# Supplementary Material for PCCP # This journal is © The Owner Societies 2011 data_global _journal_name_full Phys.Chem.Chem.Phys.(PCCP) _journal_coden_cambridge 1326 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Yang Chen' _publ_contact_author_email 210509023@suda.edu.cn loop_ _publ_author_name 'Yang Chen' 'Zhou Yang' 'Xin-Yi Wu' 'Chun-Yan Ni' 'Zhi-Gang Ren' 'Hui-Fang Wang' 'Jian-Ping Lang' data_1 _database_code_depnum_ccdc_archive 'CCDC 798869' #TrackingRef 'For CCDC numbers(new).CIF' #============================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '3(C22 H22 Bi2 I8 N4), 3(C11 H11 N2), Bi2 I9' _chemical_formula_sum 'C99 H99 Bi8 I33 N18' _chemical_formula_weight 7400.51 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' Bi Bi -4.1077 10.2566 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P n m a' _symmetry_space_group_name_Hall '-P 2ac 2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 24.862(5) _cell_length_b 31.758(6) _cell_length_c 20.555(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 16230(5) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 57594 _cell_measurement_theta_min 3.0415 _cell_measurement_theta_max 27.4932 _exptl_crystal_description Platelet _exptl_crystal_colour Red _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.37 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.029 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 12928 _exptl_absorpt_coefficient_mu 14.961 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.013 _exptl_absorpt_correction_T_max 0.079 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Company, Tokyo, Japan.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 'Rigaku MercuryCCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 76304 _diffrn_reflns_av_R_equivalents 0.0781 _diffrn_reflns_av_sigmaI/netI 0.0720 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -41 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 27.49 _reflns_number_total 18781 _reflns_number_gt 15139 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL97 _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^)+(0.0638P)^2^+250.5144P] 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 18781 _refine_ls_number_parameters 752 _refine_ls_number_restraints 260 _refine_ls_R_factor_all 0.1118 _refine_ls_R_factor_gt 0.0893 _refine_ls_wR_factor_ref 0.2076 _refine_ls_wR_factor_gt 0.1949 _refine_ls_goodness_of_fit_ref 1.189 _refine_ls_restrained_S_all 1.186 _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 Bi3 Bi 0.01450(3) -0.063011(19) 1.06957(3) 0.03836(16) Uani 1 1 d . . . I9 I 0.01556(5) -0.12485(4) 0.96002(5) 0.0502(3) Uani 1 1 d . . . I10 I -0.05712(6) -0.11354(4) 1.15250(6) 0.0620(3) Uani 1 1 d . . . I11 I 0.11370(5) -0.09771(4) 1.12567(6) 0.0537(3) Uani 1 1 d . . . I12 I -0.08292(4) -0.00970(4) 1.00556(6) 0.0488(3) Uani 1 1 d . . . N5 N 0.0141(6) -0.0122(4) 1.1684(6) 0.046(3) Uani 1 1 d . . . N6 N -0.0344(6) 0.1264(5) 1.4293(6) 0.042(3) Uani 1 1 d . . . C23 C 0.0184(9) -0.0245(5) 1.2306(9) 0.058(5) Uani 1 1 d . . . H23 H 0.0277 -0.0527 1.2387 0.070 Uiso 1 1 calc R . . C24 C 0.0102(8) 0.0014(6) 1.2832(9) 0.056(5) Uani 1 1 d . . . H24 H 0.0162 -0.0087 1.3255 0.067 Uiso 1 1 calc R . . C25 C -0.0072(7) 0.0427(5) 1.2734(8) 0.042(4) Uani 1 1 d . . . C26 C -0.0106(7) 0.0570(5) 1.2083(7) 0.040(4) Uani 1 1 d . . . H26 H -0.0199 0.0851 1.1991 0.048 Uiso 1 1 calc R . . C27 C -0.0002(8) 0.0292(5) 1.1586(8) 0.052(4) Uani 1 1 d . . . H27 H -0.0030 0.0389 1.1155 0.062 Uiso 1 1 calc R . . C28 C -0.0630(7) 0.1311(5) 1.3741(8) 0.041(4) Uani 1 1 d . . . H28 H -0.0875 0.1534 1.3700 0.049 Uiso 1 1 calc R . . C29 C -0.0562(6) 0.1030(5) 1.3237(6) 0.031(3) Uani 1 1 d . . . H29 H -0.0779 0.1054 1.2864 0.037 Uiso 1 1 calc R . . C30 C -0.0175(6) 0.0709(5) 1.3272(7) 0.034(3) Uani 1 1 d . . . C31 C 0.0102(7) 0.0679(6) 1.3856(8) 0.046(4) Uani 1 1 d . . . H31 H 0.0361 0.0466 1.3911 0.055 Uiso 1 1 calc R . . C32 C 0.0004(7) 0.0957(6) 1.4356(8) 0.049(4) Uani 1 1 d . . . H32 H 0.0191 0.0925 1.4751 0.058 Uiso 1 1 calc R . . C33 C -0.0433(8) 0.1573(6) 1.4811(8) 0.057(5) Uani 1 1 d . . . H33A H -0.0654 0.1449 1.5149 0.086 Uiso 1 1 calc R . . H33B H -0.0613 0.1818 1.4633 0.086 Uiso 1 1 calc R . . H33C H -0.0089 0.1657 1.4994 0.086 Uiso 1 1 calc R . . Bi1 Bi 0.34906(2) -0.062574(18) 0.06264(3) 0.03522(15) Uani 1 1 d . . . Bi2 Bi 0.31759(2) 0.061613(19) -0.07793(3) 0.03646(15) Uani 1 1 d . . . I1 I 0.35618(5) -0.12435(3) -0.04876(5) 0.0451(3) Uani 1 1 d . . . I2 I 0.44703(5) -0.09663(4) 0.12323(5) 0.0508(3) Uani 1 1 d . . . I3 I 0.27701(5) -0.11415(4) 0.14308(6) 0.0554(3) Uani 1 1 d . . . I4 I 0.41627(4) 0.01286(4) -0.00720(5) 0.0451(3) Uani 1 1 d . . . I5 I 0.24986(4) -0.01330(3) -0.00494(5) 0.0448(3) Uani 1 1 d . . . I6 I 0.30846(5) 0.12174(3) 0.03252(5) 0.0472(3) Uani 1 1 d . . . I7 I 0.39073(5) 0.11434(4) -0.15506(6) 0.0554(3) Uani 1 1 d . . . I8 I 0.22003(5) 0.09617(4) -0.13802(6) 0.0532(3) Uani 1 1 d . . . N1 N 0.3442(7) -0.0122(4) 0.1618(6) 0.051(4) Uani 1 1 d . . . N2 N 0.3063(6) 0.1250(4) 0.4251(6) 0.041(3) Uani 1 1 d . . . C1 C 0.3273(7) 0.0281(5) 0.1515(7) 0.044(4) Uani 1 1 d . . . H1 H 0.3221 0.0377 0.1087 0.053 Uiso 1 1 calc R . . C2 C 0.3181(7) 0.0545(5) 0.2018(7) 0.045(4) Uani 1 1 d . . . H2 H 0.3054 0.0819 0.1933 0.054 Uiso 1 1 calc R . . C3 C 0.3268(6) 0.0421(4) 0.2659(7) 0.032(3) Uani 1 1 d . . . C4 C 0.3467(7) 0.0008(5) 0.2755(8) 0.044(4) Uani 1 1 d . . . H4 H 0.3559 -0.0088 0.3173 0.052 Uiso 1 1 calc R . . C5 C 0.3523(8) -0.0249(6) 0.2225(8) 0.052(5) Uani 1 1 d . . . H5 H 0.3624 -0.0531 0.2294 0.063 Uiso 1 1 calc R . . C6 C 0.3413(8) 0.0940(6) 0.4300(7) 0.053(5) Uani 1 1 d . . . H6 H 0.3607 0.0903 0.4689 0.064 Uiso 1 1 calc R . . C7 C 0.3496(7) 0.0668(5) 0.3780(7) 0.044(4) Uani 1 1 d . . . H7 H 0.3760 0.0457 0.3812 0.053 Uiso 1 1 calc R . . C8 C 0.3196(7) 0.0704(5) 0.3217(7) 0.037(3) Uani 1 1 d . . . C9 C 0.2829(7) 0.1021(5) 0.3184(7) 0.044(4) Uani 1 1 d . . . H9 H 0.2615 0.1053 0.2810 0.053 Uiso 1 1 calc R . . C10 C 0.2769(7) 0.1301(5) 0.3710(8) 0.044(4) Uani 1 1 d . . . H10 H 0.2523 0.1525 0.3682 0.052 Uiso 1 1 calc R . . C21 C 0.2980(10) 0.1549(6) 0.4798(8) 0.066(6) Uani 1 1 d . . . H21A H 0.2675 0.1458 0.5057 0.098 Uiso 1 1 calc R . . H21B H 0.2910 0.1828 0.4625 0.098 Uiso 1 1 calc R . . H21C H 0.3300 0.1557 0.5067 0.098 Uiso 1 1 calc R . . N7 N 0.5084(10) -0.2500 0.1101(15) 