# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Chien-Tien Chen' _publ_contact_author_email ctchen@mx.nthu.edu.tw loop_ _publ_author_name 'Wei-Shan Chao' 'Ken-Hsien Liao' 'Chien-Tien Chen' 'Wei-Kai Huang' 'Chi-Ming Lan' E.Diau data_13023 _database_code_depnum_ccdc_archive 'CCDC 868581' #TrackingRef '- Ph2N-STIF-FCA.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C47 H29 N3 O' _chemical_formula_sum 'C47 H29 N3 O' _chemical_formula_weight 651.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.7113(3) _cell_length_b 18.3451(4) _cell_length_c 19.6813(5) _cell_angle_alpha 63.0480(10) _cell_angle_beta 84.4490(10) _cell_angle_gamma 74.8690(10) _cell_volume 3947.94(16) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 14867 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 25.028 _exptl_crystal_description prism _exptl_crystal_colour red-brown _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.096 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1360 _exptl_absorpt_coefficient_mu 0.066 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9411 _exptl_absorpt_correction_T_max 1.0265 _exptl_absorpt_process_details ; ? ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 32927 _diffrn_reflns_av_R_equivalents 0.0831 _diffrn_reflns_av_sigmaI/netI 0.1723 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 25.02 _reflns_number_total 13402 _reflns_number_gt 4541 _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 and Scalepack (Otwinowski & Minor 19' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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. ; # SQUEEZE RESULTS (APPEND TO CIF) loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 -0.004 0.000 0.004 755.7 115.7 _platon_squeeze_details ; ? ; _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^)+(0.1304P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13402 _refine_ls_number_parameters 912 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1981 _refine_ls_R_factor_gt 0.0827 _refine_ls_wR_factor_ref 0.2565 _refine_ls_wR_factor_gt 0.2135 _refine_ls_goodness_of_fit_ref 0.887 _refine_ls_restrained_S_all 0.887 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.002 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 C1 C 0.2054(6) 0.6547(4) 0.4675(3) 0.098(2) Uani 1 1 d . . . C2 C 0.1530(7) 0.7386(4) 0.4610(3) 0.0828(19) Uani 1 1 d . . . C3 C 0.2260(7) 0.7794(5) 0.4740(4) 0.095(2) Uani 1 1 d . . . C4 C 0.0468(6) 0.7738(4) 0.4401(3) 0.0809(17) Uani 1 1 d . . . H4 H 0.0078 0.7386 0.4377 0.097 Uiso 1 1 calc R . . C5 C -0.0114(6) 0.8557(3) 0.4219(3) 0.0645(15) Uani 1 1 d . . . C6 C -0.1146(6) 0.8970(4) 0.3943(3) 0.0861(18) Uani 1 1 d . . . H6 H -0.1668 0.8733 0.3876 0.103 Uiso 1 1 calc R . . C7 C -0.1287(5) 0.9810(4) 0.3779(3) 0.0818(17) Uani 1 1 d . . . H7 H -0.1918 1.0238 0.3587 0.098 Uiso 1 1 calc R . . C8 C -0.0313(5) 0.9887(3) 0.3957(3) 0.0641(15) Uani 1 1 d . . . C9 C 0.0055(5) 1.0594(3) 0.3914(3) 0.0562(13) Uani 1 1 d . . . C10 C 0.1017(4) 1.0501(3) 0.4229(3) 0.0633(14) Uani 1 1 d . . . H10 H 0.1488 0.9971 0.4477 0.076 Uiso 1 1 calc R . . C11 C 0.1279(4) 1.1218(3) 0.4171(3) 0.0674(15) Uani 1 1 d . . . H11 H 0.1934 1.1156 0.4388 0.081 Uiso 1 1 calc R . . C12 C 0.0599(4) 1.2026(3) 0.3801(3) 0.0559(13) Uani 1 1 d . . . C13 C -0.0354(4) 1.2125(3) 0.3438(3) 0.0507(12) Uani 1 1 d . . . C14 C -0.0605(4) 1.1408(3) 0.3520(3) 0.0578(13) Uani 1 1 d . . . H14 H -0.1256 1.1465 0.3300 0.069 Uiso 1 1 calc R . . C15 C -0.1068(4) 1.2991(3) 0.2889(2) 0.0501(13) Uani 1 1 d . . . C16 C -0.1418(4) 1.3667(3) 0.3190(3) 0.0507(12) Uani 1 1 d . . . C17 C -0.0696(4) 1.3900(3) 0.3499(3) 0.0562(13) Uani 1 1 d . . . C18 C 0.0443(4) 1.3465(3) 0.3720(3) 0.0638(14) Uani 1 1 d . . . H18 H 0.0858 1.3782 0.3780 0.077 Uiso 1 1 calc R . . C19 C 0.0985(4) 1.2685(3) 0.3848(3) 0.0652(14) Uani 1 1 d . . . H19 H 0.1716 1.2539 0.3989 0.078 Uiso 1 1 calc R . . C20 C -0.1091(5) 1.4621(3) 0.3615(3) 0.0662(15) Uani 1 1 d . . . H20 H -0.0596 1.4800 0.3785 0.079 Uiso 1 1 calc R . . C21 C -0.2144(4) 1.5079(3) 0.3497(3) 0.0628(14) Uani 1 1 d . . . H21 H -0.2359 1.5552 0.3587 0.075 Uiso 1 1 calc R . . C22 C -0.2893(4) 1.4819(3) 0.3239(3) 0.0653(15) Uani 1 1 d . A . C23 C -0.2494(4) 1.4128(3) 0.3073(3) 0.0596(14) Uani 1 1 d . . . H23 H -0.2982 1.3971 0.2874 0.072 Uiso 1 1 calc R . . C24 C -0.4383(4) 1.6016(4) 0.3137(4) 0.0720(16) Uani 1 1 d . A . C25 C -0.4899(5) 1.6088(4) 0.3746(4) 0.098(2) Uani 1 1 d . . . H25 H -0.5010 1.5611 0.4173 0.117 Uiso 1 1 calc R . . C26 C -0.5269(5) 1.6896(7) 0.3731(6) 0.118(3) Uani 1 1 d . . . H26 H -0.5605 1.6945 0.4154 0.142 Uiso 1 1 calc R . . C27 C -0.5133(6) 1.7599(6) 0.3100(7) 0.111(3) Uani 1 1 d . . . H27 H -0.5378 1.8128 0.3091 0.133 Uiso 1 1 calc R . . C28 C -0.4646(6) 1.7524(4) 0.2495(5) 0.114(2) Uani 1 1 d . . . H28 H -0.4556 1.8003 0.2062 0.137 Uiso 1 1 calc R . . C29 C -0.4274(5) 1.6739(5) 0.2505(4) 0.097(2) Uani 1 1 d . . . H29 H -0.3944 1.6700 0.2076 0.116 Uiso 1 1 calc R . . C30 C -0.4750(9) 1.4687(9) 0.3288(9) 0.064(5) Uiso 0.50 1 d PD A 1 C31 C -0.5519(11) 1.5009(9) 0.2724(8) 0.070(4) Uiso 0.50 1 d P A 1 H31 H -0.5587 1.5550 0.2330 0.084 Uiso 0.50 1 calc PR A 1 C32 C -0.6203(14) 1.4515(13) 0.2745(11) 0.097(5) Uiso 0.50 1 d P A 1 H32 H -0.6703 1.4712 0.2348 0.117 Uiso 0.50 1 calc PR A 1 C33 C -0.6142(14) 1.3823(10) 0.3288(11) 0.081(5) Uiso 0.50 1 d P A 1 H33 H -0.6600 1.3501 0.3291 0.097 Uiso 0.50 1 calc PR A 1 C34 C -0.5341(12) 1.3459(10) 0.3968(9) 0.102(5) Uiso 0.50 1 d P A 1 H34 H -0.5315 1.2934 0.4379 0.122 Uiso 0.50 1 calc PR A 1 C35 C -0.4679(12) 1.3943(9) 0.3934(9) 0.089(5) Uiso 0.50 1 d P A 1 H35 H -0.4196 1.3777 0.4332 0.106 Uiso 0.50 1 calc PR A 1 C30' C -0.4826(10) 1.4865(9) 0.3014(10) 0.069(5) Uiso 0.50 1 d PD A 2 C31' C -0.5473(12) 1.5236(9) 0.2361(9) 0.095(5) Uiso 0.50 1 d P A 2 H31' H -0.5373 1.5741 0.1967 0.114 Uiso 0.50 1 calc PR A 2 C32' C -0.6285(13) 1.4881(10) 0.2261(10) 0.117(6) Uiso 0.50 1 d P A 2 H32' H -0.6770 1.5150 0.1846 0.141 Uiso 0.50 1 calc PR A 2 C33' C -0.6270(17) 1.4110(16) 0.2838(14) 0.144(9) Uiso 0.50 1 d P A 2 H33' H -0.6689 1.3821 0.2739 0.173 Uiso 0.50 1 calc PR A 2 C34' C -0.5725(16) 1.3643(11) 0.3586(12) 0.096(6) Uiso 0.50 1 d P A 2 H34' H -0.5853 1.3150 0.3982 0.116 Uiso 0.50 1 calc PR A 2 C35' C -0.4932(13) 1.4102(11) 0.3594(10) 0.096(5) Uiso 0.50 1 d P A 2 H35' H -0.4472 1.3859 0.4020 0.116 Uiso 0.50 1 calc PR A 2 C36 C -0.0459(5) 1.3354(3) 0.2130(3) 0.0608(15) Uani 1 1 d . . . C37 C 0.0505(5) 1.3616(3) 0.1990(3) 0.0707(16) Uani 1 1 d . . . H37 H 0.0888 1.3598 0.2380 0.085 Uiso 1 1 calc R . . C38 C 0.0878(6) 1.3907(4) 0.1246(5) 0.098(2) Uani 1 1 d . . . H38 H 0.1516 1.4093 0.1137 0.117 Uiso 1 1 calc R . . C39 C 0.0330(9) 1.3925(5) 0.0677(5) 0.118(3) Uani 1 1 d . . . H39 H 0.0614 1.4118 0.0190 0.141 Uiso 1 1 calc R . . C40 C -0.0618(8) 1.3673(5) 0.0787(4) 0.115(3) Uani 1 1 d . . . H40 H -0.0983 1.3694 0.0389 0.138 Uiso 1 1 calc R . . C41 C -0.1023(6) 1.3377(3) 0.1540(4) 0.0768(18) Uani 1 1 d . . . C42 C -0.1996(6) 1.3072(4) 0.1830(4) 0.0807(19) Uani 1 1 d . . . C43 C -0.2072(5) 1.2860(3) 0.2604(3) 0.0669(15) Uani 1 1 d . . . C44 C -0.2929(5) 1.2565(4) 0.3031(4) 0.0836(18) Uani 1 1 d . . . H44 H -0.2964 1.2432 0.3547 0.100 Uiso 1 1 calc R . . C45 C -0.3749(5) 1.2472(4) 0.2665(5) 0.1082(19) Uani 1 1 d . . . H45 H -0.4342 1.2280 0.2933 0.130 Uiso 1 1 calc R . . C46 C -0.3650(7) 1.2674(5) 0.1892(6) 0.126(2) Uani 1 1 d . . . H46 H -0.4188 1.2604 0.1655 0.151 Uiso 1 1 calc R . . C47 C -0.2802(7) 1.2973(4) 0.1458(4) 0.111(2) Uani 1 1 d . . . H47 