# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_fcp114b _database_code_depnum_ccdc_archive 'CCDC 906751' #TrackingRef 'web_deposit_cif_file_0_ChrisPigge_1363372291.fcp114b.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C46 H32 N4, 2(C6 F4 I2)' _chemical_formula_sum 'C58 H32 F8 I4 N4' _chemical_formula_weight 1444.48 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M ' P 1 ' _symmetry_space_group_name_Hall ' P 1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 14.1443(15) _cell_length_b 14.3491(15) _cell_length_c 15.0776(16) _cell_angle_alpha 109.334(5) _cell_angle_beta 105.904(5) _cell_angle_gamma 99.933(5) _cell_volume 2657.6(5) _cell_formula_units_Z 2 _cell_measurement_temperature 210(2) _cell_measurement_reflns_used 8301 _cell_measurement_theta_min 1.0 _cell_measurement_theta_max 25.3 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.805 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1384 _exptl_absorpt_coefficient_mu 2.415 _exptl_absorpt_correction_type multi-scans _exptl_absorpt_correction_T_min 0.7770 _exptl_absorpt_correction_T_max 0.9533 _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 210(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'CCD phi and omega scans' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27749 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.1408 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.14 _diffrn_reflns_theta_max 25.00 _reflns_number_total 16688 _reflns_number_gt 9093 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo, Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXTL v6.1 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL v6.1 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Several low angle reflections were omitted due to beam-stop shadowing effects. The data is not from a single crystal, an unidentified twin is also included resulting in the necessity of restraining the anisotropic displacement parameters with the rigid bond restraint and the similarity restraint.The phenyl and pyridyl rings were also restrained to be flat. The phenyl and pyridyl bonds were restrained to 1.39A, C1-C2 and C3-C4 double bonds restrained to 1.34A and bonds connecting the phenyl and pyridyl rings to other moieties wer restrained to 1.5A. All phenyl and pyridyl rings were restrained to be flat. 7415 Freidel pairs were measured. The structure refined to be a racaemic twin (fraction = 0.14(5)). ; _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^)+(0.0505P)^2^+39.3973P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.14(5) _refine_ls_number_reflns 16688 _refine_ls_number_parameters 1334 _refine_ls_number_restraints 2753 _refine_ls_R_factor_all 0.1804 _refine_ls_R_factor_gt 0.0874 _refine_ls_wR_factor_ref 0.2062 _refine_ls_wR_factor_gt 0.1678 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 0.987 _refine_ls_shift/su_max 0.021 _refine_ls_shift/su_mean 0.003 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 0.43369(17) 0.93179(18) 0.20311(16) 0.0710(6) Uani 1 1 d DU . . I2 I 0.01340(17) 0.53594(16) 0.12900(15) 0.0609(5) Uani 1 1 d DU . . F1 F 0.2062(11) 0.9235(7) 0.1987(6) 0.081(4) Uani 1 1 d DU . . F2 F 0.0470(8) 0.7741(12) 0.1707(7) 0.076(4) Uani 1 1 d DU . . F3 F 0.2416(11) 0.5381(7) 0.1324(7) 0.072(4) Uani 1 1 d DU . . F4 F 0.4072(7) 0.6972(12) 0.1619(7) 0.088(5) Uani 1 1 d DU . . C111 C 0.3090(7) 0.8086(7) 0.1802(3) 0.058(5) Uani 1 1 d DU . . C112 C 0.2174(10) 0.8298(6) 0.1826(4) 0.063(4) Uani 1 1 d DU . . C113 C 0.1346(6) 0.7528(10) 0.1682(4) 0.059(4) Uani 1 1 d DU . . C114 C 0.1428(6) 0.6536(7) 0.1511(3) 0.050(4) Uani 1 1 d DU . . C115 C 0.2340(9) 0.6332(6) 0.1488(4) 0.053(4) Uani 1 1 d DU . . C116 C 0.3170(6) 0.7114(9) 0.1633(4) 0.061(4) Uani 1 1 d DU . . I3 I 0.43126(18) 0.62182(19) 0.38992(17) 0.0787(7) Uani 1 1 d DU . . I4 I 0.04294(17) 0.85765(19) 0.43647(16) 0.0739(6) Uani 1 1 d DU . . F5 F 0.4230(7) 0.8433(9) 0.4173(4) 0.084(4) Uani 1 1 d DU . . F6 F 0.2721(10) 0.9406(7) 0.4359(5) 0.077(4) Uani 1 1 d DU . . F7 F 0.0581(7) 0.6311(10) 0.4081(5) 0.077(3) Uani 1 1 d DU . . F8 F 0.2015(11) 0.5420(7) 0.3910(5) 0.087(4) Uani 1 1 d DU . . C121 C 0.3129(7) 0.6922(9) 0.4040(3) 0.066(5) Uani 1 1 d DU . . C122 C 0.3309(6) 0.7947(9) 0.4156(4) 0.064(4) Uani 1 1 d DU . . C123 C 0.2559(9) 0.8430(6) 0.4249(3) 0.063(4) Uani 1 1 d DU . . C124 C 0.1628(7) 0.7894(9) 0.4226(3) 0.059(4) Uani 1 1 d DU . . C125 C 0.1458(6) 0.6879(9) 0.4110(3) 0.062(4) Uani 1 1 d DU . . C126 C 0.2220(8) 0.6398(6) 0.4018(3) 0.061(4) Uani 1 1 d DU . . I5 I 0.43075(16) 0.95883(16) 0.69925(15) 0.0601(5) Uani 1 1 d DU . . I6 I 0.01229(16) 0.56411(16) 0.63138(15) 0.0582(5) Uani 1 1 d DU . . F9 F 0.2024(10) 0.9539(7) 0.7001(6) 0.071(4) Uani 1 1 d DU . . F10 F 0.0473(8) 0.8124(10) 0.6760(7) 0.068(4) Uani 1 1 d DU . . F11 F 0.2396(11) 0.5694(7) 0.6306(6) 0.076(4) Uani 1 1 d DU . . F12 F 0.3982(7) 0.7193(11) 0.6564(6) 0.078(5) Uani 1 1 d DU . . C131 C 0.3042(6) 0.8385(7) 0.6786(3) 0.054(5) Uani 1 1 d DU . . C132 C 0.2134(9) 0.8606(6) 0.6832(4) 0.057(4) Uani 1 1 d DU . . C133 C 0.1309(6) 0.7842(9) 0.6702(4) 0.046(4) Uani 1 1 d DU . . C134 C 0.1383(6) 0.6846(7) 0.6521(3) 0.040(4) Uani 1 1 d DU . . C135 C 0.2286(9) 0.6634(6) 0.6476(4) 0.056(4) Uani 1 1 d DU . . C136 C 0.3115(6) 0.7411(9) 0.6610(4) 0.064(5) Uani 1 1 d DU . . I7 I 0.33206(17) 0.99421(16) 0.95191(15) 0.0648(6) Uani 1 1 d DU . . I8 I 0.12335(17) 0.47816(17) 0.86386(15) 0.0652(6) Uani 1 1 d DU . . F13 F 0.1121(10) 0.8683(10) 0.9438(5) 0.075(4) Uani 1 1 d DU . . F14 F 0.0353(7) 0.6740(11) 0.9106(5) 0.072(4) Uani 1 1 d DU . . F15 F 0.3351(9) 0.5986(9) 0.8716(5) 0.087(5) Uani 1 1 d DU . . F16 F 0.4174(7) 0.7973(11) 0.9053(5) 0.084(4) Uani 1 1 d DU . . C141 C 0.2690(8) 0.8380(5) 0.9253(3) 0.053(4) Uani 1 1 d DU . . C142 C 0.1710(8) 0.8066(7) 0.9266(3) 0.057(4) Uani 1 1 d DU . . C143 C 0.1291(6) 0.7055(8) 0.9095(4) 0.053(4) Uani 1 1 d DU . . C144 C 0.1849(8) 0.6349(5) 0.8908(3) 0.053(4) Uani 1 1 d DU . . C145 C 0.2819(8) 0.6667(7) 0.8895(3) 0.063(4) Uani 1 1 d DU . . C146 C 0.3236(6) 0.7689(8) 0.9069(4) 0.061(4) Uani 1 1 d DU . . C1 C 0.7142(14) 0.7732(8) 0.9331(8) 0.055(3) Uani 1 1 d DU . . C2 C 0.7059(13) 0.7068(8) 0.8416(9) 0.058(3) Uani 1 1 d DU . . C11 C 0.7261(10) 0.8868(7) 0.9586(7) 0.062(4) Uani 1 1 d DU . . C12 C 0.8079(10) 0.9532(9) 0.9554(13) 0.064(5) Uani 1 1 d DU . . H12 H 0.8591 0.9270 0.9365 0.077 Uiso 1 1 calc R . . C13 C 0.8162(10) 1.0576(9) 0.9795(15) 0.063(5) Uani 1 1 d DU . . H13 H 0.8723 1.1012 0.9771 0.076 Uiso 1 1 calc R . . C14 C 0.7397(12) 1.0962(8) 1.0073(15) 0.060(4) Uani 1 1 d DU . . C15 C 0.6575(11) 1.0289(10) 1.0096(15) 0.059(4) Uani 1 1 d DU . . H15 H 0.6051 1.0540 1.0268 0.071 Uiso 1 1 calc R . . C16 C 0.6514(11) 0.9255(10) 0.9869(15) 0.065(5) Uani 1 1 d DU . . H16 H 0.5963 0.8820 0.9909 0.078 Uiso 1 1 calc R . . C17 C 0.7394(11) 1.2065(8) 1.0345(8) 0.058(5) Uani 1 1 d DU . . C18 C 0.8311(9) 1.2843(10) 1.0729(12) 0.057(5) Uani 1 1 d DU . . H18 H 0.8927 1.2681 1.0946 0.068 Uiso 1 1 calc R . . N1 N 0.8373(10) 1.3821(9) 1.0811(12) 0.062(5) Uani 1 1 d DU . . C19 C 0.7477(12) 1.4033(10) 1.0484(12) 0.061(5) Uani 1 1 d DU . . H19 H 0.7502 1.4706 1.0527 0.073 Uiso 1 1 calc R . . C20 C 0.6540(11) 1.3320(12) 1.0094(14) 0.061(5) Uani 1 1 d DU . . H20 H 0.5931 1.3496 0.9887 0.074 Uiso 1 1 calc R . . C21 C 0.6518(10) 1.2328(10) 1.0016(13) 0.068(6) Uani 1 1 d DU . . H21 H 0.5881 1.1818 0.9727 0.082 Uiso 1 1 calc R . . C22 C 0.7111(11) 0.7372(8) 1.0157(9) 0.057(4) Uani 1 1 d DU . . C23 C 0.6227(9) 0.6684(12) 1.0066(10) 0.060(4) Uani 1 1 d DU . . H23 H 0.5648 0.6433 0.9472 0.072 Uiso 1 1 calc R . . C24 C 0.6182(10) 0.6362(12) 1.0831(12) 0.064(4) Uani 1 1 d DU . . H24 H 0.5564 0.5941 1.0778 0.077 Uiso 1 1 calc R . . C25 C 0.7070(12) 0.6672(14) 1.1685(11) 0.070(5) Uani 1 1 d DU . . C26 C 0.7936(11) 0.7391(15) 1.1779(11) 0.081(6) Uani 1 1 d DU . . H26 H 0.8513 0.7664 1.2376 0.097 Uiso 1 1 calc R . . C27 C 0.7962(10) 0.7710(13) 1.1009(12) 0.069(5) Uani 1 1 d DU . . H27 H 0.8568 0.8160 1.1073 0.083 Uiso 1 1 calc R . . C28 C 0.7091(12) 0.6403(7) 1.2580(8) 0.071(4) Uani 1 1 d DU . . C29 C 0.6184(11) 0.6095(13) 1.2736(12) 0.075(5) Uani 1 1 d DU . . H29 H 0.5592 0.6207 1.2368 0.090 Uiso 1 1 calc R . . N2 N 0.6096(12) 0.5650(13) 1.3376(13) 0.080(5) Uani 1 1 d DU . . C30 C 0.6951(14) 0.5488(12) 1.3893(11) 0.083(6) Uani 1 1 d DU . . H30 H 0.6911 0.5193 1.4358 0.099 Uiso 1 1 calc R . . C31 C 0.7864(13) 0.5731(14) 1.3772(13) 0.083(5) Uani 1 1 d DU . . H31 H 0.8444 0.5602 1.4137 0.100 Uiso 1 1 calc R . . C32 C 0.7912(11) 0.6175(13) 1.3093(13) 0.074(5) Uani 1 1 d DU . . H32 H 0.8532 0.6324 1.2981 0.089 Uiso 1 1 calc R . . C33 C 0.7093(11) 0.5995(8) 0.8297(10) 0.060(4) Uani 1 1 d DU . . C34 C 0.6244(10) 0.5198(11) 0.7571(12) 0.075(6) Uani 1 1 d DU . . H34 H 0.5686 0.5357 0.7207 0.090 Uiso 1 1 calc R . . C35 C 0.6197(11) 0.4166(9) 0.7369(12) 0.067(5) Uani 1 1 d DU . . H35 H 0.5631 0.3633 0.6854 0.081 Uiso 1 1 calc R . . C36 C 0.7012(12) 0.3938(8) 0.7949(14) 0.062(5) Uani 1 1 d DU . . C37 C 0.7865(11) 0.4748(11) 0.8662(14) 0.076(6) Uani 1 1 d DU . . H37 H 0.8416 0.4601 0.9052 0.091 Uiso 1 1 calc R . . C38 C 0.7921(10) 0.5768(9) 0.8810(12) 0.066(5) Uani 1 1 d DU . . H38 H 0.8523 0.6299 0.9260 0.079 Uiso 1 1 calc R . . C39 C 0.7042(13) 0.2895(8) 0.7922(9) 0.069(5) Uani 1 1 d DU . . C40 C 0.6114(11) 0.2125(12) 0.7533(14) 0.080(6) Uani 1 1 d DU . . H40 H 0.5506 0.2323 0.7443 0.096 Uiso 1 1 calc R . . N3 N 0.6034(11) 0.1119(10) 0.7278(13) 0.071(5) Uani 1 1 d DU . . C41 C 0.6914(14) 0.0848(10) 0.7420(14) 0.079(6) Uani 1 1 d DU . . H41 H 0.6873 0.0148 0.7265 0.095 Uiso 1 1 calc R . . C42 C 0.7855(12) 0.1539(11) 0.7777(16) 0.078(6) Uani 1 1 d DU . . H42 H 0.8455 0.1327 0.7864 0.094 Uiso 1 1 calc R . . C43 C 0.7898(11) 0.2567(10) 0.8007(14) 0.075(6) Uani 1 1 d DU . . H43 H 0.8540 0.3055 0.8230 0.089 Uiso 1 1 calc R . . C44 C 0.7181(10) 0.7418(8) 0.7614(7) 0.061(3) Uani 1 1 d DU . . C45 C 0.7949(11) 0.7253(12) 0.7220(11) 0.061(4) Uani 1 1 d DU . . H45 H 0.8425 0.6947 0.7490 0.073 Uiso 1 1 calc R . . C46 C 0.8028(11) 0.7532(13) 0.6436(12) 0.059(4) Uani 1 1 d DU . . H46 H 0.8505 0.7352 0.6131 0.071 Uiso 1 1 calc R . . C47 C 0.7383(12) 0.8087(13) 0.6107(12) 0.062(4) Uani 1 1 d DU . . C48 C 0.6578(12) 0.8184(14) 0.6464(12) 0.062(4) Uani 1 1 d DU . . H48 H 0.6095 0.8486 0.6197 0.075 Uiso 1 1 calc R . . C49 C 0.6474(11) 0.7846(13) 0.7205(12) 0.061(4) Uani 1 1 d DU . . H49 H 0.5919 0.7911 0.7426 0.074 Uiso 1 1 calc R . . C50 C 0.7496(11) 0.8604(7) 0.5404(8) 0.064(4) Uani 1 1 d DU . . C51 C 0.8453(10) 0.8823(12) 0.5312(11) 0.066(5) Uani 1 1 d DU . . H51 H 0.9014 0.8778 0.5787 0.079 Uiso 1 1 calc R . . N4 N 0.8628(9) 0.9095(12) 0.4588(12) 0.067(4) Uani 1 1 d DU . . C52 C 0.7819(12) 0.9148(12) 0.3904(11) 0.073(5) Uani 1 1 d DU . . H52 H 0.7928 0.9337 0.3391 0.087 Uiso 1 1 calc R . . C53 C 0.6854(11) 0.8939(15) 0.3923(12) 0.073(5) Uani 1 1 d DU . . H53 H 0.6302 0.8981 0.3435 0.088 Uiso 1 1 calc R . . C54 C 0.6709(10) 0.8664(14) 0.4682(13) 0.083(5) Uani 1 1 d DU . . H54 H 0.6043 0.8511 0.4702 0.100 Uiso 1 1 calc R . . C3 C 0.1962(9) 0.2433(16) 0.4391(9) 0.057(3) Uani 1 1 d DU . . C4 C 0.2574(8) 0.2457(15) 0.3854(9) 0.062(3) Uani 1 1 d DU . . C61 C 0.0835(7) 0.2304(11) 0.3950(8) 0.055(4) Uani 1 1 d DU . . C62 C 0.0464(9) 0.3131(10) 0.4319(10) 0.059(5) Uani 1 1 d DU . . H62 H 0.0926 0.3754 0.4825 0.071 Uiso 1 1 calc R . . C63 C -0.0576(10) 0.3061(10) 0.3957(13) 0.068(6) Uani 1 1 d DU . . H63 H -0.0816 0.3620 0.4233 0.081 Uiso 1 1 calc R . . C64 C -0.1258(7) 0.2142(12) 0.3176(12) 0.055(5) Uani 1 1 d DU . . C65 C -0.0873(9) 0.1317(9) 0.2823(11) 0.054(4) Uani 1 1 d DU . . H65 H -0.1327 0.0691 0.2314 0.065 Uiso 1 1 calc R . . C66 C 0.0162(10) 0.1396(10) 0.3203(12) 0.057(4) Uani 1 1 d DU . . H66 H 0.0402 0.0829 0.2949 0.069 Uiso 1 1 calc R . . C67 C -0.2389(8) 0.2012(13) 0.2717(7) 0.052(4) Uani 1 1 d DU . . C68 C -0.3119(12) 0.1116(11) 0.2527(11) 0.067(5) Uani 1 1 d DU . . H68 H -0.2893 0.0542 0.2546 0.080 Uiso 1 1 calc R . . N5 N -0.4125(11) 0.1018(13) 0.2320(14) 0.079(5) Uani 1 1 d DU . . C69 C -0.4444(10) 0.1846(16) 0.2292(12) 0.088(7) Uani 1 1 d DU . . H69 H -0.5146 0.1791 0.2147 0.106 Uiso 1 1 calc R . . C70 C -0.3792(13) 0.2753(14) 0.2465(14) 0.089(7) Uani 1 1 d DU . . H70 H -0.4033 0.3318 0.2441 0.107 Uiso 1 1 calc R . . C71 C -0.2761(11) 0.2819(12) 0.2679(14) 0.068(5) Uani 1 1 d DU . . H71 H -0.2300 0.3443 0.2803 0.082 Uiso 1 1 calc R . . C72 C 0.2368(8) 0.2578(11) 0.5477(7) 0.057(4) Uani 1 1 d DU . . C73 C 0.2025(11) 0.1791(10) 0.5757(10) 0.066(5) Uani 1 1 d DU . . H73 H 0.1543 0.1174 0.5260 0.080 Uiso 1 1 calc R . . C74 C 0.2373(13) 0.1890(11) 0.6749(11) 0.060(5) Uani 1 1 d DU . . H74 H 0.2130 0.1346 0.6921 0.072 Uiso 1 1 calc R . . C75 C 0.3092(13) 0.2814(13) 0.7492(8) 0.065(5) Uani 1 1 d DU . . C76 C 0.3434(11) 0.3595(10) 0.7196(10) 0.049(4) Uani 1 1 d DU . . H76 H 0.3925 0.4212 0.7683 0.059 Uiso 1 1 calc R . . C77 C 0.3070(12) 0.3486(10) 0.6206(11) 0.058(4) Uani 1 1 d DU . . H77 H 0.3302 0.4030 0.6030 0.070 Uiso 1 1 calc R . . C78 C 0.3500(7) 0.2934(13) 0.8563(9) 0.061(4) Uani 1 1 d DU . . C79 C 0.3545(12) 0.2062(11) 0.8765(11) 0.063(5) Uani 1 1 d DU . . H79 H 0.3438 0.1442 0.8225 0.076 Uiso 1 1 calc R . . N6 N 0.3733(13) 