# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2006 data_global loop_ _publ_author_name 'M. F. Lappert' 'G. Li' 'P. B. Hitchcock' 'A. V. Protchenko' _publ_contact_author_name 'M. F. Lappert' _publ_contact_author_address ; Department of Chemistry University of Sussex BRIGHTON BN1 9QJ UNITED KINGDOM ; _publ_contact_author_email M.F.LAPPERT@SUSSEX.AC.UK _publ_requested_journal 'Chemical Communications' _journal_coden_Cambridge 182 _publ_requested_category FO data_(1)-jan705 _database_code_depnum_ccdc_archive 'CCDC 616856' _audit_creation_date 2005-01-17T09:59:21-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C66 H81 I N4 P, I3' _chemical_formula_sum 'C66 H81 I4 N4 P' _chemical_formula_weight 1468.92 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.4165(2) _cell_length_b 17.3501(5) _cell_length_c 19.9124(6) _cell_angle_alpha 67.651(1) _cell_angle_beta 88.601(2) _cell_angle_gamma 79.776(2) _cell_volume 3271.88(15) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 51338 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 26.022 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.491 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1464 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.969 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.730 _exptl_absorpt_correction_T_max 0.891 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 -0.538484E-1 _diffrn_orient_matrix_ub_12 -0.282554E-1 _diffrn_orient_matrix_ub_13 0.413097E-1 _diffrn_orient_matrix_ub_21 0.744794E-1 _diffrn_orient_matrix_ub_22 -0.108588E-1 _diffrn_orient_matrix_ub_23 0.350876E-1 _diffrn_orient_matrix_ub_31 -0.330251E-1 _diffrn_orient_matrix_ub_32 0.556791E-1 _diffrn_orient_matrix_ub_33 0.41644E-2 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0568 _diffrn_reflns_av_unetI/netI 0.0607 _diffrn_reflns_number 48640 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.46 _diffrn_reflns_theta_max 26.08 _diffrn_reflns_theta_full 26.08 _diffrn_measured_fraction_theta_full 0.99 _diffrn_measured_fraction_theta_max 0.99 _reflns_number_total 12860 _reflns_number_gt 8372 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0255P)^2^+11.1539P] 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_number_reflns 12860 _refine_ls_number_parameters 676 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1014 _refine_ls_R_factor_gt 0.0552 _refine_ls_wR_factor_ref 0.1113 _refine_ls_wR_factor_gt 0.0958 _refine_ls_goodness_of_fit_ref 1.02 _refine_ls_restrained_S_all 1.02 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.391 _refine_diff_density_min -1.125 _refine_diff_density_rms 0.093 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.22592(4) 0.73799(3) 0.45696(2) 0.04987(12) Uani 1 1 d . . . I2 I 1.03740(5) 1.12480(3) 0.28446(3) 0.07620(16) Uani 1 1 d . . . I3 I 0.95193(4) 0.96568(3) 0.32157(2) 0.05635(13) Uani 1 1 d . . . I4 I 0.86945(4) 0.79885(3) 0.36819(3) 0.07424(17) Uani 1 1 d . . . P1 P 0.46886(13) 0.70706(8) 0.47202(7) 0.0318(3) Uani 1 1 d . . . N1 N 0.5127(4) 0.7195(2) 0.3842(2) 0.0281(9) Uani 1 1 d . . . N2 N 0.5014(4) 0.8037(2) 0.4684(2) 0.0300(10) Uani 1 1 d . . . N3 N 0.4445(4) 1.2826(3) 0.1459(2) 0.0375(11) Uani 1 1 d . . . N4 N 0.3207(4) 1.2020(3) 0.0119(2) 0.0373(11) Uani 1 1 d . . . C1 C 0.5169(5) 0.7937(3) 0.3300(3) 0.0314(12) Uani 1 1 d . . . H1 H 0.5298 0.7937 0.2826 0.038 Uiso 1 1 calc R . . C2 C 0.5036(4) 0.8711(3) 0.3379(3) 0.0269(11) Uani 1 1 d . . . C3 C 0.5051(5) 0.8707(3) 0.4075(3) 0.0306(12) Uani 1 1 d . . . H3 H 0.5091 0.9228 0.4121 0.037 Uiso 1 1 calc R . . C4 C 0.5064(5) 0.9511(3) 0.2735(3) 0.0306(12) Uani 1 1 d . . . C5 C 0.4126(5) 1.0232(3) 0.2623(3) 0.0360(13) Uani 1 1 d . . . H5 H 0.345 1.021 0.2955 0.043 Uiso 1 1 calc R . . C6 C 0.4159(5) 1.0981(3) 0.2034(3) 0.0359(13) Uani 1 1 d . . . H6 H 0.3498 1.1462 0.1961 0.043 Uiso 1 1 calc R . . C7 C 0.5144(5) 1.1032(3) 0.1551(3) 0.0354(13) Uani 1 1 d . . . C8 C 0.6063(5) 1.0309(3) 0.1648(3) 0.0415(14) Uani 1 1 d . . . H8 H 0.6725 1.0329 0.1309 0.05 Uiso 1 1 calc R . . C9 C 0.6028(5) 0.9561(3) 0.2231(3) 0.0399(14) Uani 1 1 d . . . H9 H 0.6669 0.9075 0.229 0.048 Uiso 1 1 calc R . . C10 C 0.5228(5) 0.6427(3) 0.3676(3) 0.0323(12) Uani 1 1 d . . . C11 C 0.6309(5) 0.5776(3) 0.3976(3) 0.0377(13) Uani 1 1 d . . . C12 C 0.6358(6) 0.5051(3) 0.3826(3) 0.0452(15) Uani 1 1 d . . . H12 H 0.7065 0.4592 0.403 0.054 Uiso 1 1 calc R . . C13 C 0.5429(6) 0.4977(4) 0.3397(3) 0.0513(16) Uani 1 1 d . . . H13 H 0.5491 0.4473 0.3307 0.062 Uiso 1 1 calc R . . C14 C 0.4385(6) 0.5643(4) 0.3090(3) 0.0460(15) Uani 1 1 d . . . H14 H 0.375 0.5592 0.2783 0.055 Uiso 1 1 calc R . . C15 C 0.4255(5) 0.6381(3) 0.3224(3) 0.0370(13) Uani 1 1 d . . . C16 C 0.7405(5) 0.5823(4) 0.4433(3) 0.0442(14) Uani 1 1 d . . . H16 H 0.7245 0.6397 0.4458 0.053 Uiso 1 1 calc R . . C17 C 0.7465(7) 0.5159(4) 0.5203(4) 0.068(2) Uani 1 1 d . . . H17A H 0.8177 0.5209 0.5488 0.101 Uiso 1 1 calc R . . H17B H 0.7621 0.4592 0.5188 0.101 Uiso 1 1 calc R . . H17C H 0.6635 0.5249 0.5429 0.101 Uiso 1 1 calc R . . C18 C 0.8731(6) 0.5701(5) 0.4081(4) 0.073(2) Uani 1 1 d . . . H18A H 0.9431 0.574 0.438 0.11 Uiso 1 1 calc R . . H18B H 0.8702 0.6143 0.3593 0.11 