Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Dr Michael Guy Gardiner' _publ_contact_author_address ; School of Chemistry University of Tasmania Private Bag 75 Hobart TAS 7001 AUSTRALIA ; _publ_contact_author_email MICHAEL.GARDINER@UTAS.EDU.AU _publ_section_title ; Structural studies of Group 1 metal 4-azapentalenyl complexes ; _publ_requested_category FM loop_ _publ_author_name 'Michael Guy Gardiner' 'Michael J. Bermingham' 'F. Cloke' 'P. B. Hitchcock' 'Lynsey E. Maher' ; L.Wise ; 'Brian Yates' data_jul1700 _database_code_depnum_ccdc_archive 'CCDC 259905' _audit_creation_date 2000-08-19T11:36:43-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.1 _audit_conform_dict_location ftp://ftp.iucr.org/cifdics/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_name_common (K(tmeda)(C11H8N))n _chemical_formula_moiety 'C17 H24 K1 N3' _chemical_formula_structural 'C17 H24 K N3' _chemical_formula_sum 'C17 H24 K N3' _chemical_formula_weight 309.49 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.1459(2) _cell_length_b 17.4901(4) _cell_length_c 20.9970(5) _cell_angle_alpha 77.0870(10) _cell_angle_beta 82.899(2) _cell_angle_gamma 82.0080(10) _cell_volume 3579.91(14) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 58492 _cell_measurement_theta_min 3.705 _cell_measurement_theta_max 25.028 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.3 _exptl_crystal_density_diffrn 1.148 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION NOT APPLIED # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.295 _exptl_absorpt_correction_T_min 0.8912 _exptl_absorpt_correction_T_max 0.9168 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_measurement_device KappaCCD _diffrn_measurement_method CCD _diffrn_reflns_number 38395 _diffrn_reflns_av_R_equivalents 0.0695 _diffrn_reflns_av_unetI/netI 0.0531 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.72 _diffrn_reflns_theta_max 25.06 _diffrn_reflns_theta_full 25.06 _diffrn_measured_fraction_theta_full 0.951 _diffrn_measured_fraction_theta_max 0.951 _reflns_number_total 12074 _reflns_number_gt 9492 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1120P)^2^+5.0713P] 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_number_reflns 12074 _refine_ls_number_parameters 757 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1079 _refine_ls_R_factor_gt 0.0881 _refine_ls_wR_factor_ref 0.2407 _refine_ls_wR_factor_gt 0.222 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.219 _refine_diff_density_min -0.443 _refine_diff_density_rms 0.059 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group K1 K 0.67165(8) 1.15498(5) -0.38458(4) 0.0471(2) Uani 1 1 d . . 