0.2053(11) 0.9685(13) 0.070(5) Uani 1 1 d DU . . C80 C 0.3851(12) 0.2940(13) 1.0444(11) 0.063(5) Uani 1 1 d DU . . H80 H 0.3964 0.2942 1.1089 0.076 Uiso 1 1 calc R . . C81 C 0.3814(14) 0.3831(12) 1.0323(11) 0.064(5) Uani 1 1 d DU . . H81 H 0.3913 0.4442 1.0870 0.077 Uiso 1 1 calc R . . C82 C 0.3625(12) 0.3805(12) 0.9361(12) 0.062(5) Uani 1 1 d DU . . H82 H 0.3582 0.4409 0.9257 0.074 Uiso 1 1 calc R . . C83 C 0.3684(7) 0.2504(10) 0.4209(7) 0.057(4) Uani 1 1 d DU . . C84 C 0.4012(9) 0.1790(10) 0.4554(12) 0.053(4) Uani 1 1 d DU . . H84 H 0.3525 0.1263 0.4566 0.064 Uiso 1 1 calc R . . C85 C 0.5048(10) 0.1833(11) 0.4883(14) 0.061(4) Uani 1 1 d DU . . H85 H 0.5256 0.1334 0.5101 0.073 Uiso 1 1 calc R . . C86 C 0.5773(7) 0.2634(12) 0.4883(13) 0.052(4) Uani 1 1 d DU . . C87 C 0.5428(9) 0.3342(11) 0.4529(14) 0.063(4) Uani 1 1 d DU . . H87 H 0.5904 0.3861 0.4494 0.075 Uiso 1 1 calc R . . C88 C 0.4396(10) 0.3299(11) 0.4227(13) 0.064(5) Uani 1 1 d DU . . H88 H 0.4186 0.3813 0.4036 0.077 Uiso 1 1 calc R . . C89 C 0.6891(8) 0.2713(13) 0.5152(8) 0.056(4) Uani 1 1 d DU . . C90 C 0.7618(11) 0.3675(11) 0.5596(11) 0.064(5) Uani 1 1 d DU . . H90 H 0.7389 0.4251 0.5591 0.077 Uiso 1 1 calc R . . N7 N 0.8628(10) 0.3830(11) 0.6032(13) 0.069(5) Uani 1 1 d DU . . C91 C 0.8946(10) 0.2994(14) 0.6022(12) 0.075(6) Uani 1 1 d DU . . H91 H 0.9652 0.3087 0.6314 0.090 Uiso 1 1 calc R . . C92 C 0.8295(12) 0.2025(13) 0.5611(14) 0.073(6) Uani 1 1 d DU . . H92 H 0.8539 0.1457 0.5617 0.087 Uiso 1 1 calc R . . C93 C 0.7257(11) 0.1902(11) 0.5180(13) 0.066(5) Uani 1 1 d DU . . H93 H 0.6791 0.1239 0.4899 0.079 Uiso 1 1 calc R . . C94 C 0.2161(8) 0.2315(11) 0.2766(8) 0.062(4) Uani 1 1 d DU . . C95 C 0.2247(12) 0.1497(11) 0.2006(11) 0.063(4) Uani 1 1 d DU . . H95 H 0.2559 0.1020 0.2174 0.075 Uiso 1 1 calc R . . C96 C 0.1883(15) 0.1370(11) 0.1004(10) 0.072(5) Uani 1 1 d DU . . H96 H 0.1981 0.0836 0.0505 0.087 Uiso 1 1 calc R . . C97 C 0.1367(14) 0.2049(13) 0.0750(8) 0.059(4) Uani 1 1 d DU . . C98 C 0.1319(14) 0.2884(11) 0.1526(11) 0.065(4) Uani 1 1 d DU . . H98 H 0.1002 0.3362 0.1368 0.078 Uiso 1 1 calc R . . C99 C 0.1729(14) 0.3024(11) 0.2524(9) 0.068(5) Uani 1 1 d DU . . H99 H 0.1710 0.3605 0.3035 0.081 Uiso 1 1 calc R . . C100 C 0.0960(8) 0.1906(13) -0.0330(9) 0.062(5) Uani 1 1 d DU . . C101 C 0.0883(10) 0.2742(11) -0.0586(11) 0.066(5) Uani 1 1 d DU . . H101 H 0.1022 0.3387 -0.0065 0.079 Uiso 1 1 calc R . . N8 N 0.0621(13) 0.2686(12) -0.1534(12) 0.062(4) Uani 1 1 d DU . . C102 C 0.0426(11) 0.1758(14) -0.2273(10) 0.078(6) Uani 1 1 d DU . . H102 H 0.0243 0.1704 -0.2940 0.094 Uiso 1 1 calc R . . C103 C 0.0481(14) 0.0895(12) -0.2099(11) 0.082(6) Uani 1 1 d DU . . H103 H 0.0337 0.0256 -0.2630 0.099 Uiso 1 1 calc R . . C104 C 0.0756(14) 0.0989(11) -0.1113(13) 0.075(5) Uani 1 1 d DU . . H104 H 0.0805 0.0401 -0.0977 0.090 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 0.0502(11) 0.0811(15) 0.0679(15) 0.0402(12) 0.0025(10) -0.0052(10) I2 0.0568(11) 0.0471(11) 0.0665(14) 0.0203(10) 0.0137(10) 0.0039(9) F1 0.073(7) 0.056(4) 0.122(12) 0.045(9) 0.034(9) 0.016(4) F2 0.059(5) 0.067(6) 0.107(11) 0.036(9) 0.036(8) 0.020(5) F3 0.068(6) 0.068(4) 0.091(11) 0.052(8) 0.017(8) 0.027(4) F4 0.045(5) 0.084(7) 0.130(13) 0.050(10) 0.014(8) 0.019(5) C111 0.044(6) 0.063(5) 0.063(13) 0.036(11) 0.006(10) 0.007(4) C112 0.050(6) 0.054(5) 0.083(12) 0.036(10) 0.015(9) 0.009(4) C113 0.047(6) 0.050(5) 0.072(12) 0.025(10) 0.014(9) 0.008(4) C114 0.059(6) 0.056(5) 0.049(12) 0.034(10) 0.024(9) 0.014(4) C115 0.057(5) 0.071(5) 0.061(11) 0.059(9) 0.019(9) 0.025(4) C116 0.053(6) 0.077(5) 0.077(12) 0.057(10) 0.022(9) 0.023(4) I3 0.0824(14) 0.0723(14) 0.0841(16) 0.0303(12) 0.0349(13) 0.0221(11) I4 0.0605(11) 0.0851(15) 0.0695(15) 0.0323(12) 0.0148(10) 0.0163(11) F5 0.118(6) 0.063(6) 0.114(11) 0.035(8) 0.104(9) 0.023(5) F6 0.075(7) 0.060(5) 0.094(11) 0.037(9) 0.027(8) 0.010(5) F7 0.072(5) 0.065(6) 0.073(10) 0.014(8) 0.031(7) -0.008(4) F8 0.077(7) 0.053(6) 0.115(12) 0.031(9) 0.027(9) -0.002(5) C121 0.068(7) 0.051(6) 0.072(13) 0.019(10) 0.028(10) 0.004(5) C122 0.076(7) 0.059(6) 0.071(11) 0.033(9) 0.042(9) 0.011(5) C123 0.063(7) 0.054(6) 0.066(11) 0.024(10) 0.020(9) 0.004(5) C124 0.059(7) 0.061(6) 0.049(11) 0.023(10) 0.016(9) 0.005(5) C125 0.065(7) 0.052(6) 0.051(11) 0.010(9) 0.022(9) -0.004(5) C126 0.074(7) 0.049(6) 0.051(11) 0.014(9) 0.028(9) 0.001(5) I5 0.0600(11) 0.0415(10) 0.0658(14) 0.0157(10) 0.0191(10) 0.0002(9) I6 0.0451(10) 0.0566(12) 0.0617(13) 0.0239(11) 0.0095(10) 0.0027(9) F9 0.061(6) 0.041(4) 0.095(11) 0.016(8) 0.018(8) 0.015(4) F10 0.051(5) 0.067(6) 0.086(10) 0.028(8) 0.022(7) 0.023(4) F11 0.056(6) 0.037(4) 0.121(12) 0.025(8) 0.020(8) 0.010(4) F12 0.050(5) 0.045(6) 0.128(13) 0.023(9) 0.033(8) 0.011(4) C131 0.044(6) 0.033(5) 0.065(13) 0.007(10) 0.010(9) 0.002(4) C132 0.044(6) 0.039(5) 0.068(12) 0.012(9) 0.005(9) 0.008(4) C133 0.037(5) 0.050(4) 0.044(10) 0.023(9) -0.001(8) 0.012(4) C134 0.051(6) 0.047(4) 0.028(10) 0.020(9) 0.018(9) 0.012(4) C135 0.051(6) 0.040(5) 0.079(12) 0.025(10) 0.024(9) 0.011(4) C136 0.043(6) 0.034(5) 0.094(13) 0.012(10) 0.017(10) 0.004(4) I7 0.0785(13) 0.0465(10) 0.0581(14) 0.0224(10) 0.0128(11) 0.0071(10) I8 0.0715(12) 0.0493(10) 0.0605(14) 0.0268(10) 0.0053(11) 0.0026(9) F13 0.077(7) 0.063(4) 0.095(11) 0.031(8) 0.038(8) 0.031(5) F14 0.062(6) 0.072(6) 0.086(10) 0.034(8) 0.033(8) 0.014(4) F15 0.051(6) 0.054(4) 0.134(13) 0.027(8) 0.014(8) 0.017(5) F16 0.052(6) 0.070(6) 0.134(13) 0.050(9) 0.030(8) 0.015(5) C141 0.048(7) 0.043(4) 0.052(12) 0.015(10) 0.003(9) 0.006(5) C142 0.063(7) 0.049(4) 0.061(11) 0.021(9) 0.025(9) 0.017(4) C143 0.057(7) 0.053(4) 0.051(11) 0.024(9) 0.020(9) 0.013(4) C144 0.055(7) 0.048(4) 0.056(12) 0.028(10) 0.014(9) 0.011(5) C145 0.054(7) 0.050(4) 0.086(12) 0.032(10) 0.020(9) 0.016(5) C146 0.043(7) 0.048(4) 0.079(12) 0.023(10) 0.009(9) 0.007(5) C1 0.026(8) 0.052(5) 0.074(6) 0.020(5) 0.012(7) 0.002(6) C2 0.040(9) 0.055(5) 0.084(7) 0.026(4) 0.030(7) 0.012(6) C11 0.039(8) 0.053(4) 0.079(10) 0.020(6) 0.012(8) 0.006(5) C12 0.053(9) 0.042(6) 0.092(13) 0.017(10) 0.032(9) 0.012(6) C13 0.047(8) 0.047(6) 0.096(14) 0.025(10) 0.027(9) 0.020(6) C14 0.051(8) 0.045(5) 0.086(12) 0.020(7) 0.034(8) 0.013(5) C15 0.049(9) 0.050(6) 0.076(13) 0.025(10) 0.021(9) 0.007(6) C16 0.058(10) 0.050(6) 0.089(13) 0.025(10) 0.034(9) 0.009(7) C17 0.043(6) 0.046(5) 0.091(12) 0.022(8) 0.039(9) 0.014(4) C18 0.046(6) 0.046(6) 0.087(14) 0.021(9) 0.043(9) 0.013(5) N1 0.054(7) 0.049(6) 0.085(13) 0.027(9) 0.030(9) 0.010(6) C19 0.064(8) 0.054(9) 0.064(13) 0.017(10) 0.028(11) 0.021(6) C20 0.056(7) 0.065(9) 0.070(13) 0.028(11) 0.026(10) 0.025(7) C21 0.048(7) 0.057(8) 0.098(14) 0.020(11) 0.033(10) 0.021(6) C22 0.033(6) 0.064(9) 0.082(6) 0.029(7) 0.027(5) 0.021(6) C23 0.041(7) 0.064(11) 0.078(10) 0.028(9) 0.025(6) 0.014(7) C24 0.056(7) 0.063(11) 0.073(10) 0.023(9) 0.031(6) 0.016(8) C25 0.061(7) 0.069(11) 0.083(9) 0.037(8) 0.026(6) 0.010(7) C26 0.063(8) 0.098(14) 0.073(10) 0.034(10) 0.028(7) -0.001(9) C27 0.047(8) 0.082(13) 0.075(10) 0.033(10) 0.022(6) 0.003(8) C28 0.067(7) 0.070(11) 0.098(10) 0.052(8) 0.034(8) 0.027(8) C29 0.070(8) 0.081(12) 0.102(13) 0.060(10) 0.038(9) 0.030(10) N2 0.105(9) 0.073(12) 0.096(13) 0.052(9) 0.056(10) 0.039(10) C30 0.111(11) 0.060(12) 0.079(14) 0.042(10) 0.024(11) 0.016(12) C31 0.093(9) 0.055(12) 0.094(14) 0.039(10) 0.014(11) 0.022(11) C32 0.070(9) 0.062(12) 0.103(13) 0.044(10) 0.030(9) 0.029(10) C33 0.042(7) 0.054(4) 0.086(10) 0.028(5) 0.029(7) 0.010(5) C34 0.063(9) 0.055(5) 0.092(14) 0.029(9) 0.008(8) 0.010(6) C35 0.059(9) 0.053(4) 0.086(13) 0.025(8) 0.027(7) 0.011(7) C36 0.057(8) 0.043(5) 0.087(12) 0.017(7) 0.034(7) 0.017(5) C37 0.061(10) 0.052(6) 0.106(15) 0.035(10) 0.019(8) 0.008(6) C38 0.037(8) 0.049(5) 0.106(14) 0.027(9) 0.025(7) 0.006(6) C39 0.072(7) 0.048(6) 0.097(13) 0.031(8) 0.045(10) 0.016(5) C40 0.078(8) 0.042(7) 0.094(15) 0.012(11) 0.017(12) 0.006(6) N3 0.088(8) 0.045(6) 0.073(13) 0.022(9) 0.027(11) 0.012(7) C41 0.084(10) 0.040(8) 0.096(15) 0.016(11) 0.027(13) 0.008(6) C42 0.091(8) 0.028(8) 0.111(16) 0.017(11) 0.047(12) 0.011(7) C43 0.082(8) 0.034(7) 0.108(15) 0.021(11) 0.041(12) 0.020(6) C44 0.046(8) 0.054(9) 0.085(7) 0.027(7) 0.028(7) 0.009(7) C45 0.057(9) 0.059(11) 0.072(11) 0.027(8) 0.030(8) 0.019(8) C46 0.053(9) 0.056(10) 0.069(11) 0.026(8) 0.022(8) 0.015(7) C47 0.061(8) 0.060(10) 0.070(10) 0.024(7) 0.028(7) 0.024(7) C48 0.059(9) 0.062(12) 0.061(12) 0.014(8) 0.023(8) 0.019(8) C49 0.054(9) 0.051(11) 0.077(12) 0.021(8) 0.028(8) 0.014(8) C50 0.055(7) 0.075(10) 0.075(10) 0.035(8) 0.027(7) 0.033(9) C51 0.062(7) 0.072(12) 0.077(12) 0.032(10) 0.034(8) 0.031(9) N4 0.059(7) 0.076(11) 0.067(12) 0.027(9) 0.024(7) 0.024(9) C52 0.073(9) 0.066(12) 0.078(12) 0.027(10) 0.021(9) 0.032(11) C53 0.065(7) 0.070(12) 0.079(12) 0.033(10) 0.008(9) 0.027(11) C54 0.060(8) 0.094(14) 0.088(14) 0.045(10) 0.008(9) 0.018(11) C3 0.058(4) 0.049(9) 0.065(5) 0.029(6) 0.019(4) 0.017(6) C4 0.060(4) 0.049(9) 0.068(5) 0.019(7) 0.021(5) 0.009(6) C61 0.059(4) 0.051(8) 0.047(9) 0.013(7) 0.014(5) 0.016(5) C62 0.056(5) 0.055(8) 0.049(11) 0.007(7) 0.012(8) 0.016(6) C63 0.054(6) 0.055(9) 0.067(12) 0.001(8) 0.013(8) 0.013(6) C64 0.055(5) 0.056(8) 0.042(10) 0.008(7) 0.021(6) 0.008(5) C65 0.059(5) 0.034(7) 0.065(11) 0.020(7) 0.021(7) 0.000(5) C66 0.063(6) 0.043(7) 0.060(11) 0.017(7) 0.022(8) 0.010(6) C67 0.055(5) 0.061(8) 0.035(9) 0.015(9) 0.020(7) 0.005(5) C68 0.060(6) 0.073(9) 0.047(12) 0.029(11) -0.001(11) -0.007(7) N5 0.059(6) 0.082(10) 0.061(12) 0.014(11) 0.009(10) -0.015(8) C69 0.052(9) 0.092(12) 0.090(15) 0.010(14) 0.025(12) 0.000(7) C70 0.054(8) 0.076(11) 0.111(16) 0.012(13) 0.026(13) 0.012(8) C71 0.053(7) 0.064(9) 0.077(14) 0.019(11) 0.023(10) 0.008(7) C72 0.052(9) 0.048(8) 0.067(5) 0.030(5) 0.010(5) 0.006(7) C73 0.070(12) 0.055(9) 0.072(6) 0.034(7) 0.019(9) 0.004(8) C74 0.065(11) 0.050(8) 0.068(7) 0.029(7) 0.027(9) 0.006(7) C75 0.059(11) 0.059(8) 0.072(6) 0.025(6) 0.026(7) 0.004(7) C76 0.041(10) 0.036(7) 0.068(6) 0.018(6) 0.016(8) 0.017(6) C77 0.059(11) 0.039(8) 0.071(6) 0.022(6) 0.014(8) 0.016(6) C78 0.053(10) 0.056(7) 0.072(6) 0.025(5) 0.024(8) 0.009(9) C79 0.062(11) 0.055(8) 0.075(8) 0.026(7) 0.033(11) 0.011(10) N6 0.081(11) 0.056(8) 0.077(9) 0.028(7) 0.036(11) 0.015(10) C80 0.066(12) 0.056(9) 0.072(9) 0.029(7) 0.027(11) 0.019(11) C81 0.074(12) 0.065(8) 0.076(7) 0.037(8) 0.040(11) 0.033(10) C82 0.064(11) 0.072(9) 0.071(7) 0.035(6) 0.031(11) 0.044(10) C83 0.059(5) 0.037(8) 0.065(10) 0.013(8) 0.020(6) 0.006(5) C84 0.056(5) 0.028(9) 0.059(12) 0.007(8) 0.017(9) -0.001(7) C85 0.055(5) 0.041(9) 0.069(12) 0.019(8) 0.011(10) -0.001(7) C86 0.055(5) 0.041(8) 0.054(11) 0.015(8) 0.021(7) 0.007(5) C87 0.059(4) 0.039(10) 0.079(13) 0.021(9) 0.018(10) 0.004(7) C88 0.060(5) 0.024(9) 0.093(13) 0.015(8) 0.018(10) 0.005(7) C89 0.056(5) 0.059(7) 0.050(11) 0.020(9) 0.022(7) 0.011(5) C90 0.050(5) 0.061(8) 0.066(13) 0.007(11) 0.024(10) 0.010(6) N7 0.053(5) 0.073(8) 0.073(13) 0.026(10) 0.018(9) 0.011(7) C91 0.058(9) 0.080(10) 0.083(14) 0.049(12) 0.008(11) 0.008(6) C92 0.054(8) 0.077(9) 0.081(14) 0.038(12) 0.013(11) 0.010(7) C93 0.056(7) 0.065(8) 0.062(13) 0.019(11) 0.010(10) 0.014(6) C94 0.058(9) 0.059(9) 0.070(5) 0.025(6) 0.027(6) 0.017(8) C95 0.071(12) 0.055(10) 0.067(6) 0.027(7) 0.026(10) 0.022(8) C96 0.108(13) 0.048(10) 0.069(5) 0.029(8) 0.030(10) 0.032(9) C97 0.083(11) 0.049(9) 0.066(6) 0.032(6) 0.043(8) 0.028(8) C98 0.087(13) 0.040(10) 0.064(6) 0.016(7) 0.027(10) 0.016(8) C99 0.082(13) 0.047(10) 0.063(5) 0.014(7) 0.020(10) 0.017(8) C100 0.082(12) 0.046(7) 0.063(5) 0.023(5) 0.027(9) 0.026(10) C101 0.080(13) 0.052(8) 0.066(8) 0.031(7) 0.021(12) 0.014(11) N8 0.064(11) 0.056(8) 0.062(9) 0.027(7) 0.018(10) 0.012(9) C102 0.080(13) 0.067(10) 0.071(9) 0.017(7) 0.018(12) 0.018(12) C103 0.095(14) 0.057(8) 0.065(6) 0.004(8) 0.011(13) 0.020(12) C104 0.087(14) 0.051(8) 0.072(6) 0.012(7) 0.026(12) 0.016(11) _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 C111 2.131(6) . ? I2 C114 2.130(6) . ? F1 C112 1.329(7) . ? F2 C113 1.334(7) . ? F3 C115 1.333(7) . ? F4 C116 1.331(7) . ? C111 C116 1.364(8) . ? C111 C112 1.388(6) . ? C112 C113 1.377(6) . ? C113 C114 1.391(8) . ? C114 C115 1.379(6) . ? C115 C116 1.387(6) . ? I3 C121 2.122(6) . ? I4 C124 2.123(6) . ? F5 C122 1.356(7) . ? F6 C123 1.325(7) . ? F7 C125 1.343(7) . ? F8 C126 1.328(7) . ? C121 C126 1.360(9) . ? C121 C122 1.390(6) . ? C122 C123 1.378(6) . ? C123 C124 1.391(9) . ? C124 C125 1.377(6) . ? C125 C126 1.390(6) . ? I5 C131 2.134(6) . ? I6 C134 2.130(6) . ? F9 C132 1.323(7) . ? F10 C133 1.330(7) . ? F11 C135 1.332(7) . ? F12 C136 1.330(7) . ? C131 C136 1.362(9) . ? C131 C132 1.390(6) . ? C132 C133 1.376(6) . ? C133 C134 1.392(9) . ? C134 C135 1.377(6) . ? C135 C136 1.389(6) . ? I7 C141 2.122(6) . ? I8 C144 2.122(6) . ? F13 C142 1.329(7) . ? F14 C143 1.332(7) . ? F15 C145 1.335(7) . ? F16 C146 1.329(7) . ? C141 C146 1.362(9) . ? C141 C142 1.389(6) . ? C142 C143 1.376(6) . ? C143 C144 1.392(9) . ? C144 C145 1.377(6) . ? C145 C146 1.389(6) . ? C1 C2 1.352(9) . ? C1 C22 1.506(9) . ? C1 C11 1.512(9) . ? C2 C44 1.496(9) . ? C2 C33 1.500(9) . ? C11 C16 1.379(7) . ? C11 C12 1.388(6) . ? C12 C13 1.394(6) . ? C12 H12 0.9400 . ? C13 C14 1.399(7) . ? C13 H13 0.9400 . ? C14 C15 