? C49 C48 C47 121.5(4) . . ? C50 C49 C48 119.1(4) . . ? C49 C50 C51 122.1(4) . . ? C50 C51 C46 119.1(4) . . ? C50 C51 C55 120.7(4) . . ? C46 C51 C55 120.0(3) . . ? C47 C52 C54 113.9(4) . . ? C47 C52 C53 109.8(3) . . ? C54 C52 C53 111.2(3) . . ? C51 C55 C57 113.9(3) . . ? C51 C55 C56 109.1(3) . . ? C57 C55 C56 110.6(4) . . ? N6 C58 C59 109.8(3) . . ? N6 C58 C63 113.7(3) . . ? C59 C58 C63 113.4(3) . . ? C60 C59 C58 112.6(3) . . ? C61 C60 C59 109.0(3) . . ? C60 C61 C62 112.3(3) . . ? N6 C62 C64 116.8(3) . . ? N6 C62 C61 108.7(3) . . ? C64 C62 C61 110.9(3) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.672 _refine_diff_density_min -1.541 _refine_diff_density_rms 0.125 # Attachment 'cmpd11.CIF' data_compound11 _database_code_depnum_ccdc_archive 'CCDC 679100' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H56 N2 P Tl' _chemical_formula_weight 764.18 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' Tl Tl -2.8358 9.6688 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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 9.844(5) _cell_length_b 12.034(5) _cell_length_c 16.117(5) _cell_angle_alpha 82.340(5) _cell_angle_beta 79.940(5) _cell_angle_gamma 68.729(5) _cell_volume 1746.7(13) _cell_formula_units_Z 2 _cell_measurement_temperature 150(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 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.453 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 4.696 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.532 _exptl_absorpt_correction_T_max 0.781 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _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 14179 _diffrn_reflns_av_R_equivalents 0.0401 _diffrn_reflns_av_sigmaI/netI 0.0633 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 27.00 _reflns_number_total 7564 _reflns_number_gt 6293 _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^)+(0.0166P)^2^+1.9511P] 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 7564 _refine_ls_number_parameters 378 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0511 _refine_ls_R_factor_gt 0.0371 _refine_ls_wR_factor_ref 0.0748 _refine_ls_wR_factor_gt 0.0700 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _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 Tl1 Tl -0.217098(18) -0.061024(15) 0.158467(11) 0.03246(7) Uani 1 1 d . . . P1 P 0.24766(11) -0.36481(9) 0.26978(6) 0.0179(2) Uani 1 1 d . . . N1 N 0.0173(3) -0.1770(3) 0.20548(19) 0.0167(7) Uani 1 1 d . . . C1 C 0.0531(4) -0.2868(3) 0.2466(2) 0.0160(8) Uani 1 1 d . . . N2 N -0.0424(3) -0.3408(3) 0.27522(19) 0.0182(7) Uani 1 1 d . . . C2 C 0.1207(4) -0.1215(3) 0.1668(2) 0.0167(8) Uani 1 1 d . . . C3 C 0.2119(4) -0.1581(3) 0.0906(2) 0.0207(8) Uani 1 1 d . . . C4 C 0.2977(5) -0.0915(4) 0.0501(3) 0.0264(9) Uani 1 1 d . . . H4 H 0.3615 -0.1174 -0.0005 0.032 Uiso 1 1 calc R . . C5 C 0.2922(5) 0.0118(4) 0.0820(3) 0.0281(10) Uani 1 1 d . . . H5 H 0.3496 0.0573 0.0528 0.034 Uiso 1 1 calc R . . C6 C 0.2020(5) 0.0481(4) 0.1569(3) 0.0294(10) Uani 1 1 d . . . H6 H 0.1973 0.1193 0.1785 0.035 Uiso 1 1 calc R . . C7 C 0.1181(4) -0.0182(3) 0.2011(2) 0.0210(8) Uani 1 1 d . . . C8 C 0.2101(5) -0.2627(4) 0.0485(3) 0.0255(9) Uani 1 1 d . . . H8 H 0.1678 -0.3121 0.0928 0.031 Uiso 1 1 calc R . . C9 C 0.3623(5) -0.3436(4) 0.0133(3) 0.0440(13) Uani 1 1 d . . . H9A H 0.4054 -0.2993 -0.0326 0.066 Uiso 1 1 calc R . . H9B H 0.3547 -0.4131 -0.0084 0.066 Uiso 1 1 calc R . . H9C H 0.4251 -0.3706 0.0583 0.066 Uiso 1 1 calc R . . C10 C 0.1083(6) -0.2186(4) -0.0188(3) 0.0479(13) Uani 1 1 d . . . H10A H 0.0094 -0.1716 0.0068 0.072 Uiso 1 1 calc R . . H10B H 0.1043 -0.2872 -0.0436 0.072 Uiso 1 1 calc R . . H10C H 0.1454 -0.1685 -0.0631 0.072 Uiso 1 1 calc R . . C11 C 0.0248(5) 0.0232(4) 0.2847(3) 0.0288(10) Uani 1 1 d . . . H11 H -0.0245 -0.0361 0.3078 0.035 Uiso 1 1 calc R . . C12 C -0.0959(5) 0.1455(4) 0.2723(3) 0.0471(14) Uani 1 1 d . . . H12A H -0.0506 0.2063 0.2525 0.071 Uiso 1 1 calc R . . H12B H -0.1593 0.1664 0.3261 0.071 Uiso 1 1 calc R . . H12C H -0.1550 0.1420 0.2303 0.071 Uiso 1 1 calc R . . C13 C 0.1195(6) 0.0269(5) 0.3500(3) 0.0435(12) Uani 1 1 d . . . H13A H 0.1938 -0.0525 0.3588 0.065 Uiso 1 1 calc R . . H13B H 0.0566 0.0504 0.4036 0.065 Uiso 1 1 calc R . . H13C H 0.1684 0.0851 0.3292 0.065 Uiso 1 1 calc R . . C14 C -0.1908(4) -0.2797(3) 0.2632(2) 0.0207(9) Uani 1 1 d . . . C15 C -0.2865(4) -0.1955(4) 0.3199(3) 0.0255(9) Uani 1 1 d . . . C16 C -0.4348(4) -0.1401(4) 0.3076(3) 0.0323(11) Uani 1 1 d . . . H16 H -0.4996 -0.0826 0.3449 0.039 Uiso 1 1 calc R . . C17 C -0.4880(5) -0.1678(4) 0.2424(3) 0.0371(12) Uani 1 1 d . . . H17 H -0.5890 -0.1304 0.2356 0.044 Uiso 1 1 calc R . . C18 C -0.3951(5) -0.2493(4) 0.1874(3) 0.0358(11) Uani 1 1 d . . . H18 H -0.4331 -0.2678 0.1428 0.043 Uiso 1 1 calc R . . C19 C -0.2463(4) -0.3057(4) 0.1955(3) 0.0254(9) Uani 1 1 d . . . C20 C -0.2331(4) -0.1714(4) 0.3962(3) 0.0250(9) Uani 1 1 d . . . H20 H -0.1237 -0.1938 0.3835 0.030 Uiso 1 1 calc R . . C21 C -0.2968(5) -0.0411(4) 0.4176(3) 0.0438(13) Uani 1 1 d . . . H21A H -0.2786 0.0103 0.3676 0.066 Uiso 1 1 calc R . . H21B H -0.2496 -0.0310 0.4634 0.066 Uiso 1 1 calc R . . H21C H -0.4030 -0.0188 0.4356 0.066 Uiso 1 1 calc R . . C22 C -0.2663(5) -0.2539(5) 0.4715(3) 0.0424(13) Uani 1 1 d . . . H22A H -0.3731 -0.2324 0.4865 0.064 Uiso 1 1 calc R . . H22B H -0.2239 -0.2452 0.5199 0.064 Uiso 1 1 calc R . . H22C H -0.2233 -0.3371 0.4565 0.064 Uiso 1 1 calc R . . C23 C -0.1453(5) -0.3987(4) 0.1360(3) 0.0284(10) Uani 1 1 d . . . H23 H -0.0467 -0.3895 0.1266 0.034 Uiso 1 1 calc R . . C24 C -0.1961(6) -0.3836(5) 0.0490(3) 0.0486(13) Uani 1 1 d . . . H24A H -0.2895 -0.3978 0.0555 0.073 Uiso 1 1 calc R . . H24B H -0.1216 -0.4411 0.0121 0.073 Uiso 1 1 calc R . . H24C H -0.2097 -0.3021 0.0239 0.073 Uiso 1 1 calc R . . C25 C -0.1256(6) -0.5238(4) 0.1776(3) 0.0421(12) Uani 1 1 d . . . H25A H -0.0886 -0.5327 0.2316 0.063 Uiso 1 1 calc R . . H25B H -0.0551 -0.5832 0.1405 0.063 Uiso 1 1 calc R . . H25C H -0.2205 -0.5360 0.1875 0.063 Uiso 1 1 calc R . . C26 C 0.2669(4) -0.5251(3) 0.2713(2) 0.0196(8) Uani 1 1 d . . . H26 H 0.1799 -0.5383 0.3075 0.024 Uiso 1 1 calc R . . C27 C 0.2731(5) -0.5562(3) 0.1818(3) 0.0258(9) Uani 1 1 d . . . H27A H 0.1806 -0.5060 0.1596 0.031 Uiso 1 1 calc R . . H27B H 0.3554 -0.5383 0.1449 0.031 Uiso 1 1 calc R . . C28 C 0.2944(5) -0.6877(4) 0.1796(3) 0.0310(10) Uani 1 1 d . . . H28A H 0.2083 -0.7039 0.2129 0.037 Uiso 1 1 calc R . . H28B H 0.3002 -0.7052 0.1205 0.037 Uiso 1 1 calc R . . C29 C 0.4328(5) -0.7691(4) 0.2148(3) 0.0358(11) Uani 1 1 d . . . H29A H 0.5202 -0.7598 0.1779 0.043 Uiso 1 1 calc R . . H29B H 0.4395 -0.8534 0.2161 0.043 Uiso 1 1 calc R . . C30 C 0.4309(5) -0.7387(4) 0.3034(3) 0.0349(11) Uani 1 1 d . . . H30A H 0.5253 -0.7882 0.3237 0.042 Uiso 1 1 calc R . . H30B H 0.3511 -0.7583 0.3416 0.042 Uiso 1 1 calc R . . C31 C 0.4075(5) -0.6068(4) 0.3066(3) 0.0290(10) Uani 1 1 d . . . H31A H 0.4930 -0.5892 0.2735 0.035 Uiso 1 1 calc R . . H31B H 0.4014 -0.5899 0.3659 0.035 Uiso 1 1 calc R . . C32 C 0.2138(4) -0.3349(3) 0.3845(2) 0.0213(9) Uani 1 1 d . . . H32 H 0.1501 -0.2488 0.3875 0.026 Uiso 1 1 calc R . . C33 C 0.3573(5) -0.3471(4) 0.4162(3) 0.0291(10) Uani 1 1 d . . . H33A H 0.4262 -0.4305 0.4123 0.035 Uiso 1 1 calc R . . H33B H 0.4038 -0.2944 0.3793 0.035 Uiso 1 1 calc R . . C34 C 0.3313(6) -0.3143(4) 0.5070(3) 0.0389(12) Uani 1 1 d . . . H34A H 0.2726 -0.2281 0.5097 0.047 Uiso 1 1 calc R . . H34B H 0.4271 -0.3286 0.5259 0.047 Uiso 1 1 calc R . . C35 C 0.2504(5) -0.3873(4) 0.5664(3) 0.0344(11) Uani 1 1 d . . . H35A H 0.3127 -0.4730 0.5680 0.041 Uiso 1 1 calc R . . H35B H 0.2307 -0.3611 0.6243 0.041 Uiso 1 1 calc R . . C36 C 0.1055(5) -0.3706(4) 0.5360(3) 0.0309(10) Uani 1 1 d . . . H36A H 0.0557 -0.4205 0.5736 0.037 Uiso 1 1 calc R . . H36B H 0.0403 -0.2860 0.5388 0.037 Uiso 1 1 calc R . . C37 C 0.1315(4) -0.4056(4) 0.4457(2) 0.0232(9) Uani 1 1 d . . . H37A H 0.0355 -0.3913 0.4270 0.028 Uiso 1 1 calc R . . H37B H 0.1892 -0.4921 0.4441 0.028 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 Tl1 0.02540(10) 0.02956(10) 0.03469(11) 0.01291(7) -0.00827(7) -0.00383(7) P1 0.0171(5) 0.0166(5) 0.0196(5) 0.0022(4) -0.0062(4) -0.0050(4) N1 0.0141(16) 0.0134(16) 0.0212(17) 0.0027(13) -0.0037(13) -0.0041(13) C1 0.0175(19) 0.0131(18) 0.0136(18) -0.0042(14) -0.0019(15) 0.0001(15) N2 0.0174(17) 0.0189(17) 0.0194(17) 0.0031(13) -0.0046(14) -0.0084(14) C2 0.0124(18) 0.0143(19) 0.020(2) 0.0070(15) -0.0059(15) -0.0023(15) C3 0.021(2) 0.021(2) 0.019(2) 0.0055(16) -0.0069(17) -0.0073(17) C4 0.026(2) 0.030(2) 0.022(2) 0.0086(18) -0.0054(18) -0.0114(19) C5 0.025(2) 0.026(2) 0.035(2) 0.0092(19) -0.0075(19) -0.0131(19) C6 0.034(2) 0.020(2) 0.040(3) 0.0017(19) -0.014(2) -0.0141(19) C7 0.019(2) 0.016(2) 0.026(2) -0.0003(16) -0.0048(17) -0.0034(16) C8 0.032(2) 0.025(2) 0.022(2) 0.0001(17) -0.0034(18) -0.0133(19) C9 0.043(3) 0.034(3) 0.052(3) -0.015(2) 0.011(3) -0.014(2) C10 0.070(4) 0.036(3) 0.046(3) -0.005(2) -0.026(3) -0.018(3) C11 0.032(2) 0.021(2) 0.034(2) -0.0055(18) 0.000(2) -0.0103(19) C12 0.040(3) 0.031(3) 0.057(3) -0.012(2) 0.003(3) 0.001(2) C13 0.055(3) 0.047(3) 0.033(3) -0.008(2) -0.008(2) -0.019(3) C14 0.016(2) 0.022(2) 0.023(2) 0.0107(17) -0.0038(16) -0.0094(16) C15 0.022(2) 0.027(2) 0.024(2) 0.0101(17) 0.0000(18) -0.0100(18) C16 0.019(2) 0.036(3) 0.032(3) 0.006(2) 0.0021(19) -0.0032(19) C17 0.014(2) 0.050(3) 0.042(3) 0.010(2) -0.011(2) -0.006(2) C18 0.022(2) 0.054(3) 0.034(3) 0.008(2) -0.013(2) -0.016(2) C19 0.021(2) 0.026(2) 0.031(2) 0.0088(18) -0.0091(18) -0.0125(18) C20 0.020(2) 0.027(2) 0.024(2) 0.0009(17) 0.0010(17) -0.0056(18) C21 0.037(3) 0.040(3) 0.044(3) -0.015(2) 0.002(2) -0.001(2) C22 0.041(3) 0.055(3) 0.028(3) 0.013(2) -0.001(2) -0.020(3) C23 0.030(2) 0.031(2) 0.026(2) 0.0011(18) -0.0088(19) -0.012(2) C24 0.041(3) 0.060(4) 0.045(3) -0.008(3) -0.016(3) -0.011(3) C25 0.048(3) 0.033(3) 0.050(3) -0.002(2) -0.011(3) -0.019(2) C26 0.022(2) 0.0143(19) 0.021(2) -0.0007(15) -0.0062(17) -0.0031(16) C27 0.031(2) 0.018(2) 0.024(2) 0.0006(17) -0.0062(19) -0.0015(18) C28 0.047(3) 0.018(2) 0.028(2) -0.0038(18) -0.009(2) -0.008(2) C29 0.040(3) 0.023(2) 0.031(3) -0.0039(19) 0.003(2) 0.001(2) C30 0.039(3) 0.022(2) 0.031(2) 0.0024(19) -0.009(2) 0.005(2) C31 0.030(2) 0.024(2) 0.027(2) 0.0016(18) -0.0116(19) -0.0002(18) C32 0.024(2) 0.016(2) 0.026(2) -0.0012(16) -0.0091(17) -0.0080(17) C33 0.036(3) 0.032(2) 0.027(2) 0.0033(19) -0.016(2) -0.018(2) C34 0.052(3) 0.039(3) 0.037(3) 0.001(2) -0.023(2) -0.024(2) C35 0.049(3) 0.033(3) 0.022(2) -0.0010(19) -0.014(2) -0.011(2) C36 0.036(3) 0.034(3) 0.020(2) -0.0046(19) -0.0062(19) -0.007(2) C37 0.024(2) 0.023(2) 0.022(2) 