1 K2 K 0.17046(8) 1.04856(5) -0.27838(4) 0.0481(2) Uani 1 1 d . . 1 N1 N 0.4579(4) 1.0592(3) -0.3375(2) 0.0727(11) Uani 1 1 d . . 1 N2 N -0.0473(4) 1.0810(2) -0.3602(2) 0.0752(11) Uani 1 1 d . . 1 N3 N 0.6261(3) 1.31322(18) -0.45694(16) 0.0490(7) Uani 1 1 d . . 1 N4 N 0.6771(3) 1.1701(2) -0.52268(16) 0.0548(8) Uani 1 1 d . . 1 N5 N 0.1118(3) 1.01331(18) -0.13833(15) 0.0486(7) Uani 1 1 d . . 1 N6 N 0.1901(3) 0.88479(19) -0.21797(16) 0.0500(7) Uani 1 1 d . . 1 C1 C 0.3793(4) 1.1272(3) -0.3751(2) 0.0689(13) Uani 1 1 d . . 1 H1 H 0.3532 1.1345 -0.4182 0.083 Uiso 1 1 calc R . 1 C2 C 0.3525(4) 1.1785(3) -0.3316(2) 0.0655(11) Uani 1 1 d . . 1 H2 H 0.3031 1.2293 -0.3412 0.079 Uiso 1 1 calc R . 1 C3 C 0.4071(5) 1.1460(3) -0.2726(2) 0.0632(11) Uani 1 1 d . . 1 H3 H 0.4001 1.1708 -0.2362 0.076 Uiso 1 1 calc R . 1 C4 C 0.4734(4) 1.0720(3) -0.27526(18) 0.0530(10) Uani 1 1 d . . 1 C5 C 0.5530(4) 1.0057(2) -0.2408(2) 0.0535(9) Uani 1 1 d . . 1 C6 C 0.6006(4) 0.9861(3) -0.1787(2) 0.0633(11) Uani 1 1 d . . 1 H6 H 0.5788 1.0204 -0.1487 0.076 Uiso 1 1 calc R . 1 C7 C 0.6795(4) 0.9158(3) -0.1626(2) 0.0658(12) Uani 1 1 d . . 1 H7 H 0.7155 0.9002 -0.1214 0.079 Uiso 1 1 calc R . 1 C8 C 0.7050(5) 0.8686(3) -0.2077(3) 0.0722(13) Uani 1 1 d . . 1 H8 H 0.7559 0.8189 -0.1945 0.087 Uiso 1 1 calc R . 1 C9 C 0.6672(6) 0.8845(4) -0.2662(4) 0.0890(17) Uani 1 1 d . . 1 H9 H 0.6951 0.8486 -0.2944 0.107 Uiso 1 1 calc R . 1 C10 C 0.5877(4) 0.9525(3) -0.2876(3) 0.0771(16) Uani 1 1 d . . 1 C11 C 0.5278(6) 0.9903(4) -0.3454(3) 0.0813(15) Uani 1 1 d . . 1 H11 H 0.5357 0.9699 -0.3843 0.098 Uiso 1 1 calc R . 1 C12 C -0.1263(4) 1.0590(3) -0.2977(2) 0.0685(13) Uani 1 1 d . . 1 H12 H -0.1574 1.0096 -0.2777 0.082 Uiso 1 1 calc R . 1 C13 C -0.1448(5) 1.1280(3) -0.2746(2) 0.0685(12) Uani 1 1 d . . 1 H13 H -0.1934 1.1332 -0.2338 0.082 Uiso 1 1 calc R . 1 C14 C -0.0851(5) 1.1886(3) -0.3169(2) 0.0684(12) Uani 1 1 d . . 1 H14 H -0.0868 1.2407 -0.3102 0.082 Uiso 1 1 calc R . 1 C15 C -0.0228(4) 1.1604(2) -0.3705(2) 0.0558(10) Uani 1 1 d . . 1 C16 C 0.0594(4) 1.1798(3) -0.4317(2) 0.0602(11) Uani 1 1 d . . 1 C17 C 0.1127(5) 1.2478(3) -0.4654(3) 0.0762(14) Uani 1 1 d . . 1 H17 H 0.0956 1.2951 -0.4491 0.091 Uiso 1 1 calc R . 1 C18 C 0.1909(5) 1.2449(4) -0.5231(3) 0.0866(17) Uani 1 1 d . . 1 H18 H 0.2308 1.2898 -0.5478 0.104 Uiso 1 1 calc R . 