H -0.2763 1.3103 0.0943 0.134 Uiso 1 1 calc R . . C48 C 0.6843(6) 0.8172(5) 0.7504(4) 0.108(2) Uani 1 1 d . . . C49 C 0.7315(5) 0.8755(4) 0.7561(3) 0.0717(16) Uani 1 1 d . . . C50 C 0.6662(5) 0.9588(5) 0.7279(4) 0.0883(19) Uani 1 1 d . . . C51 C 0.8314(5) 0.8496(3) 0.7866(3) 0.0668(15) Uani 1 1 d . . . H51 H 0.8635 0.7922 0.8057 0.080 Uiso 1 1 calc R . . C52 C 0.8950(5) 0.8997(3) 0.7935(3) 0.0642(14) Uani 1 1 d . . . C53 C 0.9973(5) 0.8775(3) 0.8212(3) 0.0745(16) Uani 1 1 d . . . H53 H 1.0433 0.8235 0.8413 0.089 Uiso 1 1 calc R . . C54 C 1.0218(5) 0.9513(3) 0.8141(3) 0.0775(17) Uani 1 1 d . . . H54 H 1.0864 0.9557 0.8288 0.093 Uiso 1 1 calc R . . C55 C 0.9328(4) 1.0140(3) 0.7820(3) 0.0573(13) Uani 1 1 d . . . C56 C 0.9069(4) 1.1035(3) 0.7625(3) 0.0549(13) Uani 1 1 d . . . C57 C 0.8024(4) 1.1568(3) 0.7430(3) 0.0617(14) Uani 1 1 d . . . H57 H 0.7434 1.1363 0.7417 0.074 Uiso 1 1 calc R . . C58 C 0.7886(4) 1.2399(3) 0.7260(3) 0.0629(14) Uani 1 1 d . . . H58 H 0.7192 1.2755 0.7117 0.075 Uiso 1 1 calc R . . C59 C 0.8738(4) 1.2743(3) 0.7289(3) 0.0514(12) Uani 1 1 d . . . C60 C 0.9792(4) 1.2205(3) 0.7486(2) 0.0482(12) Uani 1 1 d . . . C61 C 0.9909(4) 1.1366(3) 0.7646(2) 0.0523(13) Uani 1 1 d . . . H61 H 1.0602 1.1006 0.7776 0.063 Uiso 1 1 calc R . . C62 C 1.0838(3) 1.2507(3) 0.7468(3) 0.0503(13) Uani 1 1 d . . . C63 C 1.0774(4) 1.3049(3) 0.7903(3) 0.0512(13) Uani 1 1 d . . . C64 C 0.9920(4) 1.3768(3) 0.7777(3) 0.0576(13) Uani 1 1 d . . . C65 C 0.8926(4) 1.4059(3) 0.7314(3) 0.0631(14) Uani 1 1 d . . . H65 H 0.8590 1.4631 0.7129 0.076 Uiso 1 1 calc R . . C66 C 0.8436(4) 1.3620(3) 0.7120(3) 0.0620(14) Uani 1 1 d . . . H66 H 0.7797 1.3929 0.6830 0.074 Uiso 1 1 calc R . . C67 C 1.0019(4) 1.4271(3) 0.8131(3) 0.0630(14) Uani 1 1 d . . . H67 H 0.9492 1.4772 0.8019 0.076 Uiso 1 1 calc R . . C68 C 1.0857(4) 1.4053(3) 0.8632(3) 0.0695(15) Uani 1 1 d . . . H68 H 1.0889 1.4390 0.8865 0.083 Uiso 1 1 calc R . . C69 C 1.1647(4) 1.3322(3) 0.8780(3) 0.0627(14) Uani 1 1 d . . . C70 C 1.1620(4) 1.2849(3) 0.8403(3) 0.0532(13) Uani 1 1 d . . . H70 H 1.2191 1.2379 0.8487 0.064 Uiso 1 1 calc R . . C71 C 1.2934(4) 1.3555(4) 0.9486(4) 0.0671(15) Uani 1 1 d . . . C72 C 1.3104(5) 1.4290(4) 0.8911(4) 0.0883(19) Uani 1 1 d . . . H72 H 1.2921 1.4438 0.8411 0.106 Uiso 1 1 calc R . . C73 C 1.3551(5) 1.4825(4) 0.9064(5) 0.110(2) Uani 1 1 d . . . H73 H 1.3653 1.5325 0.8665 0.132 Uiso 1 1 calc R . . C74 C 1.3832(7) 1.4623(7) 0.9779(7) 0.141(3) Uani 1 1 d . . . H74 H 1.4125 1.4983 0.9874 0.170 Uiso 1 1 calc R . . C75 C 1.3683(6) 1.3877(6) 1.0375(5) 0.124(3) Uani 1 1 d . . . H75 H 1.3881 1.3731 1.0871 0.148 Uiso 1 1 calc R . . C76 C 1.3229(5) 1.3339(4) 1.0223(4) 0.0900(19) Uani 1 1 d . . . H76 H 1.3128 1.2838 1.0621 0.108 Uiso 1 1 calc R . . C77 C 1.2868(6) 1.2127(4) 0.9772(3) 0.0731(16) Uani 1 1 d . . . C78 C 1.3965(6) 1.1742(5) 0.9852(4) 0.103(2) Uani 1 1 d . . . H78 H 1.4470 1.2063 0.9618 0.123 Uiso 1 1 calc R . . C79 C 1.4318(8) 1.0877(6) 1.0281(6) 0.137(3) Uani 1 1 d . . . H79 H 1.5060 1.0622 1.0323 0.165 Uiso 1 1 calc R . . C80 C 1.3610(12) 1.0396(6) 1.0640(5) 0.151(4) Uani 1 1 d . . . H80 H 1.3861 0.9818 1.0938 0.181 Uiso 1 1 calc R . . C81 C 1.2513(8) 1.0769(5) 1.0560(4) 0.110(2) Uani 1 1 d . . . H81 H 1.2014 1.0441 1.0787 0.132 Uiso 1 1 calc R . . C82 C 1.2144(6) 1.1646(5) 1.0136(4) 0.0902(19) Uani 1 1 d . . . H82 H 1.1402 1.1900 1.0103 0.108 Uiso 1 1 calc R . . C83 C 1.1817(4) 1.1731(3) 0.7786(3) 0.0536(13) Uani 1 1 d . . . C84 C 1.1981(4) 1.1072(3) 0.8519(3) 0.0692(15) Uani 1 1 d . . . H84 H 1.1501 1.1080 0.8905 0.083 Uiso 1 1 calc R . . C85 C 1.2895(5) 1.0396(3) 0.8657(4) 0.0810(18) Uani 1 1 d . . . H85 H 1.3030 0.9958 0.9148 0.097 Uiso 1 1 calc R . . C86 C 1.3598(5) 1.0358(4) 0.8089(4) 0.0885(19) Uani 1 1 d . . . H86 H 1.4183 0.9892 0.8191 0.106 Uiso 1 1 calc R . . C87 C 1.3424(4) 1.1015(4) 0.7374(4) 0.0754(16) Uani 1 1 d . . . H87 H 1.3894 1.1004 0.6985 0.091 Uiso 1 1 calc R . . C88 C 1.2542(4) 1.1700(3) 0.7234(3) 0.0530(13) Uani 1 1 d . . . C89 C 1.2184(4) 1.2475(3) 0.6518(3) 0.0579(14) Uani 1 1 d . . . C90 C 1.2669(4) 1.2770(4) 0.5799(4) 0.0751(16) Uani 1 1 d . . . H90 H 1.3317 1.2448 0.5713 0.090 Uiso 1 1 calc R . . C91 C 1.2175(5) 1.3535(4) 0.5231(3) 0.0798(17) Uani 1 1 d . . . H91 H 1.2508 1.3748 0.4763 0.096 Uiso 1 1 calc R . . C92 C 1.1189(5) 1.3992(3) 0.5345(3) 0.0719(16) Uani 1 1 d . . . H92 H 1.0850 1.4501 0.4946 0.086 Uiso 1 1 calc R . . C93 C 1.0688(4) 1.3706(3) 0.6049(3) 0.0596(14) Uani 1 1 d . . . H93 H 1.0020 1.4020 0.6118 0.071 Uiso 1 1 calc R . . C94 C 1.1191(4) 1.2957(3) 0.6638(3) 0.0471(12) Uani 1 1 d . . . N1 N 0.2474(6) 0.5902(4) 0.4698(3) 0.131(2) Uani 1 1 d . . . N2 N 0.2864(6) 0.8077(4) 0.4865(4) 0.137(3) Uani 1 1 d . . . N3 N -0.4002(4) 1.5216(3) 0.3133(3) 0.0782(13) Uani 1 1 d D . . N4 N 0.6461(6) 0.7678(4) 0.7470(5) 0.159(3) Uani 1 1 d . . . N5 N 0.6115(5) 1.0259(4) 0.7060(4) 0.130(2) Uani 1 1 d . . . N6 N 1.2496(4) 1.3016(3) 0.9335(3) 0.0748(13) Uani 1 1 d . . . O1 O 0.0414(3) 0.9121(2) 0.42251(17) 0.0651(9) Uani 1 1 d . . . O2 O 0.8530(3) 0.98436(19) 0.76861(17) 0.0573(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 C1 0.147(6) 0.070(5) 0.069(4) -0.026(4) 0.024(4) -0.031(5) C2 0.134(6) 0.052(4) 0.069(4) -0.032(3) 0.020(4) -0.032(4) C3 0.104(6) 0.089(5) 0.093(5) -0.046(4) 0.005(4) -0.017(5) C4 0.109(5) 0.070(5) 0.075(4) -0.037(4) 0.002(4) -0.032(4) C5 0.101(5) 0.046(4) 0.061(4) -0.031(3) 0.006(3) -0.029(4) C6 0.109(6) 0.072(5) 0.087(4) -0.035(4) -0.011(4) -0.033(4) C7 0.101(5) 0.067(4) 0.082(4) -0.033(3) -0.015(4) -0.022(4) C8 0.088(4) 0.050(4) 0.050(3) -0.020(3) -0.004(3) -0.011(4) C9 0.075(4) 0.044(3) 0.047(3) -0.016(3) 0.003(3) -0.020(3) C10 0.071(4) 0.054(4) 0.061(3) -0.025(3) -0.006(3) -0.008(3) C11 0.067(4) 0.061(4) 0.077(4) -0.030(3) -0.002(3) -0.019(3) C12 0.061(3) 0.046(3) 0.061(3) -0.025(3) -0.003(3) -0.012(3) C13 0.054(3) 0.049(3) 0.053(3) -0.026(3) 0.000(3) -0.013(3) C14 0.067(4) 0.064(4) 0.050(3) -0.030(3) 0.001(3) -0.020(3) C15 0.060(3) 0.047(3) 0.045(3) -0.022(3) 0.004(3) -0.014(3) C16 0.054(3) 0.046(3) 0.060(3) -0.031(3) 0.008(3) -0.013(3) C17 0.066(4) 0.050(3) 0.062(3) -0.030(3) 0.005(3) -0.021(3) C18 0.058(4) 0.069(4) 0.075(4) -0.036(3) -0.001(3) -0.023(3) C19 0.056(3) 0.063(4) 0.082(4) -0.036(3) -0.006(3) -0.013(3) C20 0.072(4) 0.060(4) 0.073(4) -0.035(3) 0.002(3) -0.017(3) C21 0.068(4) 0.054(3) 0.084(4) -0.044(3) 0.009(3) -0.020(3) C22 0.060(4) 0.062(4) 0.081(4) -0.040(3) 0.015(3) -0.015(3) C23 0.073(4) 0.054(3) 0.064(3) -0.035(3) 0.002(3) -0.018(3) C24 0.064(4) 0.062(4) 0.107(5) -0.057(4) -0.002(4) -0.007(3) C25 0.090(5) 0.101(5) 0.122(6) -0.073(5) 0.015(4) -0.018(4) C26 0.069(5) 0.159(8) 0.190(9) -0.138(7) 0.013(5) -0.018(6) C27 0.067(5) 0.106(7) 0.200(10) -0.103(7) -0.010(6) -0.012(5) C28 0.110(6) 0.070(5) 0.172(8) -0.060(5) -0.017(6) -0.020(4) C29 0.094(5) 0.092(5) 0.118(6) -0.057(5) 0.010(4) -0.029(4) C36 0.079(4) 0.044(3) 0.055(4) -0.028(3) -0.009(3) 0.006(3) C37 0.079(4) 0.053(3) 0.074(4) -0.027(3) 0.022(4) -0.016(3) C38 0.124(6) 0.071(4) 0.091(5) -0.041(4) 0.033(5) -0.015(4) C39 0.173(9) 0.077(5) 0.070(6) -0.021(4) 0.041(6) -0.012(6) C40 0.163(8) 0.088(6) 0.066(6) -0.034(4) -0.002(6) 0.014(6) C41 0.104(5) 0.052(4) 0.067(5) -0.033(3) -0.006(4) 0.006(4) C42 0.102(5) 0.068(4) 0.071(5) -0.041(4) -0.032(4) 0.010(4) C43 0.075(4) 0.053(3) 0.078(4) -0.037(3) -0.016(3) -0.003(3) C44 0.067(4) 0.086(4) 0.117(5) -0.061(4) -0.007(4) -0.017(4) C45 0.086(5) 0.108(5) 0.150 -0.075(4) -0.021(5) -0.013(4) C46 0.108(6) 0.118(6) 0.170 -0.087(5) -0.060(6) 