1.393(6) . ? C14 C17 1.498(8) . ? C15 C16 1.388(6) . ? C15 H15 0.9400 . ? C16 H16 0.9400 . ? C17 C21 1.368(7) . ? C17 C18 1.387(7) . ? C18 N1 1.353(7) . ? C18 H18 0.9400 . ? N1 C19 1.354(7) . ? C19 C20 1.362(7) . ? C19 H19 0.9400 . ? C20 C21 1.383(7) . ? C20 H20 0.9400 . ? C21 H21 0.9400 . ? C22 C27 1.369(9) . ? C22 C23 1.395(8) . ? C23 C24 1.391(8) . ? C23 H23 0.9400 . ? C24 C25 1.405(9) . ? C24 H24 0.9400 . ? C25 C26 1.400(8) . ? C25 C28 1.515(8) . ? C26 C27 1.388(8) . ? C26 H26 0.9400 . ? C27 H27 0.9400 . ? C28 C32 1.364(9) . ? C28 C29 1.391(9) . ? C29 N2 1.342(9) . ? C29 H29 0.9400 . ? N2 C30 1.349(9) . ? C30 C31 1.356(9) . ? C30 H30 0.9400 . ? C31 C32 1.384(9) . ? C31 H31 0.9400 . ? C32 H32 0.9400 . ? C33 C38 1.371(9) . ? C33 C34 1.388(8) . ? C34 C35 1.396(8) . ? C34 H34 0.9400 . ? C35 C36 1.402(9) . ? C35 H35 0.9400 . ? C36 C37 1.393(8) . ? C36 C39 1.493(8) . ? C37 C38 1.390(8) . ? C37 H37 0.9400 . ? C38 H38 0.9400 . ? C39 C43 1.362(9) . ? C39 C40 1.391(9) . ? C40 N3 1.341(8) . ? C40 H40 0.9400 . ? N3 C41 1.350(9) . ? C41 C42 1.357(9) . ? C41 H41 0.9400 . ? C42 C43 1.385(9) . ? C42 H42 0.9400 . ? C43 H43 0.9400 . ? C44 C49 1.372(9) . ? C44 C45 1.391(8) . ? C45 C46 1.394(8) . ? C45 H45 0.9400 . ? C46 C47 1.405(9) . ? C46 H46 0.9400 . ? C47 C48 1.395(8) . ? C47 C50 1.508(8) . ? C48 C49 1.388(8) . ? C48 H48 0.9400 . ? C49 H49 0.9400 . ? C50 C54 1.364(9) . ? C50 C51 1.392(9) . ? C51 N4 1.342(9) . ? C51 H51 0.9400 . ? N4 C52 1.347(9) . ? C52 C53 1.357(9) . ? C52 H52 0.9400 . ? C53 C54 1.383(9) . ? C53 H53 0.9400 . ? C54 H54 0.9400 . ? C3 C4 1.340(8) . ? C3 C61 1.502(9) . ? C3 C72 1.508(9) . ? C4 C83 1.495(9) . ? C4 C94 1.511(9) . ? C61 C66 1.373(9) . ? C61 C62 1.390(7) . ? C62 C63 1.394(8) . ? C62 H62 0.9400 . ? C63 C64 1.402(9) . ? C63 H63 0.9400 . ? C64 C65 1.396(8) . ? C64 C67 1.509(8) . ? C65 C66 1.387(8) . ? C65 H65 0.9400 . ? C66 H66 0.9400 . ? C67 C71 1.363(9) . ? C67 C68 1.392(9) . ? C68 N5 1.342(8) . ? C68 H68 0.9400 . ? N5 C69 1.350(9) . ? C69 C70 1.357(9) . ? C69 H69 0.9400 . ? C70 C71 1.384(9) . ? C70 H70 0.9400 . ? C71 H71 0.9400 . ? C72 C77 1.377(9) . ? C72 C73 1.388(8) . ? C73 C74 1.390(8) . ? C73 H73 0.9400 . ? C74 C75 1.405(9) . ? C74 H74 0.9400 . ? C75 C76 1.397(8) . ? C75 C78 1.497(9) . ? C76 C77 1.383(8) . ? C76 H76 0.9400 . ? C77 H77 0.9400 . ? C78 C82 1.361(9) . ? C78 C79 1.389(9) . ? C79 N6 1.345(8) . ? C79 H79 0.9400 . ? N6 C80 1.347(9) . ? C80 C81 1.357(9) . ? C80 H80 0.9400 . ? C81 C82 1.387(9) . ? C81 H81 0.9400 . ? C82 H82 0.9400 . ? C83 C88 1.373(9) . ? C83 C84 1.387(7) . ? C84 C85 1.396(8) . ? C84 H84 0.9400 . ? C85 C86 1.402(9) . ? C85 H85 0.9400 . ? C86 C87 1.394(8) . ? C86 C89 1.494(8) . ? C87 C88 1.388(8) . ? C87 H87 0.9400 . ? C88 H88 0.9400 . ? C89 C93 1.361(9) . ? C89 C90 1.390(9) . ? C90 N7 1.343(8) . ? C90 H90 0.9400 . ? N7 C91 1.349(9) . ? C91 C92 1.356(9) . ? C91 H91 0.9400 . ? C92 C93 1.386(9) . ? C92 H92 0.9400 . ? C93 H93 0.9400 . ? C94 C99 1.372(9) . ? C94 C95 1.392(8) . ? C95 C96 1.393(8) . ? C95 H95 0.9400 . ? C96 C97 1.403(9) . ? C96 H96 0.9400 . ? C97 C98 1.397(8) . ? C97 C100 1.499(9) . ? C98 C99 1.387(8) . ? C98 H98 0.9400 . ? C99 H99 0.9400 . ? C100 C104 1.365(9) . ? C100 C101 1.389(9) . ? C101 N8 1.346(8) . ? C101 H101 0.9400 . ? N8 C102 1.347(9) . ? C102 C103 1.358(9) . ? C102 H102 0.9400 . ? C103 C104 1.383(9) . ? C103 H103 0.9400 . ? C104 H104 0.9400 . ? 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 C116 C111 C112 120.0(3) . . ? C116 C111 I1 122.1(8) . . ? C112 C111 I1 117.9(8) . . ? F1 C112 C113 118.0(13) . . ? F1 C112 C111 122.0(13) . . ? C113 C112 C111 120.1(4) . . ? F2 C113 C112 119.5(12) . . ? F2 C113 C114 120.6(12) . . ? C112 C113 C114 119.9(3) . . ? C115 C114 C113 119.6(3) . . ? C115 C114 I2 121.3(8) . . ? C113 C114 I2 119.1(8) . . ? F3 C115 C114 119.5(12) . . ? F3 C115 C116 120.5(12) . . ? C114 C115 C116 120.0(4) . . ? F4 C116 C111 116.4(12) . . ? F4 C116 C115 123.2(12) . . ? C111 C116 C115 120.4(3) . . ? C126 C121 C122 120.4(3) . . ? C126 C121 I3 121.7(7) . . ? C122 C121 I3 117.9(8) . . ? F5 C122 C123 122.5(11) . . ? F5 C122 C121 117.9(11) . . ? C123 C122 C121 119.6(4) . . ? F6 C123 C122 120.1(11) . . ? F6 C123 C124 119.8(11) . . ? C122 C123 C124 120.0(3) . . ? C125 C124 C123 119.9(3) . . ? C125 C124 I4 117.5(8) . . ? C123 C124 I4 122.6(7) . . ? F7 C125 C124 123.4(12) . . ? F7 C125 C126 116.9(11) . . ? C124 C125 C126 119.7(4) . . ? F8 C126 C121 122.4(11) . . ? F8 C126 C125 117.1(11) . . ? C121 C126 C125 120.4(3) . . ? C136 C131 C132 119.9(3) . . ? C136 C131 I5 120.9(7) . . ? C132 C131 I5 119.1(8) . . ? F9 C132 C133 117.7(12) . . ? F9 C132 C131 122.3(12) . . ? C133 C132 C131 120.1(4) . . ? F10 C133 C132 115.9(11) . . ? F10 C133 C134 124.1(11) . . ? C132 C133 C134 120.0(3) . . ? C135 C134 C133 119.6(3) . . ? C135 C134 I6 119.3(8) . . ? C133 C134 I6 121.1(7) . . ? F11 C135 C134 121.9(12) . . ? F11 C135 C136 118.1(12) . . ? C134 C135 C136 120.0(4) . . ? F12 C136 C131 120.3(11) . . ? F12 C136 C135 119.3(11) . . ? C131 C136 C135 120.4(3) . . ? C146 C141 C142 120.1(3) . . ? C146 C141 I7 120.6(6) . . ? C142 C141 I7 119.3(7) . . ? F13 C142 C143 115.7(11) . . ? F13 C142 C141 124.4(11) . . ? C143 C142 C141 119.9(4) . . ? F14 C143 C142 120.7(11) . . ? F14 C143 C144 119.3(10) . . ? C142 C143 C144 119.9(3) . . ? C145 C144 C143 119.7(3) . . ? C145 C144 I8 119.0(7) . . ? C143 C144 I8 121.3(6) . . ? F15 C145 C144 119.4(11) . . ? F15 C145 C146 120.7(11) . . ? C144 C145 C146 119.9(4) . . ? F16 C146 C141 121.1(10) . . ? F16 C146 C145 118.5(11) . . ? C141 C146 C145 120.4(3) . . ? C2 C1 C22 121.2(8) . . ? C2 C1 C11 122.6(8) . . ? C22 C1 C11 116.1(6) . . ? C1 C2 C44 122.3(8) . . ? C1 C2 C33 117.6(9) . . ? C44 C2 C33 118.5(7) . . ? C16 C11 C12 118.9(5) . . ? C16 C11 C1 117.5(11) . . ? C12 C11 C1 123.6(11) . . ? C11 C12 C13 121.9(6) . . ? C11 C12 H12 119.1 . . ? C13 C12 H12 119.1 . . ? C12 C13 C14 119.0(5) . . ? C12 C13 H13 120.5 . . ? C14 C13 H13 120.5 . . ? C15 C14 C13 118.8(5) . . ? C15 C14 C17 117.1(10) . . ? C13 C14 C17 124.1(10) . . ? C16 C15 C14 121.5(6) . . ? C16 C15 H15 119.3 . . ? C14 C15 H15 119.3 . . ? C11 C16 C15 120.0(5) . . ? C11 C16 H16 120.0 . . ? C15 C16 H16 120.0 . . ? C21 C17 C18 116.1(7) . . ? C21 C17 C14 121.9(12) . . ? C18 C17 C14 120.3(11) . . ? N1 C18 C17 124.0(7) . . ? N1 C18 H18 118.0 . . ? C17 C18 H18 118.0 . . ? C18 N1 C19 116.9(7) . . ? N1 C19 C20 123.3(8) . . ? N1 C19 H19 118.4 . . ? C20 C19 H19 118.3 . . ? C19 C20 C21 117.5(8) . . ? C19 C20 H20 121.2 . . ? C21 C20 H20 121.2 . . ? C17 C21 C20 122.1(8) . . ? C17 C21 H21 118.9 . . ? C20 C21 H21 118.9 . . ? C27 C22 C23 118.9(5) . . ? C27 C22 C1 120.0(12) . . ? C23 C22 C1 121.0(12) . . ? C24 C23 C22 121.6(7) . . ? C24 C23 H23 119.2 . . ? C22 C23 H23 119.2 . . ? C23 C24 C25 119.4(6) . . ? C23 C24 H24 120.3 . . ? C25 C24 H24 120.3 . . ? C26 C25 C24 117.9(5) . . ? C26 C25 C28 117.9(12) . . ? C24 C25 C28 123.5(12) . . ? C27 C26 C25 121.4(7) . . ? C27 C26 H26 119.3 . . ? C25 C26 H26 119.3 . . ? C22 C27 C26 120.4(6) . . ? C22 C27 H27 119.8 . . ? C26 C27 H27 119.8 . . ? C32 C28 C29 115.4(7) . . ? C32 C28 C25 121.9(13) . . ? C29 C28 C25 120.3(12) . . ? N2 C29 C28 124.4(8) . . ? N2 C29 H29 117.8 . . ? C28 C29 H29 117.8 . . ? C29 N2 C30 117.1(8) . . ? N2 C30 C31 123.0(9) . . ? N2 C30 H30 118.5 . . ? C31 C30 H30 118.5 . . ? C30 C31 C32 117.8(9) . . ? C30 C31 H31 121.1 . . ? C32 C31 H31 121.1 . . ? C28 C32 C31 122.2(8) . . ? C28 C32 H32 118.9 . . ? C31 C32 H32 118.9 . . ? C38 C33 C34 119.5(5) . . ? C38 C33 C2 124.2(12) . . ? C34 C33 C2 116.2(12) . . ? C33 C34 C35 121.6(6) . . ? C33 C34 H34 119.2 . . ? C35 C34 H34 119.2 . . ? C34 C35 C36 118.7(6) . . ? C34 C35 H35 120.7 . . ? C36 C35 H35 120.7 . . ? C37 C36 C35 118.8(5) . . ? C37 C36 C39 115.0(12) . . ? C35 C36 C39 126.1(12) . . ? C38 C37 C36 121.4(6) . . ? C38 C37 H37 119.3 . . ? C36 C37 H37 119.3 . . ? C33 C38 C37 119.7(6) . . ? C33 C38 H38 120.2 . . ? C37 C38 H38 120.2 . . ? C43 C39 C40 115.8(7) . . ? C43 C39 C36 124.0(12) . . ? C40 C39 C36 118.0(12) . . ? N3 C40 C39 124.0(8) . . ? N3 C40 H40 118.0 . . ? C39 C40 H40 118.0 . . ? C40 N3 C41 117.3(8) . . ? N3 C41 C42 123.1(9) . . ? N3 C41 H41 118.4 . . ? C42 C41 H41 118.4 . . ? C41 C42 C43 117.5(8) . . ? C41 C42 H42 121.2 . . ? C43 C42 H42 121.2 . . ? C39 C43 C42 122.1(8) . . ? C39 C43 H43 118.9 . . ? C42 C43 H43 118.9 . . ? C49 C44 C45 119.1(5) . . ? C49 C44 C2 119.1(11) . . ? C45 C44 C2 121.6(11) . . ? C44 C45 C46 121.5(6) . . ? C44 C45 H45 119.2 . . ? C46 C45 H45 119.2 . . ? C45 C46 C47 118.9(6) . . ? C45 C46 H46 120.6 . . ? C47 C46 H46 120.6 . . ? C48 C47 C46 118.1(5) . . ? C48 C47 C50 116.7(11) . . ? C46 C47 C50 125.2(11) . . ? C49 C48 C47 121.6(6) . . ? C49 C48 H48 119.2 . . ? C47 C48 H48 119.2 . . ? C44 C49 C48 119.9(6) . . ? C44 C49 H49 120.0 . . ? C48 C49 H49 120.0 . . ? C54 C50 C51 115.2(7) . . ? C54 C50 C47 125.7(12) . . ? C51 C50 C47 117.2(12) . . ? N4 C51 C50 124.2(8) . . ? N4 C51 H51 117.9 . . ? C50 C51 H51 117.9 . . ? C51 N4 C52 117.5(8) . . ? N4 C52 C53 122.8(9) . . ? N4 C52 H52 118.6 . . ? C53 C52 H52 118.6 . . ? C52 C53 C54 117.8(9) . . ? C52 C53 H53 121.1 . . ? C54 C53 H53 121.1 . . ? C50 C54 C53 122.4(8) . . ? C50 C54 H54 118.8 . . ? C53 C54 H54 118.8 . . ? C4 C3 C61 121.4(8) . . ? C4 C3 C72 122.3(8) . . ? C61 C3 C72 116.2(5) . . ? C3 C4 C83 124.7(9) . . ? C3 C4 C94 122.0(8) . . ? C83 C4 C94 112.9(6) . . ? C66 C61 C62 119.2(5) . . ? C66 C61 C3 122.1(12) . . ? C62 C61 C3 118.6(12) . . ? C61 C62 C63 121.8(6) . . ? C61 C62 H62 119.1 . . ? C63 C62 H62 119.1 . . ? C62 C63 C64 119.0(5) . . ? C62 C63 H63 120.5 . . ? C64 C63 H63 120.5 . . ? C65 C64 C63 118.4(5) . . ? C65 C64 C67 119.2(12) . . ? C63 C64 C67 122.5(11) . . ? C66 C65 C64 121.8(6) . . ? C66 C65 H65 119.1 . . ? C64 C65 H65 119.1 . . ? C61 C66 C65 119.8(6) . . ? C61 C66 H66 120.1 . . ? C65 C66 H66 120.1 . . ? C71 C67 C68 115.3(7) . . ? C71 C67 C64 122.5(13) . . ? C68 C67 C64 120.6(13) . . ? N5 C68 C67 124.3(8) . . ? N5 C68 H68 117.9 . . ? C67 C68 H68 117.9 . . ? C68 N5 C69 117.4(8) . . ? N5 C69 C70 122.7(8) . . ? N5 C69 H69 118.7 . . ? C70 C69 H69 118.6 . . ? C69 C70 C71 117.8(8) . . ? C69 C70 H70 121.1 . . ? C71 C70 H70 121.1 . . ? C67 C71 C70 122.5(8) . . ? C67 C71 H71 118.8 . . ? C70 C71 H71 118.8 . . ? C77 C72 C73 119.0(5) . . ? C77 C72 C3 121.2(12) . . ? C73 C72 C3 119.8(12) . . ? C72 C73 C74 122.0(7) . . ? C72 C73 H73 119.0 . . ? C74 C73 H73 119.0 . . ? C73 C74 C75 119.0(6) . . ? C73 C74 H74 120.5 . . ? C75 C74 H74 120.5 . . ? C76 C75 C74 118.2(5) . . ? C76 C75 C78 121.5(12) . . ? C74 C75 C78 120.3(12) . . ? C77 C76 C75 121.9(7) . . ? C77 C76 H76 119.1 . . ? C75 C76 H76 119.1 . . ? C72 C77 C76 119.9(6) . . ? C72 C77 H77 120.0 . . ? C76 C77 H77 120.0 . . ? C82 C78 C79 115.9(7) . . ? C82 C78 C75 123.6(14) . . ? C79 C78 C75 119.0(14) . . ? N6 C79 C78 123.9(8) . . ? N6 C79 H79 118.0 . . ? C78 C79 H79 118.1 . . ? C79 N6 C80 117.3(8) . . ? N6 C80 C81 123.2(8) . . ? N6 C80 H80 118.4 . . ? C81 C80 H80 118.4 . . ? C80 C81 C82 117.4(8) . . ? C80 C81 H81 121.3 . . ? C82 C81 H81 121.3 . . ? C78 C82 C81 122.3(8) . . ? C78 C82 H82 118.9 . . ? C81 C82 H82 118.9 . . ? C88 C83 C84 119.4(5) . . ? C88 C83 C4 118.9(11) . . ? C84 C83 C4 121.7(12) . . ? C83 C84 C85 121.7(6) . . ? C83 C84 H84 119.2 . . ? C85 C84 H84 119.2 . . ? C84 C85 C86 118.8(5) . . ? C84 C85 H85 120.6 . . ? C86 C85 H85 120.6 . . ? C87 C86 C85 118.7(5) . . ? C87 C86 C89 117.8(12) . . ? C85 C86 C89 123.3(11) . . ? C88 C87 C86 121.5(6) . . ? C88 C87 H87 119.2 . . ? C86 C87 H87 119.2 . . ? C83 C88 C87 119.8(6) . . ? C83 C88 H88 120.1 . . ? C87 C88 H88 120.1 . . ? C93 C89 C90 116.0(7) . . ? C93 C89 C86 122.4(13) . . ? C90 C89 C86 120.2(12) . . ? N7 C90 C89 123.9(8) . . ? N7 C90 H90 118.1 . . ? C89 C90 H90 118.1 . . ? C90 N7 C91 117.3(8) . . ? N7 C91 C92 123.2(8) . . ? N7 C91 H91 118.4 . . ? C92 C91 H91 118.4 . . ? C91 C92 C93 117.6(8) . . ? C91 C92 H92 121.2 . . ? C93 C92 H92 121.2 . . ? C89 C93 C92 122.1(8) . . ? C89 C93 H93 119.0 . . ? C92 C93 H93 119.0 . . ? C99 C94 C95 119.2(5) . . ? C99 C94 C4 119.5(12) . . ? C95 C94 C4 121.2(12) . . ? C94 C95 C96 121.5(6) . . ? C94 C95 H95 119.2 . . ? C96 C95 H95 119.2 . . ? C95 C96 C97 119.0(6) . . ? C95 C96 H96 120.5 . . ? C97 C96 H96 120.5 . . ? C98 C97 C96 118.4(5) . . ? C98 C97 C100 122.2(12) . . ? C96 C97 C100 119.2(12) . . ? C99 C98 C97 121.5(6) . . ? C99 C98 H98 119.2 . . ? C97 C98 H98 119.2 . . ? C94 C99 C98 120.0(6) . . ? C94 C99 H99 120.0 . . ? C98 C99 H99 120.0 . . ? C104 C100 C101 115.7(7) . . ? C104 C100 C97 123.0(13) . . ? C101 C100 C97 121.0(13) . . ? N8 C101 C100 124.1(8) . . ? N8 C101 H101 118.0 . . ? C100 C101 H101 117.9 . . ? C101 N8 C102 117.3(8) . . ? N8 C102 C103 123.0(9) . . ? N8 C102 H102 118.5 . . ? C103 C102 H102 118.5 . . ? C102 C103 C104 117.7(8) . . ? C102 C103 H103 121.1 . . ? C104 C103 H103 121.1 . . ? C100 C104 C103 122.2(8) . . ? C100 C104 H104 118.9 . . ? C103 C104 H104 118.