1 C19 C 0.2097(5) 1.1739(5) -0.5441(3) 0.0868(18) Uani 1 1 d . . 1 H19 H 0.2612 1.1724 -0.5848 0.104 Uiso 1 1 calc R . 1 C20 C 0.1622(6) 1.1094(5) -0.5121(4) 0.0986(19) Uani 1 1 d . . 1 H20 H 0.1824 1.0631 -0.5297 0.118 Uiso 1 1 calc R . 1 C21 C 0.0871(5) 1.1061(4) -0.4563(3) 0.0865(19) Uani 1 1 d . . 1 C22 C 0.0179(5) 1.0498(3) -0.4088(3) 0.0841(16) Uani 1 1 d . . 1 H22 H 0.0184 0.9963 -0.4117 0.101 Uiso 1 1 calc R . 1 C23 C 0.6654(4) 1.3136(2) -0.5270(2) 0.0575(10) Uani 1 1 d . . 1 H23A H 0.7642 1.3086 -0.5346 0.069 Uiso 1 1 calc R . 1 H23B H 0.6307 1.3652 -0.5534 0.069 Uiso 1 1 calc R . 1 C24 C 0.6160(4) 1.2491(3) -0.5509(2) 0.0588(10) Uani 1 1 d . . 1 H24A H 0.5179 1.2515 -0.5401 0.071 Uiso 1 1 calc R . 1 H24B H 0.634 1.2586 -0.5992 0.071 Uiso 1 1 calc R . 1 C25 C 0.7134(5) 1.3586(3) -0.4333(3) 0.0737(13) Uani 1 1 d . . 1 H25A H 0.8066 1.3359 -0.4403 0.111 Uiso 1 1 calc R . 1 H25B H 0.6893 1.3567 -0.3864 0.111 Uiso 1 1 calc R . 1 H25C H 0.7028 1.4136 -0.4575 0.111 Uiso 1 1 calc R . 1 C26 C 0.4866(4) 1.3457(3) -0.4466(3) 0.0688(12) Uani 1 1 d . . 1 H26A H 0.4294 1.3147 -0.4625 0.103 Uiso 1 1 calc R . 1 H26B H 0.4747 1.4007 -0.4707 0.103 Uiso 1 1 calc R . 1 H26C H 0.4621 1.3436 -0.3997 0.103 Uiso 1 1 calc R . 1 C27 C 0.8176(4) 1.1572(3) -0.5458(3) 0.0756(14) Uani 1 1 d . . 1 H27A H 0.8545 1.1037 -0.5255 0.113 Uiso 1 1 calc R . 1 H27B H 0.8661 1.1959 -0.5339 0.113 Uiso 1 1 calc R . 1 H27C H 0.8269 1.1632 -0.5936 0.113 Uiso 1 1 calc R . 1 C28 C 0.6055(5) 1.1111(3) -0.5393(3) 0.0764(13) Uani 1 1 d . . 1 H28A H 0.5107 1.1195 -0.5235 0.115 Uiso 1 1 calc R . 1 H28B H 0.6434 1.0581 -0.5185 0.115 Uiso 1 1 calc R . 1 H28C H 0.6144 1.1163 -0.587 0.115 Uiso 1 1 calc R . 1 C29 C 0.1086(5) 0.9280(3) -0.1138(2) 0.0675(12) Uani 1 1 d . . 1 H29A H 0.0174 0.9156 -0.1162 0.081 Uiso 1 1 calc R . 1 H29B H 0.1251 0.9153 -0.0669 0.081 Uiso 1 1 calc R . 1 C30 C 0.2042(5) 0.8758(3) -0.1479(2) 0.0653(11) Uani 1 1 d . . 1 H30A H 0.2959 0.8855 -0.1431 0.078 Uiso 1 1 calc R . 1 H30B H 0.1941 0.8203 -0.1257 0.078 Uiso 1 1 calc R . 1 C31 C -0.0138(5) 1.0549(3) -0.1152(2) 0.0693(12) Uani 1 1 d . . 1 H31A H -0.0888 1.0368 -0.1309 0.104 Uiso 1 1 calc R . 1 H31B H -0.0135 1.1118 -0.1322 0.104 Uiso 1 1 calc R . 1 H31C H -0.0235 1.0439 -0.0671 0.104 Uiso 1 1 calc R . 1 C32 C 0.2233(5) 1.0403(3) -0.1157(3) 0.0775(13) Uani 1 1 d . . 1 H32A H 0.3074 1.0123 -0.1313 0.116 Uiso 1 1 calc R . 1 H32B H 0.2143 1.0296 -0.0676 0.116 Uiso 1 1 calc R . 