0.006(5) C47 0.124(7) 0.108(6) 0.121(6) -0.073(5) -0.037(5) -0.004(5) C48 0.089(5) 0.099(5) 0.157(7) -0.070(5) -0.014(5) -0.023(4) C49 0.073(4) 0.067(4) 0.092(4) -0.044(4) 0.007(4) -0.030(4) C50 0.071(4) 0.081(5) 0.132(6) -0.064(5) 0.010(4) -0.021(4) C51 0.080(4) 0.050(3) 0.074(4) -0.032(3) 0.012(3) -0.015(3) C52 0.074(4) 0.049(4) 0.074(4) -0.034(3) 0.001(3) -0.011(3) C53 0.079(4) 0.046(4) 0.089(4) -0.026(3) -0.009(3) -0.004(3) C54 0.065(4) 0.057(4) 0.111(5) -0.040(4) -0.016(3) -0.004(3) C55 0.059(4) 0.059(4) 0.063(3) -0.032(3) 0.006(3) -0.023(3) C56 0.057(4) 0.051(3) 0.059(3) -0.025(3) 0.003(3) -0.017(3) C57 0.057(4) 0.060(4) 0.077(4) -0.031(3) 0.002(3) -0.026(3) C58 0.054(3) 0.064(4) 0.076(4) -0.033(3) -0.008(3) -0.014(3) C59 0.048(3) 0.040(3) 0.062(3) -0.022(3) -0.003(3) -0.006(3) C60 0.052(3) 0.044(3) 0.054(3) -0.024(3) 0.003(2) -0.017(3) C61 0.047(3) 0.048(3) 0.065(3) -0.028(3) -0.006(3) -0.008(3) C62 0.042(3) 0.040(3) 0.069(3) -0.026(3) -0.005(3) -0.003(2) C63 0.052(3) 0.045(3) 0.054(3) -0.024(3) -0.002(3) -0.002(3) C64 0.061(3) 0.051(3) 0.064(3) -0.031(3) -0.001(3) -0.006(3) C65 0.056(3) 0.047(3) 0.079(4) -0.027(3) -0.018(3) 0.004(3) C66 0.043(3) 0.054(3) 0.083(4) -0.029(3) -0.012(3) -0.001(3) C67 0.074(4) 0.056(3) 0.063(3) -0.034(3) 0.002(3) -0.008(3) C68 0.076(4) 0.071(4) 0.074(4) -0.046(3) -0.007(3) -0.010(3) C69 0.069(4) 0.059(4) 0.060(4) -0.027(3) -0.009(3) -0.012(3) C70 0.054(3) 0.054(3) 0.057(3) -0.028(3) -0.007(3) -0.010(3) C71 0.060(4) 0.075(4) 0.072(4) -0.037(4) -0.005(3) -0.015(3) C72 0.089(5) 0.083(5) 0.110(5) -0.060(5) -0.001(4) -0.015(4) C73 0.084(5) 0.085(5) 0.160(8) -0.057(5) -0.019(5) -0.006(4) C74 0.107(6) 0.145(9) 0.200(10) -0.102(8) -0.056(7) -0.007(6) C75 0.101(6) 0.146(7) 0.145(8) -0.086(7) -0.046(6) -0.007(6) C76 0.083(4) 0.119(5) 0.084(5) -0.055(4) -0.009(4) -0.027(4) C77 0.076(5) 0.079(5) 0.060(4) -0.031(4) -0.009(4) -0.008(4) C78 0.102(6) 0.099(6) 0.104(5) -0.043(5) -0.020(4) -0.014(5) C79 0.142(9) 0.090(7) 0.149(8) -0.040(6) -0.057(7) 0.019(6) C80 0.218(13) 0.092(7) 0.110(7) -0.033(6) -0.058(8) 0.016(8) C81 0.169(8) 0.088(6) 0.059(4) -0.019(4) 0.003(5) -0.036(6) C82 0.113(6) 0.093(6) 0.059(4) -0.033(4) -0.001(4) -0.018(5) C83 0.044(3) 0.053(3) 0.063(4) -0.025(3) -0.007(3) -0.010(3) C84 0.062(4) 0.059(4) 0.081(4) -0.030(3) -0.007(3) -0.005(3) C85 0.073(4) 0.053(4) 0.097(5) -0.017(3) -0.023(4) -0.004(3) C86 0.063(4) 0.079(5) 0.107(5) -0.042(4) -0.002(4) 0.012(3) C87 0.058(4) 0.070(4) 0.098(5) -0.042(4) -0.004(3) -0.006(3) C88 0.047(3) 0.051(3) 0.069(4) -0.032(3) 0.000(3) -0.015(3) C89 0.046(3) 0.062(4) 0.076(4) -0.040(3) 0.004(3) -0.014(3) C90 0.063(4) 0.101(5) 0.080(4) -0.054(4) 0.012(4) -0.027(4) C91 0.081(5) 0.089(5) 0.063(4) -0.029(4) -0.002(4) -0.019(4) C92 0.082(4) 0.060(4) 0.066(4) -0.020(3) -0.009(3) -0.017(4) C93 0.070(4) 0.049(3) 0.060(4) -0.023(3) -0.006(3) -0.015(3) C94 0.047(3) 0.050(3) 0.054(3) -0.025(3) -0.001(3) -0.024(3) N1 0.191(7) 0.075(4) 0.107(4) -0.041(4) 0.028(4) -0.009(4) N2 0.125(6) 0.125(6) 0.165(6) -0.064(5) -0.023(5) -0.025(4) N3 0.057(3) 0.070(3) 0.131(4) -0.067(3) 0.014(3) -0.015(3) N4 0.131(6) 0.136(6) 0.245(8) -0.099(6) -0.030(5) -0.051(5) N5 0.082(4) 0.108(5) 0.207(7) -0.084(5) -0.004(4) -0.007(4) N6 0.087(3) 0.071(3) 0.074(3) -0.035(3) -0.020(3) -0.017(3) O1 0.086(3) 0.051(2) 0.063(2) -0.0274(19) -0.0006(19) -0.020(2) O2 0.064(2) 0.044(2) 0.067(2) -0.0280(18) 0.0047(18) -0.0130(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 C1 N1 1.148(7) . ? C1 C2 1.459(8) . ? C2 C4 1.349(8) . ? C2 C3 1.438(10) . ? C3 N2 1.131(8) . ? C4 C5 1.384(7) . ? C4 H4 0.9300 . ? C5 C6 1.355(7) . ? C5 O1 1.378(6) . ? C6 C7 1.387(7) . ? C6 H6 0.9300 . ? C7 C8 1.376(7) . ? C7 H7 0.9300 . ? C8 O1 1.360(5) . ? C8 C9 1.456(7) . ? C9 C10 1.359(6) . ? C9 C14 1.399(6) . ? C10 C11 1.393(6) . ? C10 H10 0.9300 . ? C11 C12 1.397(6) . ? C11 H11 0.9300 . ? C12 C13 1.394(6) . ? C12 C19 1.459(6) . ? C13 C14 1.369(6) . ? C13 C15 1.549(6) . ? C14 H14 0.9300 . ? C15 C16 1.552(6) . ? C15 C43 1.556(7) . ? C15 C36 1.556(7) . ? C16 C23 1.386(6) . ? C16 C17 1.394(6) . ? C17 C20 1.400(6) . ? C17 C18 1.458(6) . ? C18 C19 1.333(6) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 C21 1.359(6) . ? C20 H20 0.9300 . ? C21 C22 1.394(6) . ? C21 H21 0.9300 . ? C22 N3 1.394(6) . ? C22 C23 1.405(6) . ? C23 H23 0.9300 . ? C24 C25 1.354(7) . ? C24 C29 1.376(8) . ? C24 N3 1.424(6) . ? C25 C26 1.420(9) . ? C25 H25 0.9300 . ? C26 C27 1.364(9) . ? C26 H26 0.9300 . ? C27 C28 1.335(9) . ? C27 H27 0.9300 . ? C28 C29 1.384(8) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C30 N3 1.448(8) . ? C30 C31 1.360(19) . ? C30 C35 1.37(2) . ? C31 C32 1.396(19) . ? C31 H31 0.9300 . ? C32 C33 1.22(2) . ? C32 H32 0.9300 . ? C33 C34 1.54(2) . ? C33 H33 0.9300 . ? C34 C35 1.35(2) . ? C34 H34 0.9300 . ? C35 H35 0.9300 . ? C30' C35' 1.38(2) . ? C30' C31' 1.38(2) . ? C30' N3 1.450(8) . ? C31' C32' 1.426(19) . ? C31' H31' 0.9300 . ? C32' C33' 1.35(3) . ? C32' H32' 0.9300 . ? C33' C34' 1.46(3) . ? C33' H33' 0.9300 . ? C34' C35' 1.48(2) . ? C34' H34' 0.9300 . ? C35' H35' 0.9300 . ? C36 C37 1.390(7) . ? C36 C41 1.401(7) . ? C37 C38 1.394(7) . ? C37 H37 0.9300 . ? C38 C39 1.359(10) . ? C38 H38 0.9300 . ? C39 C40 1.365(10) . ? C39 H39 0.9300 . ? C40 C41 1.423(9) . ? C40 H40 0.9300 . ? C41 C42 1.450(8) . ? C42 C43 1.391(7) . ? C42 C47 1.408(9) . ? C43 C44 1.379(7) . ? C44 C45 1.410(8) . ? C44 H44 0.9300 . ? C45 C46 1.393(9) . ? C45 H45 0.9300 . ? C46 C47 1.378(10) . ? C46 H46 0.9300 . ? C47 H47 0.9300 . ? C48 N4 1.161(8) . ? C48 C49 1.406(9) . ? C49 C51 1.332(7) . ? C49 C50 1.410(8) . ? C50 N5 1.146(7) . ? C51 C52 1.428(7) . ? C51 H51 0.9300 . ? C52 C53 1.347(7) . ? C52 O2 1.365(5) . ? C53 C54 1.412(7) . ? C53 H53 0.9300 . ? C54 C55 1.342(6) . ? C54 H54 0.9300 . ? C55 O2 1.364(5) . ? C55 C56 1.459(6) . ? C56 C61 1.370(6) . ? C56 C57 1.396(6) . ? C57 C58 1.370(6) . ? C57 H57 0.9300 . ? C58 C59 1.406(6) . ? C58 H58 0.9300 . ? C59 C60 1.408(6) . ? C59 C66 1.436(6) . ? C60 C61 1.394(6) . ? C60 C62 1.559(6) . ? C61 H61 0.9300 . ? C62 C94 1.542(6) . ? C62 C83 1.545(6) . ? C62 C63 1.563(6) . ? C63 C70 1.389(6) . ? C63 C64 1.411(6) . ? C64 C67 1.420(6) . ? C64 C65 1.463(6) . ? C65 C66 1.330(6) . ? C65 H65 0.9300 . ? C66 H66 0.9300 . ? C67 C68 1.375(6) . ? C67 H67 0.9300 . ? C68 C69 1.376(6) . ? C68 H68 0.9300 . ? C69 C70 1.381(6) . ? C69 N6 1.425(6) . ? C70 H70 0.9300 . ? C71 C72 1.367(7) . ? C71 C76 1.381(7) . ? C71 N6 1.400(7) . ? C72 C73 1.403(8) . ? C72 H72 0.9300 . ? C73 C74 1.342(10) . ? C73 H73 0.9300 . ? C74 C75 1.387(10) . ? C74 H74 0.9300 . ? C75 C76 1.410(9) . ? C75 H75 0.9300 . ? C76 H76 0.9300 . ? C77 C82 1.365(8) . ? C77 C78 1.377(8) . ? C77 N6 1.424(7) . ? C78 C79 1.386(9) . ? C78 H78 0.9300 . ? C79 C80 1.346(12) . ? C79 H79 0.9300 . ? C80 C81 1.373(11) . ? C80 H80 0.9300 . ? C81 C82 1.402(9) . ? C81 H81 0.9300 . ? C82 H82 0.9300 . ? C83 C88 1.367(6) . ? C83 C84 1.391(6) . ? C84 C85 1.403(6) . ? C84 H84 0.9300 . ? C85 C86 1.377(7) . ? C85 H85 0.9300 . ? C86 C87 1.366(7) . ? C86 H86 0.9300 . ? C87 C88 1.386(6) . ? C87 H87 0.9300 . ? C88 C89 1.478(7) . ? C89 C94 1.407(6) . ? C89 C90 1.409(7) . ? C90 C91 1.367(7) . ? C90 H90 0.9300 . ? C91 C92 1.376(7) . ? C91 H91 0.9300 . ? C92 C93 1.395(6) . ? C92 H92 0.9300 . ? C93 C94 1.372(6) . ? C93 H93 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 177.4(7) . . ? C4 C2 C3 125.1(6) . . ? C4 C2 C1 120.9(7) . . ? C3 C2 C1 113.9(7) . . ? N2 C3 C2 176.7(9) . . ? C2 C4 C5 128.2(6) . . ? C2 C4 H4 115.9 . . ? C5 C4 H4 115.9 . . ? C6 