Uiso 1 1 calc R . . H18C H 0.8899 0.5143 0.4048 0.11 Uiso 1 1 calc R . . C19 C 0.3097(6) 0.7079(4) 0.2856(3) 0.0453(15) Uani 1 1 d . . . H19 H 0.3048 0.7518 0.3072 0.054 Uiso 1 1 calc R . . C20 C 0.1798(6) 0.6758(4) 0.2970(4) 0.068(2) Uani 1 1 d . . . H20A H 0.1085 0.7231 0.2724 0.102 Uiso 1 1 calc R . . H20B H 0.165 0.6518 0.3491 0.102 Uiso 1 1 calc R . . H20C H 0.1828 0.6321 0.2768 0.102 Uiso 1 1 calc R . . C21 C 0.3275(8) 0.7497(4) 0.2052(3) 0.071(2) Uani 1 1 d . . . H21A H 0.2519 0.7946 0.1827 0.107 Uiso 1 1 calc R . . H21B H 0.3351 0.7075 0.1831 0.107 Uiso 1 1 calc R . . H21C H 0.4069 0.7744 0.1976 0.107 Uiso 1 1 calc R . . C22 C 0.4950(5) 0.8128(3) 0.5388(3) 0.0335(12) Uani 1 1 d . . . C23 C 0.3861(5) 0.8679(3) 0.5496(3) 0.0409(14) Uani 1 1 d . . . C24 C 0.3798(6) 0.8718(4) 0.6185(3) 0.0533(16) Uani 1 1 d . . . H24 H 0.3091 0.9086 0.628 0.064 Uiso 1 1 calc R . . C25 C 0.4722(7) 0.8244(4) 0.6725(3) 0.0570(17) Uani 1 1 d . . . H25 H 0.4632 0.8269 0.7192 0.068 Uiso 1 1 calc R . . C26 C 0.5770(7) 0.7735(4) 0.6602(3) 0.0552(17) Uani 1 1 d . . . H26 H 0.6413 0.7424 0.6984 0.066 Uiso 1 1 calc R . . C27 C 0.5937(6) 0.7654(4) 0.5925(3) 0.0436(14) Uani 1 1 d . . . C28 C 0.2804(6) 0.9246(4) 0.4918(3) 0.0507(16) Uani 1 1 d . . . H28 H 0.2905 0.9076 0.4491 0.061 Uiso 1 1 calc R . . C29 C 0.1438(6) 0.9144(5) 0.5202(4) 0.077(2) Uani 1 1 d . . . H29A H 0.0779 0.9512 0.4819 0.116 Uiso 1 1 calc R . . H29B H 0.1325 0.9302 0.5625 0.116 Uiso 1 1 calc R . . H29C H 0.1338 0.8552 0.5342 0.116 Uiso 1 1 calc R . . C30 C 0.2984(8) 1.0166(4) 0.4671(4) 0.081(2) Uani 1 1 d . . . H30A H 0.231 1.0529 0.4295 0.121 Uiso 1 1 calc R . . H30B H 0.3849 1.0218 0.4473 0.121 Uiso 1 1 calc R . . H30C H 0.2908 1.034 0.5086 0.121 Uiso 1 1 calc R . . C31 C 0.7168(6) 0.7116(4) 0.5810(3) 0.0475(15) Uani 1 1 d . . . H31 H 0.7055 0.7054 0.5337 0.057 Uiso 1 1 calc R . . C32 C 0.8354(6) 0.7544(5) 0.5771(4) 0.073(2) Uani 1 1 d . . . H32A H 0.9138 0.7187 0.5695 0.11 Uiso 1 1 calc R . . H32B H 0.8469 0.7621 0.6227 0.11 Uiso 1 1 calc R . . H32C H 0.821 0.8097 0.5365 0.11 Uiso 1 1 calc R . . C33 C 0.7434(8) 0.6238(4) 0.6407(4) 0.078(2) Uani 1 1 d . . . H33A H 0.8232 0.5909 0.6312 0.117 Uiso 1 1 calc R . . H33B H 0.6697 0.5952 0.6419 0.117 Uiso 1 1 calc R . . H33C H 0.7542 0.6286 0.6876 0.117 Uiso 1 1 calc R . . C34 C 0.4572(5) 1.2686(3) 0.0886(3) 0.0334(12) Uani 1 1 d . . . H34 H 0.4277 1.3145 0.0442 0.04 Uiso 1 1 calc R . . C35 C 0.5166(5) 1.1835(3) 0.0850(3) 0.0336(12) Uani 1 1 d . . . C36 C 0.4386(5) 1.1678(3) 0.0295(3) 0.0338(12) Uani 1 1 d . . . H36 H 0.4802 1.1308 0.0072 0.041 Uiso 1 1 calc R . . C37 C 0.6563(5) 1.1936(3) 0.0603(3) 0.0358(13) Uani 1 1 d . . . C38 C 0.7548(5) 1.1830(4) 0.1112(3) 0.0499(16) Uani 1 1 d . . . H38 H 0.7362 1.1675 0.1611 0.06 Uiso 1 1 calc R . . C39 C 0.8786(6) 1.1949(4) 0.0893(3) 0.0586(18) Uani 1 1 d . . . H39 H 0.9448 1.1872 0.1244 0.07 Uiso 1 1 calc R . . C40 C 0.9078(6) 1.2178(4) 0.0173(3) 0.0510(16) Uani 1 1 d . . . H40 H 0.9935 1.226 0.0027 0.061 Uiso 1 1 calc R . . C41 C 0.8130(6) 1.2286(4) -0.0327(3) 0.0508(16) Uani 1 1 d . . . H41 H 0.8329 1.2436 -0.0824 0.061 Uiso 1 1 calc R . . C42 C 0.6860(5) 1.2177(3) -0.0117(3) 0.0389(13) Uani 1 1 d . . . H42 H 0.6199 1.227 -0.0474 0.047 Uiso 1 1 calc R . . C43 C 0.4014(6) 1.3686(4) 0.1396(3) 0.0411(14) Uani 1 1 d . . . C44 C 0.4947(7) 1.4157(5) 0.1430(5) 0.079(2) Uani 1 1 d . . . C45 C 0.4506(9) 1.4980(5) 0.1387(6) 0.100(3) Uani 1 1 d . . . H45 H 0.5127 1.5316 0.1398 0.12 Uiso 1 1 calc R . . C46 C 0.3221(8) 1.5318(5) 0.1331(5) 0.077(2) Uani 1 1 d . . . H46 H 0.2945 1.5879 0.1308 0.093 Uiso 1 1 calc R . . C47 C 0.2328(7) 1.4845(4) 0.1306(4) 0.0649(19) Uani 1 1 d . . . H47 H 0.1427 1.5089 0.1255 0.078 Uiso 1 1 calc R . . C48 C 0.2690(6) 1.4021(4) 0.1352(4) 0.0536(17) Uani 1 1 d . . . C49 C 0.6405(8) 1.3762(7) 0.1523(8) 0.128(5) Uani 1 1 d . . . H49 H 0.6489 1.3171 0.1543 0.153 Uiso 1 1 calc R . . C50 C 0.7085(10) 1.4258(11) 0.0865(7) 0.181(7) Uani 1 1 d . . . H50A H 0.8015 1.4007 0.0915 0.272 Uiso 1 1 calc R . . H50B H 0.6986 1.4847 0.0823 0.272 Uiso 1 1 calc R . . H50C H 0.6696 1.4243 0.0428 0.272 Uiso 1 1 calc R . . C51 C 0.7015(9) 1.3718(7) 0.2222(7) 0.127(4) Uani 1 1 d . . . H51A H 0.6549 1.339 0.2636 0.19 Uiso 1 1 calc R . . H51B H 0.6958 1.4292 0.2211 0.19 Uiso 1 1 calc R . . H51C H 0.7934 1.3443 0.2272 0.19 Uiso 1 1 calc R . . C52 C 0.1670(7) 1.3510(5) 0.1327(6) 0.094(3) Uani 1 1 d . . . H52 H 0.2096 1.2899 0.1511 0.113 Uiso 1 1 calc R . . C53 C 0.0556(9) 1.3603(6) 0.1817(6) 0.130(4) Uani 1 1 d . . . H53A H 0.0907 1.3427 0.2316 0.195 Uiso 1 1 calc R . . H53B H -0.0069 1.3246 0.1807 0.195 Uiso 1 1 calc R . . H53C H 0.0115 1.4197 0.1643 0.195 Uiso 1 1 calc R . . C54 C 0.1139(9) 1.3746(9) 0.0581(7) 0.154(6) Uani 1 1 d . . . H54A H 0.0489 1.3398 0.0589 0.23 Uiso 1 1 calc R . . H54B H 0.1849 1.3651 0.0274 0.23 Uiso 1 1 calc R . . H54C H 0.0726 1.4345 0.0385 0.23 Uiso 1 1 calc R . . C55 C 0.2526(5) 1.1734(3) -0.0337(3) 0.0358(13) Uani 1 1 d . . . C56 C 0.2245(5) 1.0913(4) -0.0059(3) 0.0447(14) Uani 1 1 d . . . C57 C 0.1607(6) 1.0666(4) -0.0527(4) 0.0532(16) Uani 1 1 d . . . H57 H 0.1402 1.0113 -0.0353 0.064 Uiso 1 1 calc