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C116 C111 C112 F1 -180.0(3) . . . . ? I1 C111 C112 F1 0.0(4) . . . . ? C116 C111 C112 C113 0.1(5) . . . . ? I1 C111 C112 C113 -180.0(2) . . . . ? F1 C112 C113 F2 0.1(4) . . . . ? C111 C112 C113 F2 -180.0(3) . . . . ? F1 C112 C113 C114 -180.0(2) . . . . ? C111 C112 C113 C114 -0.1(5) . . . . ? F2 C113 C114 C115 179.9(3) . . . . ? C112 C113 C114 C115 0.0(5) . . . . ? F2 C113 C114 I2 0.0(4) . . . . ? C112 C113 C114 I2 -179.9(2) . . . . ? C113 C114 C115 F3 180.0(3) . . . . ? I2 C114 C115 F3 0.0(4) . . . . ? C113 C114 C115 C116 -0.1(5) . . . . ? I2 C114 C115 C116 179.9(2) . . . . ? C112 C111 C116 F4 179.9(3) . . . . ? I1 C111 C116 F4 0.0(4) . . . . ? C112 C111 C116 C115 -0.1(5) . . . . ? I1 C111 C116 C115 180.0(2) . . . . ? F3 C115 C116 F4 0.0(5) . . . . ? C114 C115 C116 F4 -179.9(3) . . . . ? F3 C115 C116 C111 -179.9(3) . . . . ? C114 C115 C116 C111 0.1(5) . . . . ? C126 C121 C122 F5 -180.0(3) . . . . ? I3 C121 C122 F5 0.0(4) . . . . ? C126 C121 C122 C123 -0.1(5) . . . . ? I3 C121 C122 C123 180.0(2) . . . . ? F5 C122 C123 F6 0.0(5) . . . . ? C121 C122 C123 F6 -179.9(3) . . . . ? F5 C122 C123 C124 179.9(3) . . . . ? C121 C122 C123 C124 0.0(4) . . . . ? F6 C123 C124 C125 179.9(3) . . . . ? C122 C123 C124 C125 0.0(5) . . . . ? F6 C123 C124 I4 -0.2(4) . . . . ? C122 C123 C124 I4 179.9(2) . . . . ? C123 C124 C125 F7 180.0(3) . . . . ? I4 C124 C125 F7 0.1(4) . . . . ? C123 C124 C125 C126 0.0(4) . . . . ? I4 C124 C125 C126 -179.9(2) . . . . ? C122 C121 C126 F8 -179.9(3) . . . . ? I3 C121 C126 F8 0.1(4) . . . . ? C122 C121 C126 C125 0.1(5) . . . . ? I3 C121 C126 C125 -179.9(2) . . . . ? F7 C125 C126 F8 -0.1(4) . . . . ? C124 C125 C126 F8 179.9(3) . . . . ? F7 C125 C126 C121 180.0(3) . . . . ? C124 C125 C126 C121 0.0(5) . . . . ? C136 C131 C132 F9 180.0(3) . . . . ? I5 C131 C132 F9 0.0(4) . . . . ? C136 C131 C132 C133 0.0(4) . . . . ? I5 C131 C132 C133 -179.9(2) . . . . ? F9 C132 C133 F10 0.0(4) . . . . ? C131 C132 C133 F10 179.9(3) . . . . ? F9 C132 C133 C134 179.9(2) . . . . ? C131 C132 C133 C134 -0.2(4) . . . . ? F10 C133 C134 C135 -179.9(3) . . . . ? C132 C133 C134 C135 0.1(4) . . . . ? F10 C133 C134 I6 0.0(4) . . . . ? C132 C133 C134 I6 -180.0(2) . . . . ? C133 C134 C135 F11 179.9(3) . . . . ? I6 C134 C135 F11 0.0(4) . . . . ? C133 C134 C135 C136 0.0(4) . . . . ? I6 C134 C135 C136 -179.9(2) . . . . ? C132 C131 C136 F12 179.9(3) . . . . ? I5 C131 C136 F12 -0.1(4) . . . . ? C132 C131 C136 C135 0.1(4) . . . . ? I5 C131 C136 C135 -180.0(2) . . . . ? F11 C135 C136 F12 0.1(4) . . . . ? C134 C135 C136 F12 -180.0(3) . . . . ? F11 C135 C136 C131 180.0(3) . . . . ? C134 C135 C136 C131 -0.1(4) . . . . ? C146 C141 C142 F13 -180.0(3) . . . . ? I7 C141 C142 F13 0.0(4) . . . . ? C146 C141 C142 C143 0.1(4) . . . . ? I7 C141 C142 C143 -180.0(2) . . . . ? F13 C142 C143 F14 0.0(4) . . . . ? C141 C142 C143 F14 180.0(3) . . . . ? F13 C142 C143 C144 180.0(2) . . . . ? C141 C142 C143 C144 -0.1(4) . . . . ? F14 C143 C144 C145 180.0(3) . . . . ? C142 C143 C144 C145 0.0(4) . . . . ? F14 C143 C144 I8 0.0(4) . . . . ? C142 C143 C144 I8 -180.0(2) . . . . ? C143 C144 C145 F15 180.0(3) . . . . ? I8 C144 C145 F15 -0.1(4) . . . . ? C143 C144 C145 C146 0.0(4) . . . . ? I8 C144 C145 C146 180.0(2) . . . . ? C142 C141 C146 F16 180.0(3) . . . . ? I7 C141 C146 F16 0.0(4) . . . . ? C142 C141 C146 C145 -0.1(4) . . . . ? I7 C141 C146 C145 180.0(2) . . . . ? F15 C145 C146 F16 0.0(4) . . . . ? C144 C145 C146 F16 180.0(3) . . . . ? F15 C145 C146 C141 -179.9(3) . . . . ? C144 C145 C146 C141 0.0(4) . . . . ? C22 C1 C2 C44 -174.4(13) . . . . ? C11 C1 C2 C44 6(2) . . . . ? C22 C1 C2 C33 -9(2) . . . . ? C11 C1 C2 C33 171.6(13) . . . . ? C2 C1 C11 C16 119.8(19) . . . . ? C22 C1 C11 C16 -59.8(14) . . . . ? C2 C1 C11 C12 -60.6(17) . . . . ? C22 C1 C11 C12 119.9(14) . . . . ? C16 C11 C12 C13 -0.3(15) . . . . ? C1 C11 C12 C13 -180.0(11) . . . . ? C11 C12 C13 C14 0(2) . . . . ? C12 C13 C14 C15 0(3) . . . . ? C12 C13 C14 C17 -179.8(14) . . . . ? C13 C14 C15 C16 1(3) . . . . ? C17 C14 C15 C16 -179.1(16) . . . . ? C12 C11 C16 C15 1(2) . . . . ? C1 C11 C16 C15 -178.9(13) . . . . ? C14 C15 C16 C11 -2(3) . . . . ? C15 C14 C17 C21 -42(2) . . . . ? C13 C14 C17 C21 137.9(18) . . . . ? C15 C14 C17 C18 154.1(14) . . . . ? C13 C14 C17 C18 -26(2) . . . . ? C21 C17 C18 N1 1.5(9) . . . . ? C14 C17 C18 N1 166.7(12) . . . . ? C17 C18 N1 C19 -0.7(13) . . . . ? C18 N1 C19 C20 0.7(18) . . . . ? N1 C19 C20 C21 -1.4(19) . . . . ? C18 C17 C21 C20 -2.2(13) . . . . ? C14 C17 C21 C20 -167.1(13) . . . . ? C19 C20 C21 C17 2.2(18) . . . . ? C2 C1 C22 C27 114.3(18) . . . . ? C11 C1 C22 C27 -66.2(14) . . . . ? C2 C1 C22 C23 -64.9(17) . . . . ? C11 C1 C22 C23 114.6(14) . . . . ? C27 C22 C23 C24 2.1(15) . . . . ? C1 C22 C23 C24 -178.7(10) . . . . ? C22 C23 C24 C25 -5(2) . . . . ? C23 C24 C25 C26 7(3) . . . . ? C23 C24 C25 C28 177.2(13) . . . . ? C24 C25 C26 C27 -7(3) . . . . ? C28 C25 C26 C27 -177.4(16) . . . . ? C23 C22 C27 C26 -2(2) . . . . ? C1 C22 C27 C26 179.2(13) . . . . ? C25 C26 C27 C22 4(3) . . . . ? C26 C25 C28 C32 -47(2) . . . . ? C24 C25 C28 C32 142.8(17) . . . . ? C26 C25 C28 C29 151.2(14) . . . . ? C24 C25 C28 C29 -19(2) . . . . ? C32 C28 C29 N2 3.3(9) . . . . ? C25 C28 C29 N2 166.1(12) . . . . ? C28 C29 N2 C30 -0.5(14) . . . . ? C29 N2 C30 C31 -1.6(18) . . . . ? N2 C30 C31 C32 0.7(19) . . . . ? C29 C28 C32 C31 -4.2(13) . . . . ? C25 C28 C32 C31 -166.7(13) . . . . ? C30 C31 C32 C28 2.4(18) . . . . ? C1 C2 C33 C38 -62.5(16) . . . . ? C44 C2 C33 C38 103.6(15) . . . . ? C1 C2 C33 C34 121.5(16) . . . . ? C44 C2 C33 C34 -72.4(13) . . . . ? C38 C33 C34 C35 1.9(15) . . . . ? C2 C33 C34 C35 178.1(10) . . . . ? C33 C34 C35 C36 3(2) . . . . ? C34 C35 C36 C37 -4(2) . . . . ? C34 C35 C36 C39 172.5(13) . . . . ? C35 C36 C37 C38 0(3) . . . . ? C39 C36 C37 C38 -176.6(16) . . . . ? C34 C33 C38 C37 -5.7(19) . . . . ? C2 C33 C38 C37 178.5(12) . . . . ? C36 C37 C38 C33 5(3) . . . . ? C37 C36 C39 C43 -41(2) . . . . ? C35 C36 C39 C43 142.4(17) . . . . ? C37 C36 C39 C40 156.4(13) . . . . ? C35 C36 C39 C40 -20(2) . . . . ? C43 C39 C40 N3 2.0(9) . . . . ? C36 C39 C40 N3 166.0(12) . . . . ? C39 C40 N3 C41 0.6(14) . . . . ? C40 N3 C41 C42 -1.9(19) . . . . ? N3 C41 C42 C43 0.4(19) . . . . ? C40 C39 C43 C42 -3.6(13) . . . . ? C36 C39 C43 C42 -166.6(13) . . . . ? C41 C42 C43 C39 2.5(18) . . . . ? C1 C2 C44 C49 -65.6(16) . . . . ? C33 C2 C44 C49 129.0(16) . . . . ? C1 C2 C44 C45 119.1(17) . . . . ? C33 C2 C44 C45 -46.2(14) . . . . ? C49 C44 C45 C46 1.3(15) . . . . ? C2 C44 C45 C46 176.6(10) . . . . ? C44 C45 C46 C47 7(2) . . . . ? C45 C46 C47 C48 -10(2) . . . . ? C45 C46 C47 C50 168.6(14) . . . . ? C46 C47 C48 C49 7(3) . . . . ? C50 C47 C48 C49 -172.3(16) . . . . ? C45 C44 C49 C48 -5.1(19) . . . . ? C2 C44 C49 C48 179.5(12) . . . . ? C47 C48 C49 C44 1(3) . . . . ? C48 C47 C50 C54 -38(2) . . . . ? C46 C47 C50 C54 143.4(17) . . . . ? C48 C47 C50 C51 158.7(13) . . . . ? C46 C47 C50 C51 -20(2) . . . . ? C54 C50 C51 N4 1.2(9) . . . . ? C47 C50 C51 N4 166.7(12) . . . . ? C50 C51 N4 C52 -0.7(13) . . . . ? C51 N4 C52 C53 0.0(17) . . . . ? N4 C52 C53 C54 0.0(18) . . . . ? C51 C50 C54 C53 -1.1(13) . . . . ? C47 C50 C54 C53 -165.2(13) . . . . ? C52 C53 C54 C50 0.5(17) . . . . ? C61 C3 C4 C83 -175.2(15) . . . . ? C72 C3 C4 C83 8(2) . . . . ? C61 C3 C4 C94 -3(2) . . . . ? C72 C3 C4 C94 -179.8(16) . . . . ? C4 C3 C61 C66 69.1(16) . . . . ? C72 C3 C61 C66 -113.5(16) . . . . ? C4 C3 C61 C62 -111.3(16) . . . . ? C72 C3 C61 C62 66.1(14) . . . . ? C66 C61 C62 C63 0.7(15) . . . . ? C3 C61 C62 C63 -178.9(10) . . . . ? C61 C62 C63 C64 -2(2) . . . . ? C62 C63 C64 C65 3(2) . . . . ? C62 C63 C64 C67 -178.0(13) . . . . ? C63 C64 C65 C66 -2(3) . . . . ? C67 C64 C65 C66 178.9(15) . . . . ? C62 C61 C66 C65 0.3(18) . . . . ? C3 C61 C66 C65 179.9(11) . . . . ? C64 C65 C66 C61 0(2) . . . . ? C65 C64 C67 C71 -151.6(14) . . . . ? C63 C64 C67 C71 29(2) . . . . ? C65 C64 C67 C68 44(2) . . . . ? C63 C64 C67 C68 -135.5(16) . . . . ? C71 C67 C68 N5 -0.1(7) . . . . ? C64 C67 C68 N5 165.7(10) . . . . ? C67 C68 N5 C69 0.2(10) . . . . ? C68 N5 C69 C70 -0.1(14) . . . . ? N5 C69 C70 C71 -0.1(14) . . . . ? C68 C67 C71 C70 -0.1(10) . . . . ? C64 C67 C71 C70 -165.6(11) . . . . ? C69 C70 C71 C67 0.2(13) . . . . ? C4 C3 C72 C77 62.1(16) . . . . ? C61 C3 C72 C77 -115.2(16) . . . . ? C4 C3 C72 C73 -118.5(16) . . . . ? C61 C3 C72 C73 64.1(14) . . . . ? C77 C72 C73 C74 -0.4(15) . . . . ? C3 C72 C73 C74 -179.8(10) . . . . ? C72 C73 C74 C75 0(2) . . . . ? C73 C74 C75 C76 0(2) . . . . ? C73 C74 C75 C78 -178.6(13) . . . . ? C74 C75 C76 C77 1(2) . . . . ? C78 C75 C76 C77 179.2(15) . . . . ? C73 C72 C77 C76 1.0(17) . . . . ? C3 C72 C77 C76 -179.6(10) . . . . ? C75 C76 C77 C72 -1(2) . . . . ? C76 C75 C78 C82 45(2) . . . . ? C74 C75 C78 C82 -137.2(16) . . . . ? C76 C75 C78 C79 -150.0(13) . . . . ? C74 C75 C78 C79 28.0(19) . . . . ? C82 C78 C79 N6 -2.1(8) . . . . ? C75 C78 C79 N6 -168.5(11) . . . . ? C78 C79 N6 C80 2.1(13) . . . . ? C79 N6 C80 C81 -1.7(17) . . . . ? N6 C80 C81 C82 1.3(18) . . . . ? C79 C78 C82 C81 1.7(12) . . . . ? C75 C78 C82 C81 167.4(12) . . . . ? C80 C81 C82 C78 -1.3(16) . . . . ? C3 C4 C83 C88 -123.5(18) . . . . ? C94 C4 C83 C88 63.3(13) . . . . ? C3 C4 C83 C84 54.1(16) . . . . ? C94 C4 C83 C84 -119.2(14) . . . . ? C88 C83 C84 C85 -2.6(15) . . . . ? C4 C83 C84 C85 179.9(10) . . . . ? C83 C84 C85 C86 1(2) . . . . ? C84 C85 C86 C87 -2(3) . . . . ? C84 C85 C86 C89 -175.7(13) . . . . ? C85 C86 C87 C88 3(3) . . . . ? C89 C86 C87 C88 177.6(16) . . . . ? C84 C83 C88 C87 4.1(19) . . . . ? C4 C83 C88 C87 -178.3(12) . . . . ? C86 C87 C88 C83 -4(3) . . . . ? C87 C86 C89 C93 -157.7(13) . . . . ? C85 C86 C89 C93 16(2) . . . . ? C87 C86 C89 C90 36(2) . . . . ? C85 C86 C89 C90 -149.4(16) . . . . ? C93 C89 C90 N7 0.2(7) . . . . ? C86 C89 C90 N7 166.9(10) . . . . ? C89 C90 N7 C91 0.8(10) . . . . ? C90 N7 C91 C92 -1.0(13) . . . . ? N7 C91 C92 C93 0.2(14) . . . . ? C90 C89 C93 C92 -1.0(10) . . . . ? C86 C89 C93 C92 -167.5(12) . . . . ? C91 C92 C93 C89 0.8(13) . . . . ? C3 C4 C94 C99 63.8(16) . . . . ? C83 C4 C94 C99 -122.7(15) . . . . ? C3 C4 C94 C95 -118.7(16) . . . . ? C83 C4 C94 C95 54.8(13) . . . . ? C99 C94 C95 C96 -1.5(15) . . . . ? C4 C94 C95 C96 -179.0(10) . . . . ? C94 C95 C96 C97 -4(2) . . . . ? C95 C96 C97 C98 6(3) . . . . ? C95 C96 C97 C100 -179.2(13) . . . . ? C96 C97 C98 C99 -3(3) . . . . ? C100 C97 C98 C99 -177.8(16) . . . . ? C95 C94 C99 C98 4.4(19) . . . . ? C4 C94 C99 C98 -178.0(12) . . . . ? C97 C98 C99 C94 -2(3) . . . . ? C98 C97 C100 C104 -162.8(14) . . . . ? C96 C97 C100 C104 22(2) . . . . ? C98 C97 C100 C101 25(2) . . . . ? C96 C97 C100 C101 -150.2(15) . . . . ? C104 C100 C101 N8 0.4(6) . . . . ? C97 C100 C101 N8 173.3(10) . . . . ? C100 C101 N8 C102 -0.1(10) . . . . ? C101 N8 C102 C103 0.1(13) . . . . ? N8 C102 C103 C104 -0.3(14) . . . . ? C101 C100 C104 C103 -0.6(10) . . . . ? C97 C100 C104 C103 -173.3(12) . . . . ? C102 C103 C104 C100 0.6(13) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 2.187 _refine_diff_density_min -1.062 _refine_diff_density_rms 0.154 data_fcp1129 _database_code_depnum_ccdc_archive 'CCDC 906752' #TrackingRef 'web_deposit_cif_file_1_ChrisPigge_1350576018.3-pyTPE-1,2diiodo.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C46 H32 N4, 2(C6 F4 I2)' _chemical_formula_sum 'C58 H32 F8 I4 N4' _chemical_formula_weight 1444.48 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_space_group_name_Hall '-P 2ybc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.4076(15) _cell_length_b 16.0078(17) _cell_length_c 22.228(3) _cell_angle_alpha 90.00 _cell_angle_beta 93.266(5) _cell_angle_gamma 90.00 _cell_volume 5118.2(10) _cell_formula_units_Z 4 _cell_measurement_temperature 210(2) _cell_measurement_reflns_used 22362 _cell_measurement_theta_min 1.0 _cell_measurement_theta_max 28.8 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.875 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2768 _exptl_absorpt_coefficient_mu 2.508 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4826 _exptl_absorpt_correction_T_max 0.8848 _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor,1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 210(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'CCD phi and omega scans' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 89655 _diffrn_reflns_av_R_equivalents 0.0327 _diffrn_reflns_av_sigmaI/netI 0.0282 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.8 _diffrn_reflns_theta_max 27.9 _reflns_number_total 12179 _reflns_number_gt 9637 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor,1997)' _computing_data_reduction 'HKL Denzo, Scalepack (Otwinowski & Minor,1997)' _computing_structure_solution 'SHELXLT v 6.1 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXLT v 6.1 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXLT v 6.1 (Sheldrick, 2008)' _computing_publication_material 'SHELXLT v 6.1 (Sheldrick, 2008)' _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. Several low angle reflections were omitted due to beam-stop shadowing effects. One phenyl-pyridine moiety is disordered by 65 deg. rotation about the pheny-pyridine bond. The disorder was modeled with two orientations (C22 - C32, N2 and C22'- C32', N2') with anisotropic displacement parameters (rigid bond restraint applyed) and restrained to have the same comformation. The relative occupancies refined to 0.868(4):0.314(4). ; _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^)+(0.0231P)^2^+9.5333P] 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 