C5 O1 109.1(5) . . ? C6 C5 C4 131.2(6) . . ? O1 C5 C4 119.3(6) . . ? C5 C6 C7 107.8(6) . . ? C5 C6 H6 126.1 . . ? C7 C6 H6 126.1 . . ? C8 C7 C6 106.8(5) . . ? C8 C7 H7 126.6 . . ? C6 C7 H7 126.6 . . ? O1 C8 C7 109.3(5) . . ? O1 C8 C9 117.4(5) . . ? C7 C8 C9 133.4(5) . . ? C10 C9 C14 118.6(5) . . ? C10 C9 C8 123.1(5) . . ? C14 C9 C8 118.3(5) . . ? C9 C10 C11 118.4(5) . . ? C9 C10 H10 120.8 . . ? C11 C10 H10 120.8 . . ? C10 C11 C12 122.8(5) . . ? C10 C11 H11 118.6 . . ? C12 C11 H11 118.6 . . ? C13 C12 C11 118.6(5) . . ? C13 C12 C19 127.1(4) . . ? C11 C12 C19 114.3(5) . . ? C14 C13 C12 117.3(4) . . ? C14 C13 C15 118.6(4) . . ? C12 C13 C15 123.8(4) . . ? C13 C14 C9 124.1(5) . . ? C13 C14 H14 117.9 . . ? C9 C14 H14 117.9 . . ? C13 C15 C16 116.4(4) . . ? C13 C15 C43 109.5(4) . . ? C16 C15 C43 111.3(4) . . ? C13 C15 C36 108.9(4) . . ? C16 C15 C36 109.0(4) . . ? C43 C15 C36 100.5(4) . . ? C23 C16 C17 117.6(4) . . ? C23 C16 C15 118.0(4) . . ? C17 C16 C15 124.1(4) . . ? C16 C17 C20 117.6(5) . . ? C16 C17 C18 126.6(4) . . ? C20 C17 C18 115.8(5) . . ? C19 C18 C17 130.2(5) . . ? C19 C18 H18 114.9 . . ? C17 C18 H18 114.9 . . ? C18 C19 C12 129.5(5) . . ? C18 C19 H19 115.2 . . ? C12 C19 H19 115.2 . . ? C21 C20 C17 124.9(5) . . ? C21 C20 H20 117.6 . . ? C17 C20 H20 117.6 . . ? C20 C21 C22 118.1(5) . . ? C20 C21 H21 120.9 . . ? C22 C21 H21 120.9 . . ? C21 C22 N3 123.1(5) . . ? C21 C22 C23 117.5(5) . . ? N3 C22 C23 119.4(5) . . ? C16 C23 C22 124.0(5) . . ? C16 C23 H23 118.0 . . ? C22 C23 H23 118.0 . . ? C25 C24 C29 118.5(6) . . ? C25 C24 N3 121.0(6) . . ? C29 C24 N3 120.5(6) . . ? C24 C25 C26 119.6(7) . . ? C24 C25 H25 120.2 . . ? C26 C25 H25 120.2 . . ? C27 C26 C25 120.5(8) . . ? C27 C26 H26 119.8 . . ? C25 C26 H26 119.8 . . ? C28 C27 C26 119.5(8) . . ? C28 C27 H27 120.3 . . ? C26 C27 H27 120.2 . . ? C27 C28 C29 120.6(8) . . ? C27 C28 H28 119.7 . . ? C29 C28 H28 119.7 . . ? C24 C29 C28 121.4(7) . . ? C24 C29 H29 119.3 . . ? C28 C29 H29 119.3 . . ? N3 C30 C31 112.7(12) . . ? N3 C30 C35 123.1(12) . . ? C31 C30 C35 124.2(11) . . ? C32 C31 C30 119.1(15) . . ? C32 C31 H31 120.5 . . ? C30 C31 H31 120.5 . . ? C33 C32 C31 120(2) . . ? C33 C32 H32 120.2 . . ? C31 C32 H32 120.2 . . ? C32 C33 C34 123.1(17) . . ? C32 C33 H33 118.4 . . ? C34 C33 H33 118.4 . . ? C35 C34 C33 116.3(14) . . ? C35 C34 H34 121.8 . . ? C33 C34 H34 121.8 . . ? C34 C35 C30 117.2(14) . . ? C34 C35 H35 121.4 . . ? C30 C35 H35 121.4 . . ? C35' C30' C31' 119.6(12) . . ? C35' C30' N3 116.1(13) . . ? C31' C30' N3 124.3(13) . . ? C30' C31' C32' 123.1(14) . . ? C30' C31' H31' 118.5 . . ? C32' C31' H31' 118.5 . . ? C33' C32' C31' 112.5(17) . . ? C33' C32' H32' 123.8 . . ? C31' C32' H32' 123.8 . . ? C32' C33' C34' 132(2) . . ? C32' C33' H33' 113.8 . . ? C34' C33' H33' 113.8 . . ? C33' C34' C35' 106.9(17) . . ? C33' C34' H34' 126.5 . . ? C35' C34' H34' 126.5 . . ? C30' C35' C34' 124.6(16) . . ? C30' C35' H35' 117.7 . . ? C34' C35' H35' 117.7 . . ? C37 C36 C41 120.7(6) . . ? C37 C36 C15 129.7(5) . . ? C41 C36 C15 109.6(5) . . ? C36 C37 C38 117.6(6) . . ? C36 C37 H37 121.2 . . ? C38 C37 H37 121.2 . . ? C39 C38 C37 121.6(8) . . ? C39 C38 H38 119.2 . . ? C37 C38 H38 119.2 . . ? C38 C39 C40 122.9(8) . . ? C38 C39 H39 118.6 . . ? C40 C39 H39 118.6 . . ? C39 C40 C41 116.9(8) . . ? C39 C40 H40 121.5 . . ? C41 C40 H40 121.5 . . ? C36 C41 C40 120.4(7) . . ? C36 C41 C42 110.0(6) . . ? C40 C41 C42 129.6(7) . . ? C43 C42 C47 119.9(7) . . ? C43 C42 C41 109.5(6) . . ? C47 C42 C41 130.6(7) . . ? C44 C43 C42 122.5(6) . . ? C44 C43 C15 127.2(5) . . ? C42 C43 C15 110.3(6) . . ? C43 C44 C45 118.3(6) . . ? C43 C44 H44 120.9 . . ? C45 C44 H44 120.9 . . ? C46 C45 C44 118.5(7) . . ? C46 C45 H45 120.8 . . ? C44 C45 H45 120.8 . . ? C47 C46 C45 123.9(7) . . ? C47 C46 H46 118.1 . . ? C45 C46 H46 118.1 . . ? C46 C47 C42 116.9(7) . . ? C46 C47 H47 121.5 . . ? C42 C47 H47 121.5 . . ? N4 C48 C49 178.7(9) . . ? C51 C49 C48 119.4(6) . . ? C51 C49 C50 125.3(5) . . ? C48 C49 C50 115.4(6) . . ? N5 C50 C49 178.6(8) . . ? C49 C51 C52 127.6(5) . . ? C49 C51 H51 116.2 . . ? C52 C51 H51 116.2 . . ? C53 C52 O2 109.9(5) . . ? C53 C52 C51 130.1(5) . . ? O2 C52 C51 120.0(5) . . ? C52 C53 C54 107.2(5) . . ? C52 C53 H53 126.4 . . ? C54 C53 H53 126.4 . . ? C55 C54 C53 105.9(5) . . ? C55 C54 H54 127.0 . . ? C53 C54 H54 127.0 . . ? C54 C55 O2 111.0(4) . . ? C54 C55 C56 132.0(5) . . ? O2 C55 C56 117.0(4) . . ? C61 C56 C57 118.5(4) . . ? C61 C56 C55 117.4(5) . . ? C57 C56 C55 124.1(5) . . ? C58 C57 C56 118.5(5) . . ? C58 C57 H57 120.7 . . ? C56 C57 H57 120.7 . . ? C57 C58 C59 123.5(5) . . ? C57 C58 H58 118.2 . . ? C59 C58 H58 118.2 . . ? C58 C59 C60 117.9(4) . . ? C58 C59 C66 115.9(4) . . ? C60 C59 C66 126.2(4) . . ? C61 C60 C59 117.2(4) . . ? C61 C60 C62 118.5(4) . . ? C59 C60 C62 124.1(4) . . ? C56 C61 C60 124.3(4) . . ? C56 C61 H61 117.8 . . ? C60 C61 H61 117.8 . . ? C94 C62 C83 100.1(4) . . ? C94 C62 C60 110.2(4) . . ? C83 C62 C60 109.0(4) . . ? C94 C62 C63 111.5(4) . . ? C83 C62 C63 109.3(4) . . ? C60 C62 C63 115.6(4) . . ? C70 C63 C64 118.1(4) . . ? C70 C63 C62 119.2(4) . . ? C64 C63 C62 122.6(4) . . ? C63 C64 C67 117.5(5) . . ? C63 C64 C65 126.9(5) . . ? C67 C64 C65 115.6(4) . . ? C66 C65 C64 128.9(5) . . ? C66 C65 H65 115.5 . . ? C64 C65 H65 115.5 . . ? C65 C66 C59 130.3(5) . . ? C65 C66 H66 114.9 . . ? C59 C66 H66 114.9 . . ? C68 C67 C64 123.2(5) . . ? C68 C67 H67 118.4 . . ? C64 C67 H67 118.4 . . ? C69 C68 C67 118.0(5) . . ? C69 C68 H68 121.0 . . ? C67 C68 H68 121.0 . . ? C68 C69 C70 120.4(5) . . ? C68 C69 N6 121.6(5) . . ? C70 C69 N6 118.0(5) . . ? C69 C70 C63 122.6(5) . . ? C69 C70 H70 118.7 . . ? C63 C70 H70 118.7 . . ? C72 C71 C76 118.7(6) . . ? C72 C71 N6 121.0(5) . . ? C76 C71 N6 120.2(6) . . ? C71 C72 C73 120.9(7) . . ? C71 C72 H72 119.6 . . ? C73 C72 H72 119.6 . . ? C74 C73 C72 120.8(8) . . ? C74 C73 H73 119.6 . . ? C72 C73 H73 119.6 . . ? C73 C74 C75 119.8(9) . . ? C73 C74 H74 120.1 . . ? C75 C74 H74 120.1 . . ? C74 C75 C76 119.6(8) . . ? C74 C75 H75 120.2 . . ? C76 C75 H75 120.2 . . ? C71 C76 C75 120.3(7) . . ? C71 C76 H76 119.9 . . ? C75 C76 H76 119.9 . . ? C82 C77 C78 118.9(6) . . ? C82 C77 N6 120.5(6) . . ? C78 C77 N6 120.5(7) . . ? C77 C78 C79 120.1(8) . . ? C77 C78 H78 120.0 . . ? C79 C78 H78 120.0 . . ? C80 C79 C78 121.4(10) . . ? C80 C79 H79 119.3 . . ? C78 C79 H79 119.3 . . ? C79 C80 C81 119.2(10) . . ? C79 C80 H80 120.4 . . ? C81 C80 H80 120.4 . . ? C80 C81 C82 120.0(9) . . ? C80 C81 H81 120.0 . . ? C82 C81 H81 120.0 . . ? C77 C82 C81 120.3(7) . . ? C77 C82 H82 119.8 . . ? C81 C82 H82 119.8 . . ? C88 C83 C84 119.6(4) . . ? C88 C83 C62 112.2(4) . . ? C84 C83 C62 128.1(5) . . ? C83 C84 C85 117.7(5) . . ? C83 C84 H84 121.2 . . ? C85 C84 H84 121.2 . . ? C86 C85 C84 122.3(5) . . ? C86 C85 H85 118.9 . . ? C84 C85 H85 118.9 . . ? C87 C86 C85 118.9(5) . . ? C87 C86 H86 120.5 . . ? C85 C86 H86 120.5 . . ? C86 C87 C88 119.6(5) . . ? C86 C87 H87 120.2 . . ? C88 C87 H87 120.2 . . ? C83 C88 C87 122.0(5) . . ? C83 C88 C89 108.4(4) . . ? C87 C88 C89 129.6(5) . . ? C94 C89 C90 120.1(5) . . ? C94 C89 C88 108.9(5) . . ? C90 C89 C88 131.0(5) . . ? C91 C90 C89 119.1(5) . . ? C91 C90 H90 120.5 . . ? C89 C90 H90 120.5 . . ? C90 C91 C92 120.6(6) . . ? C90 C91 H91 119.7 . . ? C92 C91 H91 119.7 . . ? C91 C92 C93 121.1(5) . . ? C91 C92 H92 119.4 . . ? C93 C92 H92 119.4 . . ? C94 C93 C92 119.3(5) . . ? C94 C93 H93 120.3 . . ? C92 C93 H93 120.3 . . ? C93 C94 C89 119.7(5) . . ? C93 C94 C62 130.1(4) . . ? C89 C94 C62 110.2(4) . . ? C30 N3 C22 117.0(7) . . ? C30 N3 C24 