R . . C58 C 0.1261(6) 1.1203(5) -0.1238(4) 0.0547(17) Uani 1 1 d . . . H58 H 0.0875 1.1006 -0.1556 0.066 Uiso 1 1 calc R . . C59 C 0.1476(6) 1.2023(4) -0.1486(3) 0.0531(16) Uani 1 1 d . . . H59 H 0.1204 1.2397 -0.197 0.064 Uiso 1 1 calc R . . C60 C 0.2082(5) 1.2310(4) -0.1040(3) 0.0382(13) Uani 1 1 d . . . C61 C 0.2563(6) 1.0313(4) 0.0727(3) 0.0522(16) Uani 1 1 d . . . H61 H 0.2824 1.0654 0.099 0.063 Uiso 1 1 calc R . . C62 C 0.1390(7) 0.9942(4) 0.1107(4) 0.069(2) Uani 1 1 d . . . H62A H 0.165 0.9569 0.1612 0.103 Uiso 1 1 calc R . . H62B H 0.1084 0.9617 0.0854 0.103 Uiso 1 1 calc R . . H62C H 0.0686 1.0404 0.1098 0.103 Uiso 1 1 calc R . . C63 C 0.3712(6) 0.9606(4) 0.0810(4) 0.0614(18) Uani 1 1 d . . . H63A H 0.3882 0.9242 0.1326 0.092 Uiso 1 1 calc R . . H63B H 0.4487 0.9849 0.0617 0.092 Uiso 1 1 calc R . . H63C H 0.351 0.9268 0.0541 0.092 Uiso 1 1 calc R . . C64 C 0.2285(6) 1.3224(4) -0.1299(3) 0.0507(16) Uani 1 1 d . . . H64 H 0.259 1.332 -0.087 0.061 Uiso 1 1 calc R . . C65 C 0.3284(11) 1.3403(7) -0.1845(7) 0.147(5) Uani 1 1 d . . . H65A H 0.3383 1.3996 -0.1997 0.22 Uiso 1 1 calc R . . H65B H 0.3016 1.3301 -0.2267 0.22 Uiso 1 1 calc R . . H65C H 0.4119 1.3032 -0.1633 0.22 Uiso 1 1 calc R . . C66 C 0.1032(9) 1.3841(6) -0.1607(7) 0.137(4) Uani 1 1 d . . . H66A H 0.0364 1.3725 -0.1245 0.206 Uiso 1 1 calc R . . H66B H 0.0735 1.378 -0.2044 0.206 Uiso 1 1 calc R . . H66C H 0.1182 1.4421 -0.1732 0.206 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 0.0397(2) 0.0491(2) 0.0631(3) -0.0245(2) 0.00827(18) -0.00767(17) I2 0.0858(4) 0.0772(4) 0.0613(3) -0.0215(3) -0.0075(3) -0.0142(3) I3 0.0502(3) 0.0694(3) 0.0426(2) -0.0192(2) 0.00015(18) 0.0015(2) I4 0.0455(3) 0.0724(3) 0.0813(4) -0.0047(3) -0.0061(2) -0.0066(2) P1 0.0390(8) 0.0276(7) 0.0245(7) -0.0066(6) 0.0006(6) -0.0026(6) N1 0.033(2) 0.025(2) 0.022(2) -0.0068(19) -0.0017(17) -0.0005(18) N2 0.038(2) 0.026(2) 0.024(2) -0.0083(19) -0.0035(18) -0.0010(18) N3 0.040(3) 0.037(3) 0.038(3) -0.017(2) 0.000(2) -0.006(2) N4 0.041(3) 0.036(3) 0.034(3) -0.013(2) 0.002(2) -0.006(2) C1 0.033(3) 0.033(3) 0.024(3) -0.007(2) 0.001(2) -0.004(2) C2 0.029(3) 0.026(3) 0.022(3) -0.008(2) 0.001(2) 0.001(2) C3 0.033(3) 0.025(3) 0.032(3) -0.011(2) 0.001(2) -0.003(2) C4 0.036(3) 0.032(3) 0.022(3) -0.009(2) -0.001(2) -0.004(2) C5 0.040(3) 0.035(3) 0.033(3) -0.014(3) 0.006(2) -0.002(2) C6 0.042(3) 0.025(3) 0.035(3) -0.007(2) 0.001(2) 0.001(2) C7 0.041(3) 0.037(3) 0.026(3) -0.009(2) -0.002(2) -0.006(2) C8 0.046(3) 0.039(3) 0.032(3) -0.010(3) 0.009(3) 0.000(3) C9 0.046(3) 0.031(3) 0.032(3) -0.005(3) -0.001(3) 0.003(2) C10 0.045(3) 0.023(3) 0.026(3) -0.008(2) 0.007(2) -0.004(2) C11 0.047(3) 0.029(3) 0.032(3) -0.008(2) 0.010(3) -0.005(2) C12 0.054(4) 0.030(3) 0.043(4) -0.007(3) 0.009(3) -0.001(3) C13 0.069(4) 0.040(4) 0.052(4) -0.025(3) 0.018(3) -0.014(3) C14 0.066(4) 0.042(4) 0.036(3) -0.018(3) 0.002(3) -0.018(3) C15 0.046(3) 0.034(3) 0.029(3) -0.010(3) 0.001(2) -0.007(2) C16 0.036(3) 0.037(3) 0.053(4) -0.014(3) -0.002(3) 0.003(2) C17 0.079(5) 0.045(4) 0.062(5) -0.009(3) -0.017(4) 0.007(3) C18 0.038(4) 0.088(6) 0.096(6) -0.044(5) 0.002(4) 0.004(4) C19 0.063(4) 0.040(3) 0.036(3) -0.019(3) -0.009(3) -0.004(3) C20 0.059(4) 0.070(5) 0.082(5) -0.036(4) -0.026(4) -0.005(4) C21 0.112(6) 0.049(4) 0.047(4) -0.014(3) -0.029(4) -0.005(4) C22 0.050(3) 0.032(3) 0.018(3) -0.008(2) 0.000(2) -0.010(2) C23 0.051(4) 0.038(3) 0.035(3) -0.016(3) 0.000(3) -0.005(3) C24 0.067(4) 0.063(4) 0.034(3) -0.025(3) 0.000(3) -0.008(3) C25 0.081(5) 0.068(5) 0.028(3) -0.025(3) -0.001(3) -0.014(4) C26 0.072(5) 0.057(4) 0.030(3) -0.011(3) -0.015(3) -0.004(3) C27 0.050(4) 0.041(3) 0.036(3) -0.011(3) -0.006(3) -0.007(3) C28 0.062(4) 0.055(4) 0.037(3) -0.029(3) -0.009(3) 0.012(3) C29 0.053(4) 0.120(7) 0.073(5) -0.069(5) -0.002(4) 0.022(4) C30 0.126(7) 0.053(5) 0.060(5) -0.032(4) -0.030(5) 0.018(4) C31 0.059(4) 0.041(4) 0.039(3) -0.015(3) -0.017(3) 0.000(3) C32 0.056(4) 0.067(5) 0.104(6) -0.042(5) -0.003(4) -0.007(4) C33 0.092(6) 0.046(4) 0.081(6) -0.009(4) -0.016(4) -0.001(4) C34 0.038(3) 0.030(3) 0.028(3) -0.008(2) -0.002(2) -0.003(2) C35 0.037(3) 0.031(3) 0.030(3) -0.009(2) 0.000(2) -0.004(2) C36 0.039(3) 0.031(3) 0.029(3) -0.009(2) 0.005(2) -0.005(2) C37 0.039(3) 0.031(3) 0.033(3) -0.008(2) 0.000(2) -0.006(2) C38 0.041(4) 0.067(4) 0.035(3) -0.010(3) -0.001(3) -0.011(3) C39 0.037(4) 0.086(5) 0.047(4) -0.020(4) -0.003(3) -0.010(3) C40 0.039(3) 0.065(4) 0.053(4) -0.025(3) 0.014(3) -0.014(3) C41 0.057(4) 0.057(4) 0.043(4) -0.021(3) 0.012(3) -0.018(3) C42 0.038(3) 0.044(3) 0.032(3) -0.011(3) 0.002(2) -0.012(3) C43 0.052(4) 0.040(3) 0.034(3) -0.017(3) 0.006(3) -0.009(3) C44 0.053(4) 0.084(6) 0.137(8) -0.080(6) 0.022(4) -0.025(4) C45 0.085(6) 0.084(6) 0.181(10) -0.097(7) 0.035(6) -0.042(5) C46 0.084(6) 0.053(5) 0.107(7) -0.046(5) 0.005(5) -0.005(4) C47 0.061(4) 0.048(4) 0.083(5) -0.027(4) -0.007(4) 0.003(3) C48 0.054(4) 0.037(4) 0.071(5) -0.022(3) -0.006(3) -0.005(3) C49 0.065(6) 0.160(10) 0.253(14) -0.174(11) 0.046(8) -0.049(6) C50 0.075(7) 0.38(2) 0.136(10) -0.156(13) 0.025(7) -0.036(10) C51 0.063(6) 0.143(10) 0.191(12) -0.085(9) 0.010(7) -0.013(6) C52 0.037(4) 0.057(5) 