SHELXL _refine_ls_extinction_coef 0.00059(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 12179 _refine_ls_number_parameters 753 _refine_ls_number_restraints 62 _refine_ls_R_factor_all 0.0512 _refine_ls_R_factor_gt 0.0341 _refine_ls_wR_factor_ref 0.0779 _refine_ls_wR_factor_gt 0.0708 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.028 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 1.3099(2) 0.0975(2) 0.23457(14) 0.0476(8) Uani 1 1 d . A . N3 N 0.2039(2) 0.3955(2) 0.23829(14) 0.0462(7) Uani 1 1 d . . . N4 N 0.9323(3) 0.6419(2) 0.00973(17) 0.0625(10) Uani 1 1 d . . . C1 C 0.7889(2) 0.2476(2) 0.27166(15) 0.0359(7) Uani 1 1 d D . . C2 C 0.7479(2) 0.3066(2) 0.23664(15) 0.0363(7) Uani 1 1 d . A . C11 C 0.8912(2) 0.2302(2) 0.27187(15) 0.0337(7) Uani 1 1 d . A . C12 C 0.9461(2) 0.2330(2) 0.32532(15) 0.0390(8) Uani 1 1 d . . . H12 H 0.9187 0.2469 0.3614 0.047 Uiso 1 1 calc R A . C13 C 1.0404(2) 0.2155(2) 0.32661(15) 0.0389(8) Uani 1 1 d . A . H13 H 1.0763 0.2200 0.3631 0.047 Uiso 1 1 calc R . . C14 C 1.0825(2) 0.1915(2) 0.27442(14) 0.0350(7) Uani 1 1 d . . . C15 C 1.0270(2) 0.1872(2) 0.22122(15) 0.0424(8) Uani 1 1 d . A . H15 H 1.0537 0.1708 0.1854 0.051 Uiso 1 1 calc R . . C16 C 0.9335(2) 0.2064(2) 0.21989(15) 0.0411(8) Uani 1 1 d . . . H16 H 0.8978 0.2033 0.1832 0.049 Uiso 1 1 calc R A . C17 C 1.1835(2) 0.1724(2) 0.27671(15) 0.0364(7) Uani 1 1 d . A . C18 C 1.2204(3) 0.1172(2) 0.23593(16) 0.0444(8) Uani 1 1 d . . . H18 H 1.1790 0.0921 0.2072 0.053 Uiso 1 1 calc R A . C19 C 1.3684(3) 0.1324(2) 0.27576(17) 0.0475(9) Uani 1 1 d . . . H19 H 1.4319 0.1189 0.2757 0.057 Uiso 1 1 calc R A . C20 C 1.3395(3) 0.1872(3) 0.31829(18) 0.0486(9) Uani 1 1 d . A . H20 H 1.3827 0.2106 0.3468 0.058 Uiso 1 1 calc R . . C21 C 1.2469(3) 0.2076(2) 0.31881(16) 0.0433(8) Uani 1 1 d . . . H21 H 1.2265 0.2454 0.3476 0.052 Uiso 1 1 calc R A . C22 C 0.7409(4) 0.1953(4) 0.3160(2) 0.0340(9) Uani 0.686(4) 1 d PDU A 1 C23 C 0.7551(7) 0.1096(5) 0.3192(4) 0.0389(16) Uani 0.686(4) 1 d PDU A 1 H23 H 0.7912 0.0836 0.2906 0.047 Uiso 0.686(4) 1 calc PR A 1 C24 C 0.7177(4) 0.0618(3) 0.3630(3) 0.0419(15) Uani 0.686(4) 1 d PDU A 1 H24 H 0.7269 0.0037 0.3629 0.050 Uiso 0.686(4) 1 calc PR A 1 C25 C 0.6665(3) 0.0975(3) 0.4072(2) 0.0361(11) Uani 0.686(4) 1 d PDU A 1 C26 C 0.6467(5) 0.1821(4) 0.4018(3) 0.050(2) Uani 0.686(4) 1 d PDU A 1 H26 H 0.6083 0.2074 0.4294 0.059 Uiso 0.686(4) 1 calc PR A 1 C27 C 0.6822(10) 0.2298(3) 0.3569(6) 0.045(3) Uani 0.686(4) 1 d PDU A 1 H27 H 0.6665 0.2867 0.3539 0.054 Uiso 0.686(4) 1 calc PR A 1 C28 C 0.6398(3) 0.0474(3) 0.4605(2) 0.0398(12) Uani 0.686(4) 1 d PD A 1 C29 C 0.6478(5) -0.0389(4) 0.4612(3) 0.061(2) Uani 0.686(4) 1 d PD A 1 H29 H 0.6700 -0.0649 0.4269 0.074 Uiso 0.686(4) 1 calc PR A 1 N2 N 0.6261(4) -0.0879(3) 0.5069(2) 0.0647(17) Uani 0.686(4) 1 d PD A 1 C30 C 0.5966(4) -0.0503(5) 0.5553(3) 0.0636(19) Uani 0.686(4) 1 d PD A 1 H30 H 0.5812 -0.0835 0.5881 0.076 Uiso 0.686(4) 1 calc PR A 1 C31 C 0.5876(9) 0.0337(11) 0.5597(7) 0.058(4) Uani 0.686(4) 1 d PD A 1 H31 H 0.5673 0.0577 0.5953 0.070 Uiso 0.686(4) 1 calc PR A 1 C32 C 0.6085(4) 0.0840(4) 0.5117(2) 0.0487(14) Uani 0.686(4) 1 d PD A 1 H32 H 0.6013 0.1423 0.5140 0.058 Uiso 0.686(4) 1 calc PR A 1 C22' C 0.7347(9) 0.1904(9) 0.3090(5) 0.0340(9) Uani 0.314(4) 1 d PDU A 2 C23' C 0.7529(16) 0.1054(10) 0.3065(10) 0.0389(16) Uani 0.314(4) 1 d PDU A 2 H23' H 0.7957 0.0855 0.2796 0.047 Uiso 0.314(4) 1 calc PR A 2 C24' C 0.7094(9) 0.0497(7) 0.3426(6) 0.0419(15) Uani 0.314(4) 1 d PDU A 2 H24' H 0.7274 -0.0067 0.3427 0.050 Uiso 0.314(4) 1 calc PR A 2 C25' C 0.6397(6) 0.0753(5) 0.3788(5) 0.037(2) Uani 0.314(4) 1 d PDU A 2 C26' C 0.6237(10) 0.1605(5) 0.3832(6) 0.048(4) Uani 0.314(4) 1 d PDU A 2 H26' H 0.5803 0.1801 0.4098 0.058 Uiso 0.314(4) 1 calc PR A 2 C27' C 0.670(2) 0.2170(7) 0.3492(14) 0.045(3) Uani 0.314(4) 1 d PDU A 2 H27' H 0.6587 0.2744 0.3532 0.054 Uiso 0.314(4) 1 calc PR A 2 C28' C 0.5801(5) 0.0127(5) 0.4087(5) 0.042(3) Uani 0.314(4) 1 d PD A 2 C29' C 0.6173(5) -0.0609(6) 0.4326(6) 0.045(3) Uani 0.314(4) 1 d PD A 2 H29' H 0.6820 -0.0680 0.4327 0.054 Uiso 0.314(4) 1 calc PR A 2 N2' N 0.5674(6) -0.1224(5) 0.4555(5) 0.049(3) Uani 0.314(4) 1 d PD A 2 C30' C 0.4763(7) -0.1118(6) 0.4540(6) 0.058(4) Uani 0.314(4) 1 d PD A 2 H30' H 0.4395 -0.1557 0.4674 0.070 Uiso 0.314(4) 1 calc PR A 2 C31' C 0.4334(10) -0.0409(16) 0.4342(15) 0.045(6) Uani 0.314(4) 1 d PD A 2 H31' H 0.3688 -0.0349 0.4365 0.054 Uiso 0.314(4) 1 calc PR A 2 C32' C 0.4853(5) 0.0227(6) 0.4107(5) 0.051(3) Uani 0.314(4) 1 d PD A 2 H32' H 0.4564 0.0720 0.3962 0.061 Uiso 0.314(4) 1 calc PR A 2 C33 C 0.6442(2) 0.3153(2) 0.22856(14) 0.0350(7) Uani 1 1 d . . . C34 C 0.5900(2) 0.2508(2) 0.20417(16) 0.0410(8) Uani 1 1 d . A . H34 H 0.6182 0.2000 0.1943 0.049 Uiso 1 1 calc R . . C35 C 0.4944(2) 0.2603(2) 0.19404(16) 0.0430(8) Uani 1 1 d . . . H35 H 0.4592 0.2162 0.1766 0.052 Uiso 1 1 calc R A . C36 C 0.4499(2) 0.3341(2) 0.20934(14) 0.0368(7) Uani 1 1 d . A . C37 C 0.5047(2) 0.3988(2) 0.23334(16) 0.0406(8) Uani 1 1 d . . . H37 H 0.4764 0.4491 0.2441 0.049 Uiso 1 1 calc R A . C38 C 0.6000(2) 0.3904(2) 0.24171(16) 0.0405(8) Uani 1 1 d . A . H38 H 0.6357 0.4359 0.2565 0.049 Uiso 1 1 calc R . . C39 C 0.3471(2) 0.3420(2) 0.20101(15) 0.0387(8) Uani 1 1 d . . . C40 C 0.2963(2) 0.3867(2) 0.24159(16) 0.0428(8) Uani 1 1 d . A . H40 H 0.3296 0.4128 0.2739 0.051 Uiso 1 1 calc R . . C41 C 0.1575(3) 0.3592(3) 0.19164(18) 0.0494(9) Uani 1 1 d . A . H41 H 0.0925 0.3650 0.1880 0.059 Uiso 1 1 calc R . . C42 C 0.2002(3) 0.3140(3) 0.14871(18) 0.0537(10) Uani 1 1 d . . . H42 H 0.1649 0.2899 0.1163 0.064 Uiso 1 1 calc R A . C43 C 0.2960(3) 0.3043(2) 0.15368(17) 0.0474(9) Uani 1 1 d . A . H43 H 0.3261 0.2723 0.1251 0.057 Uiso 1 1 calc R . . C44 C 0.8008(2) 0.3655(2) 0.19930(15) 0.0373(7) Uani 1 1 d . . . C45 C 0.7729(3) 0.3769(3) 0.13897(17) 0.0478(9) Uani 1 1 d . A . H45 H 0.7214 0.3469 0.1224 0.057 Uiso 1 1 calc R . . C46 C 0.8191(3) 0.4312(3) 0.10301(18) 0.0511(10) Uani 1 1 d . . . H46 H 0.7996 0.4370 0.0622 0.061 Uiso 1 1 calc R A . C47 C 0.8941(2) 0.4774(2) 0.12643(17) 0.0422(8) Uani 1 1 d . A . C48 C 0.9225(3) 0.4671(2) 0.18645(17) 0.0438(8) Uani 1 1 d . . . H48 H 0.9736 0.4977 0.2029 0.053 Uiso 1 1 calc R A . C49 C 0.8762(2) 0.4120(2) 0.22272(16) 0.0419(8) Uani 1 1 d . A . H49 H 0.8961 0.4060 0.2635 0.050 Uiso 1 1 calc R . . C50 C 0.9428(3) 0.5354(2) 0.08645(17) 0.0455(9) Uani 1 1 d . . . C51 C 0.8931(3) 0.5889(3) 0.04738(19) 0.0535(10) Uani 1 1 d . A . H51 H 0.8279 0.5879 0.0474 0.064 Uiso 1 1 calc R . . C52 C 1.0251(3) 0.6419(3) 0.0100(2) 0.0626(12) Uani 1 1 d . A . H52 H 1.0539 0.6774 -0.0170 0.075 Uiso 1 1 calc R . . C53 C 1.0803(3) 0.5932(3) 0.0473(2) 0.0609(11) Uani 1 1 d . . . H53 H 1.1454 0.5962 0.0466 0.073 Uiso 1 1 calc R A . C54 C 1.0390(3) 0.5391(3) 0.08641(19) 0.0526(10) Uani 1 1 d . A . H54 H 1.0758 0.5052 0.1127 0.063 Uiso 1 1 calc R . . I1 I 0.146560(17) 0.457486(17) 0.357355(11) 0.04755(8) Uani 1 1 d . . . I2 I 0.102907(18) 0.322504(16) 0.490976(11) 0.04776(8) Uani 1 1 d . . . F1 F 0.09868(17) 0.44208(16) 0.60031(10) 0.0616(6) Uani 1 1 d . . . F2 F 0.1341(2) 0.60392(18) 0.61635(12) 0.0833(9) Uani 1 1 d . . . F3 F 0.1680(2) 0.70296(16) 0.52097(14) 0.0838(9) Uani 1 1 d . . . F4 F 0.1688(2) 0.63900(16) 0.41069(12) 0.0729(7) Uani 1 1 d . . . C61 C 0.1364(2) 0.5023(2) 0.44604(16) 0.0417(8) Uani 1 1 d . . . C62 C 0.1194(2) 0.4520(2) 0.49530(16) 0.0412(8) Uani 1 1 d . . . C63 C 0.1167(3) 0.4884(3) 0.55176(17) 0.0467(9) Uani 1 1 d . . . C64 C 0.1332(3) 0.5714(3) 0.56089(18) 0.0560(11) Uani 1 1 d . . . C65 C 0.1506(3) 0.6211(2) 0.5127(2) 0.0556(11) Uani 1 1 d . . . C66 C 0.1514(3) 0.5870(3) 0.45556(18) 0.0506(9) Uani 1 1 d . . . I3 I 0.354418(16) 0.054623(18) 0.112177(10) 0.04708(8) Uani 1 1 d . . . I4 I 0.390263(19) 0.218602(18) -0.005528(13) 0.05739(9) Uani 1 1 d . . . F5 F 0.41129(17) 0.12054(15) -0.12459(10) 0.0583(6) Uani 1 1 d . . . F6 F 0.40194(17) -0.04063(15) -0.15578(9) 0.0581(6) Uani 1 1 d . . . F7 F 0.38135(19) -0.15951(15) -0.07043(11) 0.0650(7) Uani 1 1 d . . . F8 F 0.36611(18) -0.11564(15) 0.04477(10) 0.0604(6) Uani 1 1 d . . . C71 C 0.3761(2) 0.0282(2) 0.02108(14) 0.0404(8) Uani 1 1 d . . . C72 C 0.3882(2) 0.0895(2) -0.02251(16) 0.0408(8) Uani 1 1 d . . . C73 C 0.3984(3) 0.0638(2) -0.08141(16) 0.0434(8) Uani 1 1 d . . . C74 C 0.3953(3) -0.0188(3) -0.09792(16) 0.0449(9) Uani 1 1 d . . . C75 C 0.3844(3) -0.0786(2) -0.05523(17) 0.0462(9) Uani 1 1 d . . . C76 C 0.3760(3) -0.0545(3) 0.00406(16) 0.0464(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0442(17) 0.055(2) 0.0442(17) -0.0067(15) 0.0084(14) 0.0113(15) N3 0.0385(16) 0.0535(19) 0.0467(18) -0.0065(15) 0.0039(14) 0.0065(14) N4 0.075(3) 0.048(2) 0.066(2) 0.0144(17) 0.020(2) 0.0040(19) C1 0.0382(18) 0.0343(17) 0.0362(17) -0.0063(14) 0.0101(14) -0.0004(14) C2 0.0371(18) 0.0352(18) 0.0376(17) -0.0032(14) 0.0100(14) -0.0006(14) C11 0.0373(17) 0.0281(16) 0.0361(17) -0.0026(13) 0.0067(13) 0.0001(13) C12 0.047(2) 0.0398(19) 0.0310(16) -0.0037(14) 0.0122(15) 0.0061(16) C13 0.046(2) 0.0413(19) 0.0291(16) -0.0048(14) 0.0031(14) 0.0041(16) C14 0.0384(18) 0.0350(17) 0.0321(16) -0.0046(13) 0.0056(13) -0.0003(14) C15 0.043(2) 0.052(2) 0.0324(17) -0.0136(15) 0.0092(14) 0.0029(17) C16 0.0388(19) 0.051(2) 0.0334(17) -0.0089(15) 0.0032(14) -0.0003(16) C17 0.0404(18) 0.0355(18) 0.0337(17) -0.0020(14) 0.0064(14) 0.0036(15) C18 0.043(2) 0.051(2) 0.0389(19) -0.0084(16) 0.0033(15) 0.0048(17) C19 0.040(2) 0.056(2) 0.047(2) 0.0024(18) 0.0050(16) 0.0104(18) C20 0.045(2) 0.053(2) 0.047(2) -0.0032(18) -0.0062(17) 0.0029(18) C21 0.048(2) 0.043(2) 0.0383(18) -0.0068(15) 0.0021(16) 0.0047(17) C22 0.0371(19) 0.0350(17) 0.030(2) -0.0011(16) 0.0035(15) -0.0017(14) C23 0.049(2) 0.0374(18) 0.031(4) -0.006(2) 0.012(3) 0.0015(16) C24 0.052(3) 0.033(2) 0.041(4) -0.001(2) 0.011(3) 0.0023(19) C25 0.031(3) 0.040(3) 0.038(3) 0.003(2) 0.008(2) -0.001(2) C26 0.063(4) 0.041(3) 0.048(4) 0.001(3) 0.029(3) 0.011(3) C27 0.054(4) 0.034(2) 0.048(4) 0.000(3) 0.017(4) 0.008(3) C28 0.031(2) 0.049(3) 0.040(3) 0.006(2) 0.003(2) -0.006(2) C29 0.059(4) 0.054(4) 0.074(5) 0.018(4) 0.034(4) 0.011(3) N2 0.070(4) 0.057(3) 0.070(4) 0.028(3) 0.030(3) 0.008(3) C30 0.048(3) 0.088(6) 0.055(4) 0.032(4) 0.002(3) -0.008(3) C31 0.055(6) 0.086(8) 0.034(4) -0.002(4) 0.006(5) -0.014(5) C32 0.053(3) 0.060(4) 0.033(3) 0.004(2) 0.003(2) -0.012(3) C22' 0.0371(19) 0.0350(17) 0.030(2) -0.0011(16) 0.0035(15) -0.0017(14) C23' 0.049(2) 0.0374(18) 0.031(4) -0.006(2) 0.012(3) 0.0015(16) C24' 0.052(3) 0.033(2) 0.041(4) -0.001(2) 0.011(3) 0.0023(19) C25' 0.045(7) 0.036(4) 0.029(6) 0.004(4) 0.007(4) 0.005(5) C26' 0.061(10) 0.038(5) 0.047(9) -0.007(6) 0.021(6) 0.001(5) C27' 0.054(4) 0.034(2) 0.048(4) 0.000(3) 0.017(4) 0.008(3) C28' 0.045(6) 0.042(6) 0.040(6) 0.000(5) 0.012(5) 0.000(5) C29' 0.051(8) 0.031(6) 0.055(8) 0.007(6) 0.013(6) -0.001(5) N2' 0.051(6) 0.043(6) 0.054(6) 0.000(5) 0.021(5) -0.003(5) C30' 0.067(9) 0.048(8) 0.062(8) 0.002(6) 0.020(7) -0.010(7) C31' 0.034(9) 0.052(11) 0.050(12) 0.004(8) 0.015(8) -0.006(8) C32' 0.052(7) 0.054(8) 0.045(7) -0.002(6) -0.002(6) -0.001(6) C33 0.0360(17) 0.0386(18) 0.0309(16) 0.0004(14) 0.0072(13) -0.0030(14) C34 0.0399(19) 0.0365(19) 0.047(2) -0.0072(15) 0.0100(16) 0.0035(15) C35 0.0407(19) 0.042(2) 0.047(2) -0.0137(16) 0.0067(16) -0.0020(16) C36 0.0381(18) 0.0424(19) 0.0302(16) -0.0030(14) 0.0054(13) -0.0017(15) C37 0.0413(19) 0.0381(19) 0.0428(19) -0.0049(15) 0.0054(15) 0.0031(15) C38 0.0421(19) 0.0341(18) 0.046(2) -0.0063(15) 0.0055(15) -0.0037(15) C39 0.0388(18) 0.0409(19) 0.0365(18) -0.0042(14) 0.0036(14) 0.0024(15) C40 0.0379(19) 0.052(2) 0.0381(18) -0.0083(16) 0.0001(15) 0.0031(16) C41 0.039(2) 0.052(2) 0.056(2) -0.0025(19) -0.0005(17) 0.0025(17) C42 0.050(2) 0.060(3) 0.050(2) -0.0123(19) -0.0065(18) -0.005(2) C43 0.049(2) 0.051(2) 0.041(2) -0.0105(17) 0.0025(16) 0.0000(18) C44 0.0349(17) 0.0374(18) 0.0402(18) -0.0001(14) 0.0080(14) 0.0030(14) C45 0.0370(19) 0.063(3) 0.043(2) 0.0052(18) 0.0023(16) -0.0089(18) C46 0.044(2) 0.066(3) 0.043(2) 0.0098(19) 0.0051(16) -0.0055(19) C47 0.0369(19) 0.044(2) 0.047(2) 0.0034(16) 0.0087(15) 0.0035(16) C48 0.0386(19) 0.041(2) 0.052(2) -0.0029(16) 0.0065(16) -0.0048(16) C49 0.046(2) 0.0404(19) 0.0402(19) -0.0001(15) 0.0063(15) 0.0000(16) C50 0.046(2) 0.043(2) 0.049(2) 0.0020(16) 0.0124(17) -0.0006(17) C51 0.057(2) 0.050(2) 0.054(2) 0.0061(19) 0.0141(19) -0.001(2) C52 0.071(3) 0.050(3) 0.069(3) 0.005(2) 0.029(2) -0.006(2) C53 0.052(2) 0.061(3) 0.071(3) -0.002(2) 0.023(2) -0.011(2) C54 0.049(2) 0.052(2) 0.058(2) 0.0061(19) 0.0163(19) -0.0039(19) I1 0.04627(14) 0.06045(16) 0.03558(12) -0.00300(11) -0.00065(10) 0.00382(12) I2 0.05045(15) 0.04975(15) 0.04310(14) -0.00439(11) 0.00290(10) 0.00328(11) F1 0.0702(16) 0.0781(17) 0.0368(12) -0.0020(11) 0.0071(11) 0.0101(13) F2 0.114(2) 0.0788(19) 0.0569(16) -0.0352(14) -0.0019(15) 0.0228(17) F3 0.114(2) 0.0453(14) 0.089(2) -0.0173(14) -0.0211(18) 0.0149(15) F4 0.095(2) 0.0589(15) 0.0632(16) 0.0181(13) -0.0108(14) -0.0012(14) C61 0.0388(19) 0.050(2) 0.0356(18) -0.0077(15) -0.0043(14) 0.0087(16) C62 0.0339(17) 0.052(2) 0.0373(18) -0.0053(16) -0.0018(14) 0.0056(16) C63 0.043(2) 0.057(2) 0.0390(19) -0.0028(17) 0.0003(16) 