1 H32C H 0.2236 1.0972 -0.1329 0.116 Uiso 1 1 calc R . 1 C33 C 0.3045(5) 0.8370(3) -0.2446(3) 0.0845(15) Uani 1 1 d . . 1 H33A H 0.3876 0.8538 -0.236 0.127 Uiso 1 1 calc R . 1 H33B H 0.3018 0.8438 -0.292 0.127 Uiso 1 1 calc R . 1 H33C H 0.3009 0.7812 -0.2235 0.127 Uiso 1 1 calc R . 1 C34 C 0.0685(5) 0.8589(3) -0.2306(3) 0.0823(15) Uani 1 1 d . . 1 H34A H -0.0089 0.8907 -0.2131 0.123 Uiso 1 1 calc R . 1 H34B H 0.0657 0.8032 -0.2094 0.123 Uiso 1 1 calc R . 1 H34C H 0.0662 0.8653 -0.2781 0.123 Uiso 1 1 calc R . 1 K3 K 0.44615(8) 0.65366(5) 0.11510(4) 0.0498(2) Uani 1 1 d . . 2 K4 K 0.94262(7) 0.55168(5) 0.22169(4) 0.0481(2) Uani 1 1 d . . 2 N7 N 0.6839(4) 0.5604(3) 0.1621(2) 0.0736(11) Uani 1 1 d . . 2 N8 N 1.1819(4) 0.5800(3) 0.1359(3) 0.0889(15) Uani 1 1 d . . 2 N9 N 0.4476(3) 0.81336(18) 0.04502(15) 0.0460(7) Uani 1 1 d . . 2 N10 N 0.5001(3) 0.67255(18) -0.02294(16) 0.0500(7) Uani 1 1 d . . 2 N11 N 0.9939(4) 0.3882(2) 0.27718(19) 0.0621(9) Uani 1 1 d . . 2 N12 N 0.9439(3) 0.5143(2) 0.36094(16) 0.0518(7) Uani 1 1 d . . 2 C35 C 0.7470(4) 0.6266(3) 0.1238(2) 0.0618(11) Uani 1 1 d . . 2 H35 H 0.7912 0.633 0.0807 0.074 Uiso 1 1 calc R . 2 C36 C 0.7267(5) 0.6789(3) 0.1662(2) 0.0679(12) Uani 1 1 d . . 2 H36 H 0.757 0.7296 0.1552 0.081 Uiso 1 1 calc R . 2 C37 C 0.6574(5) 0.6493(3) 0.2264(3) 0.0710(12) Uani 1 1 d . . 2 H37 H 0.6338 0.675 0.2622 0.085 Uiso 1 1 calc R . 2 C38 C 0.6308(4) 0.5770(3) 0.2233(2) 0.0553(10) Uani 1 1 d . . 2 C39 C 0.5638(4) 0.5081(3) 0.2587(2) 0.0618(11) Uani 1 1 d . . 2 C40 C 0.4943(5) 0.4898(3) 0.3217(3) 0.0749(14) Uani 1 1 d . . 2 H40 H 0.4852 0.5252 0.3507 0.09 Uiso 1 1 calc R . 2 C41 C 0.4389(5) 0.4179(3) 0.3405(3) 0.0714(13) Uani 1 1 d . . 2 H41 H 0.39 0.4029 0.382 0.086 Uiso 1 1 calc R . 2 C42 C 0.4594(5) 0.3702(3) 0.2951(3) 0.0704(13) Uani 1 1 d . . 2 H42 H 0.4254 0.3205 0.3077 0.085 Uiso 1 1 calc R . 2 C43 C 0.5232(5) 0.3878(3) 0.2347(3) 0.0813(15) Uani 1 1 d . . 2 H43 H 0.5292 0.3519 0.2063 0.098 Uiso 1 1 calc R . 2 C44 C 0.5793(4) 0.4562(3) 0.2135(3) 0.0737(14) Uani 1 1 d . . 2 C45 C 0.6511(5) 0.4917(3) 0.1548(3) 0.0749(13) Uani 1 1 d . . 2 H45 H 0.6725 0.4702 0.1166 0.09 Uiso 1 1 calc R . 2 C46 C 1.2427(4) 0.5592(3) 0.2007(3) 0.090(2) Uani 1 1 d . . 2 H46 H 1.2879 0.5103 0.2214 0.109 Uiso 1 1 calc R . 2 C47 C 1.2153(5) 0.6303(3) 0.2224(2) 0.0688(12) Uani 1 1 d . . 2 H47 H 1.2397 0.637 0.2629 0.083 Uiso 1 1 calc R . 2 C48 C 1.1498(4) 0.6891(3) 0.1791(2) 0.0677(12) Uani 1 1 d . . 2 H48 H 1.1237 0.7417 0.1848 0.081 Uiso 1 1 calc R . 