0.0009(17) -0.0075(17) -0.0061(17) _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 Tl1 N1 2.417(3) . ? Tl1 C14 2.884(4) . ? P1 C26 1.866(4) . ? P1 C32 1.880(4) . ? P1 C1 1.882(4) . ? N1 C1 1.348(4) . ? N1 C2 1.425(4) . ? C1 N2 1.316(5) . ? N2 C14 1.412(5) . ? C2 C3 1.408(5) . ? C2 C7 1.417(5) . ? C3 C4 1.394(5) . ? C3 C8 1.514(6) . ? C4 C5 1.387(6) . ? C5 C6 1.386(6) . ? C6 C7 1.396(5) . ? C7 C11 1.523(6) . ? C8 C10 1.517(6) . ? C8 C9 1.519(6) . ? C11 C12 1.535(6) . ? C11 C13 1.538(6) . ? C14 C15 1.415(6) . ? C14 C19 1.418(6) . ? C15 C16 1.405(6) . ? C15 C20 1.518(6) . ? C16 C17 1.379(7) . ? C17 C18 1.372(7) . ? C18 C19 1.396(6) . ? C19 C23 1.518(6) . ? C20 C21 1.526(6) . ? C20 C22 1.531(5) . ? C23 C25 1.522(6) . ? C23 C24 1.536(6) . ? C26 C27 1.523(5) . ? C26 C31 1.531(5) . ? C27 C28 1.523(5) . ? C28 C29 1.514(6) . ? C29 C30 1.515(6) . ? C30 C31 1.526(6) . ? C32 C37 1.533(5) . ? C32 C33 1.537(5) . ? C33 C34 1.521(6) . ? C34 C35 1.530(6) . ? C35 C36 1.524(6) . ? C36 C37 1.522(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 N1 Tl1 C14 61.26(10) . . ? C26 P1 C32 104.36(17) . . ? C26 P1 C1 101.48(17) . . ? C32 P1 C1 97.50(17) . . ? C1 N1 C2 124.6(3) . . ? C1 N1 Tl1 126.3(2) . . ? C2 N1 Tl1 107.8(2) . . ? N2 C1 N1 123.6(3) . . ? N2 C1 P1 117.6(3) . . ? N1 C1 P1 118.7(3) . . ? C1 N2 C14 118.2(3) . . ? C3 C2 C7 119.6(3) . . ? C3 C2 N1 121.6(3) . . ? C7 C2 N1 118.4(3) . . ? C4 C3 C2 119.2(4) . . ? C4 C3 C8 119.3(4) . . ? C2 C3 C8 121.3(3) . . ? C5 C4 C3 121.5(4) . . ? C6 C5 C4 119.3(4) . . ? C5 C6 C7 121.1(4) . . ? C6 C7 C2 119.2(4) . . ? C6 C7 C11 119.0(4) . . ? C2 C7 C11 121.7(3) . . ? C3 C8 C10 110.3(3) . . ? C3 C8 C9 113.4(4) . . ? C10 C8 C9 111.5(4) . . ? C7 C11 C12 111.4(4) . . ? C7 C11 C13 111.7(4) . . ? C12 C11 C13 110.3(4) . . ? N2 C14 C15 120.6(4) . . ? N2 C14 C19 119.9(4) . . ? C15 C14 C19 119.5(4) . . ? N2 C14 Tl1 109.8(2) . . ? C15 C14 Tl1 80.1(2) . . ? C19 C14 Tl1 82.1(2) . . ? C16 C15 C14 118.9(4) . . ? C16 C15 C20 120.2(4) . . ? C14 C15 C20 120.8(4) . . ? C17 C16 C15 121.1(4) . . ? C18 C17 C16 120.0(4) . . ? C17 C18 C19 121.5(4) . . ? C18 C19 C14 119.0(4) . . ? C18 C19 C23 121.1(4) . . ? C14 C19 C23 119.8(4) . . ? C15 C20 C21 114.2(4) . . ? C15 C20 C22 108.5(4) . . ? C21 C20 C22 111.0(4) . . ? C19 C23 C25 109.9(3) . . ? C19 C23 C24 113.7(4) . . ? C25 C23 C24 110.9(4) . . ? C27 C26 C31 109.0(3) . . ? C27 C26 P1 109.6(3) . . ? C31 C26 P1 110.7(3) . . ? C28 C27 C26 111.4(3) . . ? C29 C28 C27 111.8(4) . . ? C28 C29 C30 110.2(3) . . ? C29 C30 C31 112.0(3) . . ? C30 C31 C26 111.8(4) . . ? C37 C32 C33 110.3(3) . . ? C37 C32 P1 116.9(3) . . ? C33 C32 P1 111.0(3) . . ? C34 C33 C32 112.1(4) . . ? C33 C34 C35 111.6(4) . . ? C36 C35 C34 110.1(4) . . ? C37 C36 C35 111.0(4) . . ? C36 C37 C32 112.1(3) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.552 _refine_diff_density_min -0.964 _refine_diff_density_rms 0.120 # Attachment 'cmpd12.CIF' data_compound12 _database_code_depnum_ccdc_archive 'CCDC 679101' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C62 H96 Cl2 In2 N6' _chemical_formula_weight 1225.99 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 14.424(3) _cell_length_b 22.313(5) _cell_length_c 22.538(5) _cell_angle_alpha 116.69(3) _cell_angle_beta 97.26(3) _cell_angle_gamma 96.81(3) _cell_volume 6301(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.292 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2568 _exptl_absorpt_coefficient_mu 0.857 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.777 _exptl_absorpt_correction_T_max 0.910 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _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 40299 _diffrn_reflns_av_R_equivalents 0.0721 _diffrn_reflns_av_sigmaI/netI 0.1056 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 25.00 _reflns_number_total 21836 _reflns_number_gt 16052 _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. In the final difference map, the largest residual electron density peak (3.194 e/A3) was found to be located close to In(1). Despite this the gross molecular structure of the complex is unambiguous. ; _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^)+(0.0234P)^2^+120.1593P] 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 21836 _refine_ls_number_parameters 1345 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1398 _refine_ls_R_factor_gt 0.1049 _refine_ls_wR_factor_ref 0.2388 _refine_ls_wR_factor_gt 0.2252 _refine_ls_goodness_of_fit_ref 1.159 _refine_ls_restrained_S_all 1.159 _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 In1 In -0.54368(5) 1.25939(4) 0.70329(4) 0.0274(2) Uani 1 1 d . . . Cl1 Cl -0.4420(2) 1.34044(16) 0.68597(18) 0.0420(8) Uani 1 1 d . . . N1 N -0.6852(6) 1.2860(5) 0.7009(5) 0.029(2) Uani 1 1 d . . . C1 C -0.7217(7) 1.2306(5) 0.6429(6) 0.025(2) Uani 1 1 d . . . C82 C -0.2351(9) 0.6965(7) 0.8901(8) 0.045(3) Uani 1 1 d . . . H82 H -0.2288 0.6576 0.8466 0.054 Uiso 1 1 calc R . . In2 In -0.45121(5) 1.21179(4) 0.78106(4) 0.0278(2) Uani 1 1 d . . . Cl2 Cl -0.5321(3) 1.11094(18) 0.7779(2) 0.0561(10) Uani 1 1 d . . . N2 N -0.6570(6) 1.1933(5) 0.6157(5) 0.030(2) Uani 1 1 d . . . C2 C -0.7231(8) 1.3311(6) 0.7540(6) 0.032(3) Uani 1 1 d . . . In3 In -0.03189(5) 0.70898(4) 0.76451(4) 0.0275(2) Uani 1 1 d . . . Cl3 Cl 0.0702(2) 0.70807(19) 0.85543(18) 0.0468(8) Uani 1 1 d . . . N3 N -0.8192(6) 1.2093(5) 0.6105(5) 0.031(2) Uani 1 1 d . . . C3 C -0.7397(8) 1.3932(6) 0.7575(6) 0.032(3) Uani 1 1 d . . . In4 In 0.05859(5) 0.78524(4) 0.71553(4) 0.0275(2) Uani 1 1 d . . . Cl4 Cl -0.0315(2) 0.80375(18) 0.63169(18) 0.0440(8) Uani 1 1 d . . . N4 N -0.2972(6) 1.2186(5) 0.7901(5) 0.031(2) Uani 1 1 d . . . C4 C -0.7726(10) 1.4381(7) 0.8111(8) 0.052(4) Uani 1 1 d . . . H4 H -0.7829 1.4803 0.8133 0.063 Uiso 1 1 calc R . . N5 N -0.3596(6) 1.2746(5) 0.8803(5) 0.028(2) Uani 1 1 d . . . C5 C -0.7914(11) 1.4232(7) 0.8624(7) 0.049(4) Uani 1 1 d . . . H5 H -0.8151 1.4546 0.8992 0.059 Uiso 1 1 calc R . . N6 N -0.1885(6) 1.3006(5) 0.8909(5) 0.030(2) Uani 1 1 d . . . C6 C -0.7751(8) 1.3613(6) 0.8594(7) 0.037(3) Uani 1 1 d . . . H6 H -0.7884 1.3507 0.8943 0.045 Uiso 1 1 calc R . . N7 N -0.1356(6) 0.6140(5) 0.7148(5) 0.029(2) Uani 1 1 d . . . C7 C -0.7404(8) 1.3159(6) 0.8068(7) 0.035(3) Uani 1 1 d . . . N8 N -0.1808(6) 0.7116(4) 0.7748(5) 0.030(2) Uani 1 1 d . . . C8 C -0.7145(10) 1.4139(7) 0.7049(7) 0.044(3) Uani 1 1 d . . . H8 H -0.7047 1.3721 0.6653 0.052 Uiso 1 1 calc R . . N9 N -0.3050(6) 0.6132(5) 0.7093(5) 0.032(2) Uani 1 1 d . . . C9 C -0.6245(10) 1.4664(8) 0.7307(8) 0.056(4) Uani 1 1 d . . . H9A H -0.6335 1.5090 0.7678 0.084 Uiso 1 1 calc R . . H9B H -0.6083 1.4750 0.6939 0.084 Uiso 1 1 calc R . . H9C H -0.5727 1.4496 0.7474 0.084 Uiso 1 1 calc R . . N10 N 0.1656(6) 0.8731(5) 0.7926(5) 0.028(2) Uani 1 1 d . . . C10 C -0.7943(10) 1.4418(8) 0.6788(7) 0.052(4) Uani 1 1 d . . . H10A H -0.8537 1.4076 0.6604 0.077 Uiso 1 1 calc R . . H10B H -0.7762 1.4517 0.6432 0.077 Uiso 1 1 calc R . . H10C H -0.8037 1.4839 0.7164 0.077 Uiso 1 1 calc R . . N11 N 0.2063(6) 0.7925(4) 0.7040(5) 0.026(2) Uani 1 1 d . . . C11 C -0.7214(9) 1.2510(8) 0.8072(9) 0.052(4) Uani 1 1 d . . . H11 H -0.6892 1.2266 0.7688 0.063 Uiso 1 1 calc R . . N12 N 0.3320(6) 0.8830(5) 0.7941(5) 0.027(2) Uani 1 1 d . . . C12 C -0.6590(18) 1.2640(11) 0.8713(10) 0.108(8) Uani 1 1 d . . . H12A H -0.6101 1.3053 0.8873 0.162 Uiso 1 1 calc R . . H12B H -0.6284 1.2249 0.8631 0.162 Uiso 1 1 calc R . . H12C H -0.6975 1.2705 0.9058 0.162 Uiso 1 1 calc R . . C13 C -0.8143(16) 1.2019(11) 0.7984(12) 0.106(7) Uani 1 1 d U . . H13A H -0.8007 1.1564 0.7869 0.159 Uiso 1 1 calc R . . H13B H -0.8628 1.1987 0.7620 0.159 Uiso 1 1 calc R . . H13C H -0.8379 1.2197 0.8409 0.159 Uiso 1 1 calc R . . C14 C -0.6530(7) 1.1506(6) 0.5479(6) 0.029(3) Uani 1 1 d . . . C15 C -0.6572(9) 1.0800(6) 0.5249(6) 0.034(3) Uani 1 1 d . . . C16 C -0.6473(10) 1.0384(7) 0.4596(7) 0.047(4) Uani 1 1 d . . . H16 H -0.6494 0.9909 0.4446 0.056 Uiso 1 1 calc R . . C17 C -0.6341(9) 1.0656(7) 0.4156(7) 0.043(3) Uani 1 1 d . . . H17 H -0.6299 1.0367 0.3701 0.051 Uiso 1 1 calc R . . C18 C -0.6272(9) 1.1347(7) 0.4393(7) 0.039(3) Uani 1 1 d . . . H18 H -0.6161 1.1532 0.4097 0.047 Uiso 1 1 calc R . . C19 C -0.6356(8) 1.1781(6) 0.5041(6) 0.032(3) Uani 1 1 d . . . C20 C -0.6675(9) 1.0490(6) 0.5730(7) 0.038(3) Uani 1 1 d . . . H20 H -0.6794 1.0847 0.6165 0.045 Uiso 1 1 calc R . . C21 C -0.5767(10) 1.0255(7) 0.5881(7) 0.049(4) Uani 1 1 d . . . H21A H -0.5854 1.0043 0.6174 0.073 Uiso 1 1 calc R . . H21B H -0.5236 1.0649 0.6111 0.073 Uiso 1 1 calc R . . H21C H -0.5626 0.9920 0.5455 0.073 Uiso 1 1 calc R . . C22 C -0.7514(11) 0.9878(7) 0.5418(7) 0.049(4) Uani 1 1 d . . . H22A H -0.7377 0.9507 0.5014 0.074 Uiso 1 1 calc R . . H22B H -0.8094 1.0018 0.5292 0.074 Uiso 1 1 calc R . . H22C H -0.7607 0.9717 0.5750 0.074 Uiso 1 1 calc R . . C23 C -0.6283(9) 1.2535(6) 0.5263(7) 0.038(3) Uani 1 1 d . . . H23 H -0.6200 1.2772 0.5768 0.046 Uiso 1 1 calc R . . C24 C -0.5409(12) 1.2830(8) 0.5094(8) 0.063(4) Uani 1 1 d . . . H24A H -0.5377 1.2533 0.4621 0.095 Uiso 1 1 calc R . . H24B H -0.4833 1.2857 0.5394 0.095 Uiso 1 1 calc R . . H24C H -0.5453 1.3289 0.5157 0.095 Uiso 1 1 calc R . . C25 C -0.7165(11) 1.2701(8) 0.4987(10) 0.067(5) Uani 1 1 d . . . H25A H -0.7068 1.3194 0.5141 0.100 Uiso 1 1 calc R . . H25B H -0.7707 1.2562 0.5150 0.100 Uiso 1 1 calc R . . H25C H -0.7294 1.2454 0.4491 0.100 Uiso 1 1 calc R . . C26 C -0.8824(10) 1.2603(7) 0.6270(6) 0.044(3) Uani 1 1 d . . . H26 H -0.8386 1.3059 0.6473 0.053 Uiso 1 1 calc R . . C27 C -0.9409(9) 1.2646(8) 0.6793(7) 0.055(4) Uani 1 1 d . . . H27A H -0.9986 1.2288 0.6576 0.083 Uiso 1 1 calc R . . H27B H -0.9588 1.3096 0.6996 0.083 Uiso 1 1 calc R . . H27C H -0.9033 1.2584 0.7148 0.083 Uiso 1 1 calc R . . C28 C -0.9458(10) 1.2539(8) 0.5644(8) 0.061(4) Uani 1 1 d . . . H28A H -0.9071 1.2516 0.5309 0.091 Uiso 1 1 calc R . . H28B H -0.9761 1.2937 0.5770 0.091 Uiso 1 1 calc R . . H28C H -0.9949 1.2121 0.5448 0.091 Uiso 1 1 calc R . . C29 C -0.8579(8) 1.1352(6) 0.5656(7) 0.040(3) Uani 1 1 d . . . H29 H -0.8052 1.1117 0.5712 0.048 Uiso 1 1 calc R . . C30 C -0.8810(9) 1.1137(8) 0.4911(7) 0.052(4) Uani 1 1 d . . . H30A H -0.9422 1.1250 0.4800 0.078 Uiso 1 1 calc R . . H30B H -0.8851 1.0642 0.4651 0.078 Uiso 1 1 calc R . . H30C H -0.8308 1.1377 0.4796 0.078 Uiso 1 1 calc R . . C31 C -0.9409(10) 1.1072(8) 0.5892(9) 0.064(5) Uani 1 1 d . . . H31A H -0.9997 1.1195 0.5750 0.096 Uiso 1 1 calc R . . H31B H -0.9264 1.1271 0.6387 0.096 Uiso 1 1 calc R . . H31C H -0.9493 1.0573 0.5688 0.096 Uiso 1 1 calc R . . C32 C -0.2767(8) 1.2663(5) 0.8564(6) 0.025(2) Uani 1 1 d . . . C33 C -0.2412(7) 1.1749(6) 0.7506(6) 0.026(2) Uani 1 1 d . . . C34 C -0.2018(8) 1.1282(6) 0.7682(7) 0.035(3) Uani 1 1 