0.0152(18) C64 0.058(2) 0.061(3) 0.048(2) -0.021(2) -0.0078(19) 0.021(2) C65 0.063(3) 0.040(2) 0.062(3) -0.0138(19) -0.012(2) 0.0159(19) C66 0.055(2) 0.048(2) 0.048(2) 0.0004(18) -0.0090(18) 0.0134(19) I3 0.03847(13) 0.06877(18) 0.03437(12) -0.01197(11) 0.00535(9) 0.00238(11) I4 0.05539(16) 0.05781(17) 0.06091(17) -0.02462(13) 0.02024(13) -0.01008(13) F5 0.0779(16) 0.0594(14) 0.0378(12) -0.0033(10) 0.0043(11) 0.0010(12) F6 0.0778(16) 0.0643(15) 0.0316(11) -0.0157(10) -0.0028(10) 0.0158(12) F7 0.0884(18) 0.0493(14) 0.0571(14) -0.0130(11) 0.0027(13) 0.0127(13) F8 0.0753(16) 0.0584(15) 0.0483(13) 0.0026(11) 0.0093(12) 0.0089(12) C71 0.0344(18) 0.060(2) 0.0269(16) -0.0108(15) 0.0018(13) 0.0045(16) C72 0.0339(17) 0.051(2) 0.0371(18) -0.0120(16) 0.0000(14) 0.0025(16) C73 0.044(2) 0.051(2) 0.0352(18) -0.0037(16) -0.0020(15) 0.0049(17) C74 0.044(2) 0.057(2) 0.0327(18) -0.0128(16) -0.0036(15) 0.0109(17) C75 0.047(2) 0.048(2) 0.043(2) -0.0113(17) -0.0024(16) 0.0120(17) C76 0.041(2) 0.059(2) 0.0386(19) -0.0007(17) 0.0004(15) 0.0049(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C18 1.329(5) . ? N1 C19 1.331(5) . ? N3 C41 1.334(5) . ? N3 C40 1.336(4) . ? N4 C52 1.337(6) . ? N4 C51 1.339(5) . ? C1 C2 1.339(5) . ? C1 C22' 1.488(5) . ? C1 C22 1.494(5) . ? C1 C11 1.500(5) . ? C2 C44 1.493(5) . ? C2 C33 1.500(5) . ? C11 C16 1.390(4) . ? C11 C12 1.390(5) . ? C12 C13 1.385(5) . ? C12 H12 0.9400 . ? C13 C14 1.394(4) . ? C13 H13 0.9400 . ? C14 C15 1.391(5) . ? C14 C17 1.484(5) . ? C15 C16 1.381(5) . ? C15 H15 0.9400 . ? C16 H16 0.9400 . ? C17 C21 1.390(5) . ? C17 C18 1.393(5) . ? C18 H18 0.9400 . ? C19 C20 1.372(5) . ? C19 H19 0.9400 . ? C20 C21 1.375(5) . ? C20 H20 0.9400 . ? C21 H21 0.9400 . ? C22 C23 1.388(5) . ? C22 C27 1.390(5) . ? C23 C24 1.372(5) . ? C23 H23 0.9400 . ? C24 C25 1.387(6) . ? C24 H24 0.9400 . ? C25 C26 1.387(7) . ? C25 C28 1.499(6) . ? C26 C27 1.378(7) . ? C26 H26 0.9400 . ? C27 H27 0.9400 . ? C28 C32 1.378(7) . ? C28 C29 1.388(7) . ? C29 N2 1.334(6) . ? C29 H29 0.9400 . ? N2 C30 1.323(8) . ? C30 C31 1.355(18) . ? C30 H30 0.9400 . ? C31 C32 1.384(17) . ? C31 H31 0.9400 . ? C32 H32 0.9400 . ? C22' C23' 1.387(6) . ? C22' C27' 1.388(6) . ? C23' C24' 1.374(6) . ? C23' H23' 0.9400 . ? C24' C25' 1.384(7) . ? C24' H24' 0.9400 . ? C25' C26' 1.388(7) . ? C25' C28' 1.499(7) . ? C26' C27' 1.378(7) . ? C26' H26' 0.9400 . ? C27' H27' 0.9400 . ? C28' C32' 1.379(8) . ? C28' C29' 1.386(8) . ? C29' N2' 1.337(7) . ? C29' H29' 0.9400 . ? N2' C30' 1.322(8) . ? C30' C31' 1.354(19) . ? C30' H30' 0.9400 . ? C31' C32' 1.384(18) . ? C31' H31' 0.9400 . ? C32' H32' 0.9400 . ? C33 C34 1.386(5) . ? C33 C38 1.400(5) . ? C34 C35 1.391(5) . ? C34 H34 0.9400 . ? C35 C36 1.395(5) . ? C35 H35 0.9400 . ? C36 C37 1.390(5) . ? C36 C39 1.487(5) . ? C37 C38 1.382(5) . ? C37 H37 0.9400 . ? C38 H38 0.9400 . ? C39 C43 1.388(5) . ? C39 C40 1.392(5) . ? C40 H40 0.9400 . ? C41 C42 1.370(5) . ? C41 H41 0.9400 . ? C42 C43 1.388(5) . ? C42 H42 0.9400 . ? C43 H43 0.9400 . ? C44 C45 1.390(5) . ? C44 C49 1.394(5) . ? C45 C46 1.379(5) . ? C45 H45 0.9400 . ? C46 C47 1.386(5) . ? C46 H46 0.9400 . ? C47 C48 1.383(5) . ? C47 C50 1.489(5) . ? C48 C49 1.391(5) . ? C48 H48 0.9400 . ? C49 H49 0.9400 . ? C50 C54 1.387(5) . ? C50 C51 1.389(6) . ? C51 H51 0.9400 . ? C52 C53 1.361(7) . ? C52 H52 0.9400 . ? C53 C54 1.384(6) . ? C53 H53 0.9400 . ? C54 H54 0.9400 . ? I1 C61 2.111(3) . ? I2 C62 2.088(4) . ? F1 C63 1.347(4) . ? F2 C64 1.337(4) . ? F3 C65 1.344(5) . ? F4 C66 1.334(5) . ? C61 C66 1.387(6) . ? C61 C62 1.393(5) . ? C62 C63 1.386(5) . ? C63 C64 1.364(6) . ? C64 C65 1.368(6) . ? C65 C66 1.384(6) . ? I3 C71 2.109(3) . ? I4 C72 2.101(4) . ? F5 C73 1.342(4) . ? F6 C74 1.341(4) . ? F7 C75 1.339(4) . ? F8 C76 1.347(4) . ? C71 C76 1.376(5) . ? C71 C72 1.397(5) . ? C72 C73 1.388(5) . ? C73 C74 1.372(5) . ? C74 C75 1.363(6) . ? C75 C76 1.385(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C18 N1 C19 117.5(3) . . ? C41 N3 C40 116.7(3) . . ? C52 N4 C51 117.0(4) . . ? C2 C1 C22' 122.0(6) . . ? C2 C1 C22 125.0(4) . . ? C2 C1 C11 122.3(3) . . ? C22' C1 C11 115.5(7) . . ? C22 C1 C11 112.7(4) . . ? C1 C2 C44 123.0(3) . . ? C1 C2 C33 122.6(3) . . ? C44 C2 C33 114.3(3) . . ? C16 C11 C12 117.7(3) . . ? C16 C11 C1 121.7(3) . . ? C12 C11 C1 120.5(3) . . ? C13 C12 C11 121.4(3) . . ? C13 C12 H12 119.3 . . ? C11 C12 H12 119.3 . . ? C12 C13 C14 120.8(3) . . ? C12 C13 H13 119.6 . . ? C14 C13 H13 119.6 . . ? C15 C14 C13 117.7(3) . . ? C15 C14 C17 122.3(3) . . ? C13 C14 C17 120.1(3) . . ? C16 C15 C14 121.3(3) . . ? C16 C15 H15 119.3 . . ? C14 C15 H15 119.3 . . ? C15 C16 C11 121.1(3) . . ? C15 C16 H16 119.4 . . ? C11 C16 H16 119.4 . . ? C21 C17 C18 115.8(3) . . ? C21 C17 C14 123.0(3) . . ? C18 C17 C14 121.2(3) . . ? N1 C18 C17 124.9(3) . . ? N1 C18 H18 117.5 . . ? C17 C18 H18 117.5 . . ? N1 C19 C20 122.5(3) . . ? N1 C19 H19 118.7 . . ? C20 C19 H19 118.7 . . ? C19 C20 C21 119.3(4) . . ? C19 C20 H20 120.3 . . ? C21 C20 H20 120.3 . . ? C20 C21 C17 120.0(3) . . ? C20 C21 H21 120.0 . . ? C17 C21 H21 120.0 . . ? C23 C22 C27 117.0(3) . . ? C23 C22 C1 121.0(5) . . ? C27 C22 C1 122.0(5) . . ? C24 C23 C22 121.6(4) . . ? C24 C23 H23 119.2 . . ? C22 C23 H23 119.2 . . ? C23 C24 C25 121.3(4) . . ? C23 C24 H24 119.3 . . ? C25 C24 H24 119.3 . . ? C24 C25 C26 117.1(4) . . ? C24 C25 C28 120.7(4) . . ? C26 C25 C28 122.0(4) . . ? C27 C26 C25 121.4(4) . . ? C27 C26 H26 119.3 . . ? C25 C26 H26 119.3 . . ? C26 C27 C22 121.2(4) . . ? C26 C27 H27 119.4 . . ? C22 C27 H27 119.4 . . ? C32 C28 C29 116.4(5) . . ? C32 C28 C25 122.4(5) . . ? C29 C28 C25 121.1(5) . . ? N2 C29 C28 124.8(5) . . ? N2 C29 H29 117.6 . . ? C28 C29 H29 117.6 . . ? C30 N2 C29 116.9(5) . . ? N2 C30 C31 123.2(8) . . ? N2 C30 H30 118.4 . . ? C31 C30 H30 118.4 . . ? C30 C31 C32 119.7(13) . . ? C30 C31 H31 120.2 . . ? C32 C31 H31 120.2 . . ? C28 C32 C31 119.0(9) . . ? C28 C32 H32 120.5 . . ? C31 C32 H32 120.5 . . ? C23' C22' C27' 117.4(4) . . ? C23' C22' C1 118.4(10) . . ? C27' C22' C1 124.1(11) . . ? C24' C23' C22' 121.3(5) . . ? C24' C23' H23' 119.3 . . ? C22' C23' H23' 119.3 . . ? C23' C24' C25' 121.2(5) . . ? C23' C24' H24' 119.4 . . ? C25' C24' H24' 119.4 . . ? C24' C25' C26' 117.4(5) . . ? C24' C25' C28' 120.8(5) . . ? C26' C25' C28' 121.7(5) . . ? C27' C26' C25' 121.2(5) . . ? C27' C26' H26' 119.4 . . ? C25' C26' H26' 119.4 . . ? C26' C27' C22' 121.1(5) . . ? C26' C27' H27' 119.4 . . ? C22' C27' H27' 119.5 . . ? C32' C28' C29' 116.6(5) . . ? C32' C28' C25' 122.0(5) . . ? C29' C28' C25' 121.3(5) . . ? N2' C29' C28' 124.6(6) . . ? N2' C29' H29' 117.7 . . ? C28' C29' H29' 117.7 . . ? C30' N2' C29' 116.7(6) . . ? N2' C30' C31' 123.4(9) . . ? N2' C30' H30' 118.3 . . ? C31' C30' H30' 118.3 . . ? C30' C31' C32' 119.6(13) . . ? C30' C31' H31' 120.2 . . ? C32' C31' H31' 120.2 . . ? C28' C32' C31' 118.9(9) . . ? C28' C32' H32' 120.5 . . ? C31' C32' H32' 120.5 . . ? C34 C33 C38 117.9(3) . . ? C34 C33 C2 120.9(3) . . ? C38 C33 C2 121.1(3) . . ? C33 C34 C35 120.9(3) . . ? C33 C34 H34 119.6 . . ? C35 C34 H34 119.6 . . ? C34 C35 C36 121.2(3) . . ? C34 C35 H35 119.4 . . ? C36 C35 H35 119.4 . . ? C37 C36 C35 117.7(3) . . ? C37 C36 C39 121.6(3) . . ? C35 C36 C39 120.7(3) . . ? C38 C37 C36 121.2(3) . . ? C38 C37 H37 119.4 . . ? C36 C37 H37 119.4 . . ? C37 C38 C33 121.1(3) . . ? C37 C38 H38 119.5 . . ? C33 C38 H38 119.5 . . ? C43 C39 C40 116.0(3) . . ? C43 C39 C36 122.6(3) . . ? C40 C39 C36 121.3(3) . . ? N3 C40 C39 125.3(3) . . ? N3 C40 H40 117.3 . . ? C39 C40 H40 117.3 . . ? N3 C41 C42 123.1(4) . . ? N3 C41 H41 118.4 . . ? C42 C41 H41 118.4 . . ? C41 C42 C43 119.2(4) . . ? C41 C42 H42 120.4 . . ? C43 C42 H42 120.4 . . ? C39 C43 C42 119.6(3) . . ? C39 C43 H43 120.2 . . ? C42 C43 H43 120.2 . . ? C45 C44 C49 117.8(3) . . ? C45 C44 C2 119.4(3) . . ? C49 C44 C2 122.8(3) . . ? C46 C45 C44 121.3(4) . . ? C46 C45 H45 119.4 . . ? C44 C45 H45 119.4 . . ? C45 C46 C47 120.7(4) . . ? C45 C46 H46 119.6 . . ? C47 C46 H46 119.6 . . ? C48 C47 C46 118.7(3) . . ? C48 C47 C50 121.8(3) . . ? C46 C47 C50 119.5(3) . . ? C47 C48 C49 120.7(3) . . ? C47 C48 H48 119.7 . . ? C49 C48 H48 119.7 . . ? C48 C49 C44 120.8(3) . . ? C48 C49 H49 119.6 . . ? C44 C49 H49 119.6 . . ? C54 C50 C51 116.9(4) . . ? C54 C50 C47 122.2(4) . . ? C51 C50 C47 120.9(3) . . ? N4 C51 C50 124.1(4) . . ? N4 C51 H51 118.0 . . ? C50 C51 H51 118.0 . . ? N4 C52 C53 123.5(4) . . ? N4 C52 H52 118.2 . . ? C53 C52 H52 118.2 . . ? C52 C53 C54 118.9(4) . . ? C52 C53 H53 120.5 . . ? C54 C53 H53 120.5 . . ? C53 C54 C50 119.5(4) . . ? C53 C54 H54 120.3 . . ? C50 C54 H54 120.3 . . ? C66 C61 C62 118.6(3) . . ? C66 C61 I1 117.1(3) . . ? C62 C61 I1 124.2(3) . . ? C63 C62 C61 118.9(4) . . ? C63 C62 I2 116.8(3) . . ? C61 C62 I2 124.3(3) . . ? F1 C63 C64 117.2(3) . . ? F1 C63 C62 120.7(4) . . ? C64 C63 C62 122.1(4) . . ? F2 C64 C63 120.6(4) . . ? F2 C64 C65 120.2(4) . . ? C63 C64 C65 119.2(4) . . ? F3 C65 C64 120.1(4) . . ? F3 C65 C66 119.9(4) . . ? C64 C65 C66 120.0(4) . . ? F4 C66 C65 116.9(4) . . ? F4 C66 C61 122.0(4) . . ? C65 C66 C61 121.1(4) . . ? C76 C71 C72 118.9(3) . . ? C76 C71 I3 117.3(3) . . ? C72 C71 I3 123.8(3) . . ? C73 C72 C71 118.0(3) . . ? C73 C72 I4 117.4(3) . . ? C71 C72 I4 124.6(2) . . ? F5 C73 C74 117.7(3) . . ? F5 C73 C72 120.0(3) . . ? C74 C73 C72 122.3(4) . . ? F6 C74 C75 120.1(3) . . ? F6 C74 C73 120.3(4) . . ? C75 C74 C73 119.6(3) . . ? F7 C75 C74 120.5(3) . . ? F7 C75 C76 120.4(4) . . ? C74 C75 C76 119.1(4) . . ? F8 C76 C71 120.9(3) . . ? F8 C76 C75 117.1(4) . . ? C71 C76 C75 122.1(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C22' C1 C2 C44 179.3(7) . . . . ? C22 C1 C2 C44 171.2(4) . . . . ? C11 C1 C2 C44 -6.0(5) . . . . ? C22' C1 C2 C33 -4.9(9) . . . . ? C22 C1 C2 C33 -13.0(6) . . . . ? C11 C1 C2 C33 169.8(3) . . . . ? C2 C1 C11 C16 -59.0(5) . . . . ? C22' C1 C11 C16 116.1(7) . . . . ? C22 C1 C11 C16 123.5(4) . . . . ? C2 C1 C11 C12 124.6(4) . . . . ? C22' C1 C11 C12 -60.3(7) . . . . ? C22 C1 C11 C12 -52.8(5) . . . . ? C16 C11 C12 C13 2.3(5) . . . . ? C1 C11 C12 C13 178.8(3) . . . . ? C11 C12 C13 C14 -2.5(5) . . . . ? C12 C13 C14 C15 1.1(5) . . . . ? C12 C13 C14 C17 -179.5(3) . . . . ? C13 C14 C15 C16 0.3(5) . . . . ? C17 C14 C15 C16 -179.0(3) . . . . ? C14 C15 C16 C11 -0.5(6) . . . . ? C12 C11 C16 C15 -0.8(5) . . . . ? C1 C11 C16 C15 -177.3(3) . . . . ? C15 C14 C17 C21 152.0(4) . . . . ? C13 C14 C17 C21 -27.4(5) . . . . ? C15 C14 C17 C18 -27.9(5) . . . . ? C13 C14 C17 C18 152.7(3) . . . . ? C19 N1 C18 C17 0.8(6) . . . . ? C21 C17 C18 N1 -0.6(6) . . . . ? C14 C17 C18 N1 179.3(3) . . . . ? C18 N1 C19 C20 -0.4(6) . . . . ? N1 C19 C20 C21 -0.1(6) . . . . ? C19 C20 C21 C17 0.3(6) . . . . ? C18 C17 C21 C20 0.0(5) . . . . ? C14 C17 C21 C20 -179.9(3) . . . . ? C2 C1 C22 C23 134.1(7) . . . . ? C22' C1 C22 C23 66(8) . . . . ? C11 C1 C22 C23 -48.5(7) . . . . ? C2 C1 C22 C27 -47.5(10) . . . . ? C22' C1 C22 C27 -116(8) . . . . ? C11 C1 C22 C27 129.9(9) . . . . ? C27 C22 C23 C24 -4.0(12) . . . . ? C1 C22 C23 C24 174.5(8) . . . . ? C22 C23 C24 C25 -2.1(13) . . . . ? C23 C24 C25 C26 6.4(10) . . . . ? C23 C24 C25 C28 -169.5(7) . . . . ? C24 C25 C26 C27 -4.6(12) . . . . ? C28 C25 C26 C27 171.2(9) . . . . ? C25 C26 C27 C22 -1.4(18) . . . . ? C23 C22 C27 C26 5.7(16) . . . . ? C1 C22 C27 C26 -172.7(10) . . . . ? C24 C25 C28 C32 164.7(5) . . . . ? C26 C25 C28 C32 -11.0(8) . . . . ? C24 C25 C28 C29 -13.8(9) . . . . ? C26 C25 C28 C29 170.5(7) . . . . ? C32 C28 C29 N2 1.0(11) . . . . ? C25 C28 C29 N2 179.6(7) . . . . ? C28 C29 N2 C30 -1.3(12) . . . . ? C29 N2 C30 C31 0.3(12) . . . . ? N2 C30 C31 C32 1.0(15) . . . . ? C29 C28 C32 C31 0.3(10) . . . . ? C25 C28 C32 C31 -178.3(7) . . . . ? C30 C31 C32 C28 -1.2(13) . . . . ? C2 C1 C22' C23' 131.4(14) . . . . ? C22 C1 C22' C23' -113(8) . . . . ? C11 C1 C22' C23' -43.6(15) . . . . ? C2 C1 C22' C27' -52(2) . . . . ? C22 C1 C22' C27' 64(8) . . . . ? C11 C1 C22' C27' 132(2) . . . . ? C27' C22' C23' C24' 0(3) . . . . ? C1 C22' C23' C24' 175.9(18) . . . . ? C22' C23' C24' C25' 6(3) . . . . ? C23' C24' C25' C26' -8(2) . . . . ? C23' C24' C25' C28' 168.0(17) . . . . ? C24' C25' C26' C27' 5(3) . . . . ? C28' C25' C26' C27' -171(2) . . . . ? C25' C26' C27' C22' 0(4) . . . . ? C23' C22' C27' C26' -3(4) . . . . ? C1 C22' C27' C26' -179(2) . . . . ? C24' C25' C28' C32' -137.2(13) . . . . ? C26' C25' C28' C32' 38.7(17) . . . . ? C24' C25' C28' C29' 38.9(17) . . . . ? C26' C25' C28' C29' -145.2(13) . . . . ? C32' C28' C29' N2' 2(2) . . . . ? C25' C28' C29' N2' -174.4(11) . . . . ? C28' C29' N2' C30' 1(2) . . . . ? C29' N2' C30' C31' -4(3) . . . . ? N2' C30' C31' C32' 4(4) . . . . ? C29' C28' C32' C31' -2(2) . . . . ? C25' C28' C32' C31' 174.4(19) . . . . ? C30' C31' C32' C28' -1(4) . . . . ? C1 C2 C33 C34 -60.8(5) . . . . ? C44 C2 C33 C34 115.4(4) . . . . ? C1 C2 C33 C38 123.4(4) . . . . ? C44 C2 C33 C38 -60.4(4) . . . . ? C38 C33 C34 C35 -1.0(5) . . . . ? C2 C33 C34 C35 -176.9(3) . . . . ? C33 C34 C35 C36 -1.5(6) . . . . ? C34 C35 C36 C37 2.0(5) . . . . ? C34 C35 C36 C39 -177.0(3) . . . . ? C35 C36 C37 C38 0.1(5) . . . . ? C39 C36 C37 C38 179.1(3) . . . . ? C36 C37 C38 C33 -2.6(5) . . . . ? C34 C33 C38 C37 3.0(5) . . . . ? C2 C33 C38 C37 179.0(3) . . . . ? C37 C36 C39 C43 146.4(4) . . . . ? C35 C36 C39 