119.6(7) . . ? C22 N3 C24 119.9(4) . . ? C30 N3 C30' 19.6(8) . . ? C22 N3 C30' 124.1(7) . . ? C24 N3 C30' 116.0(7) . . ? C71 N6 C69 122.5(5) . . ? C71 N6 C77 119.6(5) . . ? C69 N6 C77 117.9(5) . . ? C8 O1 C5 107.0(4) . . ? C55 O2 C52 105.9(4) . . ? _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 0.282 _refine_diff_density_min -0.385 _refine_diff_density_rms 0.093 data_Ph2N-STIF-FCA-H2O _database_code_depnum_ccdc_archive 'CCDC 871304' #TrackingRef '- a13524a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C47 H31 N3 O2' _chemical_formula_sum 'C47 H31 N3 O2' _chemical_formula_weight 669.75 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.7199(3) _cell_length_b 18.3611(4) _cell_length_c 19.7203(4) _cell_angle_alpha 63.0810(10) _cell_angle_beta 84.4430(10) _cell_angle_gamma 74.8630(10) _cell_volume 3962.96(15) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.123 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 0.069 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9769 _exptl_absorpt_correction_T_max 0.9966 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 39851 _diffrn_reflns_av_R_equivalents 0.0449 _diffrn_reflns_av_sigmaI/netI 0.1022 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.16 _diffrn_reflns_theta_max 25.03 _reflns_number_total 13945 _reflns_number_gt 5942 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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. ; # SQUEEZE RESULTS (APPEND TO CIF) loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 -0.004 0.000 0.004 766.8 143.9 _platon_squeeze_details ; the SQUEEZE removed the contributions of 143.9 electrons from the reflection file, which corresponds with 143.9/4 = 36.0 electrons or 36.0/18 = 2 H2O molecules per asymmetric unit. Since there are two independent molecules in the asymmetric unit, the overall correct formulation for this complex would be C47H29N3O-H2O. The contribution of the H2O disordered solvent is removed by the SQUEEZE ; _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^)+(0.0820P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13945 _refine_ls_number_parameters 919 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1564 _refine_ls_R_factor_gt 0.0583 _refine_ls_wR_factor_ref 0.1605 _refine_ls_wR_factor_gt 0.1337 _refine_ls_goodness_of_fit_ref 0.841 _refine_ls_restrained_S_all 0.841 _refine_ls_shift/su_max 0.005 _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 C1 C 0.5614(2) 0.6024(2) 0.3139(2) 0.0710(9) Uani 1 1 d . . . C2 C 0.5754(3) 0.6728(2) 0.2513(2) 0.0922(11) Uani 1 1 d . . . H2 H 0.6108 0.6680 0.2083 0.111 Uiso 1 1 calc R . . C3 C 0.5385(3) 0.7509(2) 0.2502(3) 0.1077(14) Uani 1 1 d . . . H3 H 0.5487 0.7997 0.2064 0.129 Uiso 1 1 calc R . . C4 C 0.4878(3) 0.7586(3) 0.3112(4) 0.1084(17) Uani 1 1 d . . . H4 H 0.4629 0.8124 0.3104 0.130 Uiso 1 1 calc R . . C5 C 0.4728(3) 0.6896(3) 0.3727(3) 0.1126(15) Uani 1 1 d . . . H5 H 0.4366 0.6953 0.4152 0.135 Uiso 1 1 calc R . . C6 C 0.5098(3) 0.6089(2) 0.3755(2) 0.0914(11) Uani 1 1 d . . . H6 H 0.4991 0.5603 0.4193 0.110 Uiso 1 1 calc R . . C7 C 0.5232(3) 0.4769(3) 0.3176(3) 0.0894(12) Uani 1 1 d . . . C8 C 0.5221(3) 0.3998(3) 0.3785(3) 0.1261(16) Uani 1 1 d . . . H8 H 0.5715 0.3770 0.4204 0.151 Uiso 1 1 calc R . . C9 C 0.4470(5) 0.3554(4) 0.3780(5) 0.186(3) Uani 1 1 d . . . H9 H 0.4454 0.3027 0.4199 0.224 Uiso 1 1 calc R . . C10 C 0.3768(6) 0.3883(6) 0.3173(7) 0.214(5) Uani 1 1 d . . . H10 H 0.3278 0.3577 0.3160 0.256 Uiso 1 1 calc R . . C11 C 0.3772(5) 0.4644(5) 0.2593(5) 0.193(4) Uani 1 1 d . . . H11 H 0.3268 0.4878 0.2178 0.232 Uiso 1 1 calc R . . C12 C 0.4501(4) 0.5091(3) 0.2591(3) 0.1238(17) Uani 1 1 d . . . H12 H 0.4489 0.5628 0.2177 0.149 Uiso 1 1 calc R . . C13 C 0.7111(2) 0.48159(16) 0.32474(16) 0.0582(8) Uani 1 1 d . . . C14 C 0.7851(2) 0.50825(16) 0.34889(16) 0.0612(8) Uani 1 1 d . . . H14 H 0.7628 0.5573 0.3569 0.073 Uiso 1 1 calc R . . C15 C 0.8918(2) 0.46283(15) 0.36122(16) 0.0609(8) Uani 1 1 d . . . H15 H 0.9421 0.4816 0.3783 0.073 Uiso 1 1 calc R . . C16 C 0.9309(2) 0.39037(15) 0.35004(15) 0.0510(7) Uani 1 1 d . . . C17 C 0.8572(2) 0.36729(15) 0.31896(15) 0.0499(7) Uani 1 1 d . . . C18 C 0.7500(2) 0.41317(15) 0.30749(16) 0.0572(8) Uani 1 1 d . . . H18 H 0.7001 0.3976 0.2868 0.069 Uiso 1 1 calc R . . C19 C 1.0440(2) 0.34662(16) 0.37262(16) 0.0585(8) Uani 1 1 d . . . H19 H 1.0861 0.3785 0.3797 0.070 Uiso 1 1 calc R . . C20 C 1.0984(2) 0.26857(15) 0.38502(16) 0.0610(8) Uani 1 1 d . . . H20 H 1.1731 0.2539 0.3993 0.073 Uiso 1 1 calc R . . C21 C 1.0610(2) 0.20263(15) 0.38007(16) 0.0522(7) Uani 1 1 d . . . C22 C 0.9640(2) 0.21317(15) 0.34402(15) 0.0486(7) Uani 1 1 d . . . C23 C 0.8935(2) 0.29985(15) 0.28874(16) 0.0513(7) Uani 1 1 d . . . C24 C 0.7940(3) 0.28708(16) 0.2612(2) 0.0615(8) Uani 1 1 d . . . C25 C 0.7065(3) 0.25811(18) 0.3018(2) 0.0775(10) Uani 1 1 d . . . H25 H 0.7011 0.2445 0.3544 0.093 Uiso 1 1 calc R . . C26 C 0.6262(3) 0.2492(2) 0.2645(3) 0.1078(14) Uani 1 1 d . . . H26 H 0.5654 0.2295 0.2915 0.129 Uiso 1 1 calc R . . C27 C 0.6357(4) 0.2693(3) 0.1877(4) 0.1237(18) Uani 1 1 d . . . H27 H 0.5810 0.2627 0.1628 0.148 Uiso 1 1 calc R . . C28 C 0.7219(4) 0.2984(2) 0.1466(3) 0.1073(14) Uani 1 1 d . . . H28 H 0.7274 0.3117 0.0940 0.129 Uiso 1 1 calc R . . C29 C 0.8010(3) 0.30771(19) 0.1841(2) 0.0752(10) Uani 1 1 d . . . C30 C 0.8980(3) 0.33838(18) 0.1550(2) 0.0723(10) Uani 1 1 d . . . C31 C 0.9382(4) 0.3678(2) 0.0800(3) 0.1058(14) Uani 1 1 d . . . H31 H 0.9003 0.3706 0.0393 0.127 Uiso 1 1 calc R . . C32 C 1.0351(5) 0.3921(2) 0.0688(3) 0.1109(16) Uani 1 1 d . . . H32 H 1.0649 0.4108 0.0195 0.133 Uiso 1 1 calc R . . C33 C 1.0887(3) 0.39017(19) 0.1257(3) 0.0914(12) Uani 1 1 d . . . H33 H 1.1541 0.4088 0.1153 0.110 Uiso 1 1 calc R . . C34 C 1.0499(3) 0.36152(16) 0.1989(2) 0.0684(9) Uani 1 1 d . . . H34 H 1.0886 0.3598 0.2387 0.082 Uiso 1 1 calc R . . C35 C 0.9538(3) 0.33537(16) 0.21335(18) 0.0570(8) Uani 1 1 d . . . C36 C 0.9384(2) 0.14104(15) 0.35185(15) 0.0533(7) Uani 1 1 d . . . H36 H 0.8722 0.1471 0.3290 0.064 Uiso 1 1 calc R . . C37 C 1.0040(2) 0.05992(16) 0.39122(15) 0.0517(7) Uani 1 1 d . . . C38 C 1.1020(2) 0.05023(16) 0.42276(16) 0.0595(8) Uani 1 1 d . . . H38 H 1.1504 -0.0038 0.4474 0.071 Uiso 1 1 calc R . . C39 C 1.1280(2) 0.12110(17) 0.41765(16) 0.0597(8) Uani 1 1 d . . . H39 H 1.1944 0.1142 0.4407 0.072 Uiso 1 1 calc R . . C40 C 0.9671(3) -0.01032(16) 0.39530(16) 0.0595(8) Uani 1 1 d . . . C41 C 0.8713(3) -0.01780(18) 0.37765(18) 0.0727(9) Uani 1 1 d . . . H41 H 0.8071 0.0261 0.3577 0.087 Uiso 1 1 calc R . . C42 C 0.8849(3) -0.1023(2) 0.39428(18) 0.0765(9) Uani 1 1 d . . . H42 H 0.8313 -0.1264 0.3879 0.092 Uiso 1 1 calc R . . C43 C 0.9880(3) -0.14327(18) 0.42099(17) 0.0646(8) Uani 1 1 d . . . C44 C 1.0471(3) -0.22663(18) 0.44022(17) 0.0717(9) Uani 1 1 d . . . H44 H 1.0067 -0.2628 0.4389 0.086 Uiso 1 1 calc R . . C45 C 1.1528(4) -0.26181(19) 0.46017(19) 0.0770(10) Uani 1 1 d . . . C46 C 1.2251(4) -0.2218(2) 0.4744(2) 0.0921(12) Uani 1 1 d . . . C47 C 1.2042(3) -0.3450(2) 0.46735(19) 0.0934(12) Uani 1 1 d . . . C48 C 0.7062(2) 0.6436(2) 0.0524(2) 0.0654(8) Uani 1 1 d . . . C49 C 0.6900(3) 0.5698(2) 0.1106(2) 0.0813(10) Uani 1 1 d . . . H49 H 0.7093 0.5548 0.1614 0.098 Uiso 1 1 calc R . . C50 C 0.6459(3) 0.5177(2) 0.0956(3) 0.1067(13) Uani 1 1 d . . . H50 H 0.6341 0.4670 0.1361 0.128 Uiso 1 1 calc R . . C51 C 0.6188(3) 0.5392(4) 0.0217(4) 0.1238(18) Uani 1 1 d . . . H51 H 0.5905 0.5023 0.0111 0.149 Uiso 1 1 calc R . . C52 C 0.6326(3) 0.6134(3) -0.0362(3) 0.1160(15) Uani 