d . . . C35 C -0.1515(10) 1.0852(7) 0.7238(8) 0.047(4) Uani 1 1 d . . . H35 H -0.1258 1.0528 0.7339 0.057 Uiso 1 1 calc R . . C36 C -0.1378(9) 1.0882(6) 0.6662(7) 0.044(3) Uani 1 1 d . . . H36 H -0.1015 1.0588 0.6378 0.052 Uiso 1 1 calc R . . C37 C -0.1755(9) 1.1326(6) 0.6489(7) 0.040(3) Uani 1 1 d . . . H37 H -0.1660 1.1335 0.6084 0.048 Uiso 1 1 calc R . . C38 C -0.2284(8) 1.1769(6) 0.6904(6) 0.030(3) Uani 1 1 d . . . C39 C -0.2188(10) 1.1203(7) 0.8293(8) 0.047(4) Uani 1 1 d . . . H39 H -0.2358 1.1635 0.8622 0.057 Uiso 1 1 calc R . . C40 C -0.1271(10) 1.1097(9) 0.8653(9) 0.063(5) Uani 1 1 d . . . H40A H -0.1362 1.1140 0.9093 0.094 Uiso 1 1 calc R . . H40B H -0.0726 1.1445 0.8722 0.094 Uiso 1 1 calc R . . H40C H -0.1151 1.0641 0.8371 0.094 Uiso 1 1 calc R . . C41 C -0.3003(12) 1.0624(9) 0.8109(9) 0.070(5) Uani 1 1 d . . . H41A H -0.3599 1.0733 0.7960 0.106 Uiso 1 1 calc R . . H41B H -0.3049 1.0557 0.8506 0.106 Uiso 1 1 calc R . . H41C H -0.2893 1.0204 0.7742 0.106 Uiso 1 1 calc R . . C42 C -0.2756(8) 1.2219(6) 0.6667(6) 0.031(3) Uani 1 1 d . . . H42 H -0.3002 1.2550 0.7056 0.038 Uiso 1 1 calc R . . C43 C -0.2071(9) 1.2636(8) 0.6468(8) 0.050(4) Uani 1 1 d . . . H43A H -0.1497 1.2869 0.6827 0.075 Uiso 1 1 calc R . . H43B H -0.2381 1.2977 0.6404 0.075 Uiso 1 1 calc R . . H43C H -0.1893 1.2332 0.6043 0.075 Uiso 1 1 calc R . . C44 C -0.3599(10) 1.1804(7) 0.6094(7) 0.052(4) Uani 1 1 d . . . H44A H -0.3379 1.1495 0.5693 0.077 Uiso 1 1 calc R . . H44B H -0.3935 1.2112 0.5989 0.077 Uiso 1 1 calc R . . H44C H -0.4033 1.1537 0.6228 0.077 Uiso 1 1 calc R . . C45 C -0.3754(8) 1.3256(6) 0.9417(6) 0.030(3) Uani 1 1 d . . . C46 C -0.3926(8) 1.3059(6) 0.9931(6) 0.036(3) Uani 1 1 d . . . C47 C -0.4159(9) 1.3531(6) 1.0506(7) 0.041(3) Uani 1 1 d . . . H47 H -0.4282 1.3406 1.0843 0.050 Uiso 1 1 calc R . . C48 C -0.4223(11) 1.4182(8) 1.0615(7) 0.052(4) Uani 1 1 d . . . H48 H -0.4357 1.4503 1.1030 0.062 Uiso 1 1 calc R . . C49 C -0.4091(10) 1.4363(7) 1.0113(7) 0.048(4) Uani 1 1 d . . . H49 H -0.4163 1.4806 1.0180 0.057 Uiso 1 1 calc R . . C50 C -0.3854(9) 1.3907(6) 0.9511(7) 0.038(3) Uani 1 1 d . . . C51 C -0.3899(10) 1.2345(7) 0.9830(7) 0.043(3) Uani 1 1 d . . . H51 H -0.3671 1.2092 0.9400 0.051 Uiso 1 1 calc R . . C52 C -0.3215(10) 1.2342(8) 1.0404(8) 0.057(4) Uani 1 1 d . . . H52A H -0.3429 1.2581 1.0831 0.086 Uiso 1 1 calc R . . H52B H -0.2573 1.2574 1.0442 0.086 Uiso 1 1 calc R . . H52C H -0.3205 1.1868 1.0306 0.086 Uiso 1 1 calc R . . C53 C -0.4877(9) 1.1954(8) 0.9759(9) 0.064(5) Uani 1 1 d . . . H53A H -0.5093 1.2168 1.0189 0.096 Uiso 1 1 calc R . . H53B H -0.4841 1.1479 0.9641 0.096 Uiso 1 1 calc R . . H53C H -0.5329 1.1962 0.9401 0.096 Uiso 1 1 calc R . . C54 C -0.3746(11) 1.4126(7) 0.8958(7) 0.047(4) Uani 1 1 d . . . H54 H -0.3465 1.3781 0.8604 0.056 Uiso 1 1 calc R . . C55 C -0.4769(12) 1.4124(8) 0.8627(8) 0.065(5) Uani 1 1 d . . . H55A H -0.5047 1.4467 0.8969 0.097 Uiso 1 1 calc R . . H55B H -0.5171 1.3671 0.8450 0.097 Uiso 1 1 calc R . . H55C H -0.4728 1.4234 0.8255 0.097 Uiso 1 1 calc R . . C56 C -0.3112(14) 1.4826(8) 0.9236(10) 0.078(6) Uani 1 1 d . . . H56A H -0.3420 1.5176 0.9543 0.117 Uiso 1 1 calc R . . H56B H -0.3010 1.4917 0.8860 0.117 Uiso 1 1 calc R . . H56C H -0.2497 1.4836 0.9485 0.117 Uiso 1 1 calc R . . C57 C -0.1194(7) 1.3177(7) 0.8538(6) 0.036(3) Uani 1 1 d . . . H57 H -0.1571 1.3026 0.8074 0.043 Uiso 1 1 calc R . . C58 C -0.0377(9) 1.2793(8) 0.8427(8) 0.052(4) Uani 1 1 d . . . H58A H 0.0058 1.2952 0.8862 0.078 Uiso 1 1 calc R . . H58B H -0.0032 1.2877 0.8116 0.078 Uiso 1 1 calc R . . H58C H -0.0631 1.2301 0.8233 0.078 Uiso 1 1 calc R . . C59 C -0.0832(10) 1.3923(7) 0.8821(9) 0.057(4) Uani 1 1 d . . . H59A H -0.1371 1.4158 0.8855 0.085 Uiso 1 1 calc R . . H59B H -0.0455 1.4002 0.8521 0.085 Uiso 1 1 calc R . . H59C H -0.0431 1.4102 0.9272 0.085 Uiso 1 1 calc R . . C60 C -0.1639(8) 1.3236(8) 0.9658(6) 0.045(3) Uani 1 1 d . . . H60 H -0.2177 1.2995 0.9760 0.054 Uiso 1 1 calc R . . C61 C -0.0758(13) 1.3016(11) 0.9859(9) 0.082(6) Uani 1 1 d . . . H61A H -0.0845 1.2516 0.9607 0.123 Uiso 1 1 calc R . . H61B H -0.0645 1.3163 1.0346 0.123 Uiso 1 1 calc R . . H61C H -0.0209 1.3225 0.9753 0.123 Uiso 1 1 calc R . . C62 C -0.1550(12) 1.4011(8) 1.0137(8) 0.067(5) Uani 1 1 d . . . H62A H -0.0894 1.4249 1.0220 0.100 Uiso 1 1 calc R . . H62B H -0.1713 1.4076 1.0568 0.100 Uiso 1 1 calc R . . H62C H -0.1986 1.4196 0.9924 0.100 Uiso 1 1 calc R . . C63 C -0.2101(7) 0.6454(6) 0.7338(6) 0.028(3) Uani 1 1 d . . . C64 C -0.1302(8) 0.5494(6) 0.6638(6) 0.028(3) Uani 1 1 d . . . C65 C -0.1065(8) 0.4993(6) 0.6838(6) 0.033(3) Uani 1 1 d . . . C66 C -0.0931(9) 0.4375(6) 0.6348(7) 0.041(3) Uani 1 1 d . . . H66 H -0.0772 0.4042 0.6476 0.049 Uiso 1 1 calc R . . C67 C -0.1022(11) 0.4229(7) 0.5682(8) 0.052(4) Uani 1 1 d . . . H67 H -0.0929 0.3800 0.5354 0.062 Uiso 1 1 calc R . . C68 C -0.1250(10) 0.4709(7) 0.5485(7) 0.050(4) Uani 1 1 d . . . H68 H -0.1306 0.4604 0.5022 0.060 Uiso 1 1 calc R . . C69 C -0.1397(8) 0.5338(6) 0.5947(7) 0.035(3) Uani 1 1 d . . . C70 C -0.0981(9) 0.5133(6) 0.7566(7) 0.038(3) Uani 1 1 d . . . H70 H -0.1152 0.5587 0.7833 0.046 Uiso 1 1 calc R . . C71 C -0.1649(10) 0.4588(8) 0.7634(9) 0.058(4) Uani 1 1 d . . . H71A H -0.2284 0.4497 0.7361 0.087 Uiso 1 1 calc R . . H71B H -0.1692 0.4754 0.8111 0.087 Uiso 1 1 calc R . . H71C H -0.1397 0.4166 0.7474 0.087 Uiso 1 1 calc R . . C72 C 0.0050(10) 0.5156(8) 0.7884(8) 0.053(4) Uani 1 1 d . . . H72A H 0.0203 0.4699 0.7661 0.079 Uiso 1 1 calc R . . H72B H 0.0100 0.5303 0.8370 0.079 Uiso 1 1 calc R . . H72C H 0.0498 0.5480 0.7823 0.079 Uiso 1 1 calc R . . C73 C -0.1610(11) 0.5854(7) 0.5703(8) 0.052(4) Uani 1 1 d . . . H73 H -0.1783 0.6251 0.6081 0.062 Uiso 1 1 calc R . . C74 C -0.0738(11) 0.6118(8) 0.5502(8) 0.058(4) Uani 1 1 d . . . H74A H -0.0548 0.5732 0.5141 0.087 Uiso 1 1 calc R . . H74B H -0.0211 0.6350 0.5897 0.087 Uiso 1 1 calc R . . H74C H -0.0897 0.6441 0.5339 0.087 Uiso 1 1 calc R . . C75 C -0.2453(11) 0.5530(8) 0.5092(8) 0.054(4) Uani 1 1 d . . . H75A H -0.2635 0.5884 0.4983 0.081 Uiso 1 1 calc R . . H75B H -0.2995 0.5322 0.5204 0.081 Uiso 1 1 calc R . . H75C H -0.2264 0.5177 0.4700 0.081 Uiso 1 1 calc R . . C76 C -0.2256(7) 0.7603(6) 0.8209(6) 0.031(3) Uani 1 1 d . . . C77 C -0.2551(8) 0.7530(6) 0.8766(7) 0.037(3) Uani 1 1 d . . . C78 C -0.2948(9) 0.8045(7) 0.9214(7) 0.040(3) Uani 1 1 d . . . H78 H -0.3129 0.8015 0.9593 0.048 Uiso 1 1 calc R . . C79 C -0.3087(10) 0.8621(7) 0.9114(8) 0.049(4) Uani 1 1 d . . . H79 H -0.3400 0.8952 0.9406 0.059 Uiso 1 1 calc R . . C80 C -0.2776(8) 0.8697(7) 0.8606(6) 0.037(3) Uani 1 1 d . . . H80 H -0.2829 0.9097 0.8565 0.045 Uiso 1 1 calc R . . C81 C -0.2372(8) 0.8181(6) 0.8135(6) 0.031(3) Uani 1 1 d . . . C83 C -0.1423(10) 0.7173(9) 0.9417(9) 0.070(5) Uani 1 1 d . . . H83A H -0.0901 0.7352 0.9264 0.104 Uiso 1 1 calc R . . H83B H -0.1282 0.6773 0.9459 0.104 Uiso 1 1 calc R . . H83C H -0.1490 0.7528 0.9858 0.104 Uiso 1 1 calc R . . C84 C -0.3173(11) 0.6701(8) 0.9176(9) 0.065(5) Uani 1 1 d . . . H84A H -0.3211 0.7064 0.9621 0.098 Uiso 1 1 calc R . . H84B H -0.3038 0.6300 0.9217 0.098 Uiso 1 1 calc R . . H84C H -0.3781 0.6576 0.8859 0.098 Uiso 1 1 calc R . . C85 C -0.2018(9) 0.8315(7) 0.7586(7) 0.043(3) Uani 1 1 d . . . H85 H -0.1751 0.7913 0.7296 0.052 Uiso 1 1 calc R . . C86 C -0.1212(11) 0.8960(8) 0.7901(8) 0.062(4) Uani 1 1 d . . . H86A H -0.1483 0.9370 0.8114 0.093 Uiso 1 1 calc R . . H86B H -0.0901 0.8975 0.7545 0.093 Uiso 1 1 calc R . . H86C H -0.0742 0.8941 0.8243 0.093 Uiso 1 1 calc R . . C87 C -0.2811(11) 0.8405(8) 0.7123(8) 0.058(4) Uani 1 1 d . . . H87A H -0.3256 0.7967 0.6843 0.088 Uiso 1 1 calc R . . H87B H -0.2526 0.8558 0.6830 0.088 Uiso 1 1 calc R . . H87C H -0.3154 0.8747 0.7403 0.088 Uiso 1 1 calc R . . C88 C -0.3335(9) 0.5408(6) 0.6932(8) 0.045(4) Uani 1 1 d . . . H88 H -0.2724 0.5237 0.6919 0.054 Uiso 1 1 calc R . . C89 C -0.3943(11) 0.4945(7) 0.6238(9) 0.065(5) Uani 1 1 d . . . H89A H -0.4513 0.5128 0.6181 0.098 Uiso 1 1 calc R . . H89B H -0.4134 0.4486 0.6190 0.098 Uiso 1 1 calc R . . H89C H -0.3578 0.4918 0.5892 0.098 Uiso 1 1 calc R . . C90 C -0.3717(11) 0.5317(8) 0.7487(9) 0.062(4) Uani 1 1 d . . . H90A H -0.3281 0.5614 0.7923 0.093 Uiso 1 1 calc R . . H90B H -0.3770 0.4839 0.7391 0.093 Uiso 1 1 calc R . . H90C H -0.4347 0.5440 0.7506 0.093 Uiso 1 1 calc R . . C91 C -0.3753(8) 0.6533(6) 0.6994(7) 0.040(3) Uani 1 1 d . . . H91 H -0.3417 0.7023 0.7250 0.049 Uiso 1 1 calc R . . C92 C -0.4021(10) 0.6387(8) 0.6280(8) 0.059(4) Uani 1 1 d . . . H92A H -0.3444 0.6452 0.6111 0.088 Uiso 1 1 calc R . . H92B H -0.4428 0.6699 0.6252 0.088 Uiso 1 1 calc R . . H92C H -0.4368 0.5913 0.6005 0.088 Uiso 1 1 calc R . . C93 C -0.4628(10) 0.6490(8) 0.7293(9) 0.061(4) Uani 1 1 d . . . H93A H -0.4984 0.6017 0.7063 0.092 Uiso 1 1 calc R . . H93B H -0.5034 0.6789 0.7232 0.092 Uiso 1 1 calc R . . H93C H -0.4430 0.6638 0.7778 0.092 Uiso 1 1 calc R . . C94 C 0.2385(8) 0.8497(6) 0.7636(6) 0.028(3) Uani 1 1 d . . . C95 C 0.1540(8) 0.9403(6) 0.8367(6) 0.033(3) Uani 1 1 d . . . C96 C 0.1428(8) 0.9859(6) 0.8099(6) 0.034(3) Uani 1 1 d . . . C97 C 0.1278(10) 1.0504(7) 0.8531(7) 0.046(3) Uani 1 1 d . . . H97 H 0.1255 1.0829 0.8368 0.055 Uiso 1 1 calc R . . C98 C 0.1166(11) 1.0687(7) 0.9162(8) 0.058(4) Uani 1 1 d . . . H98 H 0.1029 1.1123 0.9435 0.070 Uiso 1 1 calc R . . C99 C 0.1256(10) 1.0218(7) 0.9418(7) 0.046(3) Uani 1 1 d . . . H99 H 0.1210 1.0348 0.9875 0.055 Uiso 1 1 calc R . . C100 C 0.1409(8) 0.9578(6) 0.9015(7) 0.037(3) Uani 1 1 d . . . C101 C 0.1481(9) 0.9671(7) 0.7350(7) 0.038(3) Uani 1 1 d . . . H101 H 0.1426 0.9164 0.7092 0.046 Uiso 1 1 calc R . . C102 C 0.0677(10) 0.9860(7) 0.7012(8) 0.053(4) Uani 1 1 d . . . H10D H 0.0655 1.0342 0.7294 0.079 Uiso 1 1 calc R . . H10E H 0.0071 0.9572 0.6956 0.079 Uiso 1 1 calc R . . H10F H 0.0785 0.9790 0.6566 0.079 Uiso 1 1 calc R . . C103 C 0.2446(10) 1.0013(8) 0.7314(8) 0.055(4) Uani 1 1 d . . . H10G H 0.2489 0.9855 0.6838 0.082 Uiso 1 1 calc R . . H10H H 0.2963 0.9891 0.7537 0.082 Uiso 1 1 calc R . . H10I H 0.2502 1.0511 0.7543 0.082 Uiso 1 1 calc R . . C104 C 0.1450(9) 0.9083(7) 0.9311(7) 0.037(3) Uani 1 1 d . . . H104 H 0.1650 0.8668 0.8978 0.044 Uiso 1 1 calc R . . C105 C 0.2146(13) 0.9374(8) 0.9970(8) 0.063(5) Uani 1 1 d . . . H10J H 0.2784 0.9507 0.9907 0.094 Uiso 1 1 calc R . . H10K H 0.2154 0.9029 1.0126 0.094 Uiso 1 1 calc R . . H10L H 0.1956 0.9777 1.0309 0.094 Uiso 1 1 calc R . . C106 C 0.0441(10) 0.8855(8) 0.9404(8) 0.056(4) Uani 1 1 d . . . H10M H 0.0193 0.9260 0.9683 0.084 Uiso 1 1 calc R . . H10N H 0.0481 0.8569 0.9630 0.084 Uiso 1 1 calc R . . H10O H 0.0012 0.8593 0.8960 0.084 Uiso 1 1 calc R . . C107 C 0.2541(8) 0.7429(5) 0.6607(6) 0.024(2) Uani 1 1 d . . . C108 C 0.2650(7) 0.6845(6) 0.6681(6) 0.027(3) Uani 1 1 d . . . C109 C 0.3068(9) 0.6369(6) 0.6239(6) 0.035(3) Uani 1 1 d . . . H109 H 0.3150 0.5979 0.6292 0.041 Uiso 1 1 calc R . . C110 C 0.3382(9) 0.6437(7) 0.5702(6) 0.037(3) Uani 1 1 d . . . H110 H 0.3690 0.6102 0.5408 0.044 Uiso 1 1 calc R . . C111 C 0.3245(10) 0.6978(7) 0.5609(7) 0.047(3) Uani 1 1 d . . . H111 H 0.3425 0.7007 0.5230 0.056 Uiso 1 1 calc R . . C112 C 0.2844(8) 0.7496(6) 0.6056(6) 0.034(3) Uani 1 1 d . . . C113 C 0.2258(8) 0.6723(6) 0.7235(6) 0.028(3) Uani 1 1 d . . . H113 H 0.2021 0.7137 0.7534 0.033 Uiso 1 1 calc R . . C114 C 0.1411(9) 0.6114(6) 0.6866(8) 0.046(4) Uani 1 1 d . . . H11A H 0.1623 0.5716 0.6538 0.070 Uiso 1 1 calc R . . H11B H 0.0910 0.6234 0.6627 0.070 Uiso 1 1 calc R . . H11C H 0.1159 0.6005 0.7197 0.070 Uiso 1 1 calc R . . C115 C 0.2977(9) 0.6578(8) 0.7662(7) 0.047(4) Uani 1 1 d . . . H11D H 0.2682 0.6494 0.7993 0.071 Uiso 1 1 calc R . . H11E H 0.3509 0.6972 0.7901 0.071 Uiso 1 1 calc R . . H11F H 0.3215 0.6173 0.7373 0.071 Uiso 1 1 calc R . . C116 C 0.2638(10) 0.8080(7) 0.5915(7) 0.044(3) Uani 1 1 d . . . H116 H 0.2530 0.8455 0.6344 0.053 Uiso 1 1 calc R . . C117 C 0.3500(11) 0.8371(8) 0.5710(8) 0.058(4) Uani 1 1 d . . . H11G H 0.4074 0.8503 0.6059 0.087 Uiso 1 1 calc R . . H11H H 0.3374 0.8773 0.5666 0.087 Uiso 1 1 calc R . . H11I H 0.3595 0.8021 0.5275 0.087 Uiso 1 1 calc R . . C118 C 0.1751(12) 0.7852(9) 0.5384(8) 0.064(4) Uani 1 1 d . . . H11J H 0.1807 0.7445 0.4977 0.095 Uiso 1 1 calc R . . H11K H 0.1664 0.8220 0.5270 0.095 Uiso 1 1 calc R . . H11L H 0.1200 0.7743 0.5557 0.095 Uiso 1 1 calc R . . C119 C 0.3576(9) 0.9242(7) 0.8671(7) 0.043(3) Uani 1 1 d . . . H119 H 0.2988 0.9157 0.8837 0.052 Uiso 1 1 calc R . . C120 C 0.3809(9) 1.0014(7) 0.8942(7) 0.052(4) Uani 1 1 d . . . H12D H 0.4468 1.0153 0.8918 0.078 Uiso 1 1 calc R . . H12E H 0.3732 1.0245 0.9414 0.078 Uiso 1 1 calc R . . H12F H 0.3375 1.0143 0.8667 0.078 Uiso 1 1 calc R . . C121 C 0.4349(9) 0.9000(8) 0.9012(7) 0.051(4) Uani 1 1 d . . . H12G H 0.4214 0.8499 0.8799 0.076 Uiso 1 1 calc R . . H12H H 0.4342 0.9190 0.9496 0.076 Uiso 1 1 calc R . . H12I H 0.4978 0.9159 0.8955 0.076 Uiso 1 1 calc R . . C122 C 0.4072(9) 0.8685(6) 0.7515(7) 0.042(3) Uani 1 1 d . . . H122 H 0.3727 0.8507 0.7037 0.050 Uiso 1 1 calc R . . C123 C 0.4606(9) 0.8139(6) 0.7515(8) 0.047(4) Uani 1 1 d . . . H12J H 0.5140 0.8346 0.7906 0.070 Uiso 1 1 calc R . . H12K H 0.4850 0.7934 0.7096 0.070 Uiso 1 1 calc R . . H12L H 0.4173 0.7784 0.7544 0.070 Uiso 1 1 calc R . . C124 C 0.4794(9) 0.9340(7) 0.7682(8) 0.049(4) Uani 1 1 d . . . H12M H 0.4455 0.9716 0.7759 0.073 Uiso 1 1 calc R . . H12N H 0.5116 0.9253 0.7302 0.073 Uiso 1 1 calc R . . H12O H 0.5268 0.9465 0.8091 0.073 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 In1 0.0177(4) 0.0328(4) 0.0332(5) 0.0179(4) 0.0025(3) 0.0040(3) Cl1 0.0308(16) 0.0422(17) 0.059(2) 0.0288(17) 0.0136(15) 0.0011(13) N1 0.015(4) 0.029(5) 0.033(6) 0.007(5) 0.003(4) 0.004(4) C1 0.020(5) 0.025(6) 0.033(7) 0.018(5) 0.000(5) -0.002(4) C82 0.033(7) 0.048(8) 0.059(10) 0.025(7) 0.021(7) 0.012(6) In2 0.0196(4) 0.0333(4) 0.0315(5) 0.0169(4) 0.0035(3) 0.0034(3) Cl2 0.047(2) 0.048(2) 0.077(3) 0.039(2) 0.0039(19) -0.0071(16) N2 0.023(5) 0.035(5) 0.027(6) 0.012(5) 0.002(4) 0.008(4) C2 0.018(6) 0.035(6) 0.030(7) 0.006(6) -0.004(5) 0.000(5) In3 0.0171(4) 0.0314(4) 0.0365(5) 0.0190(4) 0.0047(3) 0.0018(3) Cl3 0.0356(17) 0.068(2) 0.046(2) 0.0371(19) -0.0002(15) 0.0088(16) N3 0.012(4) 0.032(5) 0.039(6) 0.009(5) 0.001(4) 0.008(4) C3 0.032(6) 0.038(7) 0.024(7) 0.014(6) 0.000(5) 0.011(5) In4 0.0184(4) 0.0306(4) 0.0361(5) 0.0189(4) 0.0048(3) 0.0012(3) Cl4 0.0312(16) 0.058(2) 0.053(2) 0.0384(18) -0.0026(15) 0.0082(14) N4 0.020(5) 0.035(5) 0.033(6) 0.011(5) 0.009(4) 0.003(4) C4 0.058(9) 0.044(8) 0.067(11) 0.031(8) 0.030(8) 0.018(7) N5 0.017(4) 0.036(5) 0.028(6) 0.011(5) 0.006(4) 0.009(4) C5 0.063(9) 0.033(7) 0.047(9) 0.010(7) 0.024(8) 0.016(7) N6 0.024(5) 0.040(6) 0.022(5) 0.015(5) -0.002(4) 0.000(4) C6 0.025(6) 0.049(8) 0.036(8) 0.024(7) 0.000(6) -0.003(6) N7 0.019(5) 0.031(5) 0.036(6) 0.015(5) 0.003(4) 0.009(4) C7 0.024(6) 0.039(7) 0.039(8) 0.017(6) 0.004(6) 0.002(5) N8 0.017(5) 0.022(5) 0.041(6) 0.009(5) 0.003(4) 0.003(4) C8 0.055(9) 0.044(8) 0.049(9) 0.030(7) 0.017(7) 0.027(7) N9 0.012(4) 0.031(5) 0.048(7) 0.019(5) -0.005(4) 0.002(4) C9 0.047(8) 0.074(10) 0.074(11) 0.055(10) 0.016(8) 0.021(8) N10 0.020(5) 0.029(5) 0.034(6) 0.014(5) 0.004(4) 0.004(4) C10 0.051(9) 0.072(10) 0.047(9) 0.040(8) 0.002(7) 0.029(8) N11 0.019(5) 0.027(5) 0.029(6) 0.012(4) 0.006(4) 0.000(4) C11 0.027(7) 0.063(9) 0.090(12) 0.049(9) 0.031(8) 0.018(6) N12 0.013(4) 0.032(5) 0.032(6) 0.013(5) 0.000(4) -0.002(4) C12 0.16(2) 0.112(17) 0.086(16) 0.070(14) 0.005(15) 0.066(16) C13 0.107(9) 0.097(9) 0.117(9) 0.055(7) 0.018(6) 0.019(6) C14 0.012(5) 0.047(7) 0.027(7) 0.017(6) -0.002(5) 0.009(5) C15 0.032(7) 0.042(7) 0.035(8) 0.022(6) 0.009(6) 0.011(6) C16 0.059(9) 0.040(7) 0.053(9) 0.024(7) 0.025(8) 0.022(7) C17 0.043(8) 0.057(9) 0.025(7) 0.015(7) 0.010(6) 0.017(7) C18 0.033(7) 0.053(8) 0.045(9) 0.032(7) 0.012(6) 0.014(6) C19 0.028(6) 0.036(7) 0.035(7) 0.019(6) 0.004(5) 0.006(5) C20 0.043(7) 0.041(7) 0.041(8) 0.026(6) 0.016(6) 0.020(6) C21 0.042(8) 0.062(9) 0.052(9) 0.039(8) -0.005(7) 0.009(7) C22 0.066(10) 0.049(8) 0.046(9) 0.029(7) 0.021(8) 0.021(7) C23 0.046(8) 0.039(7) 0.030(7) 0.017(6) 0.009(6) 0.009(6) C24 0.075(11) 0.062(10) 0.063(11) 0.040(9) 0.015(9) 0.001(8) C25 0.053(9) 0.060(10) 0.106(14) 0.057(10) 0.002(9) 0.019(8) C26 0.043(8) 0.050(8) 0.030(8) 0.010(6) -0.002(6) 0.027(6) C27 0.031(7) 0.062(9) 0.047(9) 0.002(8) 0.003(7) 0.026(7) C28 0.040(8) 0.073(11) 0.048(10) 0.012(8) -0.009(7) 0.026(8) C29 0.019(6) 0.044(7) 0.041(8) 0.009(6) 0.001(6) -0.001(5) C30 0.024(7) 0.060(9) 0.050(10) 0.008(8) 0.002(6) 0.007(6) C31 0.031(8) 0.057(9) 0.079(12) 0.016(9) 0.011(8) -0.015(7) C32 0.025(6) 0.030(6) 0.021(6) 0.013(5) 0.005(5) 0.004(5) C33 0.013(5) 0.039(6) 0.024(6) 0.015(5) -0.003(5) 0.005(5) C34 0.026(6) 0.038(7) 0.045(8) 0.022(6) 0.007(6) 0.015(5) C35 0.051(8) 0.047(8) 0.066(10) 0.039(8) 0.028(8) 0.024(7) C36 0.041(7) 0.032(7) 0.057(9) 0.013(7) 0.022(7) 0.021(6) C37 0.038(7) 0.039(7) 0.032(8) 0.009(6) 0.005(6) 0.008(6) C38 0.024(6) 0.032(6) 0.029(7) 0.011(5) 0.007(5) 0.003(5) C39 0.052(8) 0.061(9) 0.061(10) 0.048(8) 0.030(8) 0.027(7) C40 0.038(8) 0.103(13) 0.075(12) 0.062(11) 0.009(8) 0.027(8) C41 0.064(11) 0.093(13) 0.099(14) 0.078(12) 0.026(10) 0.027(10) C42 0.033(6) 0.036(6) 0.024(7) 0.011(6) 0.011(5) 0.007(5) C43 0.027(7) 0.072(10) 0.072(11) 0.049(9) 0.012(7) 0.018(7) C44 0.048(8) 0.053(9) 0.044(9) 0.015(7) 0.009(7) 0.009(7) C45 0.025(6) 0.033(6) 0.028(7) 0.013(6) -0.003(5) 0.004(5) C46 0.028(6) 0.041(7) 0.037(8) 0.017(6) 0.004(6) 0.005(5) C47 0.037(7) 0.040(7) 0.045(9) 0.017(7) 0.016(6) 0.005(6) C48 0.062(9) 0.060(9) 0.038(9) 0.021(7) 0.024(7) 0.022(8) C49 0.052(9) 0.043(8) 0.054(10) 0.022(7) 0.025(7) 0.019(7) C50 0.040(7) 0.041(7) 0.036(8) 0.017(6) 0.015(6) 0.016(6) C51 0.046(8) 0.055(8) 0.031(8) 0.020(7) 0.017(6) 0.019(7) C52 0.037(8) 0.082(11) 0.074(11) 0.058(10) -0.001(8) 0.010(8) C53 0.031(7) 0.080(11) 0.084(12) 0.058(10) -0.024(8) -0.019(7) C54 0.074(10) 0.046(8) 0.037(8) 0.024(7) 0.030(8) 0.035(7) C55 0.085(12) 0.066(10) 0.045(10) 0.019(8) 0.015(9) 0.048(10) C56 0.115(16) 0.060(10) 0.094(14) 0.060(11) 0.041(12) 0.025(10) C57 0.011(5) 0.068(9) 0.033(7) 0.030(7) -0.001(5) -0.001(5) C58 0.031(7) 0.069(10) 0.054(10) 0.029(8) 0.009(7) 0.002(7) C59 0.050(9) 0.065(10) 0.083(12) 0.054(10) 0.024(8) 0.016(8) C60 0.018(6) 0.079(10) 0.032(8) 0.025(7) -0.003(5) 0.002(6) C61 0.081(13) 0.122(17) 0.055(12) 0.048(12) 0.006(10) 0.042(12) C62 0.066(11) 0.066(11) 0.037(9) 0.002(8) 0.000(8) 0.007(9) C63 0.019(5) 0.031(6) 0.038(7) 0.022(6) 0.002(5) 0.002(5) C64 0.021(6) 0.036(6) 0.028(7) 0.017(6) 0.003(5) 0.007(5) C65 0.030(6) 0.041(7) 0.042(8) 0.030(6) 0.011(6) 0.012(5) C66 0.048(8) 0.034(7) 0.040(8) 0.015(6) 0.006(6) 0.018(6) C67 0.069(10) 0.039(8) 0.046(9) 0.015(7) 0.012(8) 0.025(7) C68 0.058(9) 0.054(9) 0.038(9) 0.016(7) 0.021(7) 0.022(7) C69 0.031(6) 0.036(7) 0.046(8) 0.025(6) 0.014(6) 0.014(5) C70 0.042(7) 0.038(7) 0.047(8) 0.030(7) 0.007(6) 0.010(6) C71 0.046(9) 0.072(10) 0.080(12) 0.054(10) 0.017(8) 0.013(8) C72 0.041(8) 0.062(9) 0.052(10) 0.030(8) -0.005(7) 0.001(7) C73 0.077(11) 0.039(8) 0.050(9) 0.025(7) 0.021(8) 0.024(7) C74 0.072(11) 0.058(9) 0.062(11) 0.045(9) 0.011(9) 0.008(8) C75 0.055(9) 0.055(9) 0.053(10) 0.029(8) -0.002(8) 0.015(7) C76 0.016(5) 0.044(7) 0.026(7) 0.013(6) 0.001(5) 0.004(5) C77 0.025(6) 0.038(7) 0.047(8) 0.020(6) 0.009(6) 0.006(5) C78 0.036(7) 0.055(8) 0.031(8) 0.020(7) 0.009(6) 0.011(6) C79 0.041(8) 0.050(8) 0.052(10) 0.018(7) 0.014(7) 0.015(7) C80 0.028(6) 0.045(7) 0.034(8) 0.014(6) -0.002(6) 0.015(6) C81 0.029(6) 0.031(6) 0.032(7) 0.016(6) -0.002(5) 0.008(5) C83 0.042(9) 0.098(13) 0.102(14) 0.069(12) 0.025(9) 0.030(9) C84 0.057(10) 0.071(11) 0.097(14) 0.055(10) 0.044(10) 0.022(8) C85 0.043(8) 0.041(7) 0.044(9) 0.016(7) 0.006(7) 0.020(6) C86 0.057(10) 0.067(10) 0.063(11) 0.036(9) 0.005(8) 0.006(8) C87 0.063(10) 0.070(10) 0.056(10) 0.042(9) 0.008(8) 0.018(8) C88 0.030(7) 0.028(7) 0.071(10) 0.023(7) -0.004(7) 0.001(5) C89 0.057(10) 0.033(8) 0.084(13) 0.017(8) -0.004(9) -0.006(7) C90 0.050(9) 0.052(9) 0.092(13) 0.039(9) 0.027(9) 0.003(7) C91 0.015(6) 0.035(7) 0.064(10) 0.021(7) -0.007(6) 0.002(5) C92 0.041(8) 0.067(10) 0.061(11) 0.024(9) -0.004(8) 0.023(7) C93 0.032(8) 0.062(10) 0.092(13) 0.033(9) 0.019(8) 0.023(7) C94 0.040(7) 0.036(6) 0.018(6) 0.021(5) 0.007(5) 0.008(5) C95 0.020(6) 0.032(6) 0.043(8) 0.012(6) 0.014(5) 0.007(5) C96 0.023(6) 0.034(7) 0.042(8) 0.018(6) -0.002(5) 0.002(5) C97 0.046(8) 0.045(8) 0.045(9) 0.021(7) 0.004(7) 0.012(6) C98 0.067(10) 0.039(8) 0.056(11) 0.007(8) 0.021(8) 0.026(7) C99 0.052(8) 0.053(8) 0.033(8) 0.013(7) 0.023(7) 0.027(7) C100 0.030(6) 0.031(6) 0.038(8) 0.006(6) 0.013(6) 0.003(5) C101 0.032(7) 0.039(7) 0.045(8) 0.023(6) 0.000(6) 0.007(6) C102 0.039(8) 0.054(9) 0.069(11) 0.037(8) -0.004(7) 0.006(7) C103 0.050(9) 0.063(10) 0.052(10) 0.029(8) 0.009(8) 0.006(7) C104 0.040(7) 0.043(7) 0.041(8) 0.026(7) 0.023(6) 0.016(6) C105 0.092(13) 0.058(10) 0.047(10) 0.023(8) 0.040(10) 0.024(9) C106 0.041(8) 0.068(10) 0.073(11) 0.042(9) 0.027(8) 0.010(7) C107 0.028(6) 0.025(6) 0.023(6) 0.018(5) 0.003(5) 0.002(5) C108 0.020(5) 0.032(6) 0.037(7) 0.023(6) 0.005(5) 0.006(5) C109 0.043(7) 0.023(6) 0.041(8) 0.017(6) 0.012(6) 0.007(5) C110 0.037(7) 0.044(7) 0.033(8) 0.019(6) 0.008(6) 0.017(6) C111 0.054(9) 0.049(8) 0.040(8) 0.019(7) 0.020(7) 0.013(7) C112 0.031(6) 0.044(7) 0.036(7) 0.026(6) 0.006(6) 0.011(6) C113 0.026(6) 0.033(6) 0.039(7) 0.030(6) 