0.098(9) Uani 1 2 d SDU . . N8 N 0.5611(8) -0.2500 0.4492(12) 0.079(7) Uani 1 2 d SDU . . C34 C 0.5129(8) -0.2152(8) 0.1467(14) 0.108(8) Uani 1 1 d DU . . H34 H 0.5087 -0.1893 0.1252 0.129 Uiso 1 1 calc R . . C35 C 0.5232(8) -0.2134(8) 0.2141(13) 0.095(7) Uani 1 1 d DU . . H35 H 0.5255 -0.1873 0.2356 0.114 Uiso 1 1 calc R . . C36 C 0.5296(8) -0.2500 0.2472(17) 0.076(7) Uani 1 2 d SDU . . C37 C 0.5399(8) -0.2500 0.3166(17) 0.079(7) Uani 1 2 d SDU . . C38 C 0.5446(8) -0.2137(8) 0.3528(12) 0.106(8) Uani 1 1 d DU . . H38 H 0.5405 -0.1875 0.3322 0.127 Uiso 1 1 calc R . . C39 C 0.5548(9) -0.2150(8) 0.4154(12) 0.104(7) Uani 1 1 d DU . . H39 H 0.5578 -0.1892 0.4377 0.124 Uiso 1 1 calc R . . C40 C 0.5720(11) -0.2500 0.5176(15) 0.113(13) Uani 1 2 d SDU . . H40A H 0.5981 -0.2718 0.5276 0.135 Uiso 0.50 1 d PR . . H40B H 0.5390 -0.2554 0.5413 0.135 Uiso 0.50 1 d PR . . H40C H 0.5863 -0.2228 0.5303 0.135 Uiso 0.50 1 d PR . . N9 N 0.3431(10) -0.2500 0.3832(14) 0.099(9) Uani 1 2 d SDU . . N10 N 0.3856(8) -0.2500 0.0456(12) 0.081(7) Uani 1 2 d SDU . . C41 C 0.3472(8) -0.2147(9) 0.3502(13) 0.110(8) Uani 1 1 d DU . . H41 H 0.3444 -0.1892 0.3731 0.132 Uiso 1 1 calc R . . C42 C 0.3558(8) -0.2129(7) 0.2817(12) 0.095(7) Uani 1 1 d DU . . H42 H 0.3584 -0.1870 0.2596 0.114 Uiso 1 1 calc R . . C43 C 0.3600(8) -0.2500 0.2498(15) 0.067(6) Uani 1 2 d SDU . . C44 C 0.3687(7) -0.2500 0.1786(15) 0.064(6) Uani 1 2 d SDU . . C45 C 0.3732(8) -0.2126(7) 0.1426(11) 0.087(7) Uani 1 1 d DU . . H45 H 0.3703 -0.1864 0.1637 0.105 Uiso 1 1 calc R . . C46 C 0.3818(8) -0.2140(8) 0.0777(11) 0.097(7) Uani 1 1 d DU . . H46 H 0.3850 -0.1886 0.0546 0.116 Uiso 1 1 calc R . . C47 C 0.3949(10) -0.2500 -0.0267(14) 0.080(9) Uani 1 2 d SDU . . H47A H 0.4300 -0.2381 -0.0360 0.096 Uiso 0.50 1 d PR . . H47B H 0.3673 -0.2332 -0.0478 0.096 Uiso 0.50 1 d PR . . H47C H 0.3933 -0.2787 -0.0429 0.096 Uiso 0.50 1 d PR . . N11 N 0.3142(10) 0.2500 -0.4011(14) 0.112(10) Uani 1 2 d SDU . . N12 N 0.2849(7) 0.2500 -0.0604(11) 0.071(6) Uani 1 2 d SDU . . C48 C 0.3123(8) 0.2159(9) -0.3665(13) 0.114(8) Uani 1 1 d DU . . H48 H 0.3148 0.1901 -0.3886 0.137 Uiso 1 1 calc R . . C49 C 0.3067(8) 0.2145(8) -0.2979(12) 0.104(8) Uani 1 1 d DU . . H49 H 0.3058 0.1885 -0.2762 0.124 Uiso 1 1 calc R . . C50 C 0.3027(8) 0.2500 -0.2648(14) 0.062(6) Uani 1 2 d SDU . . C51 C 0.2964(7) 0.2500 -0.1935(14) 0.065(6) Uani 1 2 d SDU . . C52 C 0.2947(8) 0.2126(7) -0.1587(10) 0.084(6) Uani 1 1 d DU . . H52 H 0.2976 0.1864 -0.1797 0.101 Uiso 1 1 calc R . . C53 C 0.2886(8) 0.2151(7) -0.0929(11) 0.085(6) Uani 1 1 d DU . . H53 H 0.2869 0.1897 -0.0695 0.102 Uiso 1 1 calc R . . C54 C 0.2784(9) 0.2500 0.0118(13) 0.073(8) Uani 1 2 d SDU . . H54A H 0.3084 0.2648 0.0316 0.087 Uiso 0.50 1 d PR . . H54B H 0.2777 0.2212 0.0275 0.087 Uiso 0.50 1 d PR . . H54C H 0.2450 0.2640 0.0232 0.087 Uiso 0.50 1 d PR . . N3 N 0.3238(7) 0.0105(4) -0.1785(6) 0.049(4) Uani 1 1 d . . . N4 N 0.3607(6) -0.1333(4) -0.4355(6) 0.044(3) Uani 1 1 d . . . C11 C 0.3387(7) -0.0297(5) -0.1664(7) 0.047(4) Uani 1 1 d . . . H11 H 0.3432 -0.0388 -0.1232 0.056 Uiso 1 1 calc R . . C12 C 0.3475(7) -0.0575(6) -0.2173(8) 0.047(4) Uani 1 1 d . . . H12 H 0.3584 -0.0852 -0.2085 0.057 Uiso 1 1 calc R . . C13 C 0.3402(6) -0.0447(5) -0.2808(7) 0.033(3) Uani 1 1 d . . . C14 C 0.3252(7) -0.0037(5) -0.2916(7) 0.046(4) Uani 1 1 d . . . H14 H 0.3200 0.0064 -0.3341 0.055 Uiso 1 1 calc R . . C15 C 0.3180(9) 0.0220(5) -0.2396(8) 0.058(5) Uani 1 1 d . . . H15 H 0.3082 0.0501 -0.2478 0.069 Uiso 1 1 calc R . . C16 C 0.3325(7) -0.0975(7) -0.4453(8) 0.053(5) Uani 1 1 d . . . H16 H 0.3172 -0.0922 -0.4863 0.063 Uiso 1 1 calc R . . C17 C 0.3260(8) -0.0682(6) -0.3952(8) 0.053(5) Uani 1 1 d . . . H17 H 0.3067 -0.0432 -0.4030 0.063 Uiso 1 1 calc R . . C18 C 0.3477(6) -0.0756(5) -0.3338(7) 0.036(3) Uani 1 1 d . . . C19 C 0.3768(8) -0.1109(5) -0.3280(8) 0.048(4) Uani 1 1 d . . . H19 H 0.3948 -0.1159 -0.2885 0.058 Uiso 1 1 calc R . . C20 C 0.3818(8) -0.1399(6) -0.3763(7) 0.052(5) Uani 1 1 d . . . H20 H 0.4004 -0.1651 -0.3680 0.063 Uiso 1 1 calc R . . C22 C 0.3656(10) -0.1636(6) -0.4879(9) 0.066(6) Uani 1 1 d . . . H22A H 0.3937 -0.1547 -0.5176 0.099 Uiso 1 1 calc R . . H22B H 0.3317 -0.1654 -0.5112 0.099 Uiso 1 1 calc R . . H22C H 0.3746 -0.1910 -0.4700 0.099 Uiso 1 1 calc R . . Bi4 Bi 0.51096(5) -0.2500 0.74724(4) 0.0504(3) Uani 1 2 d SU . . Bi5 Bi 0.68751(6) -0.2500 0.75154(8) 0.0388(3) Uani 0.82 2 d SPU . . Bi5' Bi 0.6626(3) -0.2500 0.7446(4) 0.0448(15) Uani 0.18 2 d SPU . . I13 I 0.44370(5) -0.18438(4) 0.80739(6) 0.0547(3) Uani 1 1 d U . . I14 I 0.45323(11) -0.2500 0.62096(9) 0.0737(6) Uani 1 2 d SU . . I15 I 0.59612(9) -0.2500 0.86852(8) 0.0625(5) Uani 1 2 d SU . . I16 I 0.59983(6) -0.18343(4) 0.68894(6) 0.0547(3) Uani 1 1 d U . . I17 I 0.74845(8) -0.18332(4) 0.81577(7) 0.0839(5) Uani 1 1 d U . . I18 I 0.75267(10) -0.2500 0.63240(9) 0.0679(6) Uani 1 2 d SU . . 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 Bi3 0.0450(4) 0.0302(3) 0.0398(3) -0.0029(2) -0.0010(3) 0.0027(3) I9 0.0723(8) 0.0352(6) 0.0431(5) -0.0063(5) -0.0018(5) -0.0018(5) I10 0.0654(8) 0.0597(8) 0.0610(7) 0.0027(6) 0.0110(6) -0.0113(7) I11 0.0591(7) 0.0479(7) 0.0542(6) -0.0065(5) -0.0137(6) 0.0123(6) I12 0.0403(6) 0.0437(6) 0.0624(7) -0.0004(5) -0.0015(5) 0.0037(5) N5 0.067(10) 0.030(7) 0.040(7) 0.003(6) -0.003(7) 0.009(7) N6 0.046(8) 0.044(8) 0.036(6) -0.004(6) -0.004(6) -0.011(7) C23 0.100(16) 0.025(8) 0.050(10) -0.006(7) 0.003(10) 0.003(9) C24 0.086(14) 0.032(9) 0.050(9) 0.013(8) -0.013(10) 0.003(9) C25 0.047(9) 0.035(9) 0.043(8) -0.009(7) -0.007(7) -0.015(7) C26 0.065(11) 0.017(7) 0.038(8) 0.006(6) -0.003(7) 0.000(7) C27 0.079(13) 0.038(10) 0.039(8) -0.009(7) 0.001(9) 0.008(9) C28 0.053(10) 0.018(7) 0.050(9) -0.004(6) -0.004(8) 0.009(7) C29 0.028(7) 0.035(8) 0.029(6) 0.009(6) -0.005(6) -0.009(6) C30 0.040(8) 0.027(7) 0.034(7) 0.009(6) -0.006(6) -0.014(6) C31 0.041(9) 0.045(10) 0.051(9) 0.001(8) -0.006(8) 0.005(8) C32 0.053(11) 0.049(11) 0.043(9) -0.009(8) -0.017(8) 0.004(9) C33 0.063(12) 0.063(13) 0.045(9) 0.008(9) -0.002(9) 0.009(10) Bi1 0.0439(3) 0.0282(3) 0.0336(3) -0.0037(2) 0.0005(2) 0.0035(2) Bi2 0.0447(4) 0.0301(3) 0.0346(3) -0.0029(2) -0.0009(2) 0.0036(2) I1 0.0648(7) 0.0345(5) 0.0359(5) -0.0063(4) 0.0016(5) 0.0030(5) I2 0.0569(7) 0.0490(7) 0.0465(6) -0.0035(5) -0.0107(5) 0.0103(6) I3 0.0630(8) 0.0508(7) 0.0525(6) 0.0017(5) 0.0099(6) -0.0092(6) I4 