2 C49 C 1.1272(4) 0.6601(2) 0.1253(2) 0.0576(11) Uani 1 1 d . . 2 C50 C 1.0658(4) 0.6801(2) 0.0650(2) 0.0558(10) Uani 1 1 d . . 2 C51 C 0.9982(5) 0.7484(3) 0.0302(3) 0.0676(12) Uani 1 1 d . . 2 H51 H 0.9846 0.7963 0.0456 0.081 Uiso 1 1 calc R . 2 C52 C 0.9529(5) 0.7436(4) -0.0266(3) 0.0880(17) Uani 1 1 d . . 2 H52 H 0.9057 0.7881 -0.0525 0.106 Uiso 1 1 calc R . 2 C53 C 0.9772(7) 0.6720(6) -0.0458(3) 0.098(2) Uani 1 1 d . . 2 H53 H 0.9475 0.6698 -0.0864 0.117 Uiso 1 1 calc R . 2 C54 C 1.0343(8) 0.6108(6) -0.0146(5) 0.114(3) Uani 1 1 d . . 2 H54 H 1.0433 0.5635 -0.0307 0.137 Uiso 1 1 calc R . 2 C55 C 1.0812(5) 0.6103(4) 0.0391(3) 0.0857(19) Uani 1 1 d . . 2 C56 C 1.1519(6) 0.5488(3) 0.0849(5) 0.111(3) Uani 1 1 d . . 2 H56 H 1.1742 0.4955 0.0807 0.133 Uiso 1 1 calc R . 2 C57 C 0.4366(4) 0.8161(2) -0.02453(19) 0.0498(9) Uani 1 1 d . . 2 H57A H 0.4558 0.8687 -0.0504 0.06 Uiso 1 1 calc R . 2 H57B H 0.3435 0.8097 -0.03 0.06 Uiso 1 1 calc R . 2 C58 C 0.5300(4) 0.7534(2) -0.05159(19) 0.0524(9) Uani 1 1 d . . 2 H58A H 0.5259 0.7635 -0.0997 0.063 Uiso 1 1 calc R . 2 H58B H 0.6226 0.7581 -0.0438 0.063 Uiso 1 1 calc R . 2 C59 C 0.3283(5) 0.8588(3) 0.0718(2) 0.0681(12) Uani 1 1 d . . 2 H59A H 0.2478 0.8367 0.0662 0.102 Uiso 1 1 calc R . 2 H59B H 0.324 0.9141 0.0484 0.102 Uiso 1 1 calc R . 2 H59C H 0.3338 0.8557 0.1186 0.102 Uiso 1 1 calc R . 2 C60 C 0.5665(5) 0.8465(3) 0.0535(2) 0.0665(11) Uani 1 1 d . . 2 H60A H 0.5716 0.8435 0.1003 0.1 Uiso 1 1 calc R . 2 H60B H 0.562 0.9018 0.0301 0.1 Uiso 1 1 calc R . 2 H60C H 0.6462 0.8164 0.0359 0.1 Uiso 1 1 calc R . 2 C61 C 0.3752(4) 0.6584(3) -0.0437(3) 0.0676(12) Uani 1 1 d . . 2 H61A H 0.3565 0.6043 -0.0237 0.101 Uiso 1 1 calc R . 2 H61B H 0.3831 0.6657 -0.0916 0.101 Uiso 1 1 calc R . 2 H61C H 0.302 0.6958 -0.0297 0.101 Uiso 1 1 calc R . 2 C62 C 0.6086(5) 0.6170(3) -0.0436(3) 0.0720(13) Uani 1 1 d . . 2 H62A H 0.5887 0.5629 -0.0244 0.108 Uiso 1 1 calc R . 2 H62B H 0.6921 0.6255 -0.0286 0.108 Uiso 1 1 calc R . 2 H62C H 0.618 0.6251 -0.0915 0.108 Uiso 1 1 calc R . 2 C63 C 0.9405(6) 0.4293(3) 0.3834(2) 0.0793(14) Uani 1 1 d . . 2 H63A H 0.9659 0.414 0.429 0.095 Uiso 1 1 calc R . 2 H63B H 0.8472 0.4179 0.3846 0.095 Uiso 1 1 calc R . 2 C64 C 1.0265(6) 0.3797(3) 0.3442(3) 0.0818(15) Uani 1 1 d . . 2 H64A H 1.0232 0.3239 0.367 0.098 Uiso 1 1 calc R . 2 H64B H 1.1196 0.3915 0.3427 0.098 Uiso 1 1 calc R . 2 C65 C 0.8210(5) 0.5549(4) 0.3886(3) 0.0847(16) Uani 1 1 d . . 2 H65A H 0.7431 0.5374 0.375 0.127 Uiso 1 1 calc R . 