0.008(5) 0.005(5) C114 0.031(7) 0.042(7) 0.074(11) 0.033(8) 0.021(7) 0.000(6) C115 0.034(7) 0.080(10) 0.048(9) 0.045(8) 0.010(7) 0.019(7) C116 0.061(9) 0.042(7) 0.050(9) 0.032(7) 0.029(8) 0.023(7) C117 0.066(10) 0.058(9) 0.075(11) 0.043(9) 0.042(9) 0.023(8) C118 0.072(11) 0.078(11) 0.054(11) 0.039(9) 0.013(9) 0.032(9) C119 0.026(6) 0.054(8) 0.043(9) 0.016(7) 0.010(6) 0.008(6) C120 0.026(7) 0.058(9) 0.049(9) 0.012(7) -0.007(6) -0.003(6) C121 0.027(7) 0.080(11) 0.044(9) 0.033(8) -0.011(6) 0.006(7) C122 0.041(7) 0.036(7) 0.045(8) 0.012(6) 0.019(6) 0.010(6) C123 0.024(6) 0.039(7) 0.062(10) 0.012(7) 0.012(6) 0.000(6) C124 0.029(7) 0.053(8) 0.064(10) 0.030(8) 0.009(7) 0.002(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag In1 N2 2.177(10) . ? In1 N1 2.194(9) . ? In1 Cl1 2.392(3) . ? In1 In2 2.7196(13) . ? N1 C1 1.316(14) . ? N1 C2 1.399(15) . ? C1 N2 1.346(14) . ? C1 N3 1.416(13) . ? C82 C77 1.473(18) . ? C82 C83 1.53(2) . ? C82 C84 1.575(17) . ? In2 N5 2.171(10) . ? In2 N4 2.185(9) . ? In2 Cl2 2.375(3) . ? N2 C14 1.406(15) . ? C2 C3 1.402(16) . ? C2 C7 1.419(17) . ? In3 N7 2.163(9) . ? In3 N8 2.194(9) . ? In3 Cl3 2.377(3) . ? In3 In4 2.7098(13) . ? N3 C29 1.484(15) . ? N3 C26 1.489(14) . ? C3 C4 1.363(18) . ? C3 C8 1.521(17) . ? In4 N11 2.174(8) . ? In4 N10 2.188(9) . ? In4 Cl4 2.374(3) . ? N4 C32 1.356(14) . ? N4 C33 1.410(14) . ? C4 C5 1.387(19) . ? N5 C32 1.371(13) . ? N5 C45 1.409(15) . ? C5 C6 1.402(18) . ? N6 C32 1.339(14) . ? N6 C57 1.497(14) . ? N6 C60 1.506(15) . ? C6 C7 1.369(17) . ? N7 C63 1.361(14) . ? N7 C64 1.401(14) . ? C7 C11 1.508(18) . ? N8 C63 1.318(14) . ? N8 C76 1.416(14) . ? C8 C9 1.493(19) . ? C8 C10 1.545(17) . ? N9 C63 1.385(13) . ? N9 C88 1.479(14) . ? N9 C91 1.488(14) . ? N10 C94 1.342(14) . ? N10 C95 1.424(14) . ? N11 C94 1.345(14) . ? N11 C107 1.426(14) . ? C11 C12 1.49(2) . ? C11 C13 1.56(2) . ? N12 C94 1.384(14) . ? N12 C119 1.449(16) . ? N12 C122 1.505(14) . ? C14 C19 1.408(16) . ? C14 C15 1.411(16) . ? C15 C16 1.379(18) . ? C15 C20 1.539(16) . ? C16 C17 1.397(18) . ? C17 C18 1.372(18) . ? C18 C19 1.375(17) . ? C19 C23 1.509(16) . ? C20 C21 1.523(17) . ? C20 C22 1.535(19) . ? C23 C25 1.502(18) . ? C23 C24 1.523(18) . ? C26 C27 1.511(19) . ? C26 C28 1.520(18) . ? C29 C30 1.502(19) . ? C29 C31 1.545(17) . ? C33 C38 1.411(16) . ? C33 C34 1.420(15) . ? C34 C35 1.391(17) . ? C34 C39 1.510(17) . ? C35 C36 1.367(19) . ? C36 C37 1.360(18) . ? C37 C38 1.400(16) . ? C38 C42 1.519(16) . ? C39 C41 1.50(2) . ? C39 C40 1.562(18) . ? C42 C44 1.505(18) . ? C42 C43 1.522(16) . ? C45 C50 1.399(16) . ? C45 C46 1.451(17) . ? C46 C47 1.367(17) . ? C46 C51 1.510(18) . ? C47 C48 1.375(19) . ? C48 C49 1.389(19) . ? C49 C50 1.398(18) . ? C50 C54 1.546(17) . ? C51 C53 1.518(18) . ? C51 C52 1.527(18) . ? C54 C56 1.52(2) . ? C54 C55 1.57(2) . ? C57 C59 1.486(18) . ? C57 C58 1.519(18) . ? C60 C61 1.50(2) . ? C60 C62 1.55(2) . ? C64 C69 1.417(17) . ? C64 C65 1.442(15) . ? C65 C66 1.381(17) . ? C65 C70 1.512(17) . ? C66 C67 1.371(19) . ? C67 C68 1.387(19) . ? C68 C69 1.383(18) . ? C69 C73 1.527(17) . ? C70 C71 1.534(17) . ? C70 C72 1.552(18) . ? C73 C74 1.53(2) . ? C73 C75 1.54(2) . ? C76 C81 1.399(16) . ? C76 C77 1.445(17) . ? C77 C78 1.388(17) . ? C78 C79 1.434(19) . ? C79 C80 1.350(18) . ? C80 C81 1.418(17) . ? C81 C85 1.529(18) . ? C85 C87 1.541(19) . ? C85 C86 1.550(19) . ? C88 C89 1.51(2) . ? C88 C90 1.51(2) . ? C91 C92 1.48(2) . ? C91 C93 1.517(18) . ? C95 C100 1.377(17) . ? C95 C96 1.411(17) . ? C96 C97 1.392(18) . ? C96 C101 1.559(18) . ? C97 C98 1.33(2) . ? C98 C99 1.41(2) . ? C99 C100 1.368(17) . ? C100 C104 1.528(17) . ? C101 C102 1.513(17) . ? C101 C103 1.537(18) . ? C104 C105 1.50(2) . ? C104 C106 1.556(16) . ? C107 C108 1.409(14) . ? C107 C112 1.431(15) . ? C108 C109 1.356(16) . ? C108 C113 1.549(15) . ? C109 C110 1.404(17) . ? C110 C111 1.349(18) . ? C111 C112 1.394(18) . ? C112 C116 1.525(16) . ? C113 C115 1.488(16) . ? C113 C114 1.538(16) . ? C116 C118 1.50(2) . ? C116 C117 1.551(17) . ? C119 C120 1.523(19) . ? C119 C121 1.557(18) . ? C122 C123 1.518(18) . ? C122 C124 1.552(17) . ? 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 In1 N1 61.3(3) . . ? N2 In1 Cl1 113.3(3) . . ? N1 In1 Cl1 106.7(3) . . ? N2 In1 In2 121.9(3) . . ? N1 In1 In2 129.9(3) . . ? Cl1 In1 In2 113.75(9) . . ? C1 N1 C2 134.6(9) . . ? C1 N1 In1 92.5(7) . . ? C2 N1 In1 129.2(7) . . ? N1 C1 N2 113.5(10) . . ? N1 C1 N3 125.5(10) . . ? N2 C1 N3 121.0(10) . . ? C77 C82 C83 111.9(12) . . ? C77 C82 C84 112.4(11) . . ? C83 C82 C84 107.8(13) . . ? N5 In2 N4 61.4(3) . . ? N5 In2 Cl2 108.8(3) . . ? N4 In2 Cl2 113.6(3) . . ? N5 In2 In1 125.6(2) . . ? N4 In2 In1 118.8(3) . . ? Cl2 In2 In1 116.90(10) . . ? C1 N2 C14 131.2(10) . . ? C1 N2 In1 92.4(7) . . ? C14 N2 In1 130.7(7) . . ? N1 C2 C3 120.6(11) . . ? N1 C2 C7 119.9(11) . . ? C3 C2 C7 119.4(11) . . ? N7 In3 N8 61.1(3) . . ? N7 In3 Cl3 107.6(3) . . ? N8 In3 Cl3 115.5(3) . . ? N7 In3 In4 131.8(3) . . ? N8 In3 In4 120.6(2) . . ? Cl3 In3 In4 111.66(9) . . ? C1 N3 C29 118.9(9) . . ? C1 N3 C26 119.5(10) . . ? C29 N3 C26 121.3(10) . . ? C4 C3 C2 120.1(12) . . ? C4 C3 C8 118.9(11) . . ? C2 C3 C8 120.9(11) . . ? N11 In4 N10 60.9(3) . . ? N11 In4 Cl4 108.5(3) . . ? N10 In4 Cl4 115.7(3) . . ? N11 In4 In3 126.6(2) . . ? N10 In4 In3 113.8(2) . . ? Cl4 In4 In3 118.52(9) . . ? C32 N4 C33 130.3(10) . . ? C32 N4 In2 94.2(6) . . ? C33 N4 In2 132.6(7) . . ? C3 C4 C5 121.0(13) . . ? C32 N5 C45 129.5(10) . . ? C32 N5 In2 94.3(7) . . ? C45 N5 In2 132.4(7) . . ? C4 C5 C6 119.4(12) . . ? C32 N6 C57 118.4(9) . . ? C32 N6 C60 119.1(9) . . ? C57 N6 C60 122.5(9) . . ? C7 C6 C5 120.7(12) . . ? C63 N7 C64 132.9(10) . . ? C63 N7 In3 93.6(7) . . ? C64 N7 In3 130.3(7) . . ? C6 C7 C2 119.4(11) . . ? C6 C7 C11 118.5(12) . . ? C2 C7 C11 122.2(11) . . ? C63 N8 C76 131.3(9) . . ? C63 N8 In3 93.5(7) . . ? C76 N8 In3 133.5(7) . . ? C9 C8 C3 112.6(12) . . ? C9 C8 C10 108.1(11) . . ? C3 C8 C10 112.8(11) . . ? C63 N9 C88 119.8(9) . . ? C63 N9 C91 118.0(9) . . ? C88 N9 C91 122.2(9) . . ? C94 N10 C95 132.0(9) . . ? C94 N10 In4 93.8(7) . . ? C95 N10 In4 129.2(7) . . ? C94 N11 C107 131.8(9) . . ? C94 N11 In4 94.4(7) . . ? C107 N11 In4 131.0(7) . . ? C12 C11 C7 112.8(14) . . ? C12 C11 C13 106.2(16) . . ? C7 C11 C13 112.7(12) . . ? C94 N12 C119 119.5(9) . . ? C94 N12 C122 119.0(10) . . ? C119 N12 C122 121.1(9) . . ? N2 C14 C19 121.0(11) . . ? N2 C14 C15 119.6(10) . . ? C19 C14 C15 119.1(11) . . ? C16 C15 C14 120.2(11) . . ? C16 C15 C20 119.0(11) . . ? C14 C15 C20 120.7(11) . . ? C15 C16 C17 120.3(12) . . ? C18 C17 C16 118.9(12) . . ? C17 C18 C19 122.7(12) . . ? C18 C19 C14 118.7(11) . . ? C18 C19 C23 119.7(11) . . ? C14 C19 C23 121.6(11) . . ? C21 C20 C22 108.9(10) . . ? C21 C20 C15 110.6(10) . . ? C22 C20 C15 110.9(11) . . ? C25 C23 C19 113.4(11) . . ? C25 C23 C24 110.3(12) . . ? C19 C23 C24 111.8(11) . . ? N3 C26 C27 116.4(11) . . ? N3 C26 C28 112.8(11) . . ? C27 C26 C28 110.1(11) . . ? N3 C29 C30 115.4(11) . . ? N3 C29 C31 112.6(11) . . ? C30 C29 C31 112.1(11) . . ? N6 C32 N4 123.8(10) . . ? N6 C32 N5 126.8(10) . . ? N4 C32 N5 109.3(9) . . ? N4 C33 C38 117.4(10) . . ? N4 C33 C34 122.2(10) . . ? C38 C33 C34 120.4(10) . . ? C35 C34 C33 117.3(11) . . ? C35 C34 C39 119.7(11) . . ? C33 C34 C39 122.8(11) . . ? C36 C35 C34 122.1(12) . . ? C37 C36 C35 120.9(12) . . ? C36 C37 C38 120.5(12) . . ? C37 C38 C33 118.8(11) . . ? C37 C38 C42 118.9(11) . . ? C33 C38 C42 122.2(10) . . ? C41 C39 C34 111.8(13) . . ? C41 C39 C40 109.8(12) . . ? C34 C39 C40 111.5(11) . . ? C44 C42 C38 111.2(10) . . ? C44 C42 C43 110.3(11) . . ? C38 C42 C43 113.3(10) . . ? C50 C45 N5 122.5(11) . . ? C50 C45 C46 119.8(11) . . ? N5 C45 C46 117.3(10) . . ? C47 C46 C45 118.0(11) . . ? C47 C46 C51 120.2(11) . . ? C45 C46 C51 121.7(11) . . ? C46 C47 C48 122.7(13) . . ? C47 C48 C49 119.4(13) . . ? C48 C49 C50 121.2(13) . . ? C49 C50 C45 118.8(12) . . ? C49 C50 C54 119.2(11) . . ? C45 C50 C54 121.9(11) . . ? C46 C51 C53 112.2(11) . . ? C46 C51 C52 112.6(12) . . ? C53 C51 C52 108.5(11) . . ? C56 C54 C50 112.9(12) . . ? C56 C54 C55 110.2(12) . . ? C50 C54 C55 107.5(12) . . ? C59 C57 N6 113.7(11) . . ? C59 C57 C58 110.7(10) . . ? N6 C57 C58 115.5(10) . . ? C61 C60 N6 112.9(12) . . ? C61 C60 C62 108.6(13) . . ? N6 C60 C62 116.3(12) . . ? N8 C63 N7 111.5(9) . . ? N8 C63 N9 124.0(10) . . ? N7 C63 N9 124.3(10) . . ? N7 C64 C69 122.5(10) . . ? N7 C64 C65 118.0(10) . . ? C69 C64 C65 119.3(11) . . ? C66 C65 C64 118.6(11) . . ? C66 C65 C70 120.5(11) . . ? C64 C65 C70 120.9(11) . . ? C67 C66 C65 121.7(12) . . ? C66 C67 C68 120.1(13) . . ? C69 C68 C67 121.5(13) . . ? C68 C69 C64 118.9(11) . . ? C68 C69 C73 118.9(12) . . ? C64 C69 C73 122.2(11) . . ? C65 C70 C71 112.3(11) . . ? C65 C70 C72 111.5(11) . . ? C71 C70 C72 107.6(10) . . ? C69 C73 C74 111.1(12) . . ? C69 C73 C75 110.8(12) . . ? C74 C73 C75 109.1(12) . . ? C81 C76 N8 118.5(10) . . ? C81 C76 C77 120.0(11) . . ? N8 C76 C77 121.4(11) . . ? C78 C77 C76 118.0(11) . . ? C78 C77 C82 120.3(12) . . ? C76 C77 C82 121.5(11) . . ? C77 C78 C79 120.8(12) . . ? C80 C79 C78 120.6(13) . . ? C79 C80 C81 120.2(12) . . ? C76 C81 C80 120.2(11) . . ? C76 C81 C85 122.9(11) . . ? C80 C81 C85 116.8(10) . . ? C81 C85 C87 113.4(11) . . ? C81 C85 C86 111.2(11) . . ? C87 C85 C86 108.3(12) . . ? N9 C88 C89 115.4(11) . . ? N9 C88 C90 113.7(12) . . ? C89 C88 C90 112.9(12) . . ? C92 C91 N9 113.0(11) . . ? C92 C91 C93 111.3(12) . . ? N9 C91 C93 114.5(11) . . ? N10 C94 N11 110.6(10) . . ? N10 C94 N12 121.5(10) . . ? N11 C94 N12 127.9(10) . . ? C100 C95 C96 120.0(11) . . ? C100 C95 N10 120.9(11) . . ? C96 C95 N10 118.6(11) . . ? C97 C96 C95 117.8(12) . . ? C97 C96 C101 119.4(11) . . ? C95 C96 C101 122.8(11) . . ? C98 C97 C96 122.8(13) . . ? C97 C98 C99 118.5(13) . . ? C100 C99 C98 120.8(13) . . ? C99 C100 C95 119.7(12) . . ? C99 C100 C104 118.2(12) . . ? C95 C100 C104 122.1(11) . . ? C102 C101 C103 110.0(11) . . ? C102 C101 C96 112.4(11) . . ? C103 C101 C96 110.7(11) . . ? C105 C104 C100 113.4(11) . . ? C105 C104 C106 109.6(11) . . ? C100 C104 C106 109.9(11) . . ? C108 C107 N11 120.9(9) . . ? C108 C107 C112 119.4(10) . . ? N11 C107 C112 119.4(9) . . ? C109 C108 C107 119.0(10) . . ? C109 C108 C113 119.7(10) . . ? C107 C108 C113 121.2(10) . . ? C108 C109 C110 121.9(11) . . ? C111 C110 C109 119.6(12) . . ? C110 C111 C112 121.5(12) . . ? C111 C112 C107 118.4(11) . . ? C111 C112 C116 120.5(11) . . ? C107 C112 C116 120.7(11) . . ? C115 C113 C114 110.1(10) . . ? C115 C113 C108 113.5(9) . . ? C114 C113 C108 106.7(10) . . ? C118 C116 C112 110.8(12) . . ? C118 C116 C117 111.1(12) . . ? C112 C116 C117 111.1(11) . . ? N12 C119 C120 116.2(12) . . ? N12 C119 C121 113.4(11) . . ? C120 C119 C121 111.3(11) . . ? N12 C122 C123 115.5(11) . . ? N12 C122 C124 112.8(10) . . ? C123 C122 C124 109.6(11) . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 3.194 _refine_diff_density_min -1.989 _refine_diff_density_rms 0.162 # Attachment 'cmpd14.CIF' data_compound14 _database_code_depnum_ccdc_archive 'CCDC 679102' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H48 In N3' _chemical_formula_weight 589.55 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' In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 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 17.298(4) _cell_length_b 11.948(2) _cell_length_c 15.609(3) _cell_angle_alpha 90.00 _cell_angle_beta 102.04(3) _cell_angle_gamma 90.00 _cell_volume 3155.0(11) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.241 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1240 _exptl_absorpt_coefficient_mu 0.772 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.801 _exptl_absorpt_correction_T_max 0.851 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _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 6276 _diffrn_reflns_av_R_equivalents 0.0262 _diffrn_reflns_av_sigmaI/netI 0.0396 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.18 _diffrn_reflns_theta_max 26.73 _reflns_number_total 3340 _reflns_number_gt 2936 _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 dimethylpipirinyl substituent of the ligand was found to be disordered over two sites. This disorder was successfully modelled. The 14 hydrogen atoms of this substituent were not refined in the model but their contribution to the atom list and F(000) of the structure was included in the final refinement. ; _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^)+(0.0570P)^2^+5.3378P] 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 3340 _refine_ls_number_parameters 191 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0464 _refine_ls_R_factor_gt 0.0394 _refine_ls_wR_factor_ref 0.1098 _refine_ls_wR_factor_gt 0.1055 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.062 _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 In1 In 0.5000 0.01575(2) 0.7500 0.03885(14) Uani 1 2 d S . . N1 N 0.50004(12) 0.18408(18) 0.67874(14) 0.0222(4) Uani 1 1 d . . . N2 N 0.5000 0.3624(3) 0.7500 0.0237(6) Uani 1 2 d S . . C1 C 0.5000 0.2473(3) 0.7500 0.0194(7) Uani 1 2 d S . . C2 C 0.53172(15) 0.2110(2) 0.60427(16) 0.0232(5) Uani 1 1 d . . . C3 C 0.48118(17) 0.2053(2) 0.52132(18) 0.0281(6) Uani 1 1 d . . . C4 C 0.5136(2) 0.2167(3) 0.44697(19) 0.0367(7) Uani 1 1 d . . . H4 H 0.4801 0.2114 0.3906 0.044 Uiso 1 1 calc R . . C5 C 0.5936(2) 0.2355(3) 0.4540(2) 0.0437(8) Uani 1 1 d . . . H5 H 0.6148 0.2430 0.4029 0.052 Uiso 1 1 calc R . . C6 C 0.64219(19) 0.2434(3) 0.5357(2) 0.0399(7) Uani 1 1 d . . . H6 H 0.6969 0.2576 0.5402 0.048 Uiso 1 1 calc R . . C7 C 0.61350(16) 0.2310(2) 0.61187(19) 0.0294(6) Uani 1 1 d . . . C8 C 0.39311(17) 0.1864(3) 0.51145(19) 0.0335(6) Uani 1 1 d . . . H8 H 0.3804 0.1951 0.5707 0.040 Uiso 1 1 calc R . . C9 C 0.3447(2) 0.2734(4) 0.4510(3) 0.0600(11) Uani 1 1 d . . . H9A H 0.3596 0.3487 0.4736 0.090 Uiso 1 1 calc R . . H9B H 0.2883 0.2612 0.4488 0.090 Uiso 1 1 calc R . . H9C H 0.3554 0.2661 0.3920 0.090 Uiso 1 1 calc R . . C10 C 0.3697(3) 0.0690(4) 0.4799(3) 0.0730(13) Uani 1 1 d . . . H10A H 0.3843 0.0564 0.4233 0.109 Uiso 1 1 calc R . . H10B H 0.3125 0.0598 0.4733 0.109 Uiso 1 1 calc R . . H10C H 0.3971 0.0147 0.5227 0.109 Uiso 1 1 calc R . . C11 C 0.67017(16) 0.2338(3) 0.7012(2) 0.0340(6) Uani 1 1 d . . . H11 H 0.6390 0.2565 0.7455 0.041 Uiso 1 1 calc R . . C12 C 0.73765(19) 0.3183(3) 0.7061(3) 0.0532(9) Uani 1 1 d . . . H12A H 0.7764 0.2890 0.6742 0.080 Uiso 1 1 calc R . . H12B H 0.7633 0.3307 0.7675 0.080 Uiso 1 1 calc R . . H12C H 0.7164 0.3893 0.6798 0.080 Uiso 1 1 calc R . . C13 C 0.7037(2) 0.1172(3) 0.7260(2) 0.0503(9) Uani 1 1 d . . . H13A H 0.6603 0.0651 0.7277 0.075 Uiso 1 1 calc R . . H13B H 0.7392 0.1201 0.7837 0.075 Uiso 1 1 calc R . . H13C H 0.7331 0.0916 0.6824 0.075 Uiso 1 1 calc R . . C14 C 0.53066(15) 0.4255(2) 0.83198(17) 0.0268(6) Uani 1 1 d D . . C15 C 0.5955(7) 0.5015(10) 0.8148(7) 0.028(3) Uani 0.50 1 d PD . . C16 C 0.4663(6) 0.5103(9) 0.8447(7) 0.032(2) Uani 0.50 1 d PD . . C17 C 0.5665(4) 0.5797(5) 0.7365(4) 0.0343(13) Uani 0.50 1 d PD . . C18 C 0.6112(8) 0.4884(13) 0.8360(11) 0.046(4) Uani 0.50 1 d PD . . C19 C 0.4685(9) 0.4877(10) 0.8724(8) 0.043(3) Uani 0.50 1 d PD . . 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 In1 0.0692(3) 0.01938(18) 0.03145(19) 0.000 0.01851(15) 0.000 N1 0.0281(10) 0.0192(11) 0.0206(10) 0.0010(8) 0.0078(8) 0.0005(8) N2 0.0313(15) 0.0179(15) 0.0223(15) 0.000 0.0067(12) 0.000 C1 0.0172(15) 0.0196(17) 0.0209(17) 0.000 0.0032(12) 0.000 C2 0.0311(13) 0.0190(12) 0.0211(12) 0.0008(10) 0.0094(10) 0.0043(10) C3 0.0396(14) 0.0219(13) 0.0238(13) 0.0012(10) 0.0092(11) 0.0052(11) C4 0.0588(19) 0.0305(16) 0.0229(14) 0.0029(12) 0.0132(13) 0.0141(14) C5 0.064(2) 0.0399(18) 0.0375(17) 0.0099(14) 0.0339(16) 0.0156(16) C6 0.0413(16) 0.0385(17) 0.0470(19) 0.0050(14) 0.0257(14) 0.0088(14) C7 0.0311(14) 0.0234(14) 0.0366(15) -0.0006(11) 0.0135(11) 0.0030(11) C8 0.0381(15) 0.0359(17) 0.0237(14) 0.0005(12) -0.0004(11) -0.0010(13) C9 0.0421(19) 0.076(3) 0.057(2) 0.024(2) -0.0012(16) 0.0074(19) C10 0.065(3) 0.048(2) 0.102(4) -0.024(2) 0.008(2) -0.014(2) C11 0.0255(13) 0.0338(16) 0.0421(17) -0.0069(13) 0.0059(12) 0.0009(12) C12 0.0346(16) 0.052(2) 0.074(3) -0.0093(19) 0.0154(16) -0.0076(16) C13 0.0451(18) 0.0395(19) 0.057(2) -0.0061(16) -0.0118(16) 0.0092(15) C14 0.0338(14) 0.0213(13) 0.0264(14) -0.0065(10) 0.0092(11) -0.0068(11) C15 0.023(5) 0.033(5) 0.030(5) -0.021(4) 0.007(4) -0.009(4) C16 0.034(4) 0.035(5) 0.034(6) -0.013(4) 0.023(4) -0.016(3) C17 0.042(3) 0.023(3) 0.040(3) 0.002(2) 0.016(3) -0.010(2) C18 0.025(5) 0.039(5) 0.069(10) 0.007(5) -0.004(5) -0.014(4) C19 0.070(6) 0.027(5) 0.046(7) -0.008(4) 0.045(6) -0.004(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 In1 N1 2.298(2) 2_656 ? In1 N1 2.298(2) . ? N1 C1 1.345(3) . ? N1 C2 1.421(3) . ? N2 C1 1.375(5) . ? N2 C14 1.484(3) . ? N2 C14 1.484(3) 2_656 ? C1 N1 1.345(3) 2_656 ? C2 C3 1.405(4) . ? C2 C7 1.415(4) . ? C3 C4 1.396(4) . ? C3 C8 1.516(4) . ? C4 C5 1.384(5) . ? C5 C6 1.377(5) . ? C6 C7 1.388(4) . ? C7 C11 1.528(4) . ? C8 C10 1.514(5) . ? C8 C9 1.530(4) . ? C11 C13 1.528(4) . ? C11 C12 1.533(4) . ? C14 C15 1.510(12) . ? C14 C19 1.546(11) . ? C14 C16 1.549(11) . ? C14 C18 1.573(12) . ? C15 C17 1.537(13) . ? C16 C17 1.522(12) 2_656 ? C17 C16 1.522(12) 2_656 ? C19 C17 2.009(13) 2_656 ? 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 In1 N1 57.90(11) 2_656 . ? C1 N1 C2 128.0(2) . . ? C1 N1 In1 95.24(17) . . ? C2 N1 In1 129.26(16) . . ? C1 N2 C14 120.51(15) . . ? C1 N2 C14 120.51(15) . 2_656 ? C14 N2 C14 119.0(3) . 2_656 ? N1 C1 N1 111.6(3) . 2_656 ? N1 C1 N2 124.19(16) . . ? N1 C1 N2 124.19(16) 2_656 . ? C3 C2 C7 120.3(2) . . ? C3 C2 N1 118.1(2) . . ? C7 C2 N1 121.2(2) . . ? C4 C3 C2 118.7(3) . . ? C4 C3 C8 119.9(3) . . ? C2 C3 C8 121.3(2) . . ? C5 C4 C3 121.2(3) . . ? C6 C5 C4 119.5(3) . . ? C5 C6 C7 121.9(3) . . ? C6 C7 C2 118.4(3) . . ? C6 C7 C11 120.2(3) . . ? C2 C7 C11 121.4(2) . . ? C10 C8 C3 111.4(3) . . ? C10 C8 C9 110.8(3) . . ? C3 C8 C9 111.8(3) . . ? C7 C11 C13 110.4(2) . . ? C7 C11 C12 113.5(3) . . ? C13 C11 C12 110.0(3) . . ? N2 C14 C15 107.3(5) . . ? N2 C14 C19 116.2(6) . . ? C15 C14 C19 113.0(7) . . ? N2 C14 C16 107.8(5) . . ? C15 C14 C16 102.1(6) . . ? C19 C14 C16 18.8(5) . . ? N2 C14 C18 115.5(7) . . ? C15 C14 C18 15.2(8) . . ? C19 C14 C18 116.1(9) . . ? C16 C14 C18 109.7(8) . . ? C14 C15 C17 112.0(8) . . ? C17 C16 C14 113.7(7) 2_656 . ? C16 C17 C15 109.5(7) 2_656 . ? C14 C19 C17 91.7(5) . 2_656 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.73 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.777 _refine_diff_density_min -0.769 _refine_diff_density_rms 0.085 # Attachment 'cmpd15.CIF' data_compound15 _database_code_depnum_ccdc_archive 'CCDC 679103' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H56 In N2 P' _chemical_formula_weight 674.63 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.866(5) _cell_length_b 12.021(5) _cell_length_c 16.135(5) _cell_angle_alpha 82.804(5) _cell_angle_beta 80.474(5) _cell_angle_gamma 68.833(5) _cell_volume 1755.4(13) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.276 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 712 _exptl_absorpt_coefficient_mu 0.745 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.721 _exptl_absorpt_correction_T_max 0.815 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _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 14452 _diffrn_reflns_av_R_equivalents 0.0282 _diffrn_reflns_av_sigmaI/netI 0.0458 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 27.00 _reflns_number_total 7622 _reflns_number_gt 6583 _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^)+(0.0280P)^2^+1.1425P] 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 7622 _refine_ls_number_parameters 378 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0412 _refine_ls_R_factor_gt 0.0326 _refine_ls_wR_factor_ref 0.0807 _refine_ls_wR_factor_gt 0.0768 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _refine_ls_shift/su_max 0.002 _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 In1 In 1.209471(17) 0.068671(15) 0.336004(11) 0.03124(7) Uani 1 1 d . . . P1 P 0.75486(5) 0.36355(5) 0.22860(3) 0.01811(11) Uani 1 1 d . . . N1 N 0.98611(17) 0.17796(15) 0.29437(11) 0.0180(4) Uani 1 1 d . . . C1 C 0.9498(2) 0.28733(17) 0.25154(12) 0.0165(4) Uani 1 1 d . . . N2 N 1.04409(18) 0.34049(15) 0.22239(11) 0.0187(4) Uani 1 1 d . . . C2 C 0.8827(2) 0.12148(18) 0.33087(13) 0.0185(4) Uani 1 1 d . . . C3 C 0.7932(2) 0.15716(19) 0.40788(14) 0.0209(4) Uani 1 1 d . . . C4 C 0.7076(2) 0.0901(2) 0.44711(14) 0.0257(5) Uani 1 1 d . . . H4 H 0.6453 0.1148 0.4980 0.031 Uiso 1 1 calc R . . C5 C 0.7115(3) -0.0111(2) 0.41339(16) 0.0301(5) Uani 1 1 d . . . H5 H 0.6540 -0.0565 0.4416 0.036 Uiso 1 1 calc R . . C6 C 0.7991(3) -0.0461(2) 0.33880(16) 0.0291(5) Uani 1 1 d . . . H6 H 0.8015 -0.1160 0.3160 0.035 Uiso 1 1 calc R . . C7 C 0.8847(2) 0.01919(19) 0.29569(14) 0.0227(4) Uani 1 1 d . . . C8 C 0.7949(2) 0.2618(2) 0.45087(14) 0.0255(5) Uani 1 1 d . . . H8 H 0.8368 0.3116 0.4073 0.031 Uiso 1 1 calc R . . C9 C 0.6420(3) 0.3421(2) 0.48611(19) 0.0438(7) Uani 1 1 d . . . H9A H 0.5802 0.3710 0.4407 0.066 Uiso 1 1 calc R . . H9B H 0.6493 0.4104 0.5101 0.066 Uiso 1 1 calc R . . H9C H 0.5986 0.2965 0.5301 0.066 Uiso 1 1 calc R . . C10 C 0.8965(4) 0.2172(3) 0.51908(19) 0.0486(7) Uani 1 1 d . . . H10A H 0.8600 0.1661 0.5622 0.073 Uiso 1 1 calc R . . H10B H 0.8994 0.2857 0.5450 0.073 Uiso 1 1 calc R . . H10C H 0.9955 0.1711 0.4938 