0.0405(6) 0.0397(6) 0.0551(6) -0.0001(5) -0.0025(5) 0.0013(5) I5 0.0403(6) 0.0400(6) 0.0543(6) -0.0048(5) -0.0017(5) 0.0011(5) I6 0.0691(7) 0.0360(6) 0.0365(5) -0.0050(4) -0.0020(5) 0.0011(5) I7 0.0616(8) 0.0528(7) 0.0518(6) 0.0028(6) 0.0067(6) -0.0086(6) I8 0.0564(7) 0.0507(7) 0.0527(6) -0.0053(5) -0.0150(5) 0.0101(6) N1 0.087(12) 0.036(8) 0.030(6) -0.003(6) -0.013(7) -0.002(8) N2 0.068(9) 0.027(7) 0.028(6) 0.001(5) 0.007(6) 0.005(7) C1 0.065(11) 0.033(9) 0.034(7) 0.010(7) 0.000(8) 0.002(8) C2 0.073(12) 0.025(8) 0.038(8) 0.005(6) -0.001(8) 0.002(8) C3 0.036(8) 0.025(7) 0.034(7) -0.006(6) 0.007(6) 0.003(6) C4 0.061(11) 0.032(8) 0.037(8) 0.000(7) -0.008(8) 0.004(8) C5 0.077(13) 0.034(9) 0.046(9) -0.006(8) 0.001(9) -0.005(9) C6 0.074(13) 0.060(12) 0.026(7) 0.004(8) -0.010(8) -0.015(10) C7 0.051(10) 0.046(10) 0.034(7) -0.012(7) 0.000(7) 0.015(8) C8 0.054(10) 0.023(7) 0.033(7) -0.001(6) 0.005(7) 0.003(7) C9 0.073(12) 0.034(9) 0.027(7) 0.000(6) 0.002(7) -0.017(8) C10 0.059(11) 0.026(8) 0.045(8) 0.002(7) 0.012(8) 0.004(7) C21 0.112(17) 0.052(12) 0.033(8) -0.004(8) 0.009(10) -0.006(12) N7 0.13(2) 0.078(17) 0.086(16) 0.000 -0.018(18) 0.000 N8 0.12(2) 0.054(12) 0.062(11) 0.000 0.032(13) 0.000 C34 0.17(2) 0.052(12) 0.103(12) 0.015(9) -0.032(17) -0.022(14) C35 0.14(2) 0.051(11) 0.089(11) 0.004(8) 0.000(15) -0.009(13) C36 0.095(19) 0.052(12) 0.080(11) 0.000 0.010(16) 0.000 C37 0.10(2) 0.056(13) 0.079(11) 0.000 0.018(16) 0.000 C38 0.18(2) 0.067(13) 0.074(9) -0.008(8) 0.013(15) 0.040(15) C39 0.18(2) 0.056(12) 0.076(9) -0.008(8) 0.017(15) 0.033(14) C40 0.17(4) 0.11(3) 0.054(11) 0.000 0.049(18) 0.000 N9 0.14(2) 0.103(19) 0.059(14) 0.000 0.006(16) 0.000 N10 0.13(2) 0.058(12) 0.053(10) 0.000 -0.022(13) 0.000 C41 0.17(2) 0.079(15) 0.079(11) -0.019(9) 0.003(16) -0.030(16) C42 0.16(2) 0.041(10) 0.080(10) -0.009(8) 0.010(14) -0.032(13) C43 0.079(17) 0.045(11) 0.076(10) 0.000 0.016(14) 0.000 C44 0.075(16) 0.047(12) 0.070(10) 0.000 0.002(14) 0.000 C45 0.152(19) 0.045(10) 0.065(8) 0.000(7) 0.000(13) 0.042(12) C46 0.17(2) 0.053(11) 0.064(8) 0.007(7) -0.011(14) 0.023(14) C47 0.11(3) 0.07(2) 0.064(11) 0.000 -0.004(17) 0.000 N11 0.16(3) 0.10(2) 0.068(15) 0.000 0.039(18) 0.000 N12 0.109(18) 0.054(11) 0.050(9) 0.000 -0.002(13) 0.000 C48 0.19(2) 0.074(15) 0.078(10) -0.023(9) 0.034(16) -0.038(16) C49 0.18(2) 0.059(12) 0.074(10) -0.013(8) 0.023(15) -0.037(14) C50 0.069(15) 0.055(12) 0.062(9) 0.000 0.022(13) 0.000 C51 0.085(17) 0.048(12) 0.062(9) 0.000 0.003(14) 0.000 C52 0.151(19) 0.039(10) 0.063(8) 0.000(7) 0.001(13) 0.023(12) C53 0.153(19) 0.041(10) 0.061(8) 0.006(7) -0.007(13) 0.011(12) C54 0.09(2) 0.07(2) 0.052(10) 0.000 -0.015(15) 0.000 N3 0.084(11) 0.030(7) 0.034(7) -0.005(6) 0.005(7) 0.003(7) N4 0.050(8) 0.039(8) 0.044(7) -0.012(6) 0.011(6) -0.005(7) C11 0.068(12) 0.042(10) 0.030(7) -0.004(7) 0.006(8) 0.005(9) C12 0.054(11) 0.048(10) 0.040(8) 0.005(8) 0.004(8) 0.002(8) C13 0.030(8) 0.042(9) 0.028(6) -0.006(6) -0.007(6) 0.003(7) C14 0.070(12) 0.034(9) 0.034(7) 0.020(7) -0.004(8) 0.012(8) C15 0.109(16) 0.030(9) 0.033(8) -0.003(7) -0.001(9) 0.016(10) C16 0.051(10) 0.074(14) 0.033(8) -0.010(9) -0.009(8) -0.012(10) C17 0.072(13) 0.043(10) 0.043(9) -0.002(8) -0.020(9) 0.016(9) C18 0.044(9) 0.038(8) 0.025(6) 0.007(6) -0.001(6) 0.001(7) C19 0.074(12) 0.035(9) 0.036(8) -0.001(7) 0.008(8) 0.011(9) C20 0.082(13) 0.040(10) 0.036(8) 0.003(7) -0.014(9) 0.026(9) C22 0.106(17) 0.039(10) 0.052(10) -0.027(9) 0.010(11) -0.009(11) Bi4 0.0828(7) 0.0268(4) 0.0415(5) 0.000 0.0130(5) 0.000 Bi5 0.0515(8) 0.0287(6) 0.0361(6) 0.000 0.0030(7) 0.000 Bi5' 0.069(3) 0.033(3) 0.032(3) 0.000 -0.002(3) 0.000 I13 0.0736(8) 0.0371(6) 0.0532(6) -0.0077(5) 0.0025(6) 0.0067(6) I14 0.136(2) 0.0362(9) 0.0485(9) 0.000 -0.0038(11) 0.000 I15 0.1071(15) 0.0385(9) 0.0419(8) 0.000 0.0159(9) 0.000 I16 0.0800(8) 0.0314(5) 0.0528(6) 0.0081(5) 0.0203(6) -0.0004(6) I17 0.1542(16) 0.0431(7) 0.0545(7) -0.0049(6) -0.0120(9) -0.0193(9) I18 0.1077(16) 0.0412(10) 0.0548(10) 0.000 0.0275(10) 0.000 _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 Bi3 N5 2.596(13) . ? Bi3 I11 2.9371(14) . ? Bi3 I10 2.9414(14) . ? Bi3 I9 2.9879(13) . ? Bi3 I12 3.2349(13) . ? Bi3 I12 3.2573(14) 5_557 ? I12 Bi3 3.2573(14) 5_557 ? N5 C23 1.34(2) . ? N5 C27 1.37(2) . ? N6 C32 1.31(2) . ? N6 C28 1.35(2) . ? N6 C33 1.47(2) . ? C23 C24 1.37(2) . ? C23 H23 0.9400 . ? C24 C25 1.40(2) . ? C24 H24 0.9400 . ? C25 C26 1.42(2) . ? C25 C30 1.45(2) . ? C26 C27 1.38(2) . ? C26 H26 0.9400 . ? C27 H27 0.9400 . ? C28 C29 1.38(2) . ? C28 H28 0.9400 . ? C29 C30 1.40(2) . ? C29 H29 0.9400 . ? C30 C31 1.39(2) . ? C31 C32 1.38(2) . ? C31 H31 0.9400 . ? C32 H32 0.9400 . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C33 H33C 0.9700 . ? Bi1 N1 2.595(13) . ? Bi1 I3 2.9370(14) . ? Bi1 I2 2.9417(13) . ? Bi1 I1 3.0205(12) . ? Bi1 I5 3.2344(13) . ? Bi1 I4 3.2545(13) . ? Bi2 N3 2.632(13) . ? Bi2 I8 2.9349(14) . ? Bi2 I7 2.9366(14) . ? Bi2 I6 2.9753(12) . ? Bi2 I4 3.2448(13) . ? Bi2 I5 3.2782(13) . ? N1 C5 1.33(2) . ? N1 C1 1.36(2) . ? N2 C6 1.32(2) . ? N2 C10 1.34(2) . ? N2 C21 1.49(2) . ? C1 C2 1.35(2) . ? C1 H1 0.9400 . ? C2 C3 1.39(2) . ? C2 H2 0.9400 . ? C3 C4 1.42(2) . ? C3 C8 1.467(19) . ? C4 C5 1.37(2) . ? C4 H4 0.9400 . ? C5 H5 0.9400 . ? C6 C7 1.39(2) . ? C6 H6 0.9400 . ? C7 C8 1.38(2) . ? C7 H7 0.9400 . ? C8 C9 1.36(2) . ? C9 C10 1.41(2) . ? C9 H9 0.9400 . ? C10 H10 0.9400 . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C21 H21C 0.9700 . ? N7 C34 1.34(3) . ? N7 C34 1.34(3) 8 ? N8 C39 1.32(3) 8 ? N8 C39 1.32(3) . ? N8 C40 1.43(4) . ? C34 C35 1.41(3) . ? C34 H34 0.9400 . ? C35 C36 1.36(3) . ? C35 H35 0.9400 . ? C36 C35 1.36(3) 8 ? C36 C37 1.45(5) . ? C37 C38 1.38(3) . ? C37 C38 1.38(3) 8 ? C38 C39 1.31(3) . ? C38 H38 0.9400 . ? C39 H39 0.9400 . ? C40 H40A 0.9709 . ? C40 H40B 0.9695 . ? C40 H40C 0.9699 . ? N9 C41 1.31(3) 8 ? N9 C41 1.31(3) . ? N10 C46 1.32(3) . ? N10 C46 1.32(3) 8 ? N10 C47 1.51(4) . ? C41 C42 1.42(3) . ? C41 H41 0.9400 . ? C42 C43 1.35(3) . ? C42 H42 0.9400 . ? C43 C42 1.35(3) 8 ? C43 C44 1.48(4) . ? C44 C45 1.40(3) 8 ? C44 C45 1.40(3) . ? C45 C46 1.35(3) . ? C45 H45 0.9400 . ? C46 H46 0.9400 . ? C47 H47A 0.9700 . ? C47 H47B 0.9714 . ? C47 H47C 0.9712 . ? N11 C48 1.30(3) . ? N11 C48 1.30(3) 8_565 ? N12 C53 1.30(2) 8_565 ? N12 C53 1.30(2) . ? N12 C54 1.49(3) . ? C48 C49 1.42(3) . ? C48 H48 0.9400 . ? C49 C50 1.32(3) . ? C49 H49 0.9400 . ? C50 C49 1.32(3) 8_565 ? C50 C51 1.47(4) . ? C51 C52 1.39(2) . ? C51 C52 1.39(2) 8_565 ? C52 C53 1.36(3) . ? C52 H52 0.9400 . ? C53 H53 0.9400 . ? C54 H54A 0.9710 . ? C54 H54B 0.9700 . ? C54 H54C 0.9706 . ? N3 C15 1.32(2) . ? N3 C11 1.35(2) . ? N4 C20 1.34(2) . ? N4 C16 1.35(2) . ? N4 C22 1.449(19) . ? C11 C12 1.39(2) . ? C11 H11 0.9400 . ? C12 C13 1.38(2) . ? C12 H12 0.9400 . ? C13 C14 1.37(2) . ? C13 C18 1.48(2) . ? C14 C15 1.36(2) . ? C14 H14 0.9400 . ? C15 H15 0.9400 . ? C16 C17 1.40(2) . ? C16 H16 0.9400 . ? C17 C18 1.39(2) . ? C17 H17 0.9400 . ? C18 C19 1.34(2) . ? C19 C20 1.36(2) . ? C19 H19 0.9400 . ? C20 H20 0.9400 . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C22 H22C 0.9700 . ? Bi4 I13 2.9443(14) 8 ? Bi4 I13 2.9443(14) . ? Bi4 I14 2.966(2) . ? Bi4 I15 3.271(2) . ? Bi4 I16 3.2844(15) . ? Bi4 I16 3.2844(15) 8 ? Bi5 Bi5' 0.635(7) . ? Bi5 I17 2.9194(19) . ? Bi5 I17 2.9194(19) 8 ? Bi5 I18 2.936(2) . ? Bi5 I16 3.2980(18) 8 ? Bi5 I16 3.2980(18) . ? Bi5 I15 3.308(2) . ? Bi5' I16 2.866(5) 8 ? Bi5' I16 2.866(5) . ? Bi5' I15 3.036(9) . ? Bi5' I18 3.215(9) . ? Bi5' I17 3.343(6) . ? Bi5' I17 3.343(6) 8 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N5 Bi3 I11 85.9(3) . . ? N5 Bi3 I10 83.3(3) . . ? I11 Bi3 I10 94.37(4) . . ? N5 Bi3 I9 177.4(3) . . ? I11 Bi3 I9 92.40(4) . . ? I10 Bi3 I9 94.79(4) . . ? N5 Bi3 I12 89.4(3) . . ? I11 Bi3 I12 169.99(4) . . ? I10 Bi3 I12 93.90(4) . . ? I9 Bi3 I12 92.52(4) . . ? N5 Bi3 I12 86.1(3) . 5_557 ? I11 Bi3 I12 90.78(4) . 5_557 ? I10 Bi3 I12 167.86(4) . 5_557 ? I9 Bi3 I12 95.97(4) . 5_557 ? I12 Bi3 I12 80.05(4) . 5_557 ? Bi3 I12 Bi3 99.95(4) . 5_557 ? C23 N5 C27 116.1(14) . . ? C23 N5 Bi3 124.4(11) . . ? C27 N5 Bi3 118.6(10) . . ? C32 N6 C28 121.0(14) . . ? C32 N6 C33 121.7(14) . . ? C28 N6 C33 117.3(14) . . ? N5 C23 C24 124.4(16) . . ? N5 C23 H23 117.8 . . ? C24 C23 H23 117.8 . . ? C23 C24 C25 119.6(16) . . ? C23 C24 H24 120.2 . . ? C25 C24 H24 120.2 . . ? C24 C25 C26 117.1(15) . . ? C24 C25 C30 121.8(15) . . ? C26 C25 C30 120.9(15) . . ? C27 C26 C25 119.0(14) . . ? C27 C26 H26 120.5 . . ? C25 C26 H26 120.5 . . ? C26 C27 N5 123.6(15) . . ? C26 C27 H27 118.2 . . ? N5 C27 H27 118.2 . . ? N6 C28 C29 119.9(14) . . ? N6 C28 H28 120.1 . . ? C29 C28 H28 120.1 . . ? C28 C29 C30 121.0(13) . . ? C28 C29 H29 119.5 . . ? C30 C29 H29 119.5 . . ? C31 C30 C29 115.8(14) . . ? C31 C30 C25 122.1(15) . . ? C29 C30 C25 122.1(13) . . ? C30 C31 C32 121.0(16) . . ? C30 C31 H31 119.5 . . ? C32 C31 H31 119.5 . . ? N6 C32 C31 121.3(15) . . ? N6 C32 H32 119.4 . . ? C31 C32 H32 119.4 . . ? N6 C33 H33A 109.5 . . ? N6 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? N6 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? N1 Bi1 I3 82.7(3) . . ? N1 Bi1 I2 86.2(3) . . ? I3 Bi1 I2 93.53(4) . . ? N1 Bi1 I1 177.5(3) . . ? I3 Bi1 I1 95.76(4) . . ? I2 Bi1 I1 91.92(4) . . ? N1 Bi1 I5 90.2(3) . . ? I3 Bi1 I5 92.67(4) . . ? I2 Bi1 I5 172.35(4) . . ? I1 Bi1 I5 91.91(3) . . ? N1 Bi1 I4 85.2(3) . . ? I3 Bi1 I4 166.41(4) . . ? I2 Bi1 I4 91.85(4) . . ? I1 Bi1 I4 96.53(4) . . ? I5 Bi1 I4 81.13(3) . . ? N3 Bi2 I8 87.0(3) . . ? N3 Bi2 I7 83.8(3) . . ? I8 Bi2 I7 94.09(4) . . ? N3 Bi2 I6 177.8(3) . . ? I8 Bi2 I6 91.04(4) . . ? I7 Bi2 I6 95.35(4) . . ? N3 Bi2 I4 90.8(3) . . ? I8 Bi2 I4 172.67(4) . . ? I7 Bi2 I4 92.63(4) . . ? I6 Bi2 I4 91.26(4) . . ? N3 Bi2 I5 86.7(3) . . ? I8 Bi2 I5 92.26(4) . . ? I7 Bi2 I5 168.23(4) . . ? I6 Bi2 I5 94.43(4) . . ? I4 Bi2 I5 80.62(3) . . ? Bi2 I4 Bi1 99.25(3) . . ? Bi1 I5 Bi2 98.97(3) . . ? C5 N1 C1 118.6(14) . . ? C5 N1 Bi1 122.9(11) . . ? C1 N1 Bi1 118.1(10) . . ? C6 N2 C10 121.0(13) . . ? C6 N2 C21 120.8(15) . . ? C10 N2 C21 118.2(14) . . ? C2 C1 N1 121.1(14) . . ? C2 C1 H1 119.5 . . ? N1 C1 H1 119.5 . . ? C1 C2 C3 121.5(15) . . ? C1 C2 H2 119.3 . . ? C3 C2 H2 119.3 . . ? C2 C3 C4 116.6(13) . . ? C2 C3 C8 123.2(14) . . ? C4 C3 C8 120.1(13) . . ? C5 C4 C3 118.5(15) . . ? C5 C4 H4 120.7 . . ? C3 C4 H4 120.7 . . ? N1 C5 C4 123.4(17) . . ? N1 C5 H5 118.3 . . ? C4 C5 H5 118.3 . . ? N2 C6 C7 120.2(15) . . ? N2 C6 H6 119.9 . . ? C7 C6 H6 119.9 . . ? C8 C7 C6 120.8(16) . . ? C8 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C9 C8 C7 117.8(14) . . ? C9 C8 C3 119.7(14) . . ? C7 C8 C3 122.5(14) . . ? C8 C9 C10 119.9(15) . . ? C8 C9 H9 120.0 . . ? C10 C9 H9 120.0 . . ? N2 C10 C9 120.2(15) . . ? N2 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? N2 C21 H21A 109.5 . . ? N2 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N2 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C34 N7 C34 111(3) . 8 ? C39 N8 C39 115(3) 8 . ? C39 N8 C40 122.6(15) 8 . ? C39 N8 C40 122.6(15) . . ? N7 C34 C35 127(3) . . ? N7 C34 H34 116.5 . . ? C35 C34 H34 116.5 . . ? C36 C35 C34 119(3) . . ? C36 C35 H35 120.7 . . ? C34 C35 H35 120.7 . . ? C35 C36 C35 118(3) 8 . ? C35 C36 C37 121.0(17) 8 . ? C35 C36 C37 121.0(17) . . ? C38 C37 C38 114(3) . 8 ? C38 C37 C36 123.2(17) . . ? C38 C37 C36 123.2(17) 8 . ? C39 C38 C37 121(3) . . ? C39 C38 H38 119.3 . . ? C37 C38 H38 119.3 . . ? C38 C39 N8 124(3) . . ? C38 C39 H39 117.8 . . ? N8 C39 H39 117.8 . . ? N8 C40 H40A 109.5 . . ? N8 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? N8 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.4 . . ? C41 N9 C41 117(3) 8 . ? C46 N10 C46 120(3) . 8 ? C46 N10 C47 120.2(14) . . ? C46 N10 C47 120.2(14) 8 . ? N9 C41 C42 124(3) . . ? N9 C41 H41 118.1 . . ? C42 C41 H41 118.1 . . ? C43 C42 C41 117(2) . . ? C43 C42 H42 121.5 . . ? C41 C42 H42 121.5 . . ? C42 C43 C42 121(3) . 8 ? C42 C43 C44 119.4(16) . . ? C42 C43 C44 119.4(16) 8 . ? C45 C44 C45 116(3) 8 . ? C45 C44 C43 122.2(14) 8 . ? C45 C44 C43 122.2(14) . . ? C46 C45 C44 120(2) . . ? C46 C45 H45 119.8 . . ? C44 C45 H45 119.8 . . ? N10 C46 C45 122(2) . . ? N10 C46 H46 119.0 . . ? C45 C46 H46 119.0 . . ? N10 C47 H47A 109.4 . . ? N10 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? N10 C47 H47C 109.4 . . ? H47A C47 H47C 109.6 . . ? H47B C47 H47C 109.5 . . ? C48 N11 C48 113(3) . 8_565 ? C53 N12 C53 117(3) 8_565 . ? C53 N12 C54 121.3(13) 8_565 . ? C53 N12 C54 121.3(13) . . ? N11 C48 C49 125(3) . . ? N11 C48 H48 117.4 . . ? C49 C48 H48 117.4 . . ? C50 C49 C48 120(3) . . ? C50 C49 H49 120.2 . . ? C48 C49 H49 120.2 . . ? C49 C50 C49 117(3) . 8_565 ? C49 C50 C51 121.4(16) . . ? C49 C50 C51 121.4(16) 8_565 . ? C52 C51 C52 118(3) . 