1 1 d . . . H52 H 0.6115 0.6290 -0.0868 0.139 Uiso 1 1 calc R . . C53 C 0.6769(3) 0.6653(2) -0.0211(2) 0.0858(10) Uani 1 1 d . . . H53 H 0.6874 0.7165 -0.0615 0.103 Uiso 1 1 calc R . . C54 C 0.7141(3) 0.7867(2) 0.02297(19) 0.0696(9) Uani 1 1 d . . . C55 C 0.7879(3) 0.8346(2) -0.0125(2) 0.0868(10) Uani 1 1 d . . . H55 H 0.8636 0.8085 -0.0081 0.104 Uiso 1 1 calc R . . C56 C 0.7514(5) 0.9213(3) -0.0549(2) 0.1110(14) Uani 1 1 d . . . H56 H 0.8026 0.9544 -0.0786 0.133 Uiso 1 1 calc R . . C57 C 0.6436(6) 0.9587(3) -0.0627(3) 0.137(2) Uani 1 1 d . . . H57 H 0.6194 1.0178 -0.0929 0.165 Uiso 1 1 calc R . . C58 C 0.5692(4) 0.9118(3) -0.0273(3) 0.1385(18) Uani 1 1 d . . . H58 H 0.4936 0.9385 -0.0324 0.166 Uiso 1 1 calc R . . C59 C 0.6046(3) 0.8248(3) 0.0161(2) 0.1039(12) Uani 1 1 d . . . H59 H 0.5533 0.7921 0.0409 0.125 Uiso 1 1 calc R . . C60 C 0.8363(2) 0.66786(17) 0.12198(17) 0.0581(8) Uani 1 1 d . . . C61 C 0.9166(2) 0.59445(17) 0.13785(18) 0.0663(9) Uani 1 1 d . . . H61 H 0.9140 0.5595 0.1146 0.080 Uiso 1 1 calc R . . C62 C 0.9991(2) 0.57344(16) 0.18739(17) 0.0629(8) Uani 1 1 d . . . H62 H 1.0535 0.5227 0.1984 0.075 Uiso 1 1 calc R . . C63 C 1.0084(2) 0.62273(15) 0.22309(16) 0.0514(7) Uani 1 1 d . . . C64 C 0.9238(2) 0.69527(14) 0.20992(15) 0.0481(7) Uani 1 1 d . . . C65 C 0.8393(2) 0.71445(15) 0.16077(16) 0.0528(7) Uani 1 1 d . . . H65 H 0.7805 0.7618 0.1531 0.063 Uiso 1 1 calc R . . C66 C 1.1064(2) 0.59430(16) 0.26848(16) 0.0587(8) Uani 1 1 d . . . H66 H 1.1406 0.5360 0.2869 0.070 Uiso 1 1 calc R . . C67 C 1.1563(2) 0.63717(15) 0.28848(16) 0.0570(8) Uani 1 1 d . . . H67 H 1.2212 0.6052 0.3184 0.068 Uiso 1 1 calc R . . C68 C 1.1257(2) 0.72613(15) 0.27113(15) 0.0494(7) Uani 1 1 d . . . C69 C 1.0198(2) 0.77932(14) 0.25127(14) 0.0444(7) Uani 1 1 d . . . C70 C 0.91539(19) 0.74971(14) 0.25299(16) 0.0465(7) Uani 1 1 d . . . C71 C 0.8188(2) 0.82732(15) 0.22133(18) 0.0482(7) Uani 1 1 d . . . C72 C 0.8010(2) 0.89279(17) 0.14865(19) 0.0641(8) Uani 1 1 d . . . H72 H 0.8498 0.8915 0.1093 0.077 Uiso 1 1 calc R . . C73 C 0.7116(3) 0.96011(17) 0.1337(2) 0.0797(10) Uani 1 1 d . . . H73 H 0.6987 1.0052 0.0839 0.096 Uiso 1 1 calc R . . C74 C 0.6401(3) 0.9621(2) 0.1917(3) 0.0837(11) Uani 1 1 d . . . H74 H 0.5798 1.0093 0.1811 0.100 Uiso 1 1 calc R . . C75 C 0.6562(2) 0.89668(19) 0.2639(2) 0.0728(9) Uani 1 1 d . . . H75 H 0.6074 0.8977 0.3033 0.087 Uiso 1 1 calc R . . C76 C 0.7463(2) 0.82874(16) 0.27773(18) 0.0507(7) Uani 1 1 d . . . C77 C 0.7816(2) 0.75261(17) 0.34765(18) 0.0512(7) Uani 1 1 d . . . C78 C 0.7329(2) 0.7239(2) 0.4182(2) 0.0702(9) Uani 1 1 d . . . H78 H 0.6662 0.7566 0.4264 0.084 Uiso 1 1 calc R . . C79 C 0.7832(3) 0.6470(2) 0.4762(2) 0.0766(9) Uani 1 1 d . . . H79 H 0.7497 0.6261 0.5242 0.092 Uiso 1 1 calc R . . C80 C 0.8807(3) 0.60111(18) 0.46488(19) 0.0684(9) Uani 1 1 d . . . H80 H 0.9147 0.5488 0.5053 0.082 Uiso 1 1 calc R . . C81 C 0.9305(2) 0.62987(16) 0.39520(18) 0.0544(7) Uani 1 1 d . . . H81 H 0.9990 0.5980 0.3884 0.065 Uiso 1 1 calc R . . C82 C 0.8806(2) 0.70468(15) 0.33597(16) 0.0447(7) Uani 1 1 d . . . C83 C 1.2107(2) 0.76015(16) 0.27437(17) 0.0604(8) Uani 1 1 d . . . H83 H 1.2816 0.7238 0.2889 0.072 Uiso 1 1 calc R . . C84 C 1.1966(2) 0.84363(16) 0.25747(16) 0.0594(8) Uani 1 1 d . . . H84 H 1.2565 0.8647 0.2593 0.071 Uiso 1 1 calc R . . C85 C 1.0927(2) 0.89614(15) 0.23781(15) 0.0503(7) Uani 1 1 d . . . C86 C 1.0077(2) 0.86301(14) 0.23572(14) 0.0483(7) Uani 1 1 d . . . H86 H 0.9368 0.8996 0.2229 0.058 Uiso 1 1 calc R . . C87 C 1.0674(2) 0.98579(16) 0.21814(16) 0.0553(8) Uani 1 1 d . . . C88 C 0.9780(2) 1.04945(17) 0.18624(18) 0.0715(9) Uani 1 1 d . . . H88 H 0.9117 1.0451 0.1717 0.086 Uiso 1 1 calc R . . C89 C 1.0018(3) 1.12283(17) 0.17884(18) 0.0707(9) Uani 1 1 d . . . H89 H 0.9547 1.1778 0.1581 0.085 Uiso 1 1 calc R . . C90 C 1.1043(3) 1.10106(16) 0.20662(17) 0.0571(8) Uani 1 1 d . . . C91 C 1.1675(3) 1.14986(17) 0.21363(17) 0.0636(8) Uani 1 1 d . . . H91 H 1.1338 1.2082 0.1951 0.076 Uiso 1 1 calc R . . C92 C 1.2688(3) 1.12542(18) 0.24281(19) 0.0705(9) Uani 1 1 d . . . C93 C 1.3173(3) 1.1845(2) 0.2475(2) 0.1016(13) Uani 1 1 d . . . C94 C 1.3342(3) 1.0411(2) 0.2709(2) 0.0852(11) Uani 1 1 d . . . N1 N 0.6005(2) 0.52156(14) 0.31434(15) 0.0753(8) Uani 1 1 d . . . N2 N 1.2846(3) -0.1921(2) 0.4865(2) 0.1305(14) Uani 1 1 d . . . N3 N 1.2460(3) -0.40910(18) 0.46917(18) 0.1263(13) Uani 1 1 d . . . N4 N 0.7516(2) 0.69789(15) 0.06738(15) 0.0701(7) Uani 1 1 d . . . N5 N 1.3538(3) 1.2330(2) 0.2506(3) 0.1553(16) Uani 1 1 d . . . N6 N 1.3888(2) 0.9742(2) 0.2933(2) 0.1311(14) Uani 1 1 d . . . O1 O 1.04073(15) -0.08711(11) 0.42256(10) 0.0618(5) Uani 1 1 d . . . O2 O 1.14629(13) 1.01590(10) 0.23152(10) 0.0544(5) 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 C1 0.0543(19) 0.065(2) 0.102(3) -0.049(2) 0.0054(19) -0.0079(16) C2 0.092(3) 0.075(2) 0.121(4) -0.053(3) 0.015(2) -0.027(2) C3 0.095(3) 0.072(2) 0.158(4) -0.049(3) -0.016(3) -0.021(2) C4 0.053(2) 0.090(3) 0.209(6) -0.093(4) -0.018(3) -0.002(2) C5 0.073(3) 0.136(3) 0.178(5) -0.120(4) 0.012(3) -0.012(3) C6 0.085(2) 0.091(2) 0.111(3) -0.062(2) 0.014(2) -0.0150(19) C7 0.052(2) 0.084(3) 0.151(4) -0.073(3) 0.020(3) -0.015(2) C8 0.103(3) 0.099(3) 0.176(5) -0.063(3) 0.049(3) -0.038(3) C9 0.138(5) 0.144(5) 0.338(11) -0.148(6) 0.140(6) -0.103(5) C10 0.095(5) 0.253(10) 0.444(17) -0.279(12) 0.082(7) -0.078(7) C11 0.077(4) 0.234(7) 0.382(12) -0.234(9) 0.017(5) -0.040(5) C12 0.063(3) 0.136(3) 0.220(6) -0.123(4) -0.003(3) -0.017(3) C13 0.0532(19) 0.0556(17) 0.070(2) -0.0322(17) 0.0060(16) -0.0131(15) C14 0.064(2) 0.0555(17) 0.073(2) -0.0365(17) 0.0085(17) -0.0152(16) C15 0.063(2) 0.0581(17) 0.072(2) -0.0357(17) 0.0014(17) -0.0178(15) C16 0.0542(19) 0.0482(15) 0.055(2) -0.0255(15) 0.0043(15) -0.0160(14) C17 0.0529(18) 0.0502(15) 0.053(2) -0.0282(15) 0.0056(15) -0.0149(14) C18 0.0562(19) 0.0585(17) 0.066(2) -0.0352(16) 0.0054(16) -0.0164(14) C19 0.0574(19) 0.0581(17) 0.068(2) -0.0312(17) -0.0019(16) -0.0204(15) C20 0.0545(18) 0.0535(17) 0.077(2) -0.0297(17) -0.0014(16) -0.0144(14) C21 0.0576(19) 0.0471(16) 0.052(2) -0.0218(15) 0.0058(16) -0.0140(14) C22 0.0554(18) 0.0466(16) 0.046(2) -0.0227(15) 0.0019(15) -0.0130(14) C23 0.0587(18) 0.0523(16) 0.048(2) -0.0268(15) -0.0012(16) -0.0129(14) C24 0.067(2) 0.0531(17) 0.069(3) -0.0351(18) -0.014(2) -0.0004(16) C25 0.063(2) 0.078(2) 0.112(3) -0.058(2) -0.007(2) -0.0161(18) C26 0.072(3) 0.104(3) 0.179(5) -0.088(3) -0.021(3) -0.017(2) C27 0.113(4) 0.123(4) 0.161(6) -0.093(4) -0.066(4) 0.012(3) C28 0.115(4) 0.105(3) 0.108(4) -0.063(3) -0.038(3) 0.006(3) C29 0.090(3) 0.062(2) 0.078(3) -0.042(2) -0.036(2) 0.0087(19) C30 0.098(3) 0.0523(19) 0.054(3) -0.0235(19) -0.009(2) 0.0053(18) C31 0.150(4) 0.083(3) 0.068(4) -0.036(3) -0.018(3) 0.010(3) C32 0.166(5) 0.080(3) 0.059(3) -0.023(2) 0.021(4) -0.007(3) C33 0.118(3) 0.063(2) 0.082(3) -0.031(2) 0.036(3) -0.019(2) C34 0.085(3) 0.0490(17) 0.064(3) -0.0246(17) 0.020(2) -0.0126(17) C35 0.072(2) 0.0433(16) 0.049(2) -0.0220(16) -0.003(2) 0.0023(15) C36 0.0592(18) 0.0535(17) 0.049(2) -0.0253(15) -0.0017(15) -0.0111(14) C37 0.065(2) 0.0489(17) 0.045(2) -0.0208(15) 0.0048(16) -0.0206(15) C38 0.063(2) 0.0501(17) 0.061(2) -0.0222(16) -0.0025(17) -0.0099(15) C39 0.0589(18) 0.0604(18) 0.062(2) -0.0272(17) -0.0060(16) -0.0149(15) C40 0.076(2) 0.0486(18) 0.053(2) -0.0211(16) -0.0036(17) -0.0149(17) C41 0.084(2) 0.0588(19) 0.079(3) -0.0307(18) -0.011(2) -0.0185(17) C42 0.090(3) 0.077(2) 0.080(3) -0.041(2) 0.000(2) -0.036(2) C43 0.091(2) 0.0574(19) 0.060(2) -0.0310(17) 