C43 -34.6(5) . . . . ? C37 C36 C39 C40 -35.0(5) . . . . ? C35 C36 C39 C40 144.0(4) . . . . ? C41 N3 C40 C39 -1.0(6) . . . . ? C43 C39 C40 N3 0.1(6) . . . . ? C36 C39 C40 N3 -178.5(4) . . . . ? C40 N3 C41 C42 0.6(6) . . . . ? N3 C41 C42 C43 0.6(7) . . . . ? C40 C39 C43 C42 1.2(6) . . . . ? C36 C39 C43 C42 179.8(4) . . . . ? C41 C42 C43 C39 -1.5(6) . . . . ? C1 C2 C44 C45 131.1(4) . . . . ? C33 C2 C44 C45 -45.1(4) . . . . ? C1 C2 C44 C49 -50.9(5) . . . . ? C33 C2 C44 C49 133.0(3) . . . . ? C49 C44 C45 C46 1.1(6) . . . . ? C2 C44 C45 C46 179.3(4) . . . . ? C44 C45 C46 C47 -1.2(6) . . . . ? C45 C46 C47 C48 0.9(6) . . . . ? C45 C46 C47 C50 179.8(4) . . . . ? C46 C47 C48 C49 -0.5(6) . . . . ? C50 C47 C48 C49 -179.4(3) . . . . ? C47 C48 C49 C44 0.5(5) . . . . ? C45 C44 C49 C48 -0.8(5) . . . . ? C2 C44 C49 C48 -178.9(3) . . . . ? C48 C47 C50 C54 44.3(6) . . . . ? C46 C47 C50 C54 -134.6(4) . . . . ? C48 C47 C50 C51 -135.5(4) . . . . ? C46 C47 C50 C51 45.6(5) . . . . ? C52 N4 C51 C50 0.6(7) . . . . ? C54 C50 C51 N4 1.1(6) . . . . ? C47 C50 C51 N4 -179.2(4) . . . . ? C51 N4 C52 C53 -2.0(7) . . . . ? N4 C52 C53 C54 1.5(7) . . . . ? C52 C53 C54 C50 0.4(7) . . . . ? C51 C50 C54 C53 -1.5(6) . . . . ? C47 C50 C54 C53 178.7(4) . . . . ? C66 C61 C62 C63 1.0(5) . . . . ? I1 C61 C62 C63 178.3(3) . . . . ? C66 C61 C62 I2 -176.3(3) . . . . ? I1 C61 C62 I2 1.0(4) . . . . ? C61 C62 C63 F1 178.7(3) . . . . ? I2 C62 C63 F1 -3.8(5) . . . . ? C61 C62 C63 C64 -2.3(6) . . . . ? I2 C62 C63 C64 175.2(3) . . . . ? F1 C63 C64 F2 2.0(6) . . . . ? C62 C63 C64 F2 -177.0(4) . . . . ? F1 C63 C64 C65 -179.1(4) . . . . ? C62 C63 C64 C65 1.9(6) . . . . ? F2 C64 C65 F3 -0.4(6) . . . . ? C63 C64 C65 F3 -179.3(4) . . . . ? F2 C64 C65 C66 178.8(4) . . . . ? C63 C64 C65 C66 -0.1(6) . . . . ? F3 C65 C66 F4 -0.8(6) . . . . ? C64 C65 C66 F4 -180.0(4) . . . . ? F3 C65 C66 C61 178.0(4) . . . . ? C64 C65 C66 C61 -1.1(6) . . . . ? C62 C61 C66 F4 179.5(3) . . . . ? I1 C61 C66 F4 1.9(5) . . . . ? C62 C61 C66 C65 0.7(6) . . . . ? I1 C61 C66 C65 -176.8(3) . . . . ? C76 C71 C72 C73 0.8(5) . . . . ? I3 C71 C72 C73 -177.7(3) . . . . ? C76 C71 C72 I4 180.0(3) . . . . ? I3 C71 C72 I4 1.5(4) . . . . ? C71 C72 C73 F5 -179.3(3) . . . . ? I4 C72 C73 F5 1.5(5) . . . . ? C71 C72 C73 C74 1.2(5) . . . . ? I4 C72 C73 C74 -178.0(3) . . . . ? F5 C73 C74 F6 -2.1(5) . . . . ? C72 C73 C74 F6 177.4(3) . . . . ? F5 C73 C74 C75 178.5(3) . . . . ? C72 C73 C74 C75 -1.9(6) . . . . ? F6 C74 C75 F7 0.8(6) . . . . ? C73 C74 C75 F7 -179.9(3) . . . . ? F6 C74 C75 C76 -178.9(3) . . . . ? C73 C74 C75 C76 0.5(6) . . . . ? C72 C71 C76 F8 178.9(3) . . . . ? I3 C71 C76 F8 -2.5(5) . . . . ? C72 C71 C76 C75 -2.3(6) . . . . ? I3 C71 C76 C75 176.3(3) . . . . ? F7 C75 C76 F8 0.8(5) . . . . ? C74 C75 C76 F8 -179.5(3) . . . . ? F7 C75 C76 C71 -178.0(3) . . . . ? C74 C75 C76 C71 1.6(6) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.89 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.121 _refine_diff_density_min -1.474 _refine_diff_density_rms 0.081 data_fcp1210-9 _database_code_depnum_ccdc_archive 'CCDC 918841' #TrackingRef 'web_deposit_cif_file_0_ChrisPigge_1357768459.4-pyTPE-1,4-diiodo.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C46 H32 N4, C6 F4 I2' _chemical_formula_sum 'C52 H32 F4 I2 N4' _chemical_formula_weight 1042.62 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_space_group_name_HALL '-P 2ybc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.1370(14) _cell_length_b 9.4089(10) _cell_length_c 34.762(4) _cell_angle_alpha 90.00 _cell_angle_beta 91.436(5) _cell_angle_gamma 90.00 _cell_volume 4295.4(8) _cell_formula_units_Z 4 _cell_measurement_temperature 190(2) _cell_measurement_reflns_used 15326 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.88 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.612 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2056 _exptl_absorpt_coefficient_mu 1.524 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5952 _exptl_absorpt_correction_T_max 0.9141 _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski &Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 190(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source ' normal-focus Mo tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'CCD phi & omega scans' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 62982 _diffrn_reflns_av_R_equivalents 0.0472 _diffrn_reflns_av_sigmaI/netI 0.0355 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -41 _diffrn_reflns_limit_l_max 41 _diffrn_reflns_theta_min 2.34 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7404 _reflns_number_gt 6092 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo, Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXTL v6.1 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL v6.1 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL v6.1 (Sheldrick, 2008)' _computing_publication_material 'SHELXTL v6.1 (Sheldrick, 2008)' _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. Several low angle refections were omitted due to beam-stop shadowing effects. ; _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^)+(0.0678P)^2^+5.2932P] 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 7404 _refine_ls_number_parameters 559 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0551 _refine_ls_R_factor_gt 0.0431 _refine_ls_wR_factor_ref 0.1236 _refine_ls_wR_factor_gt 0.1141 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.012 _refine_ls_shift/su_mean 0.001 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 0.95263(3) 0.42259(4) 0.111306(10) 0.06534(14) Uani 1 1 d . . . I2 I 1.25860(2) -0.00303(3) -0.002804(9) 0.05119(12) Uani 1 1 d . . . C53 C 0.4330(2) 0.6038(3) 0.24759(10) 0.0250(7) Uani 1 1 d . . . H53A H 0.3936 0.5583 0.2279 0.030 Uiso 1 1 calc R . . C52 C 0.5237(2) 0.6714(3) 0.23842(10) 0.0235(7) Uani 1 1 d . . . C51 C 0.2086(2) 0.8475(4) 0.15394(10) 0.0271(7) Uani 1 1 d . . . C50 C 0.5439(2) 0.7406(4) 0.30528(10) 0.0268(7) Uani 1 1 d . . . H50A H 0.5814 0.7903 0.3248 0.032 Uiso 1 1 calc R . . C49 C 0.5137(2) 0.6836(4) 0.16617(10) 0.0262(7) Uani 1 1 d . . . C48 C 0.5784(2) 0.7412(4) 0.26798(10) 0.0263(7) Uani 1 1 d . . . H48A H 0.6398 0.7893 0.2624 0.032 Uiso 1 1 calc R . . C47 C 0.3996(2) 0.6020(3) 0.28499(10) 0.0253(7) Uani 1 1 d . . . H47A H 0.3378 0.5546 0.2905 0.030 Uiso 1 1 calc R . . C46 C 0.2992(3) 0.6310(5) 0.40417(12) 0.0432(10) Uani 1 1 d . . . H46A H 0.2294 0.6262 0.4105 0.052 Uiso 1 1 calc R . . C45 C 0.8100(3) 0.4588(4) 0.22279(10) 0.0271(7) Uani 1 1 d . . . H45A H 0.8288 0.3735 0.2358 0.032 Uiso 1 1 calc R . . F4 F 1.2762(2) 0.0915(3) 0.08642(8) 0.0599(7) Uani 1 1 d . . . C44 C 0.4239(3) 0.6555(4) 0.35513(10) 0.0281(7) Uani 1 1 d . . . F3 F 1.1623(2) 0.2582(3) 0.12943(7) 0.0603(7) Uani 1 1 d . . . C43 C 0.5678(2) 0.6621(3) 0.19932(10) 0.0257(7) Uani 1 1 d . . . C42 C 0.6780(2) 0.6205(4) 0.20011(9) 0.0245(7) Uani 1 1 d . . . C41 C 0.4067(2) 0.7386(4) 0.16469(9) 0.0247(7) Uani 1 1 d . . . C40 C 0.1034(3) 0.9047(4) 0.14831(10) 0.0297(8) Uani 1 1 d . . . C39 C 0.8852(3) 0.5445(4) 0.20681(10) 0.0253(7) Uani 1 1 d . . . C38 C 0.3784(3) 0.8648(4) 0.18238(10) 0.0266(7) Uani 1 1 d . . . H38A H 0.4265 0.9143 0.1983 0.032 Uiso 1 1 calc R . . C37 C 0.5558(2) 0.6557(4) 0.12739(10) 0.0275(7) Uani 1 1 d . . . C36 C 0.2813(3) 0.9190(4) 0.17710(10) 0.0278(7) Uani 1 1 d . . . H36A H 0.2634 1.0056 0.1893 0.033 Uiso 1 1 calc R . . N3 N 1.2030(2) 0.4477(3) 0.22729(10) 0.0347(7) Uani 1 1 d . . . C35 C 0.8544(3) 0.6654(4) 0.18651(10) 0.0278(7) Uani 1 1 d . . . H35A H 0.9042 0.7234 0.1749 0.033 Uiso 1 1 calc R . . C34 C 0.7089(3) 0.4977(4) 0.21970(10) 0.0279(8) Uani 1 1 d . . . H34A H 0.6590 0.4395 0.2312 0.033 Uiso 1 1 calc R . . C33 C 0.6242(3) 0.6045(4) 0.05236(10) 0.0312(8) Uani 1 1 d . . . C32 C 1.1696(3) 0.5811(4) 0.22266(11) 0.0333(8) Uani 1 1 d . . . H32A H 1.2182 0.6558 0.2242 0.040 Uiso 1 1 calc R . . C31 C 0.7530(3) 0.7028(4) 0.18298(10) 0.0281(7) Uani 1 1 d . . . H31A H 0.7340 0.7852 0.1688 0.034 Uiso 1 1 calc R . . C30 C 0.3343(3) 0.6668(4) 0.14217(10) 0.0314(8) Uani 1 1 d . . . H30A H 0.3522 0.5799 0.1302 0.038 Uiso 1 1 calc R . . C29 C 0.4548(2) 0.6683(4) 0.31491(10) 0.0259(7) Uani 1 1 d . . . C28 C 0.5349(3) 0.7511(4) 0.09733(11) 0.0345(8) Uani 1 1 d . . . H28A H 0.4969 0.8347 0.1022 0.041 Uiso 1 1 calc R . . C27 C 0.9950(2) 0.5103(4) 0.21332(10) 0.0254(7) Uani 1 1 d . . . N4 N 0.3681(3) 0.6213(4) 0.43261(9) 0.0409(8) Uani 1 1 d . . . C26 C 0.4967(3) 0.6445(4) 0.38509(11) 0.0344(8) Uani 1 1 d . . . H26A H 0.5672 0.6490 0.3797 0.041 Uiso 1 1 calc R . . N2 N -0.0988(3) 0.9989(4) 0.13909(11) 0.0431(8) Uani 1 1 d . . . C25 C 0.6591(3) 0.5749(4) 0.01290(11) 0.0348(8) Uani 1 1 d . . . C24 C 1.0689(3) 0.6168(4) 0.21581(10) 0.0297(8) Uani 1 1 d . . . H24A H 1.0499 0.7137 0.2128 0.036 Uiso 1 1 calc R . . C23 C 1.0305(3) 0.3712(4) 0.21769(11) 0.0317(8) Uani 1 1 d . . . H23A H 0.9841 0.2939 0.2160 0.038 Uiso 1 1 calc R . . C22 C -0.0446(3) 1.0231(4) 0.17098(13) 0.0395(9) Uani 1 1 d . . . H22A H -0.0763 1.0737 0.1911 0.047 Uiso 1 1 calc R . . C21 C 0.6102(3) 0.5333(4) 0.11890(10) 0.0298(8) Uani 1 1 d . . . H21A H 0.6238 0.4656 0.1386 0.036 Uiso 1 1 calc R . . C20 C 0.0552(3) 0.9800(4) 0.17708(11) 0.0318(8) Uani 1 1 d . . . H20A H 0.0902 1.0014 0.2006 0.038 Uiso 1 1 calc R . . C19 C 0.6345(4) 0.5745(5) -0.05553(12) 0.0457(10) Uani 1 1 d . . . H19A H 0.5919 0.5968 -0.0772 0.055 Uiso 1 1 calc R . . C18 C 0.6449(3) 0.5081(4) 0.08229(11) 0.0336(8) Uani 1 1 d . . . H18A H 0.6831 0.4247 0.0774 0.040 Uiso 1 1 calc R . . F2 F 0.9274(2) 0.3059(4) 0.02585(10) 0.0946(13) Uani 1 1 d . . . C17 C 1.1329(3) 0.3460(4) 0.22454(11) 0.0349(8) Uani 1 1 d . . . H17A H 1.1545 0.2502 0.2275 0.042 Uiso 1 1 calc R . . C16 C 0.2365(3) 0.7202(4) 0.13702(10) 0.0329(8) Uani 1 1 d . . . H16A H 0.1880 0.6691 0.1217 0.039 Uiso 1 1 calc R . . C15 C 0.5990(3) 0.6058(4) -0.01958(12) 0.0396(9) Uani 1 1 d . . . H15A H 0.5339 0.6481 -0.0170 0.047 Uiso 1 1 calc R . . C14 C 0.3226(3) 0.6476(4) 0.36588(11) 0.0364(9) Uani 1 1 d . . . H14A H 0.2696 0.6538 0.3469 0.044 Uiso 1 1 calc R . . F1 F 1.0424(3) 0.1424(4) -0.01707(9) 0.0871(11) Uani 1 1 d . . . C13 C 0.4661(3) 0.6272(4) 0.42234(11) 0.0393(9) Uani 1 1 d . . . H13A H 0.5172 0.6190 0.4420 0.047 Uiso 1 1 calc R . . N1 N 0.7247(3) 0.5149(4) -0.06217(10) 0.0473(9) Uani 1 1 d . . . C11 C 1.1643(3) 0.1136(5) 0.03330(12) 0.0456(10) Uani 1 1 d . . . C10 C 0.5688(3) 0.7255(4) 0.06075(11) 0.0379(9) Uani 1 1 d . . . H10A H 0.5538 0.7921 0.0409 0.045 Uiso 1 1 calc R . . C9 C 1.1310(3) 0.2302(5) 0.09355(11) 0.0436(10) Uani 1 1 d . . . C8 C 1.1907(3) 0.1441(5) 0.07094(12) 0.0422(10) Uani 1 1 d . . . C7 C 0.7815(4) 0.4864(5) -0.03109(14) 0.0565(13) Uani 1 1 d . . . H7A H 0.8464 0.4448 -0.0347 0.068 Uiso 1 1 calc R . . C6 C 1.0416(3) 0.2865(5) 0.07884(12) 0.0474(10) Uani 1 1 d . . . C5 C 1.0741(4) 0.1693(6) 0.01921(13) 0.0558(12) Uani 1 1 d . . . C4 C 1.0137(4) 0.2531(6) 0.04184(14) 0.0600(13) Uani 1 1 d . . . C3 C 0.7526(4) 0.5130(5) 0.00639(13) 0.0514(12) Uani 1 1 d . . . H3B H 0.7968 0.4888 0.0274 0.062 Uiso 1 1 calc R . . C54 C -0.0515(3) 0.9273(5) 0.11150(12) 0.0435(10) Uani 1 1 d . . . H54A H -0.0884 0.9093 0.0881 0.052 Uiso 1 1 calc R . . C12 C 0.0467(3) 0.8783(4) 0.11470(11) 0.0377(9) Uani 1 1 d . . . H12A H 0.0757 0.8269 0.0942 0.045 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 0.0678(2) 0.0783(3) 0.0504(2) -0.02182(16) 0.01008(16) 0.01513(17) I2 0.0470(2) 0.0595(2) 0.0475(2) -0.00615(13) 0.01145(14) 0.00919(13) C53 0.0159(16) 0.0303(17) 0.0285(18) -0.0001(14) -0.0045(13) -0.0008(13) C52 0.0183(16) 0.0266(17) 0.0257(17) 0.0026(13) 0.0013(13) 0.0047(13) C51 0.0222(17) 0.0341(18) 0.0250(17) 0.0003(14) 0.0007(14) 0.0045(14) C50 0.0200(17) 0.0317(18) 0.0286(18) -0.0029(14) 0.0001(14) -0.0028(14) C49 0.0210(17) 0.0287(17) 0.0291(19) 0.0009(14) 0.0035(14) 0.0015(14) C48 0.0173(16) 0.0302(17) 0.0315(19) 0.0021(14) 0.0015(14) -0.0031(13) C47 0.0164(16) 0.0297(17) 0.0298(19) 0.0040(14) 0.0021(13) -0.0036(13) C46 0.035(2) 0.054(2) 0.041(2) -0.0062(19) 0.0106(18) -0.0160(19) C45 0.0217(17) 0.0310(17) 0.0286(18) 0.0045(15) 0.0011(14) 0.0022(14) F4 0.0444(15) 0.083(2) 0.0517(17) 0.0014(14) -0.0083(12) 0.0109(13) C44 0.0265(18) 0.0302(18) 0.0278(18) -0.0016(14) 0.0040(14) -0.0045(14) F3 0.0678(17) 0.0804(19) 0.0324(13) -0.0086(13) -0.0043(12) 0.0020(15) C43 0.0188(17) 0.0262(17) 0.0324(19) -0.0001(14) 0.0042(14) -0.0001(13) C42 0.0177(16) 0.0335(18) 0.0221(17) -0.0008(14) -0.0006(13) 0.0014(14) C41 0.0202(17) 0.0325(18) 0.0216(17) 0.0024(14) 0.0027(13) 0.0048(14) C40 0.0236(18) 0.0343(19) 0.0310(19) 0.0028(15) -0.0016(15) 0.0004(14) C39 0.0219(17) 0.0300(17) 0.0241(17) -0.0027(14) 0.0008(13) 0.0011(14) C38 0.0241(18) 0.0312(18) 0.0243(17) 0.0005(14) 0.0001(14) -0.0013(14) C37 0.0207(17) 0.0337(18) 0.0283(18) -0.0018(15) 0.0026(14) 0.0031(14) C36 0.0259(18) 0.0281(18) 0.0294(19) -0.0004(14) 0.0011(14) 0.0035(14) N3 0.0227(16) 0.0397(17) 0.0416(19) 0.0019(14) -0.0019(13) 0.0058(13) C35 0.0204(17) 0.0333(18) 0.0300(19) 0.0011(15) 0.0048(14) -0.0011(14) C34 0.0191(17) 0.0346(19) 0.0300(19) 0.0041(15) 0.0022(14) -0.0028(14) C33 0.0290(19) 0.038(2) 0.0269(19) 0.0010(15) 0.0032(15) 0.0022(15) C32 0.0234(19) 0.035(2) 