8_565 ? C52 C51 C50 121.0(14) . . ? C52 C51 C50 121.0(14) 8_565 . ? C53 C52 C51 118(2) . . ? C53 C52 H52 121.2 . . ? C51 C52 H52 121.2 . . ? N12 C53 C52 125(2) . . ? N12 C53 H53 117.7 . . ? C52 C53 H53 117.7 . . ? N12 C54 H54A 109.5 . . ? N12 C54 H54B 109.4 . . ? H54A C54 H54B 109.3 . . ? N12 C54 H54C 109.4 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.6 . . ? C15 N3 C11 117.9(14) . . ? C15 N3 Bi2 124.9(11) . . ? C11 N3 Bi2 117.0(10) . . ? C20 N4 C16 118.0(14) . . ? C20 N4 C22 122.5(16) . . ? C16 N4 C22 119.5(15) . . ? N3 C11 C12 120.3(15) . . ? N3 C11 H11 119.8 . . ? C12 C11 H11 119.8 . . ? C13 C12 C11 120.5(16) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C12 C13 C14 117.9(14) . . ? C12 C13 C18 119.1(14) . . ? C14 C13 C18 123.0(13) . . ? C15 C14 C13 118.7(14) . . ? C15 C14 H14 120.7 . . ? C13 C14 H14 120.7 . . ? N3 C15 C14 124.8(16) . . ? N3 C15 H15 117.6 . . ? C14 C15 H15 117.6 . . ? N4 C16 C17 120.7(15) . . ? N4 C16 H16 119.6 . . ? C17 C16 H16 119.6 . . ? C18 C17 C16 120.7(16) . . ? C18 C17 H17 119.7 . . ? C16 C17 H17 119.7 . . ? C19 C18 C17 115.6(15) . . ? C19 C18 C13 123.9(13) . . ? C17 C18 C13 120.5(14) . . ? C18 C19 C20 123.5(16) . . ? C18 C19 H19 118.3 . . ? C20 C19 H19 118.3 . . ? C19 C20 N4 121.4(15) . . ? C19 C20 H20 119.3 . . ? N4 C20 H20 119.3 . . ? N4 C22 H22A 109.5 . . ? N4 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N4 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? I13 Bi4 I13 90.11(6) 8 . ? I13 Bi4 I14 95.32(5) 8 . ? I13 Bi4 I14 95.32(5) . . ? I13 Bi4 I15 92.73(4) 8 . ? I13 Bi4 I15 92.73(4) . . ? I14 Bi4 I15 168.61(7) . . ? I13 Bi4 I16 172.28(5) 8 . ? I13 Bi4 I16 94.57(4) . . ? I14 Bi4 I16 90.36(5) . . ? I15 Bi4 I16 80.95(4) . . ? I13 Bi4 I16 94.57(4) 8 8 ? I13 Bi4 I16 172.28(5) . 8 ? I14 Bi4 I16 90.36(5) . 8 ? I15 Bi4 I16 80.95(4) . 8 ? I16 Bi4 I16 80.14(5) . 8 ? Bi5' Bi5 I17 127.4(4) . . ? Bi5' Bi5 I17 127.4(4) . 8 ? I17 Bi5 I17 93.00(8) . 8 ? Bi5' Bi5 I18 110.5(9) . . ? I17 Bi5 I18 95.22(6) . . ? I17 Bi5 I18 95.22(6) 8 . ? Bi5' Bi5 I16 43.0(3) . 8 ? I17 Bi5 I16 169.88(7) . 8 ? I17 Bi5 I16 93.12(4) 8 8 ? I18 Bi5 I16 92.25(6) . 8 ? Bi5' Bi5 I16 43.0(3) . . ? I17 Bi5 I16 93.12(4) . . ? I17 Bi5 I16 169.88(7) 8 . ? I18 Bi5 I16 92.25(6) . . ? I16 Bi5 I16 79.74(6) 8 . ? Bi5' Bi5 I15 59.6(8) . . ? I17 Bi5 I15 91.59(6) . . ? I17 Bi5 I15 91.59(6) 8 . ? I18 Bi5 I15 170.10(9) . . ? I16 Bi5 I15 80.19(5) 8 . ? I16 Bi5 I15 80.19(5) . . ? Bi5 Bi5' I16 128.3(4) . 8 ? Bi5 Bi5' I16 128.3(4) . . ? I16 Bi5' I16 95.1(2) 8 . ? Bi5 Bi5' I15 110.1(9) . . ? I16 Bi5' I15 92.2(2) 8 . ? I16 Bi5' I15 92.2(2) . . ? Bi5 Bi5' I18 58.8(8) . . ? I16 Bi5' I18 95.3(2) 8 . ? I16 Bi5' I18 95.3(2) . . ? I15 Bi5' I18 168.8(3) . . ? Bi5 Bi5' I17 43.9(3) . . ? I16 Bi5' I17 171.7(2) 8 . ? I16 Bi5' I17 93.16(5) . . ? I15 Bi5' I17 88.89(18) . . ? I18 Bi5' I17 82.49(18) . . ? Bi5 Bi5' I17 43.9(3) . 8 ? I16 Bi5' I17 93.16(5) 8 8 ? I16 Bi5' I17 171.7(2) . 8 ? I15 Bi5' I17 88.89(18) . 8 ? I18 Bi5' I17 82.49(18) . 8 ? I17 Bi5' I17 78.60(18) . 8 ? Bi5' I15 Bi4 73.32(15) . . ? Bi5' I15 Bi5 10.39(14) . . ? Bi4 I15 Bi5 83.72(5) . . ? Bi5' I16 Bi4 75.27(15) . . ? Bi5' I16 Bi5 8.69(13) . . ? Bi4 I16 Bi5 83.67(4) . . ? Bi5 I17 Bi5' 8.69(10) . . ? Bi5 I18 Bi5' 10.67(13) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 4.615 _refine_diff_density_min -2.607 _refine_diff_density_rms 0.255 #===END #============================================================================== data_3 _database_code_depnum_ccdc_archive 'CCDC 798870' #TrackingRef 'For CCDC numbers(new).CIF' #============================================================================== _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H26 Bi2 I8 N4, C12 H13 N2, 3(I), 0.67(Bi)' _chemical_formula_sum 'C36 H39 Bi2.67 I11 N6' _chemical_formula_weight 2508.98 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' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P n m a' _symmetry_space_group_name_Hall '-P 2ac 2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 8.4498(17) _cell_length_b 31.165(6) _cell_length_c 21.534(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5670.7(19) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 12414 _cell_measurement_theta_min 3.0646 _cell_measurement_theta_max 27.5087 _exptl_crystal_description Block _exptl_crystal_colour Red _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.939 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4408.1 _exptl_absorpt_coefficient_mu 14.277 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.025 _exptl_absorpt_correction_T_max 0.077 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Company, Tokyo, Japan.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Rigaku MercuryCCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 15649 _diffrn_reflns_av_R_equivalents 0.0395 _diffrn_reflns_av_sigmaI/netI 0.0502 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5046 _reflns_number_gt 4309 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL97 _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^)+(0.0994P)^2^+15.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5046 _refine_ls_number_parameters 289 _refine_ls_number_restraints 197 _refine_ls_R_factor_all 0.0767 _refine_ls_R_factor_gt 0.0630 _refine_ls_wR_factor_ref 0.1842 _refine_ls_wR_factor_gt 0.1736 _refine_ls_goodness_of_fit_ref 1.140 _refine_ls_restrained_S_all 1.165 _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 Bi1 Bi 0.56011(7) -0.060181(17) 0.93098(3) 0.0480(2) Uani 1 1 d . . . I1 I 0.57530(12) -0.12076(3) 1.03721(5) 0.0557(3) Uani 1 1 d . . . I4 I 0.25437(11) -0.01354(3) 0.99319(5) 0.0531(3) Uani 1 1 d . . . I2 I 0.85541(13) -0.09397(4) 0.87823(6) 0.0649(3) Uani 1 1 d . . . I3 I 0.34737(15) -0.11299(4) 0.85338(6) 0.0727(4) Uani 1 1 d . . . Bi2 Bi 0.9566(4) 0.2500 0.74551(12) 0.0632(9) Uani 0.411(4) 2 d SPU . 1 I5 I 1.2079(12) 0.2500 0.6387(3) 0.148(3) Uani 0.616(5) 2 d SPU . 1 I6 I 0.7045(7) 0.18114(8) 0.69023(17) 0.1198(16) Uani 0.616(5) 1 d PU . 1 Bi2' Bi 1.0854(5) 0.2500 0.75301(14) 0.0467(13) Uani 0.256(4) 2 d SPU . 2 I5' I 1.3407(10) 0.2500 0.6453(3) 0.0882(19) Uani 0.384(5) 2 d SPU . 2 I6' I 0.8470(13) 0.18311(13) 0.6824(2) 0.127(3) Uani 0.384(5) 1 d PU . 