0.0079(19) -0.0332(19) C44 0.105(3) 0.0553(19) 0.059(2) -0.0265(17) 0.012(2) -0.0278(19) C45 0.110(3) 0.055(2) 0.064(3) -0.0249(18) 0.015(2) -0.024(2) C46 0.101(3) 0.080(3) 0.089(3) -0.039(2) 0.002(3) -0.011(2) C47 0.135(3) 0.061(2) 0.071(3) -0.023(2) 0.021(2) -0.020(2) C48 0.059(2) 0.078(2) 0.067(3) -0.040(2) -0.0088(19) -0.0096(17) C49 0.086(2) 0.078(2) 0.090(3) -0.046(2) -0.003(2) -0.016(2) C50 0.089(3) 0.086(3) 0.152(5) -0.057(3) -0.014(3) -0.020(2) C51 0.085(3) 0.138(4) 0.188(6) -0.106(5) -0.042(4) -0.010(3) C52 0.105(3) 0.137(4) 0.124(4) -0.078(4) -0.040(3) -0.007(3) C53 0.080(2) 0.112(3) 0.080(3) -0.054(2) -0.013(2) -0.022(2) C54 0.075(3) 0.077(2) 0.055(2) -0.029(2) -0.013(2) -0.009(2) C55 0.106(3) 0.087(3) 0.059(3) -0.030(2) 0.001(2) -0.015(2) C56 0.166(5) 0.089(3) 0.061(3) -0.019(3) 0.003(3) -0.031(3) C57 0.193(6) 0.089(4) 0.094(4) -0.027(3) -0.046(4) 0.015(4) C58 0.119(4) 0.115(4) 0.150(5) -0.052(4) -0.052(4) 0.028(3) C59 0.088(3) 0.102(3) 0.109(4) -0.044(3) -0.030(2) 0.003(2) C60 0.060(2) 0.0605(18) 0.051(2) -0.0241(17) -0.0108(17) -0.0087(15) C61 0.072(2) 0.0677(19) 0.069(2) -0.0424(18) -0.0082(19) -0.0070(17) C62 0.066(2) 0.0559(17) 0.070(2) -0.0339(17) -0.0058(18) -0.0056(15) C63 0.0524(18) 0.0465(15) 0.055(2) -0.0231(15) -0.0041(16) -0.0082(14) C64 0.0490(17) 0.0422(15) 0.052(2) -0.0211(14) -0.0037(15) -0.0085(13) C65 0.0512(18) 0.0519(16) 0.054(2) -0.0249(15) -0.0080(16) -0.0037(13) C66 0.0594(19) 0.0442(15) 0.070(2) -0.0273(16) -0.0115(17) -0.0010(14) C67 0.0469(17) 0.0487(16) 0.069(2) -0.0241(16) -0.0163(15) 0.0017(13) C68 0.0449(17) 0.0451(15) 0.055(2) -0.0205(14) -0.0053(14) -0.0070(13) C69 0.0467(17) 0.0422(14) 0.0424(19) -0.0174(13) -0.0011(13) -0.0095(13) C70 0.0450(16) 0.0406(14) 0.053(2) -0.0210(14) -0.0064(15) -0.0056(12) C71 0.0436(17) 0.0427(16) 0.057(2) -0.0206(16) -0.0087(16) -0.0072(13) C72 0.059(2) 0.0513(18) 0.073(3) -0.0225(19) -0.0106(18) -0.0037(15) C73 0.075(2) 0.0574(19) 0.083(3) -0.0155(19) -0.022(2) -0.0005(17) C74 0.065(2) 0.069(2) 0.105(3) -0.041(2) -0.018(2) 0.0140(18) C75 0.055(2) 0.068(2) 0.090(3) -0.037(2) -0.0082(19) 0.0008(16) C76 0.0403(17) 0.0502(17) 0.063(2) -0.0265(17) -0.0084(16) -0.0069(13) C77 0.0462(17) 0.0581(18) 0.058(2) -0.0322(18) 0.0033(17) -0.0164(15) C78 0.060(2) 0.082(2) 0.072(3) -0.038(2) 0.006(2) -0.0182(18) C79 0.074(2) 0.093(3) 0.060(3) -0.029(2) 0.010(2) -0.027(2) C80 0.077(2) 0.0643(19) 0.059(3) -0.0211(18) -0.001(2) -0.0201(18) C81 0.0571(18) 0.0498(17) 0.056(2) -0.0237(17) -0.0030(18) -0.0102(15) C82 0.0451(16) 0.0435(15) 0.050(2) -0.0216(16) -0.0048(15) -0.0141(13) C83 0.0444(17) 0.0558(17) 0.079(2) -0.0288(17) -0.0097(16) -0.0063(14) C84 0.0517(19) 0.0591(18) 0.071(2) -0.0294(17) -0.0010(16) -0.0182(15) C85 0.0512(18) 0.0439(15) 0.056(2) -0.0214(15) 0.0005(15) -0.0121(14) C86 0.0429(16) 0.0442(15) 0.056(2) -0.0216(14) -0.0023(14) -0.0070(13) C87 0.0506(18) 0.0545(17) 0.065(2) -0.0278(16) 0.0002(16) -0.0165(15) C88 0.057(2) 0.0572(18) 0.099(3) -0.0338(19) -0.0127(18) -0.0081(16) C89 0.071(2) 0.0470(17) 0.092(3) -0.0329(18) -0.006(2) -0.0048(16) C90 0.063(2) 0.0454(16) 0.066(2) -0.0286(16) 0.0038(17) -0.0118(15) C91 0.070(2) 0.0511(17) 0.078(3) -0.0354(17) 0.0030(19) -0.0158(16) C92 0.069(2) 0.066(2) 0.091(3) -0.044(2) 0.005(2) -0.0214(18) C93 0.089(3) 0.088(3) 0.148(4) -0.063(3) -0.011(2) -0.028(2) C94 0.061(2) 0.085(2) 0.124(3) -0.060(2) 0.001(2) -0.0146(19) N1 0.0536(16) 0.0668(15) 0.121(2) -0.0565(16) 0.0092(15) -0.0135(13) N2 0.119(3) 0.120(3) 0.159(4) -0.065(3) -0.021(3) -0.024(2) N3 0.178(3) 0.0690(19) 0.102(3) -0.0308(19) 0.024(2) -0.003(2) N4 0.0811(18) 0.0635(17) 0.063(2) -0.0256(15) -0.0232(15) -0.0095(14) N5 0.134(3) 0.121(3) 0.248(5) -0.096(3) -0.030(3) -0.051(2) N6 0.077(2) 0.097(2) 0.218(4) -0.077(3) -0.015(2) -0.0007(18) O1 0.0799(14) 0.0505(11) 0.0585(14) -0.0250(10) 0.0016(11) -0.0202(10) O2 0.0553(12) 0.0455(10) 0.0652(14) -0.0267(10) 0.0024(10) -0.0133(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.364(4) . ? C1 C6 1.364(4) . ? C1 N1 1.433(3) . ? C2 C3 1.377(4) . ? C2 H2 0.9500 . ? C3 C4 1.357(5) . ? C3 H3 0.9500 . ? C4 C5 1.342(5) . ? C4 H4 0.9500 . ? C5 C6 1.408(4) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C12 1.360(5) . ? C7 C8 1.384(5) . ? C7 N1 1.415(4) . ? C8 C9 1.411(6) . ? C8 H8 0.9500 . ? C9 C10 1.367(10) . ? C9 H9 0.9500 . ? C10 C11 1.348(11) . ? C10 H10 0.9500 . ? C11 C12 1.390(6) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.376(3) . ? C13 N1 1.392(3) . ? C13 C18 1.403(3) . ? C14 C15 1.373(3) . ? C14 H14 0.9500 . ? C15 C16 1.402(3) . ? C15 H15 0.9500 . ? C16 C17 1.410(3) . ? C16 C19 1.453(3) . ? C17 C18 1.381(3) . ? C17 C23 1.555(3) . ? C18 H18 0.9500 . ? C19 C20 1.338(3) . ? C19 H19 0.9500 . ? C20 C21 1.455(3) . ? C20 H20 0.9500 . ? C21 C39 1.403(3) . ? C21 C22 1.409(3) . ? C22 C36 1.384(3) . ? C22 C23 1.549(3) . ? C23 C24 1.536(4) . ? C23 C35 1.545(4) . ? C24 C25 1.384(4) . ? C24 C29 1.389(4) . ? C25 C26 1.399(4) . ? C25 H25 0.9500 . ? C26 C27 1.388(6) . ? C26 H26 0.9500 . ? C27 C28 1.374(6) . ? C27 H27 0.9500 . ? C28 C29 1.392(5) . ? C28 H28 0.9500 . ? C29 C30 1.450(4) . ? C30 C35 1.382(4) . ? C30 C31 1.420(5) . ? C31 C32 1.382(5) . ? C31 H31 0.9500 . ? C32 C33 1.350(5) . ? C32 H32 0.9500 . ? C33 C34 1.383(4) . ? C33 H33 0.9500 . ? C34 C35 1.386(4) . ? C34 H34 0.9500 . ? C36 C37 1.395(3) . ? C36 H36 0.9500 . ? C37 C38 1.381(3) . ? C37 C40 1.450(4) . ? C38 C39 1.383(3) . ? C38 H38 0.9500 . ? C39 H39 0.9500 . ? C40 C41 1.355(4) . ? C40 O1 1.370(3) . ? C41 C42 1.398(3) . ? C41 H41 0.9500 . ? C42 C43 1.349(4) . ? C42 H42 0.9500 . ? C43 O1 1.382(3) . ? C43 C44 1.407(4) . ? C44 C45 1.341(4) . ? C44 H44 0.9500 . ? C45 C46 1.433(5) . ? C45 C47 1.443(4) . ? C46 N2 1.139(4) . ? C47 N3 1.144(3) . ? C48 C49 1.373(4) . ? C48 C53 1.380(4) . ? C48 N4 1.419(4) . ? C49 C50 1.373(4) . ? C49 H49 0.9500 . ? C50 C51 1.380(6) . ? C50 H50 0.9500 . ? C51 C52 1.367(6) . ? C51 H51 0.9500 . ? C52 C53 1.373(5) . ? C52 H52 0.9500 . ? C53 H53 0.9500 . ? C54 C59 1.374(4) . ? C54 C55 1.375(4) . ? C54 N4 1.427(4) . ? C55 C56 1.389(5) . ? C55 H55 0.9500 . ? C56 C57 1.353(6) . ? C56 H56 0.9500 . ? C57 C58 1.371(6) . ? C57 H57 0.9500 . ? C58 C59 1.396(5) . ? C58 H58 0.9500 . ? C59 H59 0.9500 . ? C60 C61 1.385(3) . ? C60 C65 1.391(3) . ? C60 N4 1.415(3) . ? C61 C62 1.361(3) . ? C61 H61 0.9500 . ? C62 C63 1.406(3) . ? C62 H62 0.9500 . ? C63 C64 1.411(3) . ? C63 C66 1.443(3) . ? C64 C65 1.383(3) . ? C64 C70 1.558(3) . ? C65 H65 0.9500 . ? C66 C67 1.329(3) . ? C66 H66 0.9500 . ? C67 C68 1.458(3) . ? C67 H67 0.9500 . ? C68 C83 1.402(3) . ? C68 C69 1.410(3) . ? C69 C86 1.392(3) . ? C69 C70 1.554(3) . ? C70 C71 1.536(3) . ? C70 C82 1.544(3) . ? C71 C76 1.379(3) . ? C71 C72 1.382(4) . ? C72 C73 1.382(3) . ? C72 H72 0.9500 . ? C73 C74 1.398(4) . ? C73 H73 0.9500 . ? C74 C75 1.376(4) . ? C74 H74 0.9500 . ? C75 C76 1.397(3) . ? C75 H75 0.9500 . ? C76 C77 1.450(4) . ? C77 C78 1.392(4) . ? C77 C82 1.400(3) . ? C78 C79 1.385(4) . ? C78 H78 0.9500 . ? C79 C80 1.368(4) . ? C79 H79 0.9500 . ? C80 C81 1.385(4) . ? C80 H80 0.9500 . ? C81 C82 1.375(3) . ? C81 H81 0.9500 . ? C83 C84 1.378(3) . ? C83 H83 0.9500 . ? C84 C85 1.386(3) . ? C84 H84 0.9500 . ? C85 C86 1.384(3) . ? C85 C87 1.460(3) . ? C86 H86 0.9500 . ? C87 C88 1.354(3) . ? C87 O2 1.362(3) . ? C88 C89 1.398(3) . ? C88 H88 0.9500 . ? C89 C90 1.352(4) . ? C89 H89 0.9500 . ? C90 O2 1.375(3) . ? C90 C91 1.406(4) . ? C91 C92 1.342(4) . ? C91 H91 0.9500 . ? C92 C94 1.427(4) . ? C92 C93 1.421(4) . ? C93 N5 1.133(4) . ? C94 N6 