0.073 Uiso 1 1 calc R . . C11 C 0.9749(3) -0.0215(2) 0.21249(15) 0.0289(5) Uani 1 1 d . . . H11 H 1.0251 0.0371 0.1902 0.035 Uiso 1 1 calc R . . C12 C 0.8797(3) -0.0233(3) 0.14676(17) 0.0421(6) Uani 1 1 d . . . H12A H 0.8324 -0.0826 0.1658 0.063 Uiso 1 1 calc R . . H12B H 0.9415 -0.0443 0.0928 0.063 Uiso 1 1 calc R . . H12C H 0.8046 0.0559 0.1397 0.063 Uiso 1 1 calc R . . C13 C 1.0944(3) -0.1450(2) 0.22379(19) 0.0448(7) Uani 1 1 d . . . H13A H 1.1584 -0.1416 0.2631 0.067 Uiso 1 1 calc R . . H13B H 1.1526 -0.1679 0.1692 0.067 Uiso 1 1 calc R . . H13C H 1.0484 -0.2043 0.2463 0.067 Uiso 1 1 calc R . . C14 C 1.1921(2) 0.27941(19) 0.23524(13) 0.0211(4) Uani 1 1 d . . . C15 C 1.2473(2) 0.3061(2) 0.30310(14) 0.0255(5) Uani 1 1 d . . . C16 C 1.3966(3) 0.2508(2) 0.31070(16) 0.0352(6) Uani 1 1 d . . . H16 H 1.4347 0.2697 0.3553 0.042 Uiso 1 1 calc R . . C17 C 1.4896(3) 0.1697(3) 0.25520(17) 0.0386(6) Uani 1 1 d . . . H17 H 1.5904 0.1329 0.2618 0.046 Uiso 1 1 calc R . . C18 C 1.4357(2) 0.1421(2) 0.19020(16) 0.0342(6) Uani 1 1 d . . . H18 H 1.5005 0.0857 0.1523 0.041 Uiso 1 1 calc R . . C19 C 1.2876(2) 0.1952(2) 0.17845(14) 0.0236(5) Uani 1 1 d . . . C20 C 1.1467(3) 0.3981(2) 0.36287(15) 0.0300(5) Uani 1 1 d . . . H20 H 1.0488 0.3883 0.3717 0.036 Uiso 1 1 calc R . . C21 C 1.1974(3) 0.3826(3) 0.44936(18) 0.0464(7) Uani 1 1 d . . . H21A H 1.2136 0.3004 0.4732 0.070 Uiso 1 1 calc R . . H21B H 1.1221 0.4385 0.4868 0.070 Uiso 1 1 calc R . . H21C H 1.2890 0.3989 0.4437 0.070 Uiso 1 1 calc R . . C22 C 1.1257(3) 0.5245(2) 0.32138(19) 0.0422(6) Uani 1 1 d . . . H22A H 1.2197 0.5375 0.3123 0.063 Uiso 1 1 calc R . . H22B H 1.0546 0.5837 0.3582 0.063 Uiso 1 1 calc R . . H22C H 1.0894 0.5327 0.2671 0.063 Uiso 1 1 calc R . . C23 C 1.2336(2) 0.1709(2) 0.10224(14) 0.0262(5) Uani 1 1 d . . . H23 H 1.1247 0.1935 0.1145 0.031 Uiso 1 1 calc R . . C24 C 1.2670(3) 0.2516(3) 0.02708(16) 0.0411(6) Uani 1 1 d . . . H24A H 1.2290 0.3347 0.0425 0.062 Uiso 1 1 calc R . . H24B H 1.2203 0.2451 -0.0203 0.062 Uiso 1 1 calc R . . H24C H 1.3733 0.2269 0.0107 0.062 Uiso 1 1 calc R . . C25 C 1.2977(3) 0.0394(2) 0.08109(19) 0.0419(6) Uani 1 1 d . . . H25A H 1.4031 0.0176 0.0623 0.063 Uiso 1 1 calc R . . H25B H 1.2491 0.0281 0.0361 0.063 Uiso 1 1 calc R . . H25C H 1.2817 -0.0116 0.1313 0.063 Uiso 1 1 calc R . . C26 C 0.7874(2) 0.33484(19) 0.11389(14) 0.0215(4) Uani 1 1 d . . . H26 H 0.8509 0.2488 0.1102 0.026 Uiso 1 1 calc R . . C27 C 0.8688(2) 0.4066(2) 0.05358(13) 0.0229(5) Uani 1 1 d . . . H27A H 0.8117 0.4930 0.0562 0.027 Uiso 1 1 calc R . . H27B H 0.9652 0.3914 0.0720 0.027 Uiso 1 1 calc R . . C28 C 0.8921(3) 0.3730(2) -0.03724(15) 0.0308(5) Uani 1 1 d . . . H28A H 0.9401 0.4239 -0.0744 0.037 Uiso 1 1 calc R . . H28B H 0.9578 0.2886 -0.0412 0.037 Uiso 1 1 calc R . . C29 C 0.7470(3) 0.3892(2) -0.06681(15) 0.0327(5) Uani 1 1 d . . . H29A H 0.6841 0.4747 -0.0671 0.039 Uiso 1 1 calc R . . H29B H 0.7651 0.3643 -0.1250 0.039 Uiso 1 1 calc R . . C30 C 0.6687(3) 0.3150(2) -0.00901(16) 0.0361(6) Uani 1 1 d . . . H30A H 0.7281 0.2291 -0.0125 0.043 Uiso 1 1 calc R . . H30B H 0.5731 0.3289 -0.0279 0.043 Uiso 1 1 calc R . . C31 C 0.6439(3) 0.3473(2) 0.08236(15) 0.0298(5) Uani 1 1 d . . . H31A H 0.5981 0.2943 0.1187 0.036 Uiso 1 1 calc R . . H31B H 0.5753 0.4306 0.0868 0.036 Uiso 1 1 calc R . . C32 C 0.7348(2) 0.52383(18) 0.22836(13) 0.0205(4) Uani 1 1 d . . . H32 H 0.8207 0.5378 0.1922 0.025 Uiso 1 1 calc R . . C33 C 0.7299(3) 0.55443(19) 0.31832(14) 0.0265(5) Uani 1 1 d . . . H33A H 0.6489 0.5357 0.3550 0.032 Uiso 1 1 calc R . . H33B H 0.8229 0.5046 0.3401 0.032 Uiso 1 1 calc R . . C34 C 0.7075(3) 0.6864(2) 0.32146(17) 0.0362(6) Uani 1 1 d . . . H34A H 0.7024 0.7036 0.3805 0.043 Uiso 1 1 calc R . . H34B H 0.7926 0.7034 0.2884 0.043 Uiso 1 1 calc R . . C35 C 0.5683(3) 0.7676(2) 0.28666(16) 0.0361(6) Uani 1 1 d . . . H35A H 0.4820 0.7576 0.3234 0.043 Uiso 1 1 calc R . . H35B H 0.5609 0.8521 0.2861 0.043 Uiso 1 1 calc R . . C36 C 0.5687(3) 0.7380(2) 0.19815(16) 0.0352(6) Uani 1 1 d . . . H36A H 0.6471 0.7586 0.1601 0.042 Uiso 1 1 calc R . . H36B H 0.4738 0.7872 0.1783 0.042 Uiso 1 1 calc R . . C37 C 0.5934(3) 0.6053(2) 0.19379(16) 0.0308(5) Uani 1 1 d . . . H37A H 0.5091 0.5869 0.2267 0.037 Uiso 1 1 calc R . . H37B H 0.5985 0.5890 0.1345 0.037 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 In1 0.02341(9) 0.02935(11) 0.03383(11) 0.01212(7) -0.00757(7) -0.00371(7) P1 0.0160(2) 0.0171(3) 0.0208(3) 0.0018(2) -0.0057(2) -0.0049(2) N1 0.0161(8) 0.0135(8) 0.0221(9) 0.0030(7) -0.0044(7) -0.0030(7) C1 0.0181(9) 0.0148(10) 0.0155(10) -0.0024(8) -0.0026(8) -0.0037(8) N2 0.0177(8) 0.0177(9) 0.0208(9) 0.0028(7) -0.0055(7) -0.0064(7) C2 0.0167(9) 0.0158(10) 0.0211(11) 0.0049(8) -0.0060(8) -0.0040(8) C3 0.0190(10) 0.0193(11) 0.0219(11) 0.0037(8) -0.0052(8) -0.0042(8) C4 0.0256(11) 0.0280(12) 0.0225(12) 0.0063(9) -0.0033(9) -0.0106(10) C5 0.0302(12) 0.0277(13) 0.0359(14) 0.0087(10) -0.0066(10) -0.0169(10) C6 0.0346(13) 0.0192(11) 0.0380(14) -0.0004(10) -0.0092(11) -0.0131(10) C7 0.0220(10) 0.0174(11) 0.0278(12) 0.0003(9) -0.0064(9) -0.0049(9) C8 0.0311(12) 0.0244(12) 0.0213(11) -0.0006(9) -0.0003(9) -0.0117(10) C9 0.0446(16) 0.0354(15) 0.0468(17) -0.0132(13) 0.0157(13) -0.0145(13) C10 0.069(2) 0.0439(17) 0.0420(17) -0.0023(13) -0.0256(15) -0.0231(15) C11 0.0335(12) 0.0225(12) 0.0308(13) -0.0060(10) -0.0020(10) -0.0094(10) C12 0.0555(17) 0.0401(16) 0.0349(15) -0.0095(12) -0.0047(13) -0.0200(14) C13 0.0465(16) 0.0268(14) 0.0502(18) -0.0109(12) 0.0038(13) -0.0015(12) C14 0.0169(10) 0.0220(11) 0.0233(11) 0.0082(9) -0.0043(8) -0.0081(8) C15 0.0232(11) 0.0294(12) 0.0269(12) 0.0069(9) -0.0081(9) -0.0134(10) C16 0.0232(12) 0.0512(16) 0.0340(14) 0.0054(12) -0.0118(10) -0.0155(11) C17 0.0163(11) 0.0506(17) 0.0416(15) 0.0121(13) -0.0073(10) -0.0062(11) C18 0.0203(11) 0.0399(14) 0.0326(14) 0.0071(11) 0.0010(10) -0.0040(10) C19 0.0193(10) 0.0258(11) 0.0216(11) 0.0088(9) -0.0018(8) -0.0068(9) C20 0.0270(12) 0.0364(14) 0.0299(13) -0.0028(10) -0.0085(10) -0.0129(10) C21 0.0415(15) 0.064(2) 0.0349(16) -0.0100(14) -0.0143(12) -0.0140(14) C22 0.0495(16) 0.0338(15) 0.0481(17) -0.0030(12) -0.0101(13) -0.0185(13) C23 0.0224(11) 0.0283(12) 0.0224(12) 0.0009(9) 0.0005(9) -0.0047(9) C24 0.0378(14) 0.0566(18) 0.0251(13) 0.0109(12) -0.0027(11) -0.0169(13) C25 0.0348(14) 0.0369(15) 0.0447(17) -0.0100(12) 0.0012(12) -0.0019(12) C26 0.0235(11) 0.0184(11) 0.0235(11) -0.0005(9) -0.0077(9) -0.0067(9) C27 0.0254(11) 0.0237(11) 0.0196(11) 0.0017(9) -0.0056(9) -0.0085(9) C28 0.0354(13) 0.0298(13) 0.0242(12) -0.0035(10) -0.0044(10) -0.0069(11) C29 0.0431(14) 0.0315(13) 0.0242(13) -0.0027(10) -0.0123(11) -0.0100(11) C30 0.0466(15) 0.0382(15) 0.0323(14) 0.0011(11) -0.0201(12) -0.0200(12) C31 0.0309(12) 0.0357(14) 0.0285(13) 0.0023(10) -0.0124(10) -0.0162(11) C32 0.0197(10) 0.0163(10) 0.0233(11) 0.0008(8) -0.0046(8) -0.0035(8) C33 0.0341(12) 0.0187(11) 0.0241(12) 0.0005(9) -0.0095(9) -0.0043(9) C34 0.0516(16) 0.0221(12) 0.0323(14) -0.0038(10) -0.0115(12) -0.0064(11) C35 0.0426(14) 0.0215(12) 0.0321(14) -0.0021(10) -0.0010(11) 0.0017(11) C36 0.0391(14) 0.0221(12) 0.0311(14) 0.0014(10) -0.0083(11) 0.0058(10) C37 0.0294(12) 0.0253(12) 0.0307(13) -0.0001(10) -0.0108(10) 0.0011(10) _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 In1 N1 2.2829(19) . ? P1 C32 1.864(2) . ? P1 C26 1.879(2) . ? P1 C1 1.885(2) . ? N1 C1 1.360(3) . ? N1 C2 1.432(3) . ? C1 N2 1.305(3) . ? N2 C14 1.415(3) . ? C2 C7 1.410(3) . ? C2 C3 1.416(3) . ? C3 C4 1.397(3) . ? C3 C8 1.517(3) . ? C4 C5 1.380(3) . ? C5 C6 1.375(3) . ? C6 C7 1.400(3) . ? C7 C11 1.513(3) . ? C8 C9 1.527(3) . ? C8 C10 1.528(4) . ? C11 C12 1.535(4) . ? C11 C13 1.539(3) . ? C14 C15 1.418(3) . ? C14 C19 1.418(3) . ? C15 C16 1.400(3) . ? C15 C20 1.515(3) . ? C16 C17 1.377(4) . ? C17 C18 1.375(4) . ? C18 C19 1.403(3) . ? C19 C23 1.516(3) . ? C20 C21 1.527(3) . ? C20 C22 1.537(4) . ? C23 C24 1.525(3) . ? C23 C25 1.536(4) . ? C26 C31 1.533(3) . ? C26 C27 1.539(3) . ? C27 C28 1.527(3) . ? C28 C29 1.522(3) . ? C29 C30 1.520(4) . ? C30 C31 1.529(3) . ? C32 C33 1.530(3) . ? C32 C37 1.533(3) . ? C33 C34 1.526(3) . ? C34 C35 1.518(4) . ? C35 C36 1.513(4) . ? C36 C37 1.534(3) . ? 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 C32 P1 C26 104.21(10) . . ? C32 P1 C1 100.94(9) . . ? C26 P1 C1 97.64(9) . . ? C1 N1 C2 124.17(16) . . ? C1 N1 In1 126.17(13) . . ? C2 N1 In1 109.11(12) . . ? N2 C1 N1 123.52(18) . . ? N2 C1 P1 118.03(15) . . ? N1 C1 P1 118.39(14) . . ? C1 N2 C14 117.75(17) . . ? C7 C2 C3 119.75(19) . . ? C7 C2 N1 119.15(18) . . ? C3 C2 N1 120.53(18) . . ? C4 C3 C2 118.9(2) . . ? C4 C3 C8 119.5(2) . . ? C2 C3 C8 121.55(18) . . ? C5 C4 C3 121.3(2) . . ? C6 C5 C4 119.7(2) . . ? C5 C6 C7 121.4(2) . . ? C6 C7 C2 118.9(2) . . ? C6 C7 C11 119.0(2) . . ? C2 C7 C11 122.18(19) . . ? C3 C8 C9 113.04(19) . . ? C3 C8 C10 110.3(2) . . ? C9 C8 C10 111.3(2) . . ? C7 C11 C12 112.2(2) . . ? C7 C11 C13 111.4(2) . . ? C12 C11 C13 110.1(2) . . ? N2 C14 C15 119.97(19) . . ? N2 C14 C19 120.37(19) . . ? C15 C14 C19 119.61(19) . . ? C16 C15 C14 118.7(2) . . ? C16 C15 C20 121.3(2) . . ? C14 C15 C20 119.92(19) . . ? C17 C16 C15 121.7(2) . . ? C18 C17 C16 119.7(2) . . ? C17 C18 C19 121.6(2) . . ? C18 C19 C14 118.7(2) . . ? C18 C19 C23 120.5(2) . . ? C14 C19 C23 120.61(19) . . ? C15 C20 C21 113.8(2) . . ? C15 C20 C22 109.6(2) . . ? C21 C20 C22 111.4(2) . . ? C19 C23 C24 108.8(2) . . ? C19 C23 C25 113.8(2) . . ? C24 C23 C25 110.6(2) . . ? C31 C26 C27 110.45(18) . . ? C31 C26 P1 110.81(15) . . ? C27 C26 P1 116.82(15) . . ? C28 C27 C26 111.88(18) . . ? C29 C28 C27 111.0(2) . . ? C30 C29 C28 110.5(2) . . ? C29 C30 C31 111.3(2) . . ? C30 C31 C26 112.0(2) . . ? C33 C32 C37 108.98(18) . . ? C33 C32 P1 109.57(14) . . ? C37 C32 P1 110.66(15) . . ? C34 C33 C32 111.27(19) . . ? C35 C34 C33 111.9(2) . . ? C36 C35 C34 110.4(2) . . ? C35 C36 C37 111.9(2) . . ? C32 C37 C36 111.9(2) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.394 _refine_diff_density_min -0.568 _refine_diff_density_rms 0.066 # Attachment 'cmpd9.CIF' data_compound9 _database_code_depnum_ccdc_archive 'CCDC 679104' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H48 N3 Tl' _chemical_formula_weight 667.09 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' Tl Tl -2.8358 9.6688 '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)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.425(3) _cell_length_b 11.625(2) _cell_length_c 18.247(4) _cell_angle_alpha 90.00 _cell_angle_beta 104.28(3) _cell_angle_gamma 90.00 _cell_volume 2965.1(10) _cell_formula_units_Z 4 _cell_measurement_temperature 150(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 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.494 