0.041(2) 0.0006(16) 0.0011(16) -0.0034(15) C31 0.0251(18) 0.0303(18) 0.0289(19) 0.0043(14) 0.0006(14) 0.0019(14) C30 0.0247(18) 0.039(2) 0.0305(19) -0.0083(15) -0.0012(15) 0.0064(15) C29 0.0187(17) 0.0291(17) 0.0299(18) 0.0010(14) 0.0033(13) 0.0016(13) C28 0.033(2) 0.036(2) 0.034(2) 0.0037(16) 0.0076(16) 0.0114(16) C27 0.0192(17) 0.0343(18) 0.0228(17) -0.0012(14) 0.0025(13) 0.0016(14) N4 0.049(2) 0.0466(19) 0.0272(17) -0.0009(14) 0.0073(15) -0.0152(16) C26 0.030(2) 0.040(2) 0.033(2) 0.0003(16) 0.0007(15) -0.0037(16) N2 0.0306(18) 0.047(2) 0.051(2) -0.0004(16) -0.0055(16) 0.0112(15) C25 0.037(2) 0.038(2) 0.030(2) -0.0009(16) 0.0083(16) 0.0047(16) C24 0.0259(19) 0.0285(18) 0.035(2) 0.0019(15) 0.0015(15) 0.0028(14) C23 0.0263(19) 0.0301(18) 0.039(2) 0.0000(15) -0.0013(15) 0.0003(15) C22 0.030(2) 0.036(2) 0.053(3) -0.0075(18) 0.0050(18) 0.0069(16) C21 0.0311(19) 0.0329(18) 0.0255(18) 0.0034(14) 0.0003(15) 0.0037(15) C20 0.0262(19) 0.0324(19) 0.037(2) -0.0036(15) -0.0023(15) 0.0028(15) C19 0.055(3) 0.052(3) 0.030(2) 0.0010(18) -0.0018(19) 0.000(2) C18 0.035(2) 0.036(2) 0.030(2) -0.0028(15) 0.0027(16) 0.0107(16) F2 0.076(2) 0.138(3) 0.069(2) -0.042(2) -0.0288(17) 0.063(2) C17 0.030(2) 0.0308(19) 0.044(2) 0.0010(16) -0.0016(16) 0.0050(16) C16 0.0254(19) 0.045(2) 0.0286(19) -0.0078(16) -0.0012(15) 0.0002(16) C15 0.038(2) 0.047(2) 0.034(2) 0.0007(17) 0.0011(17) 0.0035(18) C14 0.029(2) 0.052(2) 0.0279(19) -0.0021(17) 0.0046(15) -0.0126(17) F1 0.084(2) 0.129(3) 0.0468(17) -0.0361(18) -0.0194(15) 0.049(2) C13 0.043(2) 0.045(2) 0.030(2) 0.0005(17) -0.0045(17) -0.0065(18) N1 0.057(2) 0.053(2) 0.0321(19) -0.0052(16) 0.0079(17) 0.0038(18) C11 0.041(2) 0.057(3) 0.038(2) -0.005(2) 0.0066(18) 0.004(2) C10 0.041(2) 0.042(2) 0.030(2) 0.0034(16) 0.0055(16) 0.0106(17) C9 0.049(3) 0.055(3) 0.027(2) -0.0021(18) 0.0020(18) -0.010(2) C8 0.035(2) 0.053(2) 0.039(2) 0.0028(19) -0.0001(18) -0.0018(18) C7 0.059(3) 0.071(3) 0.040(3) -0.009(2) 0.014(2) 0.022(2) C6 0.047(3) 0.059(3) 0.036(2) -0.011(2) 0.0061(19) 0.004(2) C5 0.052(3) 0.083(3) 0.032(2) -0.020(2) -0.0051(19) 0.017(2) C4 0.050(3) 0.084(4) 0.046(3) -0.016(2) -0.009(2) 0.021(3) C3 0.055(3) 0.068(3) 0.032(2) -0.001(2) 0.005(2) 0.019(2) C54 0.035(2) 0.057(3) 0.037(2) 0.0008(19) -0.0099(18) 0.0079(19) C12 0.034(2) 0.051(2) 0.028(2) -0.0012(17) -0.0019(16) 0.0084(18) _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 C6 2.085(4) . ? I2 C11 2.096(4) . ? C53 C47 1.382(5) . ? C53 C52 1.395(5) . ? C53 H53A 0.9500 . ? C52 C48 1.402(5) . ? C52 C43 1.494(5) . ? C51 C16 1.387(5) . ? C51 C36 1.405(5) . ? C51 C40 1.492(5) . ? C50 C48 1.384(5) . ? C50 C29 1.402(5) . ? C50 H50A 0.9500 . ? C49 C43 1.354(5) . ? C49 C37 1.493(5) . ? C49 C41 1.499(4) . ? C48 H48A 0.9500 . ? C47 C29 1.399(5) . ? C47 H47A 0.9500 . ? C46 N4 1.327(5) . ? C46 C14 1.382(5) . ? C46 H46A 0.9500 . ? C45 C34 1.380(5) . ? C45 C39 1.400(5) . ? C45 H45A 0.9500 . ? F4 C8 1.329(5) . ? C44 C14 1.393(5) . ? C44 C26 1.400(5) . ? C44 C29 1.470(5) . ? F3 C9 1.330(5) . ? C43 C42 1.500(5) . ? C42 C34 1.396(5) . ? C42 C31 1.398(5) . ? C41 C30 1.391(5) . ? C41 C38 1.392(5) . ? C40 C20 1.392(5) . ? C40 C12 1.392(5) . ? C39 C35 1.394(5) . ? C39 C27 1.490(5) . ? C38 C36 1.382(5) . ? C38 H38A 0.9500 . ? C37 C21 1.391(5) . ? C37 C28 1.399(5) . ? C36 H36A 0.9500 . ? N3 C17 1.330(5) . ? N3 C32 1.338(5) . ? C35 C31 1.379(5) . ? C35 H35A 0.9500 . ? C34 H34A 0.9500 . ? C33 C10 1.386(5) . ? C33 C18 1.401(5) . ? C33 C25 1.484(5) . ? C32 C24 1.380(5) . ? C32 H32A 0.9500 . ? C31 H31A 0.9500 . ? C30 C16 1.388(5) . ? C30 H30A 0.9500 . ? C28 C10 1.379(5) . ? C28 H28A 0.9500 . ? C27 C23 1.396(5) . ? C27 C24 1.397(5) . ? N4 C13 1.345(5) . ? C26 C13 1.375(5) . ? C26 H26A 0.9500 . ? N2 C22 1.322(5) . ? N2 C54 1.337(6) . ? C25 C3 1.383(6) . ? C25 C15 1.392(6) . ? C24 H24A 0.9500 . ? C23 C17 1.381(5) . ? C23 H23A 0.9500 . ? C22 C20 1.383(5) . ? C22 H22A 0.9500 . ? C21 C18 1.383(5) . ? C21 H21A 0.9500 . ? C20 H20A 0.9500 . ? C19 N1 1.335(6) . ? C19 C15 1.377(6) . ? C19 H19A 0.9500 . ? C18 H18A 0.9500 . ? F2 C4 1.346(5) . ? C17 H17A 0.9500 . ? C16 H16A 0.9500 . ? C15 H15A 0.9500 . ? C14 H14A 0.9500 . ? F1 C5 1.342(5) . ? C13 H13A 0.9500 . ? N1 C7 1.325(6) . ? C11 C5 1.375(6) . ? C11 C8 1.375(6) . ? C10 H10A 0.9500 . ? C9 C6 1.374(6) . ? C9 C8 1.386(6) . ? C7 C3 1.389(6) . ? C7 H7A 0.9500 . ? C6 C4 1.365(6) . ? C5 C4 1.379(6) . ? C3 H3B 0.9500 . ? C54 C12 1.372(5) . ? C54 H54A 0.9500 . ? C12 H12A 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 C47 C53 C52 120.9(3) . . ? C47 C53 H53A 119.6 . . ? C52 C53 H53A 119.6 . . ? C53 C52 C48 118.1(3) . . ? C53 C52 C43 122.3(3) . . ? C48 C52 C43 119.4(3) . . ? C16 C51 C36 118.3(3) . . ? C16 C51 C40 120.6(3) . . ? C36 C51 C40 121.1(3) . . ? C48 C50 C29 121.4(3) . . ? C48 C50 H50A 119.3 . . ? C29 C50 H50A 119.3 . . ? C43 C49 C37 123.0(3) . . ? C43 C49 C41 123.6(3) . . ? C37 C49 C41 113.5(3) . . ? C50 C48 C52 120.7(3) . . ? C50 C48 H48A 119.7 . . ? C52 C48 H48A 119.7 . . ? C53 C47 C29 121.6(3) . . ? C53 C47 H47A 119.2 . . ? C29 C47 H47A 119.2 . . ? N4 C46 C14 124.1(4) . . ? N4 C46 H46A 117.9 . . ? C14 C46 H46A 117.9 . . ? C34 C45 C39 120.2(3) . . ? C34 C45 H45A 119.9 . . ? C39 C45 H45A 119.9 . . ? C14 C44 C26 115.8(3) . . ? C14 C44 C29 123.2(3) . . ? C26 C44 C29 120.9(3) . . ? C49 C43 C52 124.0(3) . . ? C49 C43 C42 122.7(3) . . ? C52 C43 C42 113.3(3) . . ? C34 C42 C31 117.8(3) . . ? C34 C42 C43 119.5(3) . . ? C31 C42 C43 122.6(3) . . ? C30 C41 C38 118.5(3) . . ? C30 C41 C49 118.6(3) . . ? C38 C41 C49 122.7(3) . . ? C20 C40 C12 116.7(3) . . ? C20 C40 C51 121.8(3) . . ? C12 C40 C51 121.4(3) . . ? C35 C39 C45 118.2(3) . . ? C35 C39 C27 121.4(3) . . ? C45 C39 C27 120.3(3) . . ? C36 C38 C41 120.8(3) . . ? C36 C38 H38A 119.6 . . ? C41 C38 H38A 119.6 . . ? C21 C37 C28 117.7(3) . . ? C21 C37 C49 122.7(3) . . ? C28 C37 C49 119.5(3) . . ? C38 C36 C51 120.7(3) . . ? C38 C36 H36A 119.6 . . ? C51 C36 H36A 119.6 . . ? C17 N3 C32 116.2(3) . . ? C31 C35 C39 121.3(3) . . ? C31 C35 H35A 119.3 . . ? C39 C35 H35A 119.3 . . ? C45 C34 C42 121.7(3) . . ? C45 C34 H34A 119.2 . . ? C42 C34 H34A 119.2 . . ? C10 C33 C18 117.9(3) . . ? C10 C33 C25 121.6(3) . . ? C18 C33 C25 120.5(3) . . ? N3 C32 C24 124.0(3) . . ? N3 C32 H32A 118.0 . . ? C24 C32 H32A 118.0 . . ? C35 C31 C42 120.7(3) . . ? C35 C31 H31A 119.7 . . ? C42 C31 H31A 119.7 . . ? C16 C30 C41 120.9(3) . . ? C16 C30 H30A 119.5 . . ? C41 C30 H30A 119.5 . . ? C47 C29 C50 117.3(3) . . ? C47 C29 C44 121.4(3) . . ? C50 C29 C44 121.2(3) . . ? C10 C28 C37 121.0(3) . . ? C10 C28 H28A 119.5 . . ? C37 C28 H28A 119.5 . . ? C23 C27 C24 115.9(3) . . ? C23 C27 C39 122.6(3) . . ? C24 C27 C39 121.6(3) . . ? C46 N4 C13 116.0(3) . . ? C13 C26 C44 119.9(4) . . ? C13 C26 H26A 120.1 . . ? C44 C26 H26A 120.1 . . ? C22 N2 C54 116.0(3) . . ? C3 C25 C15 116.3(4) . . ? C3 C25 C33 121.8(4) . . ? C15 C25 C33 121.9(3) . . ? C32 C24 C27 119.9(3) . . ? C32 C24 H24A 120.1 . . ? C27 C24 H24A 120.1 . . ? C17 C23 C27 120.1(3) . . ? C17 C23 H23A 120.0 . . ? C27 C23 H23A 120.0 . . ? N2 C22 C20 124.5(4) . . ? N2 C22 H22A 117.8 . . ? C20 C22 H22A 117.8 . . ? C18 C21 C37 121.3(3) . . ? C18 C21 H21A 119.3 . . ? C37 C21 H21A 119.3 . . ? C22 C20 C40 119.1(4) . . ? C22 C20 H20A 120.5 . . ? C40 C20 H20A 120.5 . . ? N1 C19 C15 124.7(4) . . ? N1 C19 H19A 117.6 . . ? C15 C19 H19A 117.6 . . ? C21 C18 C33 120.7(3) . . ? C21 C18 H18A 119.6 . . ? C33 C18 H18A 119.6 . . ? N3 C17 C23 124.0(3) . . ? N3 C17 H17A 118.0 . . ? C23 C17 H17A 118.0 . . ? C30 C16 C51 120.8(3) . . ? C30 C16 H16A 119.6 . . ? C51 C16 H16A 119.6 . . ? C19 C15 C25 119.5(4) . . ? C19 C15 H15A 120.2 . . ? C25 C15 H15A 120.2 . . ? C46 C14 C44 120.1(4) . . ? C46 C14 H14A 120.0 . . ? C44 C14 H14A 120.0 . . ? N4 C13 C26 124.0(4) . . ? N4 C13 H13A 118.0 . . ? C26 C13 H13A 118.0 . . ? C7 N1 C19 115.3(4) . . ? C5 C11 C8 117.0(4) . . ? C5 C11 I2 120.2(3) . . ? C8 C11 I2 122.7(3) . . ? C28 C10 C33 121.4(4) . . ? C28 C10 H10A 119.3 . . ? C33 C10 H10A 119.3 . . ? F3 C9 C6 120.9(4) . . ? F3 C9 C8 118.8(4) . . ? C6 C9 C8 120.3(4) . . ? F4 C8 C11 119.9(4) . . ? F4 C8 C9 118.2(4) . . ? C11 C8 C9 121.9(4) . . ? N1 C7 C3 124.5(4) . . ? N1 C7 H7A 117.7 . . ? C3 C7 H7A 117.7 . . ? C4 C6 C9 118.0(4) . . ? C4 C6 I1 120.7(3) . . ? C9 C6 I1 121.4(3) . . ? F1 C5 C11 120.5(4) . . ? F1 C5 C4 118.4(4) . . ? C11 C5 C4 121.2(4) . . ? F2 C4 C6 120.6(4) . . ? F2 C4 C5 117.8(4) . . ? C6 C4 C5 121.6(4) . . ? C25 C3 C7 119.6(4) . . ? C25 C3 H3B 120.2 . . ? C7 C3 H3B 120.2 . . ? N2 C54 C12 124.3(4) . . ? N2 C54 H54A 117.8 . . ? C12 C54 H54A 117.8 . . ? C54 C12 C40 119.4(4) . . ? C54 C12 H12A 120.3 . . ? C40 C12 H12A 120.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C47 C53 C52 C48 -1.9(5) . . . . ? C47 C53 C52 C43 173.2(3) . . . . ? C29 C50 C48 C52 1.4(5) . . . . ? C53 C52 C48 C50 1.0(5) . . . . ? C43 C52 C48 C50 -174.2(3) . . . . ? C52 C53 C47 C29 0.4(5) . . . . ? C37 C49 C43 C52 -172.0(3) . . . . ? C41 C49 C43 C52 8.6(5) . . . . ? C37 C49 C43 C42 5.6(5) . . . . ? C41 C49 C43 C42 -173.9(3) . . . . ? C53 C52 C43 C49 48.1(5) . . . . ? C48 C52 C43 C49 -136.9(3) . . . . ? C53 C52 C43 C42 -129.7(3) . . . . ? C48 C52 C43 C42 45.3(4) . . . . ? C49 C43 C42 C34 -124.3(4) . . . . ? C52 C43 C42 C34 53.5(4) . . . . ? C49 C43 C42 C31 57.9(5) . . . . ? C52 C43 C42 C31 -124.3(3) . . . . ? C43 C49 C41 C30 -130.8(4) . . . . ? C37 C49 C41 C30 49.7(4) . . . . ? C43 C49 C41 C38 54.5(5) . . . . ? C37 C49 C41 C38 -125.0(4) . . . . ? C16 C51 C40 C20 145.9(4) . . . . ? C36 C51 C40 C20 -32.7(5) . . . . ? C16 C51 C40 C12 -30.5(5) . . . . ? C36 C51 C40 C12 151.0(4) . . . . ? C34 C45 C39 C35 -2.7(5) . . . . ? C34 C45 C39 C27 174.1(3) . . . . ? C30 C41 C38 C36 -1.3(5) . . . . ? C49 C41 C38 C36 173.4(3) . . . . ? C43 C49 C37 C21 45.0(5) . . . . ? C41 C49 C37 C21 -135.5(3) . . . . ? C43 C49 C37 C28 -139.2(4) . . . . ? C41 C49 C37 C28 40.3(4) . . . . ? C41 C38 C36 C51 0.4(5) . . . . ? C16 C51 C36 C38 1.0(5) . . . . ? C40 C51 C36 C38 179.5(3) . . . . ? C45 C39 C35 C31 1.7(5) . . . . ? C27 C39 C35 C31 -175.0(3) . . . . ? C39 C45 C34 C42 1.4(5) . . . . ? C31 C42 C34 C45 1.0(5) . . . . ? C43 C42 C34 C45 -176.9(3) . . . . ? C17 N3 C32 C24 0.7(6) . . . . ? C39 C35 C31 C42 0.6(5) . . . . ? C34 C42 C31 C35 -2.0(5) . . . . ? C43 C42 C31 C35 175.8(3) . . . . ? C38 C41 C30 C16 0.8(5) . . . . ? C49 C41 C30 C16 -174.2(3) . . . . ? C53 C47 C29 C50 1.9(5) . . . . ? C53 C47 C29 C44 -174.5(3) . . . . ? C48 C50 C29 C47 -2.8(5) . . . . ? C48 C50 C29 C44 173.7(3) . . . . ? C14 C44 C29 C47 -34.5(5) . . . . ? C26 C44 C29 C47 142.9(4) . . . . ? C14 C44 C29 C50 149.2(4) . . . . ? C26 C44 C29 C50 -33.4(5) . . . . ? C21 C37 C28 C10 -1.1(6) . . . . ? C49 C37 C28 C10 -177.2(3) . . . . ? C35 C39 C27 C23 -151.5(4) . . . . ? C45 C39 C27 C23 31.8(5) . . . . ? C35 C39 C27 C24 29.2(5) . . . . ? C45 C39 C27 C24 -147.5(3) . . . . ? C14 C46 N4 C13 -0.6(6) . . . . ? C14 C44 C26 C13 0.0(5) . . . . ? C29 C44 C26 C13 -177.5(4) . . . . ? C10 C33 C25 C3 142.9(4) . . . . ? C18 C33 C25 C3 -38.5(6) . . . . ? C10 C33 C25 C15 -38.2(6) . . . . ? C18 C33 C25 C15 140.5(4) . . . . ? N3 C32 C24 C27 0.0(6) . . . . ? C23 C27 C24 C32 -0.7(5) . . . . ? C39 C27 C24 C32 178.6(3) . . . . ? C24 C27 C23 C17 0.9(5) . . . . ? C39 C27 C23 C17 -178.5(3) . . . . ? C54 N2 C22 C20 0.0(6) . . . . ? C28 C37 C21 C18 1.6(5) . . . . ? C49 C37 C21 C18 177.5(3) . . . . ? N2 C22 C20 C40 -0.5(6) . . . . ? C12 C40 C20 C22 0.3(5) . . . . ? C51 C40 C20 C22 -176.3(3) . . . . ? C37 C21 C18 C33 -1.3(6) . . . . ? C10 C33 C18 C21 0.4(6) . . . . ? C25 C33 C18 C21 -178.3(4) . . . . ? C32 N3 C17 C23 -0.6(6) . . . . ? C27 C23 C17 N3 -0.2(6) . . . . ? C41 C30 C16 C51 0.6(6) . . . . ? C36 C51 C16 C30 -1.5(5) . . . . ? C40 C51 C16 C30 180.0(3) . . . . ? N1 C19 C15 C25 0.1(7) . . . . ? C3 C25 C15 C19 -0.2(6) . . . . ? C33 C25 C15 C19 -179.2(4) . . . . ? N4 C46 C14 C44 -0.1(7) . . . . ? C26 C44 C14 C46 0.4(6) . . . . ? C29 C44 C14 C46 177.9(4) . . . . ? C46 N4 C13 C26 1.0(6) . . . . ? C44 C26 C13 N4 -0.7(6) . . . . ? C15 C19 N1 C7 -0.3(7) . . . . ? C37 C28 C10 C33 0.3(6) . . . . ? C18 C33 C10 C28 0.1(6) . . . . ? C25 C33 C10 C28 178.8(4) . . . . ? C5 C11 C8 F4 178.9(4) . . . . ? I2 C11 C8 F4 -4.2(6) . . . . ? C5 C11 C8 C9 -1.8(7) . . . . ? I2 C11 C8 C9 175.1(3) . . . . ? F3 C9 C8 F4 0.9(6) . . . . ? C6 C9 C8 F4 -179.7(4) . . . . ? F3 C9 C8 C11 -178.3(4) . . . . ? C6 C9 C8 C11 1.0(7) . . . . ? C19 N1 C7 C3 0.6(7) . . . . ? F3 C9 C6 C4 -179.7(5) . . . . ? C8 C9 C6 C4 0.9(7) . . . . ? F3 C9 C6 I1 1.6(6) . . . . ? C8 C9 C6 I1 -177.7(3) . . . . ? C8 C11 C5 F1 -178.9(5) . . . . ? I2 C11 C5 F1 4.1(7) . . . . ? C8 C11 C5 C4 0.7(8) . . . . ? I2 C11 C5 C4 -176.3(4) . . . . ? C9 C6 C4 F2 -179.6(5) . . . . ? I1 C6 C4 F2 -0.9(7) . . . . ? C9 C6 C4 C5 -2.0(8) . . . . ? I1 C6 C4 C5 176.6(4) . . . . ? F1 C5 C4 F2 -1.5(8) . . . . ? C11 C5 C4 F2 178.8(5) . . . . ? F1 C5 C4 C6 -179.1(5) . . . . ? C11 C5 C4 C6 1.2(9) . . . . ? C15 C25 C3 C7 0.5(7) . . . . ? C33 C25 C3 C7 179.5(4) . . . . ? N1 C7 C3 C25 -0.8(8) . . . . ? C22 N2 C54 C12 0.7(7) . . . . ? N2 C54 C12 C40 -0.9(7) . . . . ? C20 C40 C12 C54 0.4(6) . . . . ? C51 C40 C12 C54 177.0(4) . . . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 1.361 _refine_diff_density_min -0.895 _refine_diff_density_rms 0.103