2 N1 N 0.5536(17) -0.0095(4) 0.8324(7) 0.062(4) Uani 1 1 d . . . N2 N 0.3981(16) 0.1194(5) 0.5741(5) 0.053(3) Uani 1 1 d . . . C9 C 0.3471(18) 0.1006(4) 0.6788(7) 0.049(3) Uani 1 1 d . . . H9 H 0.2885 0.1045 0.7160 0.059 Uiso 1 1 calc R . . C8 C 0.4565(18) 0.0693(5) 0.6756(8) 0.052(4) Uani 1 1 d . . . C3 C 0.4928(17) 0.0417(4) 0.7310(6) 0.043(3) Uani 1 1 d . . . C2 C 0.468(2) 0.0569(5) 0.7898(7) 0.052(4) Uani 1 1 d . . . H2 H 0.4306 0.0854 0.7962 0.063 Uiso 1 1 calc R . . C4 C 0.552(2) 0.0004(5) 0.7230(8) 0.059(4) Uani 1 1 d . . . H4 H 0.5702 -0.0107 0.6825 0.071 Uiso 1 1 calc R . . C10 C 0.3183(19) 0.1275(5) 0.6281(8) 0.061(4) Uani 1 1 d . . . H10 H 0.2456 0.1506 0.6311 0.073 Uiso 1 1 calc R . . C7 C 0.535(2) 0.0628(5) 0.6192(7) 0.056(4) Uani 1 1 d . . . H7 H 0.6115 0.0406 0.6159 0.067 Uiso 1 1 calc R . . C6 C 0.502(2) 0.0879(6) 0.5689(8) 0.058(4) Uani 1 1 d . . . H6 H 0.5539 0.0828 0.5304 0.070 Uiso 1 1 calc R . . C5 C 0.583(2) -0.0245(6) 0.7752(7) 0.068(5) Uani 1 1 d . . . H5 H 0.6254 -0.0526 0.7703 0.081 Uiso 1 1 calc R . . C1 C 0.4977(19) 0.0302(4) 0.8396(7) 0.050(3) Uani 1 1 d . . . H1 H 0.4777 0.0405 0.8804 0.060 Uiso 1 1 calc R . . C11 C 0.368(3) 0.1489(7) 0.5193(9) 0.079(6) Uani 1 1 d . . . H11A H 0.3656 0.1319 0.4805 0.095 Uiso 1 1 calc R . . H11B H 0.2638 0.1630 0.5242 0.095 Uiso 1 1 calc R . . C12 C 0.492(3) 0.1819(7) 0.5147(10) 0.094(7) Uani 1 1 d . . . H12A H 0.4911 0.1997 0.5521 0.141 Uiso 1 1 calc R . . H12B H 0.4727 0.1999 0.4782 0.141 Uiso 1 1 calc R . . H12C H 0.5958 0.1680 0.5106 0.141 Uiso 1 1 calc R . . N4 N 0.856(4) 0.2500 0.4413(17) 0.128(7) Uani 1 2 d SDU . . N3 N 0.908(4) 0.2500 0.1116(18) 0.138(9) Uani 1 2 d SDU . . C16 C 0.873(5) 0.2500 0.309(2) 0.123(7) Uani 1 2 d SDU . . C19 C 0.836(5) 0.2500 0.516(2) 0.136(8) Uani 1 2 d SDU . . H19A H 0.7838 0.2761 0.5318 0.163 Uiso 0.50 1 calc PR . . H19B H 0.7838 0.2239 0.5318 0.163 Uiso 0.50 1 calc PR . . C18 C 0.858(4) 0.2134(11) 0.4081(15) 0.130(6) Uani 1 1 d DU . . H18 H 0.8501 0.1870 0.4298 0.156 Uiso 1 1 calc R . . C17 C 0.872(3) 0.2122(11) 0.3431(14) 0.127(6) Uani 1 1 d DU . . H17 H 0.8798 0.1854 0.3225 0.152 Uiso 1 1 calc R . . C14 C 0.899(2) 0.2133(11) 0.2131(15) 0.132(7) Uani 1 1 d DU . . H14 H 0.9025 0.1868 0.2347 0.158 Uiso 1 1 calc R . . C15 C 0.885(5) 0.2500 0.243(2) 0.123(7) Uani 1 2 d SDU . . C20 C 1.007(6) 0.2500 0.525(2) 0.146(11) Uani 1 2 d SU . . H20A H 1.0433 0.2793 0.5338 0.219 Uiso 0.50 1 calc PR . . H20B H 1.0596 0.2395 0.4872 0.219 Uiso 0.50 1 calc PR . . H20C H 1.0343 0.2312 0.5598 0.219 Uiso 0.50 1 calc PR . . C13 C 0.910(2) 0.2153(13) 0.1493(16) 0.142(7) Uani 1 1 d DU . . H13 H 0.9208 0.1884 0.1289 0.171 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 Bi1 0.0496(4) 0.0393(3) 0.0553(4) 0.0016(2) 0.0016(2) 0.0025(2) I1 0.0602(6) 0.0440(5) 0.0630(7) 0.0035(4) 0.0027(5) 0.0023(4) I4 0.0452(6) 0.0424(5) 0.0717(7) 0.0015(4) 0.0001(4) 0.0014(4) I2 0.0599(7) 0.0604(7) 0.0743(7) 0.0078(5) 0.0164(5) 0.0103(5) I3 0.0723(8) 0.0742(8) 0.0716(8) -0.0124(6) -0.0038(6) -0.0141(6) Bi2 0.080(2) 0.0418(11) 0.0681(15) 0.000 0.0005(12) 0.000 I5 0.250(7) 0.061(2) 0.135(4) 0.000 0.067(5) 0.000 I6 0.214(4) 0.0463(12) 0.099(2) 0.0029(12) -0.057(3) -0.018(2) Bi2' 0.072(3) 0.0303(15) 0.0375(17) 0.000 0.0052(15) 0.000 I5' 0.123(5) 0.052(3) 0.089(4) 0.000 0.015(3) 0.000 I6' 0.267(8) 0.0433(18) 0.071(3) -0.0053(16) 0.025(4) -0.016(4) N1 0.064(9) 0.050(8) 0.073(10) 0.009(7) -0.009(6) 0.004(6) N2 0.058(8) 0.062(8) 0.040(7) 0.001(6) -0.007(6) -0.020(7) C9 0.058(9) 0.038(7) 0.052(9) -0.011(6) -0.001(7) -0.006(7) C8 0.053(9) 0.036(7) 0.068(10) 0.001(7) -0.008(7) -0.012(7) C3 0.041(7) 0.036(7) 0.052(8) -0.002(6) -0.003(6) -0.006(6) C2 0.072(10) 0.047(8) 0.038(8) -0.008(6) 0.003(7) -0.023(7) C4 0.074(11) 0.053(9) 0.051(9) 0.002(7) -0.001(8) -0.003(8) C10 0.051(9) 0.048(9) 0.083(12) -0.004(8) -0.025(8) 0.004(7) C7 0.060(10) 0.054(9) 0.053(10) 0.004(7) 0.020(7) -0.012(8) C6 0.055(9) 0.061(10) 0.059(10) -0.009(8) 0.010(7) -0.003(9) C5 0.104(14) 0.052(9) 0.047(10) -0.022(8) 0.003(9) 0.002(9) C1 0.064(9) 0.039(7) 0.048(8) -0.010(6) 0.006(7) 0.002(7) C11 0.085(13) 0.085(14) 0.068(12) 0.023(10) -0.012(10) -0.026(11) C12 0.117(18) 0.084(15) 0.081(14) 0.022(12) 0.010(13) -0.011(14) N4 0.136(12) 0.115(10) 0.133(8) 0.000 -0.003(8) 0.000 N3 0.148(13) 0.132(12) 0.134(11) 0.000 0.008(9) 0.000 C16 0.129(12) 0.113(10) 0.126(8) 0.000 0.001(9) 0.000 C19 0.142(11) 0.132(13) 0.133(9) 0.000 -0.003(9) 0.000 C18 0.143(11) 0.116(10) 0.130(7) 0.002(7) -0.006(9) 0.003(9) C17 0.140(11) 0.112(9) 0.130(7) 0.003(6) 0.001(9) 0.007(9) C14 0.145(11) 0.120(10) 0.131(8) -0.005(7) 0.001(9) -0.010(9) C15 0.126(12) 0.117(10) 0.126(8) 0.000 0.000(9) 0.000 C20 0.144(12) 0.146(15) 0.147(13) 0.000 -0.006(9) 0.000 C13 0.158(12) 0.134(10) 0.136(8) -0.002(7) 0.003(9) -0.004(9) _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 Bi1 N1 2.647(14) . ? Bi1 I2 2.9370(13) . ? Bi1 I3 2.9552(14) . ? Bi1 I1 2.9689(12) . ? Bi1 I4 3.2253(12) 5_657 ? Bi1 I4 3.2529(12) . ? I4 Bi1 3.2253(12) 5_657 ? Bi2 I5 3.130(7) . ? Bi2 I6 3.250(4) . ? Bi2 I6 3.250(4) 7_565 ? Bi2 I5 3.261(10) 6_557 ? Bi2 I6 3.303(5) 4_556 ? Bi2 I6 3.303(5) 6_657 ? I5 Bi2 3.261(10) 6_657 ? I6 Bi2 3.303(5) 6_557 ? Bi2' I5' 3.011(8) 6_557 ? Bi2' I5' 3.167(8) . ? Bi2' I6' 3.274(8) . ? Bi2' I6' 3.274(8) 7_565 ? Bi2' I6' 3.341(8) 4_556 ? Bi2' I6' 3.341(8) 6_657 ? I5' Bi2' 3.011(8) 6_657 ? I6' Bi2' 3.341(8) 6_557 ? N1 C5 1.34(2) . ? N1 C1 1.333(19) . ? N2 C6 1.32(2) . ? N2 C10 1.37(2) . ? N2 C11 1.52(2) . ? C9 C8 1.34(2) . ? C9 C10 1.40(2) . ? C9 H9 0.9500 . ? C8 C7 1.40(2) . ? C8 C3 1.50(2) . ? C3 C2 1.37(2) . ? C3 C4 1.39(2) . ? C2 C1 1.38(2) . ? C2 H2 0.9500 . ? C4 C5 1.39(2) . ? C4 H4 0.9500 . ? C10 H10 0.9500 . ? C7 C6 1.37(2) . ? C7 H7 0.9500 . ? C6 H6 0.9500 . ? C5 H5 0.9500 . ? C1 H1 0.9500 . ? C11 C12 1.47(3) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? N4 C18 1.35(3) . ? N4 C18 1.35(3) 7_565 ? N4 C19 1.61(5) . ? N3 C13 1.35(4) . ? N3 C13 1.35(4) 7_565 ? C16 C17 1.39(4) . ? C16 C17 1.39(4) 7_565 ? C16 C15 1.43(6) . ? C19 C20 1.46(6) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C18 C17 1.40(4) . ? C18 H18 0.9500 . ? C17 H17 0.9500 . ? C14 C15 1.31(3) . ? C14 C13 1.38(4) . ? C14 H14 0.9500 . ? C15 C14 1.31(3) 7_565 ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C13 H13 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Bi1 I2 85.5(3) . . ? N1 Bi1 I3 82.3(3) . . ? I2 Bi1 I3 95.64(4) . . ? N1 Bi1 I1 176.9(3) . . ? I2 Bi1 I1 91.91(3) . . ? I3 Bi1 I1 96.19(4) . . ? N1 Bi1 I4 89.5(3) . 5_657 ? I2 Bi1 I4 92.20(4) . 5_657 ? I3 Bi1 I4 168.16(4) . 5_657 ? I1 Bi1 I4 92.40(3) . 