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1344 _exptl_absorpt_coefficient_mu 5.470 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.211 _exptl_absorpt_correction_T_max 0.348 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _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 11705 _diffrn_reflns_av_R_equivalents 0.0302 _diffrn_reflns_av_sigmaI/netI 0.0410 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 26.50 _reflns_number_total 6130 _reflns_number_gt 5324 _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^)+(0.0138P)^2^+4.4562P] 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 6130 _refine_ls_number_parameters 328 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0348 _refine_ls_R_factor_gt 0.0269 _refine_ls_wR_factor_ref 0.0575 _refine_ls_wR_factor_gt 0.0549 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.002 _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 Tl1 Tl 0.400201(9) 0.061381(11) 0.909588(8) 0.02408(5) Uani 1 1 d . . . N1 N 0.28819(18) -0.0976(2) 0.89771(14) 0.0131(5) Uani 1 1 d . . . C1 C 0.1915(2) -0.0897(2) 0.87390(16) 0.0125(6) Uani 1 1 d . . . N2 N 0.14802(18) 0.0042(2) 0.84229(13) 0.0127(5) Uani 1 1 d . . . C2 C 0.3392(2) -0.1767(2) 0.95208(16) 0.0140(6) Uani 1 1 d . . . N3 N 0.13295(17) -0.1828(2) 0.88189(13) 0.0128(5) Uani 1 1 d . . . C3 C 0.3330(2) -0.1745(2) 1.02880(17) 0.0163(6) Uani 1 1 d . . . C4 C 0.3952(2) -0.2436(3) 1.08121(18) 0.0207(7) Uani 1 1 d . . . H4 H 0.3917 -0.2417 1.1325 0.025 Uiso 1 1 calc R . . C5 C 0.4617(2) -0.3149(3) 1.06127(19) 0.0246(7) Uani 1 1 d . . . H5 H 0.5038 -0.3603 1.0983 0.029 Uiso 1 1 calc R . . C6 C 0.4659(2) -0.3188(3) 0.9862(2) 0.0246(7) Uani 1 1 d . . . H6 H 0.5109 -0.3682 0.9721 0.029 Uiso 1 1 calc R . . C7 C 0.4056(2) -0.2522(3) 0.93111(18) 0.0182(7) Uani 1 1 d . . . C8 C 0.2641(2) -0.0955(3) 1.05599(17) 0.0184(7) Uani 1 1 d . . . H8 H 0.2168 -0.0655 1.0104 0.022 Uiso 1 1 calc R . . C9 C 0.3179(3) 0.0075(3) 1.09841(19) 0.0277(8) Uani 1 1 d . . . H9A H 0.3670 -0.0199 1.1422 0.041 Uiso 1 1 calc R . . H9B H 0.2729 0.0576 1.1156 0.041 Uiso 1 1 calc R . . H9C H 0.3484 0.0507 1.0646 0.041 Uiso 1 1 calc R . . C10 C 0.2080(3) -0.1573(3) 1.1056(2) 0.0285(8) Uani 1 1 d . . . H10A H 0.1724 -0.2219 1.0775 0.043 Uiso 1 1 calc R . . H10B H 0.1632 -0.1033 1.1197 0.043 Uiso 1 1 calc R . . H10C H 0.2527 -0.1862 1.1514 0.043 Uiso 1 1 calc R . . C11 C 0.4075(2) -0.2651(3) 0.84812(18) 0.0211(7) Uani 1 1 d . . . H11 H 0.3495 -0.2256 0.8169 0.025 Uiso 1 1 calc R . . C12 C 0.4950(3) -0.2085(4) 0.8310(2) 0.0341(9) Uani 1 1 d . . . H12A H 0.4937 -0.1256 0.8407 0.051 Uiso 1 1 calc R . . H12B H 0.4946 -0.2214 0.7778 0.051 Uiso 1 1 calc R . . H12C H 0.5532 -0.2419 0.8635 0.051 Uiso 1 1 calc R . . C13 C 0.4019(3) -0.3923(3) 0.8245(2) 0.0381(10) Uani 1 1 d . . . H13A H 0.3914 -0.3977 0.7694 0.057 Uiso 1 1 calc R . . H13B H 0.3488 -0.4294 0.8400 0.057 Uiso 1 1 calc R . . H13C H 0.4620 -0.4309 0.8490 0.057 Uiso 1 1 calc R . . C14 C 0.2020(2) 0.0984(2) 0.82950(16) 0.0129(6) Uani 1 1 d . . . C15 C 0.2128(2) 0.1973(3) 0.87616(17) 0.0154(6) Uani 1 1 d . . . C16 C 0.2613(2) 0.2932(3) 0.85798(18) 0.0192(7) Uani 1 1 d . . . H16 H 0.2681 0.3596 0.8893 0.023 Uiso 1 1 calc R . . C17 C 0.2995(2) 0.2939(3) 0.79564(18) 0.0218(7) Uani 1 1 d . . . H17 H 0.3326 0.3596 0.7844 0.026 Uiso 1 1 calc R . . C18 C 0.2890(2) 0.1971(3) 0.74952(18) 0.0193(7) Uani 1 1 d . . . H18 H 0.3146 0.1978 0.7063 0.023 Uiso 1 1 calc R . . C19 C 0.2417(2) 0.0993(2) 0.76516(17) 0.0142(6) Uani 1 1 d . . . C20 C 0.1663(2) 0.2021(3) 0.94215(17) 0.0186(7) Uani 1 1 d . . . H20 H 0.1616 0.1216 0.9603 0.022 Uiso 1 1 calc R . . C21 C 0.0646(3) 0.2495(3) 0.9148(2) 0.0279(8) Uani 1 1 d . . . H21A H 0.0671 0.3270 0.8943 0.042 Uiso 1 1 calc R . . H21B H 0.0344 0.2526 0.9573 0.042 Uiso 1 1 calc R . . H21C H 0.0273 0.1991 0.8753 0.042 Uiso 1 1 calc R . . C22 C 0.2222(3) 0.2735(3) 1.00902(19) 0.0310(9) Uani 1 1 d . . . H22A H 0.2898 0.2511 1.0210 0.046 Uiso 1 1 calc R . . H22B H 0.1963 0.2597 1.0531 0.046 Uiso 1 1 calc R . . H22C H 0.2163 0.3553 0.9958 0.046 Uiso 1 1 calc R . . C23 C 0.2270(2) -0.0033(3) 0.71182(17) 0.0189(7) Uani 1 1 d . . . H23 H 0.2278 -0.0741 0.7431 0.023 Uiso 1 1 calc R . . C24 C 0.1279(3) 0.0042(3) 0.65641(19) 0.0280(8) Uani 1 1 d . . . H24A H 0.1249 0.0729 0.6248 0.042 Uiso 1 1 calc R . . H24B H 0.0786 0.0089 0.6849 0.042 Uiso 1 1 calc R . . H24C H 0.1171 -0.0644 0.6242 0.042 Uiso 1 1 calc R . . C25 C 0.3044(3) -0.0168(3) 0.6691(2) 0.0282(8) Uani 1 1 d . . . H25A H 0.3025 0.0489 0.6351 0.042 Uiso 1 1 calc R . . H25B H 0.2936 -0.0880 0.6394 0.042 Uiso 1 1 calc R . . H25C H 0.3672 -0.0201 0.7052 0.042 Uiso 1 1 calc R . . C26 C 0.1646(2) -0.3003(2) 0.86945(18) 0.0186(7) Uani 1 1 d . . . H26 H 0.2350 -0.2953 0.8739 0.022 Uiso 1 1 calc R . . C27 C 0.1520(3) -0.3838(3) 0.9307(2) 0.0328(9) Uani 1 1 d . . . H27A H 0.1892 -0.3569 0.9801 0.049 Uiso 1 1 calc R . . H27B H 0.1744 -0.4603 0.9205 0.049 Uiso 1 1 calc R . . H27C H 0.0842 -0.3879 0.9309 0.049 Uiso 1 1 calc R . . C28 C 0.1200(3) -0.3471(3) 0.7904(2) 0.0327(9) Uani 1 1 d . . . H28A H 0.0511 -0.3573 0.7840 0.049 Uiso 1 1 calc R . . H28B H 0.1493 -0.4213 0.7839 0.049 Uiso 1 1 calc R . . H28C H 0.1311 -0.2926 0.7524 0.049 Uiso 1 1 calc R . . C29 C 0.0283(2) -0.1682(3) 0.86980(18) 0.0176(7) Uani 1 1 d . . . H29 H 0.0033 -0.2452 0.8803 0.021 Uiso 1 1 calc R . . C30 C 0.0046(3) -0.0866(3) 0.9277(2) 0.0256(8) Uani 1 1 d . . . H30A H 0.0393 -0.1104 0.9786 0.038 Uiso 1 1 calc R . . H30B H -0.0643 -0.0886 0.9239 0.038 Uiso 1 1 calc R . . H30C H 0.0237 -0.0083 0.9180 0.038 Uiso 1 1 calc R . . C31 C -0.0285(2) -0.1354(3) 0.79022(19) 0.0256(8) Uani 1 1 d . . . H31A H -0.0183 -0.0537 0.7813 0.038 Uiso 1 1 calc R . . H31B H -0.0967 -0.1493 0.7855 0.038 Uiso 1 1 calc R . . H31C H -0.0067 -0.1820 0.7529 0.038 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 Tl1 0.01460(8) 0.01842(7) 0.03673(9) 0.00551(6) 0.00161(6) -0.00306(5) N1 0.0134(14) 0.0102(12) 0.0154(13) 0.0019(10) 0.0030(11) -0.0003(10) C1 0.0138(17) 0.0141(14) 0.0108(14) -0.0012(11) 0.0050(12) -0.0010(12) N2 0.0130(14) 0.0116(12) 0.0139(12) 0.0016(10) 0.0040(11) 0.0024(10) C2 0.0087(15) 0.0115(14) 0.0202(15) 0.0040(12) 0.0002(12) -0.0060(12) N3 0.0099(13) 0.0108(12) 0.0173(13) 0.0020(10) 0.0028(10) -0.0015(10) C3 0.0121(16) 0.0118(14) 0.0233(16) 0.0019(13) 0.0012(13) -0.0053(12) C4 0.0196(18) 0.0220(17) 0.0181(16) 0.0072(13) 0.0003(14) -0.0047(14) C5 0.0182(18) 0.0201(16) 0.0316(19) 0.0124(15) -0.0011(14) -0.0030(14) C6 0.0182(18) 0.0149(15) 0.038(2) 0.0018(15) 0.0019(15) 0.0041(14) C7 0.0145(17) 0.0138(15) 0.0251(17) -0.0009(13) 0.0023(14) -0.0030(13) C8 0.0219(18) 0.0204(16) 0.0119(15) 0.0015(13) 0.0021(13) 0.0018(14) C9 0.035(2) 0.0242(18) 0.0236(18) -0.0035(15) 0.0074(16) -0.0037(16) C10 0.028(2) 0.0286(19) 0.031(2) 0.0041(15) 0.0123(17) 0.0001(16) C11 0.0169(18) 0.0199(16) 0.0243(17) -0.0035(14) 0.0011(14) 0.0029(13) C12 0.024(2) 0.050(2) 0.031(2) -0.0060(18) 0.0127(17) -0.0023(18) C13 0.047(3) 0.026(2) 0.039(2) -0.0105(17) 0.006(2) 0.0068(18) C14 0.0081(15) 0.0135(14) 0.0156(15) 0.0047(12) 0.0002(12) 0.0025(12) C15 0.0133(16) 0.0134(14) 0.0178(15) -0.0007(12) 0.0004(12) 0.0021(12) C16 0.0181(18) 0.0114(15) 0.0248(17) -0.0001(13) -0.0008(14) -0.0018(13) C17 0.0193(18) 0.0156(16) 0.0311(19) 0.0034(14) 0.0073(15) -0.0054(13) C18 0.0201(18) 0.0174(16) 0.0221(16) 0.0043(13) 0.0085(14) -0.0006(13) C19 0.0131(16) 0.0120(14) 0.0173(15) 0.0013(12) 0.0035(13) 0.0007(12) C20 0.0241(18) 0.0127(15) 0.0188(16) 0.0008(13) 0.0051(14) 0.0036(13) C21 0.028(2) 0.032(2) 0.0262(19) 0.0080(16) 0.0117(16) 0.0072(16) C22 0.049(3) 0.0233(18) 0.0194(18) -0.0022(14) 0.0051(17) 0.0014(17) C23 0.0256(19) 0.0157(16) 0.0177(16) 0.0012(13) 0.0098(14) 0.0010(14) C24 0.028(2) 0.031(2) 0.0246(18) -0.0064(15) 0.0061(16) -0.0027(16) C25 0.028(2) 0.0265(18) 0.033(2) -0.0033(16) 0.0135(17) 0.0032(16) C26 0.0191(18) 0.0104(15) 0.0262(17) -0.0026(13) 0.0055(14) -0.0016(13) C27 0.036(2) 0.0162(17) 0.045(2) 0.0098(16) 0.0060(19) -0.0001(16) C28 0.032(2) 0.029(2) 0.037(2) -0.0160(16) 0.0086(18) -0.0014(17) C29 0.0106(16) 0.0171(16) 0.0256(17) 0.0020(13) 0.0056(13) -0.0025(12) C30 0.023(2) 0.0295(19) 0.0289(19) 0.0012(15) 0.0148(16) 0.0016(15) C31 0.0155(18) 0.0268(18) 0.0301(19) 0.0011(15) -0.0031(15) 0.0009(14) _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 Tl1 N1 2.429(2) . ? Tl1 C14 2.903(3) . ? N1 C1 1.358(4) . ? N1 C2 1.417(4) . ? C1 N2 1.319(4) . ? C1 N3 1.402(4) . ? N2 C14 1.397(4) . ? C2 C7 1.420(4) . ? C2 C3 1.425(4) . ? N3 C26 1.476(4) . ? N3 C29 1.481(4) . ? C3 C4 1.393(4) . ? C3 C8 1.524(4) . ? C4 C5 1.383(5) . ? C5 C6 1.386(5) . ? C6 C7 1.391(5) . ? C7 C11 1.529(4) . ? C8 C9 1.529(5) . ? C8 C10 1.533(4) . ? C11 C12 1.524(5) . ? C11 C13 1.536(5) . ? C14 C15 1.417(4) . ? C14 C19 1.427(4) . ? C15 C16 1.398(4) . ? C15 C20 1.518(4) . ? C16 C17 1.381(4) . ? C17 C18 1.391(4) . ? C18 C19 1.391(4) . ? C19 C23 1.520(4) . ? C20 C21 1.530(5) . ? C20 C22 1.530(5) . ? C23 C25 1.520(5) . ? C23 C24 1.536(5) . ? C26 C27 1.525(4) . ? C26 C28 1.528(5) . ? C29 C30 1.520(4) . ? C29 C31 1.529(4) . ? 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 Tl1 C14 61.14(8) . . ? C1 N1 C2 125.7(2) . . ? C1 N1 Tl1 125.78(19) . . ? C2 N1 Tl1 102.23(17) . . ? N2 C1 N1 122.4(3) . . ? N2 C1 N3 116.8(3) . . ? N1 C1 N3 120.8(3) . . ? C1 N2 C14 119.8(3) . . ? N1 C2 C7 118.7(3) . . ? N1 C2 C3 121.9(3) . . ? C7 C2 C3 119.0(3) . . ? C1 N3 C26 118.8(2) . . ? C1 N3 C29 121.0(2) . . ? C26 N3 C29 115.2(2) . . ? C4 C3 C2 118.6(3) . . ? C4 C3 C8 119.0(3) . . ? C2 C3 C8 122.3(3) . . ? C5 C4 C3 122.4(3) . . ? C4 C5 C6 118.8(3) . . ? C5 C6 C7 121.6(3) . . ? C6 C7 C2 119.5(3) . . ? C6 C7 C11 120.1(3) . . ? C2 C7 C11 120.4(3) . . ? C3 C8 C9 110.2(3) . . ? C3 C8 C10 113.1(3) . . ? C9 C8 C10 110.1(3) . . ? C12 C11 C7 112.2(3) . . ? C12 C11 C13 110.3(3) . . ? C7 C11 C13 111.1(3) . . ? N2 C14 C15 121.3(3) . . ? N2 C14 C19 119.8(3) . . ? C15 C14 C19 118.8(3) . . ? N2 C14 Tl1 108.68(18) . . ? C15 C14 Tl1 82.49(18) . . ? C19 C14 Tl1 82.55(18) . . ? C16 C15 C14 119.5(3) . . ? C16 C15 C20 120.3(3) . . ? C14 C15 C20 120.1(3) . . ? C17 C16 C15 121.6(3) . . ? C16 C17 C18 119.2(3) . . ? C17 C18 C19 121.5(3) . . ? C18 C19 C14 119.4(3) . . ? C18 C19 C23 120.5(3) . . ? C14 C19 C23 120.0(3) . . ? C15 C20 C21 109.3(3) . . ? C15 C20 C22 113.7(3) . . ? C21 C20 C22 109.8(3) . . ? C25 C23 C19 113.9(3) . . ? C25 C23 C24 110.5(3) . . ? C19 C23 C24 109.7(3) . . ? N3 C26 C27 112.3(3) . . ? N3 C26 C28 113.6(3) . . ? C27 C26 C28 111.5(3) . . ? N3 C29 C30 111.3(3) . . ? N3 C29 C31 117.2(3) . . ? C30 C29 C31 110.2(3) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.569 _refine_diff_density_min -1.099 _refine_diff_density_rms 0.099