0.194(10) -0.058(6) -0.010(5) 0.005(3) C53 0.071(6) 0.115(8) 0.167(11) -0.003(7) 0.001(6) -0.038(6) C54 0.074(7) 0.252(15) 0.237(15) -0.200(13) 0.016(8) -0.046(8) C55 0.032(3) 0.037(3) 0.038(3) -0.015(3) 0.000(2) -0.003(2) C56 0.044(3) 0.045(4) 0.047(4) -0.020(3) 0.002(3) -0.006(3) C57 0.049(4) 0.055(4) 0.064(5) -0.028(4) 0.001(3) -0.018(3) C58 0.051(4) 0.077(5) 0.051(4) -0.037(4) 0.003(3) -0.020(3) C59 0.051(4) 0.071(5) 0.040(4) -0.023(3) -0.005(3) -0.014(3) C60 0.030(3) 0.047(3) 0.036(3) -0.015(3) 0.004(2) -0.004(2) C61 0.060(4) 0.044(4) 0.054(4) -0.018(3) 0.002(3) -0.018(3) C62 0.077(5) 0.057(4) 0.067(5) -0.019(4) 0.007(4) -0.011(4) C63 0.063(4) 0.049(4) 0.067(5) -0.017(4) -0.004(4) -0.009(3) C64 0.059(4) 0.051(4) 0.037(3) -0.010(3) -0.004(3) -0.011(3) C65 0.170(11) 0.111(8) 0.174(11) -0.056(8) 0.108(9) -0.073(8) C66 0.098(7) 0.061(6) 0.231(14) -0.040(7) 0.002(8) 0.006(5) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 P1 2.4928(14) . ? I2 I3 2.8722(7) . ? I3 I4 2.9629(7) . ? P1 N1 1.738(4) . ? P1 N2 1.744(4) . ? N1 C1 1.336(6) . ? N1 C10 1.476(6) . ? N2 C3 1.330(6) . ? N2 C22 1.467(6) . ? N3 C34 1.252(6) . ? N3 C43 1.438(7) . ? N4 C36 1.260(6) . ? N4 C55 1.440(7) . ? C1 C2 1.394(7) . ? C1 H1 0.95 . ? C2 C3 1.382(7) . ? C2 C4 1.494(7) . ? C3 H3 0.95 . ? C4 C5 1.390(7) . ? C4 C9 1.392(7) . ? C5 C6 1.386(7) . ? C5 H5 0.95 . ? C6 C7 1.380(7) . ? C6 H6 0.95 . ? C7 C8 1.388(7) . ? C7 C35 1.555(7) . ? C8 C9 1.378(7) . ? C8 H8 0.95 . ? C9 H9 0.95 . ? C10 C11 1.403(7) . ? C10 C15 1.405(7) . ? C11 C12 1.393(8) . ? C11 C16 1.508(8) . ? C12 C13 1.361(8) . ? C12 H12 0.95 . ? C13 C14 1.393(8) . ? C13 H13 0.95 . ? C14 C15 1.387(7) . ? C14 H14 0.95 . ? C15 C19 1.518(7) . ? C16 C17 1.523(8) . ? C16 C18 1.550(8) . ? C16 H16 1 . ? C17 H17A 0.98 . ? C17 H17B 0.98 . ? C17 H17C 0.98 . ? C18 H18A 0.98 . ? C18 H18B 0.98 . ? C18 H18C 0.98 . ? C19 C21 1.508(8) . ? C19 C20 1.533(9) . ? C19 H19 1 . ? C20 H20A 0.98 . ? C20 H20B 0.98 . ? C20 H20C 0.98 . ? C21 H21A 0.98 . ? C21 H21B 0.98 . ? C21 H21C 0.98 . ? C22 C27 1.400(7) . ? C22 C23 1.416(8) . ? C23 C24 1.400(8) . ? C23 C28 1.522(8) . ? C24 C25 1.363(8) . ? C24 H24 0.95 . ? C25 C26 1.356(9) . ? C25 H25 0.95 . ? C26 C27 1.413(8) . ? C26 H26 0.95 . ? C27 C31 1.514(8) . ? C28 C30 1.525(9) . ? C28 C29 1.532(9) . ? C28 H28 1 . ? C29 H29A 0.98 . ? C29 H29B 0.98 . ? C29 H29C 0.98 . ? C30 H30A 0.98 . ? C30 H30B 0.98 . ? C30 H30C 0.98 . ? C31 C33 1.516(8) . ? C31 C32 1.537(8) . ? C31 H31 1 . ? C32 H32A 0.98 . ? C32 H32B 0.98 . ? C32 H32C 0.98 . ? C33 H33A 0.98 . ? C33 H33B 0.98 . ? C33 H33C 0.98 . ? C34 C35 1.525(7) . ? C34 H34 0.95 . ? C35 C36 1.520(7) . ? C35 C37 1.543(7) . ? C36 H36 0.95 . ? C37 C42 1.377(7) . ? C37 C38 1.398(7) . ? C38 C39 1.376(8) . ? C38 H38 0.95 . ? C39 C40 1.377(8) . ? C39 H39 0.95 . ? C40 C41 1.357(8) . ? C40 H40 0.95 . ? C41 C42 1.400(8) . ? C41 H41 0.95 . ? C42 H42 0.95 . ? C43 C48 1.389(8) . ? C43 C44 1.394(8) . ? C44 C45 1.391(10) . ? C44 C49 1.536(11) . ? C45 C46 1.351(10) . ? C45 H45 0.95 . ? C46 C47 1.358(10) . ? C46 H46 0.95 . ? C47 C48 1.379(8) . ? C47 H47 0.95 . ? C48 C52 1.513(9) . ? C49 C50 1.508(16) . ? C49 C51 1.513(14) . ? C49 H49 1 . ? C50 H50A 0.98 . ? C50 H50B 0.98 . ? C50 H50C 0.98 . ? C51 H51A 0.98 . ? C51 H51B 0.98 . ? C51 H51C 0.98 . ? C52 C54 1.475(14) . ? C52 C53 1.524(13) . ? C52 H52 1 . ? C53 H53A 0.98 . ? C53 H53B 0.98 . ? C53 H53C 0.98 . ? C54 H54A 0.98 . ? C54 H54B 0.98 . ? C54 H54C 0.98 . ? C55 C56 1.402(8) . ? C55 C60 1.406(7) . ? C56 C57 1.388(8) . ? C56 C61 1.518(8) . ? C57 C58 1.380(9) . ? C57 H57 0.95 . ? C58 C59 1.376(9) . ? C58 H58 0.95 . ? C59 C60 1.383(8) . ? C59 H59 0.95 . ? C60 C64 1.521(8) . ? C61 C63 1.516(9) . ? C61 C62 1.531(9) . ? C61 H61 1 . ? C62 H62A 0.98 . ? C62 H62B 0.98 . ? C62 H62C 0.98 . ? C63 H63A 0.98 . ? C63 H63B 0.98 . ? C63 H63C 0.98 . ? C64 C65 1.471(10) . ? C64 C66 1.506(10) . ? C64 H64 1 . ? C65 H65A 0.98 . ? C65 H65B 0.98 . ? C65 H65C 0.98 . ? C66 H66A 0.98 . ? C66 H66B 0.98 . ? C66 H66C 0.98 . ? 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 I2 I3 I4 176.83(2) . . ? N1 P1 N2 96.5(2) . . ? N1 P1 I1 101.27(14) . . ? N2 P1 I1 101.44(14) . . ? C1 N1 C10 119.1(4) . . ? C1 N1 P1 125.1(4) . . ? C10 N1 P1 115.0(3) . . ? C3 N2 C22 120.2(4) . . ? C3 N2 P1 124.5(4) . . ? C22 N2 P1 113.8(3) . . ? C34 N3 C43 118.0(5) . . ? C36 N4 C55 116.9(5) . . ? N1 C1 C2 124.7(5) . . ? N1 C1 H1 117.6 . . ? C2 C1 H1 117.6 . . ? C3 C2 C1 118.3(4) . . ? C3 C2 C4 120.4(4) . . ? C1 C2 C4 120.7(4) . . ? N2 C3 C2 125.6(5) . . ? N2 C3 H3 117.2 . . ? C2 C3 H3 117.2 . . ? C5 C4 C9 117.9(5) . . ? C5 C4 C2 120.8(5) . . ? C9 C4 C2 121.3(4) . . ? C6 C5 C4 121.1(5) . . ? C6 C5 H5 119.4 . . ? C4 C5 H5 119.4 . . ? C7 C6 C5 120.6(5) . . ? C7 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? C6 C7 C8 118.6(5) . . ? C6 C7 C35 122.4(5) . . ? C8 C7 C35 118.5(5) . . ? C9 C8 C7 120.9(5) . . ? C9 C8 H8 119.5 . . ? C7 C8 H8 119.5 . . ? C8 C9 C4 120.8(5) . . ? C8 C9 H9 119.6 . . ? C4 C9 H9 119.6 . . ? C11 C10 C15 123.0(5) . . ? C11 C10 N1 117.9(5) . . ? C15 C10 N1 119.1(4) . . ? C12 C11 C10 116.6(5) . . ? C12 C11 C16 119.1(5) . . ? C10 C11 C16 124.4(5) . . ? C13 C12 C11 122.3(6) . . ? C13 C12 H12 118.9 . . ? C11 C12 H12 118.9 . . ? C12 C13 C14 119.9(6) . . ? C12 C13 H13 120 . . ? C14 C13 H13 120 . . ? C15 C14 C13 121.3(5) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? C14 C15 C10 117.0(5) . . ? C14 C15 C19 117.6(5) . . ? C10 C15 C19 125.4(5) . . ? C11 C16 C17 111.3(5) . . ? C11 C16 C18 110.5(5) . . ? C17 C16 C18 109.7(5) . . ? C11 C16 H16 108.5 . . ? C17 C16 H16 108.5 . . ? C18 C16 H16 108.5 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C21 C19 C15 110.9(5) . . ? C21 C19 C20 109.0(5) . . ? C15 C19 C20 112.7(5) . . ? C21 C19 H19 108 . . ? C15 C19 H19 108 . . ? C20 C19 H19 108 . . ? 