1.144(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 120.1(3) . . ? C2 C1 N1 119.7(3) . . ? C6 C1 N1 120.2(3) . . ? C1 C2 C3 120.4(4) . . ? C1 C2 H2 119.8 . . ? C3 C2 H2 119.8 . . ? C4 C3 C2 120.4(4) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C5 C4 C3 119.6(4) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? C4 C5 C6 121.2(4) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C1 C6 C5 118.3(4) . . ? C1 C6 H6 120.8 . . ? C5 C6 H6 120.8 . . ? C12 C7 C8 119.1(4) . . ? C12 C7 N1 119.6(4) . . ? C8 C7 N1 121.3(4) . . ? C7 C8 C9 119.6(5) . . ? C7 C8 H8 120.2 . . ? C9 C8 H8 120.2 . . ? C10 C9 C8 120.0(8) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C9 C10 C11 119.7(8) . . ? C9 C10 H10 120.1 . . ? C11 C10 H10 120.2 . . ? C10 C11 C12 121.0(8) . . ? C10 C11 H11 119.5 . . ? C12 C11 H11 119.5 . . ? C7 C12 C11 120.6(6) . . ? C7 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C14 C13 N1 122.6(2) . . ? C14 C13 C18 118.1(2) . . ? N1 C13 C18 119.2(3) . . ? C15 C14 C13 118.9(2) . . ? C15 C14 H14 120.5 . . ? C13 C14 H14 120.5 . . ? C14 C15 C16 123.8(3) . . ? C14 C15 H15 118.1 . . ? C16 C15 H15 118.1 . . ? C15 C16 C17 117.3(2) . . ? C15 C16 C19 115.7(2) . . ? C17 C16 C19 127.0(2) . . ? C18 C17 C16 118.0(2) . . ? C18 C17 C23 118.6(2) . . ? C16 C17 C23 123.0(2) . . ? C17 C18 C13 123.5(3) . . ? C17 C18 H18 118.3 . . ? C13 C18 H18 118.3 . . ? C20 C19 C16 130.4(2) . . ? C20 C19 H19 114.8 . . ? C16 C19 H19 114.8 . . ? C19 C20 C21 130.0(3) . . ? C19 C20 H20 115.0 . . ? C21 C20 H20 115.0 . . ? C39 C21 C22 118.5(2) . . ? C39 C21 C20 115.2(3) . . ? C22 C21 C20 126.3(2) . . ? C36 C22 C21 117.2(2) . . ? C36 C22 C23 118.5(2) . . ? C21 C22 C23 123.8(2) . . ? C24 C23 C35 100.7(2) . . ? C24 C23 C22 109.4(2) . . ? C35 C23 C22 109.3(2) . . ? C24 C23 C17 110.3(2) . . ? C35 C23 C17 109.7(2) . . ? C22 C23 C17 116.3(2) . . ? C25 C24 C29 120.2(3) . . ? C25 C24 C23 129.3(3) . . ? C29 C24 C23 110.4(3) . . ? C24 C25 C26 119.1(4) . . ? C24 C25 H25 120.5 . . ? C26 C25 H25 120.5 . . ? C27 C26 C25 119.6(4) . . ? C27 C26 H26 120.2 . . ? C25 C26 H26 120.2 . . ? C28 C27 C26 121.9(5) . . ? C28 C27 H27 119.0 . . ? C26 C27 H27 119.0 . . ? C27 C28 C29 118.0(5) . . ? C27 C28 H28 121.0 . . ? C29 C28 H28 121.0 . . ? C28 C29 C24 121.1(4) . . ? C28 C29 C30 129.8(4) . . ? C24 C29 C30 109.1(3) . . ? C35 C30 C31 120.7(4) . . ? C35 C30 C29 109.8(3) . . ? C31 C30 C29 129.5(4) . . ? C32 C31 C30 117.0(4) . . ? C32 C31 H31 121.5 . . ? C30 C31 H31 121.5 . . ? C33 C32 C31 122.2(5) . . ? C33 C32 H32 118.9 . . ? C31 C32 H32 118.9 . . ? C32 C33 C34 121.0(4) . . ? C32 C33 H33 119.5 . . ? C34 C33 H33 119.5 . . ? C33 C34 C35 119.1(3) . . ? C33 C34 H34 120.5 . . ? C35 C34 H34 120.5 . . ? C30 C35 C34 120.0(3) . . ? C30 C35 C23 110.0(3) . . ? C34 C35 C23 129.9(3) . . ? C22 C36 C37 123.9(3) . . ? C22 C36 H36 118.0 . . ? C37 C36 H36 118.0 . . ? C38 C37 C36 118.7(2) . . ? C38 C37 C40 123.0(2) . . ? C36 C37 C40 118.2(3) . . ? C37 C38 C39 118.4(2) . . ? C37 C38 H38 120.8 . . ? C39 C38 H38 120.8 . . ? C38 C39 C21 123.2(3) . . ? C38 C39 H39 118.4 . . ? C21 C39 H39 118.4 . . ? C41 C40 O1 109.7(2) . . ? C41 C40 C37 133.4(3) . . ? O1 C40 C37 116.9(3) . . ? C40 C41 C42 107.0(3) . . ? C40 C41 H41 126.5 . . ? C42 C41 H41 126.5 . . ? C43 C42 C41 107.6(3) . . ? C43 C42 H42 126.2 . . ? C41 C42 H42 126.2 . . ? C42 C43 O1 109.2(3) . . ? C42 C43 C44 131.5(3) . . ? O1 C43 C44 119.1(3) . . ? C45 C44 C43 128.7(3) . . ? C45 C44 H44 115.7 . . ? C43 C44 H44 115.7 . . ? C44 C45 C46 124.7(3) . . ? C44 C45 C47 121.3(3) . . ? C46 C45 C47 113.9(4) . . ? N2 C46 C45 178.1(4) . . ? N3 C47 C45 176.5(4) . . ? C49 C48 C53 119.5(3) . . ? C49 C48 N4 120.6(3) . . ? C53 C48 N4 119.8(3) . . ? C50 C49 C48 120.3(4) . . ? C50 C49 H49 119.9 . . ? C48 C49 H49 119.9 . . ? C49 C50 C51 119.8(4) . . ? C49 C50 H50 120.1 . . ? C51 C50 H50 120.1 . . ? C52 C51 C50 120.2(4) . . ? C52 C51 H51 119.9 . . ? C50 C51 H51 119.9 . . ? C51 C52 C53 119.9(4) . . ? C51 C52 H52 120.1 . . ? C53 C52 H52 120.1 . . ? C52 C53 C48 120.3(4) . . ? C52 C53 H53 119.8 . . ? C48 C53 H53 119.8 . . ? C59 C54 C55 119.8(3) . . ? C59 C54 N4 120.3(4) . . ? C55 C54 N4 119.8(3) . . ? C56 C55 C54 119.8(4) . . ? C56 C55 H55 120.1 . . ? C54 C55 H55 120.1 . . ? C57 C56 C55 120.4(5) . . ? C57 C56 H56 119.8 . . ? C55 C56 H56 119.8 . . ? C56 C57 C58 120.3(5) . . ? C56 C57 H57 119.8 . . ? C58 C57 H57 119.8 . . ? C57 C58 C59 119.9(5) . . ? C57 C58 H58 120.1 . . ? C59 C58 H58 120.1 . . ? C54 C59 C58 119.7(4) . . ? C54 C59 H59 120.2 . . ? C58 C59 H59 120.2 . . ? C61 C60 C65 118.8(3) . . ? C61 C60 N4 122.7(2) . . ? C65 C60 N4 118.5(2) . . ? C62 C61 C60 118.6(2) . . ? C62 C61 H61 120.7 . . ? C60 C61 H61 120.7 . . ? C61 C62 C63 123.6(2) . . ? C61 C62 H62 118.2 . . ? C63 C62 H62 118.2 . . ? C62 C63 C64 117.8(3) . . ? C62 C63 C66 115.6(2) . . ? C64 C63 C66 126.6(2) . . ? C65 C64 C63 117.7(2) . . ? C65 C64 C70 118.5(2) . . ? C63 C64 C70 123.6(2) . . ? C64 C65 C60 123.3(2) . . ? C64 C65 H65 118.4 . . ? C60 C65 H65 118.4 . . ? C67 C66 C63 129.9(2) . . ? C67 C66 H66 115.0 . . ? C63 C66 H66 115.0 . . ? C66 C67 C68 129.4(3) . . ? C66 C67 H67 115.3 . . ? C68 C67 H67 115.3 . . ? C83 C68 C69 118.6(2) . . ? C83 C68 C67 115.8(2) . . ? C69 C68 C67 125.6(2) . . ? C86 C69 C68 116.9(2) . . ? C86 C69 C70 117.9(2) . . ? C68 C69 C70 124.9(2) . . ? C71 C70 C82 100.6(2) . . ? C71 C70 C69 108.80(18) . . ? C82 C70 C69 109.9(2) . . ? C71 C70 C64 110.4(2) . . ? C82 C70 C64 111.66(19) . . ? C69 C70 C64 114.61(19) . . ? C76 C71 C72 120.0(2) . . ? C76 C71 C70 111.0(2) . . ? C72 C71 C70 129.0(3) . . ? C73 C72 C71 119.3(3) . . ? C73 C72 H72 120.3 . . ? C71 C72 H72 120.3 . . ? C72 C73 C74 120.3(3) . . ? C72 C73 H73 119.9 . . ? C74 C73 H73 119.9 . . ? C75 C74 C73 120.8(3) . . ? C75 C74 H74 119.6 . . ? C73 C74 H74 119.6 . . ? C74 C75 C76 118.1(3) . . ? C74 C75 H75 120.9 . . ? C76 C75 H75 120.9 . . ? C71 C76 C75 121.4(3) . . ? C71 C76 C77 109.3(2) . . ? C75 C76 C77 129.3(3) . . ? C78 C77 C82 120.3(3) . . ? C78 C77 C76 130.4(3) . . ? C82 C77 C76 109.3(3) . . ? C79 C78 C77 119.0(3) . . ? C79 C78 H78 120.5 . . ? C77 C78 H78 120.5 . . ? C80 C79 C78 120.4(3) . . ? C80 C79 H79 119.8 . . ? C78 C79 H79 119.8 . . ? C79 C80 C81 120.9(3) . . ? C79 C80 H80 119.6 . . ? C81 C80 H80 119.6 . . ? C82 C81 C80 119.8(3) . . ? C82 C81 H81 120.1 . . ? C80 C81 H81 120.1 . . ? C81 C82 C77 119.5(3) . . ? C81 C82 C70 130.7(2) . . ? C77 C82 C70 109.8(2) . . ? C84 C83 C68 123.3(2) . . ? C84 C83 H83 118.4 . . ? C68 C83 H83 118.4 . . ? C83 C84 C85 118.3(2) . . ? C83 C84 H84 120.8 . . ? C85 C84 H84 120.8 . . ? C84 C85 C86 119.0(2) . . ? C84 C85 C87 123.5(2) . . ? C86 C85 C87 117.5(2) . . ? C69 C86 C85 123.9(2) . . ? C69 C86 H86 118.0 . . ? C85 C86 H86 118.0 . . ? C88 C87 O2 109.9(2) . . ? C88 C87 C85 132.5(3) . . ? O2 C87 C85 117.6(2) . . ? C87 C88 C89 106.9(3) . . ? C87 C88 H88 126.5 . . ? C89 C88 H88 126.5 . . ? C90 C89 C88 107.3(2) . . ? C90 C89 H89 126.3 . . ? C88 C89 H89 126.3 . . ? C89 C90 O2 109.3(2) . . ? C89 C90 C91 130.9(3) . . ? O2 C90 C91 119.8(3) . . ? C92 C91 C90 129.0(3) . . ? C92 C91 H91 115.5 . . ? C90 C91 H91 115.5 . . ? C91 C92 C94 123.8(3) . . ? C91 C92 C93 120.4(3) . . ? C94 C92 C93 115.8(3) . . ? N5 C93 C92 178.4(4) . . ? N6 C94 C92 178.3(4) . . ? C13 N1 C7 120.1(2) . . ? C13 N1 C1 120.8(2) . . ? C7 N1 C1 118.2(2) . . ? C60 N4 C54 118.3(2) . . ? C60 N4 C48 122.9(2) . . ? C54 N4 C48 118.8(3) . . ? C40 O1 C43 106.4(2) . . ? C87 O2 C90 106.6(2) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.145 _refine_diff_density_min -0.180 _refine_diff_density_rms 0.036