5_657 ? N1 Bi1 I4 92.7(3) . . ? I2 Bi1 I4 173.85(4) . . ? I3 Bi1 I4 89.92(4) . . ? I1 Bi1 I4 90.07(3) . . ? I4 Bi1 I4 81.91(3) 5_657 . ? Bi1 I4 Bi1 98.09(3) 5_657 . ? I5 Bi2 I6 100.11(16) . . ? I5 Bi2 I6 100.11(16) . 7_565 ? I6 Bi2 I6 82.65(14) . 7_565 ? I5 Bi2 I5 177.4(3) . 6_557 ? I6 Bi2 I5 81.81(15) . 6_557 ? I6 Bi2 I5 81.81(15) 7_565 6_557 ? I5 Bi2 I6 82.97(16) . 4_556 ? I6 Bi2 I6 176.69(12) . 4_556 ? I6 Bi2 I6 98.06(9) 7_565 4_556 ? I5 Bi2 I6 95.07(12) 6_557 4_556 ? I5 Bi2 I6 82.97(16) . 6_657 ? I6 Bi2 I6 98.06(9) . 6_657 ? I6 Bi2 I6 176.69(12) 7_565 6_657 ? I5 Bi2 I6 95.07(12) 6_557 6_657 ? I6 Bi2 I6 81.05(16) 4_556 6_657 ? Bi2 I5 Bi2 82.84(14) . 6_657 ? Bi2 I6 Bi2 80.40(7) . 6_557 ? I5' Bi2' I5' 179.6(3) 6_557 . ? I5' Bi2' I6' 85.12(18) 6_557 . ? I5' Bi2' I6' 94.54(17) . . ? I5' Bi2' I6' 85.12(18) 6_557 7_565 ? I5' Bi2' I6' 94.54(17) . 7_565 ? I6' Bi2' I6' 79.1(3) . 7_565 ? I5' Bi2' I6' 98.72(19) 6_557 4_556 ? I5' Bi2' I6' 81.6(2) . 4_556 ? I6' Bi2' I6' 176.1(3) . 4_556 ? I6' Bi2' I6' 101.73(13) 7_565 4_556 ? I5' Bi2' I6' 98.72(19) 6_557 6_657 ? I5' Bi2' I6' 81.6(2) . 6_657 ? I6' Bi2' I6' 101.73(13) . 6_657 ? I6' Bi2' I6' 176.1(3) 7_565 6_657 ? I6' Bi2' I6' 77.2(2) 4_556 6_657 ? Bi2' I5' Bi2' 86.31(16) 6_657 . ? Bi2' I6' Bi2' 79.42(9) . 6_557 ? C5 N1 C1 119.9(14) . . ? C5 N1 Bi1 121.6(11) . . ? C1 N1 Bi1 117.9(11) . . ? C6 N2 C10 122.3(14) . . ? C6 N2 C11 119.7(15) . . ? C10 N2 C11 117.9(16) . . ? C8 C9 C10 121.0(15) . . ? C8 C9 H9 119.5 . . ? C10 C9 H9 119.5 . . ? C9 C8 C7 118.4(15) . . ? C9 C8 C3 121.0(15) . . ? C7 C8 C3 120.5(14) . . ? C2 C3 C4 119.4(14) . . ? C2 C3 C8 120.2(13) . . ? C4 C3 C8 120.4(13) . . ? C3 C2 C1 118.8(14) . . ? C3 C2 H2 120.6 . . ? C1 C2 H2 120.6 . . ? C3 C4 C5 119.0(15) . . ? C3 C4 H4 120.5 . . ? C5 C4 H4 120.5 . . ? N2 C10 C9 117.9(15) . . ? N2 C10 H10 121.0 . . ? C9 C10 H10 121.0 . . ? C6 C7 C8 120.6(16) . . ? C6 C7 H7 119.7 . . ? C8 C7 H7 119.7 . . ? N2 C6 C7 119.6(15) . . ? N2 C6 H6 120.2 . . ? C7 C6 H6 120.2 . . ? N1 C5 C4 120.8(16) . . ? N1 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? N1 C1 C2 122.2(14) . . ? N1 C1 H1 118.9 . . ? C2 C1 H1 118.9 . . ? C12 C11 N2 110.8(16) . . ? C12 C11 H11A 109.5 . . ? N2 C11 H11A 109.5 . . ? C12 C11 H11B 109.5 . . ? N2 C11 H11B 109.5 . . ? H11A C11 H11B 108.1 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C18 N4 C18 116(4) . 7_565 ? C18 N4 C19 122(2) . . ? C18 N4 C19 122(2) 7_565 . ? C13 N3 C13 106(4) . 7_565 ? C17 C16 C17 116(4) . 7_565 ? C17 C16 C15 122(2) . . ? C17 C16 C15 122(2) 7_565 . ? C20 C19 N4 92(3) . . ? C20 C19 H19A 113.3 . . ? N4 C19 H19A 113.3 . . ? C20 C19 H19B 113.3 . . ? N4 C19 H19B 113.3 . . ? H19A C19 H19B 110.7 . . ? N4 C18 C17 124(3) . . ? N4 C18 H18 118.2 . . ? C17 C18 H18 118.2 . . ? C16 C17 C18 121(3) . . ? C16 C17 H17 119.7 . . ? C18 C17 H17 119.7 . . ? C15 C14 C13 117(4) . . ? C15 C14 H14 121.7 . . ? C13 C14 H14 121.7 . . ? C14 C15 C14 121(5) . 7_565 ? C14 C15 C16 119(2) . . ? C14 C15 C16 119(2) 7_565 . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N3 C13 C14 129(4) . . ? N3 C13 H13 115.3 . . ? C14 C13 H13 115.3 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.432 _refine_diff_density_min -1.485 _refine_diff_density_rms 0.197 #===END #============================================================================== data_4 _database_code_depnum_ccdc_archive 'CCDC 798871' #TrackingRef 'For CCDC numbers(new).CIF' #============================================================================== _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H18 N2, 0.5(Bi4 I16)' _chemical_formula_sum 'C14 H18 Bi2 I8 N2' _chemical_formula_weight 1647.46 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' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 20.254(4) _cell_length_b 11.741(2) _cell_length_c 25.352(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6029(2) _cell_formula_units_Z 8 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 15811 _cell_measurement_theta_min 3.1048 _cell_measurement_theta_max 27.4816 _exptl_crystal_description Platelet _exptl_crystal_colour Red _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.630 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5648 _exptl_absorpt_coefficient_mu 19.858 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.049 _exptl_absorpt_correction_T_max 0.672 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Company, Tokyo, Japan.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 'Rigaku MercuryCCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 19339 _diffrn_reflns_av_R_equivalents 0.0964 _diffrn_reflns_av_sigmaI/netI 0.0819 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5259 _reflns_number_gt 3579 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL97 _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^)+(0.0621P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5259 _refine_ls_number_parameters 231 _refine_ls_number_restraints 141 _refine_ls_R_factor_all 0.0988 _refine_ls_R_factor_gt 0.0634 _refine_ls_wR_factor_ref 0.1630 _refine_ls_wR_factor_gt 0.1426 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Bi1 Bi 0.10609(3) 0.98556(5) 0.04673(2) 0.0262(2) Uani 1 1 d . . . Bi2 Bi 0.09992(3) 0.99444(6) -0.14053(3) 0.0294(2) Uani 1 1 d . . . I1 I 0.22593(6) 1.11774(10) 0.04909(5) 0.0409(3) Uani 1 1 d . . . I2 I 0.14895(7) 0.82867(10) 0.12887(4) 0.0365(3) Uani 1 1 d . . . I3 I 0.03828(6) 1.15735(10) 0.12541(4) 0.0322(3) Uani 1 1 d . . . I4 I -0.03889(6) 0.84463(9) 0.04367(4) 0.0283(3) Uani 1 1 d . . . I5 I 0.15858(6) 0.83520(10) -0.04314(4) 0.0324(3) Uani 1 1 d . . . I6 I 0.22615(7) 1.11235(11) -0.14198(6) 0.0455(4) Uani 1 1 d . . . I7 I 0.13681(8) 0.82509(10) -0.21911(5) 0.0462(4) Uani 1 1 d . . . I8 I 0.03886(7) 1.15696(11) -0.21431(5) 0.0405(3) Uani 1 1 d . . . N1 N -0.1102(8) 0.9842(11) -0.5933(6) 0.034(3) Uani 1 1 d U . . N2 N -0.1130(8) 0.9719(12) -0.3154(6) 0.039(3) Uani 1 1 d U . . C1 C -0.0791(10) 1.0687(15) -0.5663(7) 0.039(4) Uani 1 1 d U . . H1 H -0.0588 1.1287 -0.5847 0.047 Uiso 1 1 calc R . . C2 C -0.0771(10) 1.0668(14) -0.5120(7) 0.037(4) Uani 1 1 d U . . H2 H -0.0541 1.1239 -0.4936 0.044 Uiso 1 1 calc R . . C3 C -0.1094(9) 0.9794(14) -0.4839(7) 0.029(3) Uani 1 1 d U . . C4 C -0.1399(11) 0.8978(12) -0.5133(6) 0.037(4) Uani 1 1 d U . . H4 H -0.1624 0.8392 -0.4956 0.045 Uiso 1 1 calc R . . C5 C -0.1395(12) 0.8965(14) -0.5674(7) 0.044(5) Uani 1 1 d U . . H5 H -0.1591 0.8363 -0.5862 0.053 Uiso 1 1 calc R . . C6 C -0.1437(11) 0.8926(15) -0.3437(8) 0.043(4) Uani 1 1 d U . . H6 H -0.1664 0.8336 -0.3263 0.052 Uiso 1 1 calc R . . C7 C -0.1429(10) 0.8954(14) -0.3983(7) 0.037(4) Uani 1 1 d U . . H7 H -0.1662 0.8392 -0.4170 0.045 Uiso 1 1 calc R . . C8 C -0.1087(9) 0.9788(13) -0.4264(7) 0.029(3) Uani 1 1 d U . . C9 C -0.0780(9) 1.0603(15) -0.3951(7) 0.034(4) Uani 1 1 d U . . H9 H -0.0559 1.1214 -0.4114 0.041 Uiso 1 1 calc R . . C10 C -0.0792(11) 1.0538(16) -0.3409(7) 0.043(4) Uani 1 1 d U . . H10 H -0.0558 1.1081 -0.3211 0.052 Uiso 1 1 calc R . . C11 C -0.1112(12) 0.9862(19) -0.6525(8) 0.056(5) Uani 1 1 d U . . H11A H -0.1055 1.0650 -0.6644 0.067 Uiso 1 1 calc R . . H11B H -0.0735 0.9423 -0.6656 0.067 Uiso 1 1 calc R . . C12 C -0.1708(13) 0.941(2) -0.6759(8) 0.074(8) Uani 1 1 d U . . H12A H -0.1653 0.8602 -0.6824 0.112 Uiso 1 1 calc R . . H12B H -0.1795 0.9798 -0.7089 0.112 Uiso 1 1 calc R . . H12C H -0.2075 0.9527 -0.6519 0.112 Uiso 1 1 calc R . . C13 C -0.1159(13) 0.9746(19) -0.2510(8) 0.061(4) Uani 1 1 d U . . H13A H -0.0768 0.9369 -0.2364 0.073 Uiso 1 1 calc R . . H13B H -0.1162 1.0537 -0.2386 0.073 Uiso 1 1 calc R . . C14 C -0.1770(12) 0.9147(18) -0.2325(8) 0.061(4) Uani 1 1 d U . . H14A H -0.2146 0.9407 -0.2530 0.091 Uiso 1 1 calc R . . H14B H -0.1843 0.9314 -0.1955 0.091 Uiso 1 1 calc R . . H14C H -0.1717 0.8332 -0.2371 0.091 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 Bi1 0.0172(4) 0.0299(4) 0.0314(4) 0.0000(3) -0.0016(3) -0.0007(3) Bi2 0.0222(4) 0.0351(4) 0.0310(4) 0.0006(3) 0.0021(3) -0.0015(3) I1 0.0182(7) 0.0332(6) 0.0714(9) 0.0002(6) -0.0015(6) -0.0026(5) I2 0.0376(8) 0.0360(7) 0.0360(7) 0.0022(5) -0.0058(5) 0.0040(5) I3 0.0239(7) 0.0346(6) 0.0380(6) -0.0041(5) 0.0027(5) -0.0009(5) I4 0.0215(7) 0.0291(6) 0.0341(6) 0.0002(5) -0.0014(5) -0.0010(5) I5 0.0325(7) 0.0338(6) 0.0308(6) -0.0002(5) -0.0002(5) 0.0067(5) I6 0.0201(7) 0.0385(7) 0.0779(9) 0.0021(7) 0.0007(6) -0.0013(5) I7 0.0549(10) 0.0393(7) 0.0443(7) -0.0067(6) 0.0149(7) -0.0035(6) I8 0.0326(8) 0.0487(7) 0.0403(7) 0.0079(6) -0.0082(5) -0.0004(6) N1 0.036(10) 0.025(7) 0.041(6) -0.001(5) 0.003(6) 0.001(6) N2 0.034(10) 0.038(7) 0.047(7) 0.004(6) -0.006(6) 0.003(6) C1 0.051(13) 0.026(8) 0.040(7) 0.002(7) 0.005(8) 0.003(7) C2 0.043(12) 0.027(8) 0.041(7) -0.005(7) -0.004(8) -0.009(7) C3 0.025(10) 0.029(8) 0.033(6) -0.002(6) -0.002(7) 0.002(7) C4 0.074(14) 0.008(7) 0.030(6) 0.001(6) -0.008(8) -0.007(7) C5 0.082(15) 0.017(7) 0.033(7) 0.005(6) -0.012(9) 0.008(7) C6 0.051(13) 0.026(8) 0.052(7) 0.005(7) 0.005(9) -0.003(7) C7 0.037(11) 0.029(8) 0.046(7) -0.012(7) 0.004(8) 0.000(7) C8 0.026(10) 0.023(8) 0.038(6) -0.016(6) -0.001(7) 0.004(6) C9 0.034(11) 0.029(8) 0.038(6) -0.006(7) -0.016(7) 0.001(7) C10 0.050(13) 0.039(9) 0.040(6) -0.002(7) -0.012(8) -0.013(8) C11 0.068(15) 0.060(13) 0.041(7) 0.009(8) -0.001(9) -0.003(11) C12 0.065(18) 0.13(2) 0.032(10) 0.022(13) 0.001(9) -0.019(15) C13 0.069(13) 0.066(9) 0.048(6) 0.026(7) 0.003(7) 0.027(8) C14 0.069(13) 0.066(9) 0.048(6) 0.026(7) 0.003(7) 0.027(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Bi1 I1 2.8816(15) . ? Bi1 I2 2.9126(14) . ? Bi1 I5 3.0720(13) . ? Bi1 I3 3.1518(13) . ? Bi1 I4 3.3287(13) 5_575 ? Bi1 I4 3.3714(14) . ? Bi2 I6 2.9075(16) . ? Bi2 I7 2.9121(14) . ? Bi2 I8 2.9444(14) . ? Bi2 I5 3.3171(13) . ? Bi2 I4 3.3357(13) 5_575 ? Bi2 I3 3.3403(15) 5_575 ? I3 Bi2 3.3403(15) 5_575 ? I4 Bi1 3.3287(13) 5_575 ? I4 Bi2 3.3357(13) 5_575 ? N1 C1 1.36(2) . ? N1 C5 1.36(2) . ? N1 C11 1.50(2) . ? N2 C6 1.33(2) . ? N2 C10 1.35(2) . ? N2 C13 1.64(2) . ? C1 C2 1.38(2) . ? C1 H1 0.9400 . ? C2 C3 1.41(2) . ? C2 H2 0.9400 . ? C3 C4 1.36(2) . ? C3 C8 1.46(3) . ? C4 C5 1.37(2) . ? C4 H4 0.9400 . ? C5 H5 0.9400 . ? C6 C7 1.38(2) . ? C6 H6 0.9400 . ? C7 C8 1.40(2) . ? C7 H7 0.9400 . ? C8 C9 1.39(2) . ? C9 C10 1.38(2) . ? C9 H9 0.9400 . ? C10 H10 0.9400 . ? C11 C12 1.44(3) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 H12C 0.9700 . ? C13 C14 1.50(3) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 H14C 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag I1 Bi1 I2 94.28(4) . . ? I1 Bi1 I5 91.91(4) . . ? I2 Bi1 I5 93.65(4) . . ? I1 Bi1 I3 90.53(4) . . ? I2 Bi1 I3 94.71(4) . . ? I5 Bi1 I3 171.09(4) . . ? I1 Bi1 I4 92.07(4) . 5_575 ? I2 Bi1 I4 173.20(4) . 5_575 ? I5 Bi1 I4 88.57(3) . 5_575 ? I3 Bi1 I4 82.78(4) . 5_575 ? I1 Bi1 I4 176.80(4) . . ? I2 Bi1 I4 88.03(4) . . ? I5 Bi1 I4 90.14(3) . . ? I3 Bi1 I4 87.08(3) . . ? I4 Bi1 I4 85.53(3) 5_575 . ? I6 Bi2 I7 95.21(4) . . ? I6 Bi2 I8 93.02(4) . . ? I7 Bi2 I8 96.64(4) . . ? I6 Bi2 I5 87.87(4) . . ? I7 Bi2 I5 91.86(4) . . ? I8 Bi2 I5 171.33(4) . . ? I6 Bi2 I4 93.75(4) . 5_575 ? I7 Bi2 I4 170.19(4) . 5_575 ? I8 Bi2 I4 86.84(4) . 5_575 ? I5 Bi2 I4 84.50(3) . 5_575 ? I6 Bi2 I3 172.88(4) . 5_575 ? I7 Bi2 I3 85.94(4) . 5_575 ? I8 Bi2 I3 93.82(4) . 5_575 ? I5 Bi2 I3 85.07(3) . 5_575 ? I4 Bi2 I3 84.68(3) 5_575 5_575 ? Bi1 I3 Bi2 95.53(4) . 5_575 ? Bi1 I4 Bi2 90.92(3) 5_575 5_575 ? Bi1 I4 Bi1 94.47(3) 5_575 . ? Bi2 I4 Bi1 91.60(3) 5_575 . ? Bi1 I5 Bi2 95.98(4) . . ? C1 N1 C5 120.8(16) . . ? C1 N1 C11 120.0(16) . . ? C5 N1 C11 119.3(16) . . ? C6 N2 C10 118.7(16) . . ? C6 N2 C13 122.4(17) . . ? C10 N2 C13 118.9(16) . . ? N1 C1 C2 120.4(17) . . ? N1 C1 H1 119.8 . . ? C2 C1 H1 119.8 . . ? C1 C2 C3 120.2(16) . . ? C1 C2 H2 119.9 . . ? C3 C2 H2 119.9 . . ? C4 C3 C2 116.4(16) . . ? C4 C3 C8 123.3(16) . . ? C2 C3 C8 120.2(15) . . ? C3 C4 C5 123.6(17) . . ? C3 C4 H4 118.2 . . ? C5 C4 H4 118.2 . . ? N1 C5 C4 118.5(17) . . ? N1 C5 H5 120.7 . . ? C4 C5 H5 120.7 . . ? N2 C6 C7 121.2(18) . . ? N2 C6 H6 119.4 . . ? C7 C6 H6 119.4 . . ? C6 C7 C8 122.2(17) . . ? C6 C7 H7 118.9 . . ? C8 C7 H7 118.9 . . ? C9 C8 C7 114.5(16) . . ? C9 C8 C3 124.9(16) . . ? C7 C8 C3 120.6(15) . . ? C10 C9 C8 121.6(18) . . ? C10 C9 H9 119.2 . . ? C8 C9 H9 119.2 . . ? N2 C10 C9 121.9(17) . . ? N2 C10 H10 119.1 . . ? C9 C10 H10 119.1 . . ? C12 C11 N1 114.5(19) . . ? C12 C11 H11A 108.6 . . ? N1 C11 H11A 108.6 . . ? C12 C11 H11B 108.6 . . ? N1 C11 H11B 108.6 . . ? H11A C11 H11B 107.6 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 N2 109.4(19) . . ? C14 C13 H13A 109.8 . . ? N2 C13 H13A 109.8 . . ? C14 C13 H13B 109.8 . . ? N2 C13 H13B 109.8 . . ? H13A C13 H13B 108.2 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 4.057 _refine_diff_density_min -2.297 _refine_diff_density_rms 0.392 #===END