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 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C27 C22 C23 123.2(5) . . ? C27 C22 N2 119.0(5) . . ? C23 C22 N2 117.7(4) . . ? C24 C23 C22 116.2(5) . . ? C24 C23 C28 118.4(5) . . ? C22 C23 C28 125.3(5) . . ? C25 C24 C23 121.8(6) . . ? C25 C24 H24 119.1 . . ? C23 C24 H24 119.1 . . ? C26 C25 C24 120.7(6) . . ? C26 C25 H25 119.6 . . ? C24 C25 H25 119.6 . . ? C25 C26 C27 122.1(6) . . ? C25 C26 H26 119 . . ? C27 C26 H26 119 . . ? C22 C27 C26 115.9(5) . . ? C22 C27 C31 124.6(5) . . ? C26 C27 C31 119.4(5) . . ? C23 C28 C30 109.5(5) . . ? C23 C28 C29 111.2(5) . . ? C30 C28 C29 111.1(6) . . ? C23 C28 H28 108.3 . . ? C30 C28 H28 108.3 . . ? C29 C28 H28 108.3 . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C28 C30 H30A 109.5 . . ? C28 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C28 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C27 C31 C33 112.0(6) . . ? C27 C31 C32 110.8(5) . . ? C33 C31 C32 109.2(5) . . ? C27 C31 H31 108.3 . . ? C33 C31 H31 108.3 . . ? C32 C31 H31 108.3 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? N3 C34 C35 124.8(5) . . ? N3 C34 H34 117.6 . . ? C35 C34 H34 117.6 . . ? C36 C35 C34 109.6(4) . . ? C36 C35 C37 110.8(4) . . ? C34 C35 C37 104.2(4) . . ? C36 C35 C7 102.9(4) . . ? C34 C35 C7 116.9(4) . . ? C37 C35 C7 112.6(4) . . ? N4 C36 C35 122.3(5) . . ? N4 C36 H36 118.9 . . ? C35 C36 H36 118.9 . . ? C42 C37 C38 118.3(5) . . ? C42 C37 C35 121.8(5) . . ? C38 C37 C35 119.8(5) . . ? C39 C38 C37 120.3(6) . . ? C39 C38 H38 119.9 . . ? C37 C38 H38 119.9 . . ? C38 C39 C40 121.0(6) . . ? C38 C39 H39 119.5 . . ? C40 C39 H39 119.5 . . ? C41 C40 C39 119.4(6) . . ? C41 C40 H40 120.3 . . ? C39 C40 H40 120.3 . . ? C40 C41 C42 120.6(6) . . ? C40 C41 H41 119.7 . . ? C42 C41 H41 119.7 . . ? C37 C42 C41 120.5(5) . . ? C37 C42 H42 119.8 . . ? C41 C42 H42 119.8 . . ? C48 C43 C44 120.6(6) . . ? C48 C43 N3 120.5(5) . . ? C44 C43 N3 118.7(5) . . ? C45 C44 C43 117.7(7) . . ? C45 C44 C49 122.0(7) . . ? C43 C44 C49 120.3(6) . . ? C46 C45 C44 122.0(7) . . ? C46 C45 H45 119 . . ? C44 C45 H45 119 . . ? C45 C46 C47 119.2(7) . . ? C45 C46 H46 120.4 . . ? C47 C46 H46 120.4 . . ? C46 C47 C48 122.1(7) . . ? C46 C47 H47 119 . . ? C48 C47 H47 119 . . ? C47 C48 C43 118.2(6) . . ? C47 C48 C52 120.7(6) . . ? C43 C48 C52 121.0(5) . . ? C50 C49 C51 112.1(8) . . ? C50 C49 C44 108.8(11) . . ? C51 C49 C44 111.9(8) . . ? C50 C49 H49 108 . . ? C51 C49 H49 108 . . ? C44 C49 H49 108 . . ? C49 C50 H50A 109.5 . . ? C49 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C49 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C49 C51 H51A 109.5 . . ? C49 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? C49 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? C54 C52 C48 112.1(8) . . ? C54 C52 C53 109.6(7) . . ? C48 C52 C53 111.2(8) . . ? C54 C52 H52 107.9 . . ? C48 C52 H52 107.9 . . ? C53 C52 H52 107.9 . . ? C52 C53 H53A 109.5 . . ? C52 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? C52 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C52 C54 H54A 109.5 . . ? C52 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C52 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C56 C55 C60 121.4(5) . . ? C56 C55 N4 119.8(5) . . ? C60 C55 N4 118.7(5) . . ? C57 C56 C55 117.3(5) . . ? C57 C56 C61 120.0(5) . . ? C55 C56 C61 122.6(5) . . ? C58 C57 C56 121.8(6) . . ? C58 C57 H57 119.1 . . ? C56 C57 H57 119.1 . . ? C59 C58 C57 119.8(6) . . ? C59 C58 H58 120.1 . . ? C57 C58 H58 120.1 . . ? C58 C59 C60 120.9(6) . . ? C58 C59 H59 119.5 . . ? C60 C59 H59 119.5 . . ? C59 C60 C55 118.4(5) . . ? C59 C60 C64 121.4(5) . . ? C55 C60 C64 120.2(5) . . ? C63 C61 C56 112.8(5) . . ? C63 C61 C62 110.0(5) . . ? C56 C61 C62 113.1(5) . . ? C63 C61 H61 106.8 . . ? C56 C61 H61 106.8 . . ? C62 C61 H61 106.8 . . ? C61 C62 H62A 109.5 . . ? C61 C62 H62B 109.5 . . ? H62A C62 H62B 109.5 . . ? C61 C62 H62C 109.5 . . ? H62A C62 H62C 109.5 . . ? H62B C62 H62C 109.5 . . ? C61 C63 H63A 109.5 . . ? C61 C63 H63B 109.5 . . ? H63A C63 H63B 109.5 . . ? C61 C63 H63C 109.5 . . ? H63A C63 H63C 109.5 . . ? H63B C63 H63C 109.5 . . ? C65 C64 C66 109.2(8) . . ? C65 C64 C60 112.1(6) . . ? C66 C64 C60 111.6(6) . . ? C65 C64 H64 107.9 . . ? C66 C64 H64 107.9 . . ? C60 C64 H64 107.9 . . ? C64 C65 H65A 109.5 . . ? C64 C65 H65B 109.5 . . ? H65A C65 H65B 109.5 . . ? C64 C65 H65C 109.5 . . ? H65A C65 H65C 109.5 . . ? H65B C65 H65C 109.5 . . ? C64 C66 H66A 109.5 . . ? C64 C66 H66B 109.5 . . ? H66A C66 H66B 109.5 . . ? C64 C66 H66C 109.5 . . ? H66A C66 H66C 109.5 . . ? H66B C66 H66C 109.5 . . ? #===END data_(2)-apr705 _database_code_depnum_ccdc_archive 'CCDC 616857' _audit_creation_date 2005-04-19T10:22:01-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C33 H41 N2, I5' _chemical_formula_sum 'C33 H41 I5 N2' _chemical_formula_weight 1100.18 _chemical_compound_source 'synthesis as described' _chemical_absolute_configuration unk #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pnc2 _symmetry_space_group_name_Hall 'P 2 -2bc' _symmetry_Int_Tables_number 30 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x, y+1/2, z+1/2' 'x, -y+1/2, z+1/2' _cell_length_a 21.8936(5) _cell_length_b 13.9582(3) _cell_length_c 12.3029(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3759.71(15) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 16119 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 26.022 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.944 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2072 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 4.159 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.753 _exptl_absorpt_correction_T_max 0.812 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.523537E-1 _diffrn_orient_matrix_ub_12 0.521249E-1 _diffrn_orient_matrix_ub_13 0.10787E-1 _diffrn_orient_matrix_ub_21 -0.612685E-1 _diffrn_orient_matrix_ub_22 0.39486E-1 _diffrn_orient_matrix_ub_23 0.163443E-1 _diffrn_orient_matrix_ub_31 0.105818E-1 _diffrn_orient_matrix_ub_32 -0.29266E-1 _diffrn_orient_matrix_ub_33 0.412644E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0482 _diffrn_reflns_av_unetI/netI 0.0488 _diffrn_reflns_number 23950 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.44 _diffrn_reflns_theta_max 26.01 _diffrn_reflns_theta_full 26.01 _diffrn_measured_fraction_theta_full 0.99 _diffrn_measured_fraction_theta_max 0.99 _reflns_number_total 7201 _reflns_number_gt 5894 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0397P)^2^+3.7447P] 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_number_reflns 7201 _refine_ls_number_parameters 365 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0554 _refine_ls_R_factor_gt 0.0393 _refine_ls_wR_factor_ref 0.0854 _refine_ls_wR_factor_gt 0.0796 _refine_ls_goodness_of_fit_ref 1.02 _refine_ls_restrained_S_all 1.02 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.46(3) _refine_diff_density_max 0.734 _refine_diff_density_min -0.731 _refine_diff_density_rms 0.105 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' 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 0.20246(2) 0.81813(4) 0.63648(5) 0.05448(16) Uani 1 1 d . . . I2 I 0.21888(2) 0.66335(4) 0.78060(5) 0.04401(13) Uani 1 1 d . . . I3 I 0.24361(3) 0.48774(4) 0.92502(5) 0.05792(16) Uani 1 1 d . . . I4 I 0.27893(2) 0.37351(4) 0.72195(5) 0.04776(14) Uani 1 1 d . . . I5 I 0.30610(3) 0.28177(5) 0.52485(6) 0.06427(18) Uani 1 1 d . . . N1 N 0.0290(2) 0.5186(4) 0.2762(5) 0.0210(11) Uani 1 1 d . . . C1 C 0.0462(3) 0.5285(4) 0.1717(6) 0.0238(15) Uani 1 1 d . . . H1 H 0.0848 0.5519 0.1482 0.029 Uiso 1 1 calc R . . C2 C 0 0.5 0.1042(8) 0.026(2) Uani 1 2 d S . . C3 C 0 0.5 -0.0162(8) 0.028(2) Uani 1 2 d S . . C4 C -0.0543(3) 0.5133(5) -0.0740(7) 0.0352(17) Uani 1 1 d . . . H4 H -0.0917 0.5224 -0.0363 0.042 Uiso 1 1 calc R . . C5 C -0.0532(4) 0.5133(5) -0.1869(6) 0.041(2) Uani 1 1 d . . . H5 H -0.0901 0.5226 -0.2261 0.05 Uiso 1 1 calc R . . C6 C 0 0.5 -0.2423(9) 0.045(3) Uani 1 2 d S . . H6 H 0 0.5 -0.3195 0.054 Uiso 1 2 calc SR . . C7 C 0.0695(3) 0.5152(5) 0.3688(6) 0.0239(14) Uani 1 1 d . . . C8 C 0.0677(3) 0.5869(4) 0.4470(6) 0.0274(16) Uani 1 1 d . . . C9 C 0.1088(3) 0.5811(5) 0.5333(6) 0.0359(17) Uani 1 1 d . . . H9 H 0.1078 0.6279 0.5893 0.043 Uiso 1 1 calc R . . C10 C 0.1510(4) 0.5077(6) 0.5377(7) 0.049(2) Uani 1 1 d . . . H10 H 0.1793 0.5061 0.5963 0.059 Uiso 1 1 calc R . . C11 C 0.1536(3) 0.4361(5) 0.4593(7) 0.0407(19) Uani 1 1 d . . . H11 H 0.1824 0.3855 0.4651 0.049 Uiso 1 1 calc R . . C12 C 0.1131(3) 0.4398(5) 0.3721(6) 0.0285(15) Uani 1 1 d . . . C13 C 0.0253(3) 0.6729(4) 0.4377(6) 0.0273(16) Uani 1 1 d . . . H13 H -0.0104 0.6531 0.3922 0.033 Uiso 1 1 calc R . . C14 C 0.0580(4) 0.7548(6) 0.3777(8) 0.049(2) Uani 1 1 d . . . H14A H 0.0736 0.7312 0.308 0.073 Uiso 1 1 calc R . . H14B H 0.0921 0.778 0.422 0.073 Uiso 1 1 calc R . . H14C H 0.0292 0.8073 0.3647 0.073 Uiso 1 1 calc R . . C15 C 0.0003(5) 0.7091(6) 0.5461(8) 0.060(3) Uani 1 1 d . . . H15A H -0.0212 0.6569 0.5833 0.089 Uiso 1 1 calc R . . H15B H -0.0281 0.7621 0.533 0.089 Uiso 1 1 calc R . . H15C H 0.0341 0.7315 0.5916 0.089 Uiso 1 1 calc R . . C16 C 0.1183(3) 0.3625(5) 0.2817(7) 0.0352(16) Uani 1 1 d . . . H16 H 0.0807 0.3653 0.2359 0.042 Uiso 1 1 calc R . . C17 C 0.1243(4) 0.2601(6) 0.3286(8) 0.052(2) Uani 1 1 d . . . H17A H 0.0888 0.2459 0.3743 0.078 Uiso 1 1 calc R . . H17B H 0.1616 0.2556 0.3723 0.078 Uiso 1 1 calc R . . H17C H 0.1263 0.2138 0.2688 0.078 Uiso 1 1 calc R . . C18 C 0.1732(4) 0.3835(6) 0.2097(8) 0.056(2) Uani 1 1 d . . . H18A H 0.1696 0.4484 0.1799 0.085 Uiso 1 1 calc R . . H18B H 0.1746 0.337 0.1501 0.085 Uiso 1 1 calc R . . H18C H 0.2107 0.3787 0.2528 0.085 Uiso 1 1 calc R . . N1B N 0.4711(3) 0.0208(4) 0.9647(5) 0.0351(14) Uani 1 1 d . . 1 C1B C 0.4544(3) 0.0329(5) 1.0695(6) 0.0369(18) Uani 1 1 d . A 1 H1B H 0.4167 0.06 1.0923 0.044 Uiso 1 1 calc R A 1 C2B C 0.5 0 1.1401(10) 0.039(3) Uani 1 2 d S . 1 C3B C 0.5 0 1.2582(10) 0.045(3) Uani 1 2 d S . 1 C4B C 0.5554(4) 0.0126(6) 1.3159(7) 0.053(2) Uani 1 1 d . B 1 H4B H 0.5927 0.0213 1.2778 0.063 Uiso 1 1 calc R B 1 C5B C 0.5547(5) 0.0121(7) 1.4267(9) 0.066(3) Uani 1 1 d . B 1 H5B H 0.5918 0.02 1.4656 0.079 Uiso 1 1 calc R B 1 C6B C 0.5 0 1.4838(13) 0.079(5) Uani 1 2 d S . 1 H6B H 0.5 0 1.561 0.094 Uiso 1 2 calc SR . 1 C7B C 0.4293(3) 0.0184(6) 0.8734(7) 0.0412(19) Uani 1 1 d . C 1 C8B C 0.4320(4) 0.0885(6) 0.7940(7) 0.046(2) Uani 1 1 d . C 1 C9B C 0.3898(4) 0.0838(8) 0.7117(9) 0.070(3) Uani 1 1 d . C 1 H9B H 0.3906 0.1306 0.6557 0.084 Uiso 1 1 calc R C 1 C10B C 0.3457(5) 0.0118(9) 0.7087(10) 0.083(3) Uani 1 1 d . C 1 H10B H 0.3163 0.0106 0.652 0.099 Uiso 1 1 calc R C 1 C11B C 0.3451(4) -0.0587(8) 0.7893(10) 0.071(3) Uani 1 1 d . C 1 H11B H 0.3157 -0.1087 0.7854 0.086 Uiso 1 1 calc R C 1 C12B C 0.3860(3) -0.0575(6) 0.8743(7) 0.047(2) Uani 1 1 d . C 1 C13B C 0.4784(4) 0.1715(6) 0.7972(7) 0.048(2) Uani 1 1 d . C 1 H13B H 0.5104 0.1518 0.8507 0.058 Uiso 1 1 calc R C 1 C14B C 0.5111(7) 0.1900(10) 0.6948(11) 0.116(5) Uani 1 1 d . C 1 H14D H 0.5397 0.2433 0.705 0.174 Uiso 1 1 calc R C 1 H14E H 0.4816 0.2066 0.6379 0.174 Uiso 1 1 calc R C 1 H14F H 0.5337 0.1325 0.6733 0.174 Uiso 1 1 calc R C 1 C15B C 0.4479(5) 0.2596(8) 0.8458(12) 0.102(5) Uani 1 1 d . C 1 H15D H 0.4271 0.2418 0.9134 0.153 Uiso 1 1 calc R C 1 H15E H 0.4181 0.2853 0.7941 0.153 Uiso 1 1 calc R C 1 H15F H 0.4789 0.3084 0.8612 0.153 Uiso 1 1 calc R C 1 C16B C 0.3823(4) -0.1340(6) 0.9624(8) 0.055(2) Uani 1 1 d . C 1 H16B H 0.4209 -0.1306 1.0059 0.066 Uiso 1 1 calc R C 1 C17B C 0.3753(4) -0.2354(7) 0.9235(11) 0.078(3) Uani 1 1 d . C 1 H17D H 0.3737 -0.2787 0.9861 0.116 Uiso 1 1 calc R C 1 H17E H 0.4102 -0.2524 0.8775 0.116 Uiso 1 1 calc R C 1 H17F H 0.3375 -0.2413 0.8814 0.116 Uiso 1 1 calc R C 1 C18B C 0.3285(5) -0.1097(8) 1.0399(11) 0.093(4) Uani 1 1 d . C 1 H18D H 0.3326 -0.0436 1.0656 0.139 Uiso 1 1 calc R C 1 H18E H 0.3292 -0.1535 1.1022 0.139 Uiso 1 1 calc R C 1 H18F H 0.2898 -0.1168 1.0008 0.139 Uiso 1 1 calc R C 1 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 0.0478(3) 0.0432(3) 0.0724(4) 0.0001(3) -0.0090(3) 0.0035(3) I2 0.0350(3) 0.0542(3) 0.0428(3) -0.0103(3) -0.0022(2) 0.0005(2) I3 0.0625(4) 0.0662(4) 0.0451(3) 0.0083(3) -0.0033(3) 0.0047(3) I4 0.0348(3) 0.0459(3) 0.0626(3) 0.0147(3) -0.0064(3) -0.0026(2) I5 0.0515(3) 0.0673(4) 0.0740(4) -0.0053(4) -0.0027(3) 0.0147(3) N1 0.019(2) 0.018(3) 0.026(3) 0.004(2) 0.000(3) -0.001(2) C1 0.021(3) 0.011(3) 0.040(4) 0.003(3) -0.005(3) -0.003(3) C2 0.033(5) 0.017(5) 0.027(6) 0 0 0.000(4) C3 0.036(5) 0.013(5) 0.034(6) 0 0 0.001(4) C4 0.050(4) 0.021(4) 0.034(4) -0.002(3) -0.006(4) -0.001(3) C5 0.061(5) 0.025(4) 0.038(5) 0.000(3) -0.015(4) -0.002(4) C6 0.083(9) 0.021(6) 0.031(7) 0 0 -0.009(6) C7 0.023(3) 0.023(4) 0.026(4) 0.007(3) -0.004(3) -0.003(3) C8 0.025(3) 0.016(3) 0.041(5) 0.003(3) -0.004(3) 0.003(3) C9 0.037(4) 0.035(4) 0.035(4) -0.006(4) -0.013(3) 0.007(3) C10 0.044(5) 0.052(5) 0.052(5) 0.006(4) -0.022(4) 0.006(4) C11 0.035(4) 0.037(4) 0.051(5) -0.002(4) -0.010(4) 0.008(4) C12 0.029(3) 0.026(4) 0.030(4) -0.003(3) 0.006(3) 0.004(3) C13 0.025(4) 0.023(4) 0.034(4) 0.003(3) -0.003(3) -0.002(3) C14 0.054(5) 0.019(4) 0.074(6) 0.015(4) 0.010(5) -0.002(4) C15 0.076(6) 0.055(6) 0.048(6) 0.005(5) 0.006(5) 0.029(5) C16 0.032(4) 0.031(4) 0.043(4) -0.004(4) 0.000(4) 0.006(3) C17 0.048(5) 0.033(4) 0.074(6) 0.001(4) 0.020(4) 0.005(4) C18 0.060(5) 0.045(5) 0.064(6) 0.003(4) 0.024(5) 0.011(4) N1B 0.029(3) 0.036(4) 0.041(4) 0.002(3) 0.000(3) -0.002(3) C1B 0.030(4) 0.033(4) 0.047(5) 0.000(4) 0.004(4) 0.003(3) C2B 0.045(6) 0.028(5) 0.044(7) 0 0 -0.002(5) C3B 0.046(7) 0.050(7) 0.039(8) 0 0 0.000(6) C4B 0.066(6) 0.046(5) 0.046(6) -0.002(4) 0.006(4) -0.002(5) C5B 0.092(7) 0.053(6) 0.053(6) 0.004(5) -0.027(6) -0.005(6) C6B 0.127(15) 0.063(10) 0.047(9) 0 0 0.003(10) C7B 0.033(4) 0.047(5) 0.044(5) -0.013(4) -0.004(4) 0.004(4) C8B 0.041(4) 0.045(5) 0.052(6) -0.006(4) -0.006(4) 0.002(4) C9B 0.054(5) 0.087(7) 0.068(7) -0.005(6) -0.019(5) 0.019(5) C10B 0.052(6) 0.115(10) 0.080(8) -0.006(7) -0.035(6) -0.001(6) C11B 0.041(5) 0.087(7) 0.087(8) -0.025(7) -0.019(6) -0.006(5) C12B 0.022(4) 0.056(5) 0.063(6) -0.011(5) 0.003(4) 0.000(4) C13B 0.051(5) 0.048(5) 0.046(6) 0.008(4) -0.001(4) 0.002(4) C14B 0.122(10) 0.147(12) 0.079(10) 0.006(9) 0.033(8) -0.057(9) C15B 0.084(7) 0.054(7) 0.168(14) -0.015(8) 0.027(9) 0.002(7) C16B 0.038(5) 0.054(5) 0.071(6) -0.016(5) 0.010(4) -0.016(4) C17B 0.062(6) 0.056(6) 0.115(9) -0.021(6) 0.003(6) -0.018(5) C18B 0.071(7) 0.082(7) 0.125(11) -0.020(7) 0.051(7) -0.032(6) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 I2 2.8179(9) . ? I2 I3 3.0755(8) . ? I3 I4 3.0630(9) . ? I4 I5 2.8060(10) . ? N1 C1 1.347(9) . ? N1 N1 1.372(10) 2_565 ? N1 C7 1.445(8) . ? C1 C2 1.368(9) . ? C1 H1 0.95 . ? C2 C1 1.368(8) 2_565 ? C2 C3 1.481(14) . ? C3 C4 1.397(9) . ? C3 C4 1.397(9) 2_565 ? C4 C5 1.390(11) . ? C4 H4 0.95 . ? C5 C6 1.361(10) . ? C5 H5 0.95 . ? C6 C5 1.361(10) 2_565 ? C6 H6 0.95 . ? C7 C8 1.388(10) . ? C7 C12 1.421(9) . ? C8 C9 1.394(9) . ? C8 C13 1.523(9) . ? C9 C10 1.380(10) . ? C9 H9 0.95 . ? C10 C11 1.390(11) . ? C10 H10 0.95 . ? C11 C12 1.393(10) . ? C11 H11 0.95 . ? C12 C16 1.553(10) . ? C13 C15 1.528(11) . ? C13 C14 1.538(9) . ? C13 H13 1 . ? C14 H14A 0.98 . ? C14 H14B 0.98 . ? C14 H14C 0.98 . ? C15 H15A 0.98 . ? C15 H15B 0.98 . ? C15 H15C 0.98 . ? C16 C18 1.520(11) . ? C16 C17 1.547(11) . ? C16 H16 1 . ? C17 H17A 0.98 . ? C17 H17B 0.98 . ? C17 H17C 0.98 . ? C18 H18A 0.98 . ? C18 H18B 0.98 . ? C18 H18C 0.98 . ? N1B C1B 1.351(9) . ? N1B N1B 1.391(11) 2_655 ? N1B C7B 1.450(10) . ? C1B C2B 1.401(11) . ? C1B H1B 0.95 . ? C2B C1B 1.401(10) 2_655 ? C2B C3B 1.453(17) . ? C3B C4B 1.416(11) . ? C3B C4B 1.416(11) 2_655 ? C4B C5B 1.363(13) . ? C4B H4B 0.95 . ? C5B C6B 1.398(13) . ? C5B H5B 0.95 . ? C6B C5B 1.398(13) 2_655 ? C6B H6B 0.95 . ? C7B C8B 1.384(12) . ? C7B C12B 1.422(11) . ? C8B C9B 1.372(12) . ? C8B C13B 1.542(12) . ? C9B C10B 1.394(14) . ? C9B H9B 0.95 . ? C10B C11B 1.397(16) . ? C10B H10B 0.95 . ? C11B C12B 1.378(13) . ? C11B H11B 0.95 . ? C12B C16B 1.524(13) . ? C13B C14B 1.472(14) . ? C13B C15B 1.521(14) . ? C13B H13B 1 . ? C14B H14D 0.98 . ? C14B H14E 0.98 . ? C14B H14F 0.98 . ? C15B H15D 0.98 . ? C15B H15E 0.98 . ? C15B H15F 0.98 . ? C16B C17B 1.502(12) . ? C16B C18B 1.553(13) . ? C16B H16B 1 . ? C17B H17D 0.98 . ? C17B H17E 0.98 . ? C17B H17F 0.98 . ? C18B H18D 0.98 . ? C18B H18E 0.98 . ? C18B H18F 0.98 . ? 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 I2 I3 175.59(3) . . ? I4 I3 I2 89.32(2) . . ? I5 I4 I3 174.83(3) . . ? C1 N1 N1 107.3(3) . 2_565 ? C1 N1 C7 125.8(5) . . ? N1 N1 C7 123.8(4) 2_565 . ? N1 C1 C2 110.0(6) . . ? N1 C1 H1 125 . . ? C2 C1 H1 125 . . ? C1 C2 C1 105.3(9) . 2_565 ? C1 C2 C3 127.4(4) . . ? C1 C2 C3 127.4(4) 2_565 . ? C4 C3 C4 118.8(10) . 2_565 ? C4 C3 C2 120.6(5) . . ? C4 C3 C2 120.6(5) 2_565 . ? C5 C4 C3 119.6(8) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? C6 C5 C4 121.0(8) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C5 C6 C5 119.9(11) . 2_565 ? C5 C6 H6 120 . . ? C5 C6 H6 120 2_565 . ? C8 C7 C12 122.2(6) . . ? C8 C7 N1 120.4(6) . . ? C12 C7 N1 117.2(6) . . ? C7 C8 C9 117.9(6) . . ? C7 C8 C13 122.3(6) . . ? C9 C8 C13 119.8(6) . . ? C10 C9 C8 120.4(7) . . ? C10 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? C9 C10 C11 122.2(7) . . ? C9 C10 H10 118.9 . . ? C11 C10 H10 118.9 . . ? C10 C11 C12 118.9(7) . . ? C10 C11 H11 120.6 . . ? C12 C11 H11 120.6 . . ? C11 C12 C7 118.4(6) . . ? C11 C12 C16 118.6(6) . . ? C7 C12 C16 123.0(6) . . ? C8 C13 C15 114.5(6) . . ? C8 C13 C14 109.7(5) . . ? C15 C13 C14 109.9(7) . . ? C8 C13 H13 107.5 . . ? C15 C13 H13 107.5 . . ? C14 C13 H13 107.5 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C18 C16 C17 109.2(6) . . ? C18 C16 C12 110.0(6) . . ? C17 C16 C12 112.4(7) . . ? C18 C16 H16 108.4 . . ? C17 C16 H16 108.4 . . ? C12 C16 H16 108.4 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C1B N1B N1B 107.4(4) . 2_655 ? C1B N1B C7B 124.8(6) . . ? N1B N1B C7B 124.3(4) 2_655 . ? N1B C1B C2B 110.9(7) . . ? N1B C1B H1B 124.5 . . ? C2B C1B H1B 124.5 . . ? C1B C2B C1B 103.4(10) . 2_655 ? C1B C2B C3B 128.3(5) . . ? C1B C2B C3B 128.3(5) 2_655 . ? C4B C3B C4B 119.8(11) . 2_655 ? C4B C3B C2B 120.1(6) . . ? C4B C3B C2B 120.1(6) 2_655 . ? C5B C4B C3B 119.4(10) . . ? C5B C4B H4B 120.3 . . ? C3B C4B H4B 120.3 . . ? C4B C5B C6B 120.8(11) . . ? C4B C5B H5B 119.6 . . ? C6B C5B H5B 119.6 . . ? C5B C6B C5B 119.7(14) 2_655 . ? C5B C6B H6B 120.2 2_655 . ? C5B C6B H6B 120.2 . . ? C8B C7B C12B 124.1(7) . . ? C8B C7B N1B 120.3(7) . . ? C12B C7B N1B 115.6(8) . . ? C9B C8B C7B 117.3(8) . . ? C9B C8B C13B 120.0(9) . . ? C7B C8B C13B 122.8(7) . . ? C8B C9B C10B 121.4(11) . . ? C8B C9B H9B 119.3 . . ? C10B C9B H9B 119.3 . . ? C9B C10B C11B 119.7(9) . . ? C9B C10B H10B 120.1 . . ? C11B C10B H10B 120.1 . . ? C12B C11B C10B 121.6(9) . . ? C12B C11B H11B 119.2 . . ? C10B C11B H11B 119.2 . . ? C11B C12B C7B 115.9(9) . . ? C11B C12B C16B 119.8(8) . . ? C7B C12B C16B 124.3(7) . . ? C14B C13B C15B 114.1(10) . . ? C14B C13B C8B 115.4(9) . . ? C15B C13B C8B 109.2(8) . . ? C14B C13B H13B 105.8 . . ? C15B C13B H13B 105.8 . . ? C8B C13B H13B 105.8 . . ? C13B C14B H14D 109.5 . . ? C13B C14B H14E 109.5 . . ? H14D C14B H14E 109.5 . . ? C13B C14B H14F 109.5 . . ? H14D C14B H14F 109.5 . . ? H14E C14B H14F 109.5 . . ? C13B C15B H15D 109.5 . . ? C13B C15B H15E 109.5 . . ? H15D C15B H15E 109.5 . . ? C13B C15B H15F 109.5 . . ? H15D C15B H15F 109.5 . . ? H15E C15B H15F 109.5 . . ? C17B C16B C12B 116.0(8) . . ? C17B C16B C18B 108.9(7) . . ? C12B C16B C18B 108.9(8) . . ? C17B C16B H16B 107.6 . . ? C12B C16B H16B 107.6 . . ? C18B C16B H16B 107.6 . . ? C16B C17B H17D 109.5 . . ? C16B C17B H17E 109.5 . . ? H17D C17B H17E 109.5 . . ? C16B C17B H17F 109.5 . . ? H17D C17B H17F 109.5 . . ? H17E C17B H17F 109.5 . . ? C16B C18B H18D 109.5 . . ? C16B C18B H18E 109.5 . . ? H18D C18B H18E 109.5 . . ? C16B C18B H18F 109.5 . . ? H18D C18B H18F 109.5 . . ? H18E C18B H18F 109.5 . . ? #===END