2 H65B H 0.8201 0.6121 0.3726 0.127 Uiso 1 1 calc R . 2 H65C H 0.8177 0.5424 0.4366 0.127 Uiso 1 1 calc R . 2 C66 C 1.0594(5) 0.5403(3) 0.3808(2) 0.0743(13) Uani 1 1 d . . 2 H66A H 1.1414 0.5132 0.3624 0.112 Uiso 1 1 calc R . 2 H66B H 1.0562 0.528 0.4289 0.112 Uiso 1 1 calc R . 2 H66C H 1.0584 0.5975 0.3647 0.112 Uiso 1 1 calc R . 2 C67 C 1.1077(6) 0.3475(4) 0.2419(4) 0.102(2) Uani 1 1 d . . 2 H67A H 1.1901 0.3692 0.2451 0.153 Uiso 1 1 calc R . 2 H67B H 1.0919 0.3554 0.1956 0.153 Uiso 1 1 calc R . 2 H67C H 1.1165 0.2909 0.2616 0.153 Uiso 1 1 calc R . 2 C68 C 0.8736(6) 0.3555(4) 0.2719(4) 0.106(2) Uani 1 1 d . . 2 H68A H 0.8585 0.3636 0.2255 0.159 Uiso 1 1 calc R . 2 H68B H 0.7974 0.3818 0.2953 0.159 Uiso 1 1 calc R . 2 H68C H 0.8834 0.2988 0.2912 0.159 Uiso 1 1 calc R . 2 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 K1 0.0383(4) 0.0538(5) 0.0482(5) -0.0017(3) -0.0108(3) -0.0103(3) K2 0.0383(4) 0.0563(5) 0.0471(4) 0.0009(3) -0.0079(3) -0.0121(3) N1 0.056(2) 0.098(3) 0.070(2) -0.026(2) 0.0120(19) -0.035(2) N2 0.058(2) 0.075(3) 0.099(3) -0.027(2) -0.036(2) 0.0091(19) N3 0.0432(16) 0.0476(17) 0.0573(19) -0.0108(14) -0.0045(14) -0.0099(13) N4 0.0540(19) 0.064(2) 0.0510(18) -0.0216(16) -0.0144(15) 0.0007(15) N5 0.0457(17) 0.0514(18) 0.0460(17) -0.0105(14) -0.0027(13) 0.0022(13) N6 0.0491(18) 0.0503(17) 0.0517(18) -0.0141(14) -0.0001(14) -0.0085(14) C1 0.043(2) 0.109(4) 0.049(2) 0.014(2) -0.0126(18) -0.031(2) C2 0.057(3) 0.061(3) 0.069(3) 0.004(2) 0.003(2) -0.011(2) C3 0.065(3) 0.067(3) 0.059(3) -0.011(2) 0.003(2) -0.024(2) C4 0.043(2) 0.079(3) 0.042(2) -0.0123(19) -0.0011(15) -0.0264(19) C5 0.0384(19) 0.057(2) 0.067(3) -0.0182(19) 0.0088(17) -0.0166(17) C6 0.047(2) 0.061(3) 0.083(3) -0.019(2) 0.012(2) -0.0171(19) C7 0.050(2) 0.072(3) 0.067(3) 0.009(2) -0.008(2) -0.012(2) C8 0.054(3) 0.063(3) 0.090(4) -0.002(3) 0.008(2) -0.010(2) C9 0.072(3) 0.081(4) 0.114(5) -0.025(3) 0.012(3) -0.022(3) C10 0.042(2) 0.055(3) 0.134(5) -0.030(3) 0.029(3) -0.0200(19) C11 0.070(3) 0.114(5) 0.069(3) -0.025(3) -0.003(3) -0.039(3) C12 0.040(2) 0.073(3) 0.080(3) 0.027(2) -0.023(2) -0.019(2) C13 0.057(3) 0.090(4) 0.055(3) -0.009(2) -0.019(2) 0.004(2) C14 0.071(3) 0.063(3) 0.077(3) -0.018(2) -0.031(2) -0.001(2) C15 0.048(2) 0.0390(19) 0.082(3) -0.0007(19) -0.032(2) -0.0057(16) C16 0.046(2) 0.068(3) 0.069(3) -0.017(2) -0.024(2) 0.0050(19) C17 0.058(3) 0.090(4) 0.083(3) -0.020(3) -0.031(3) 0.008(2) C18 0.059(3) 0.107(4) 0.080(4) 0.023(3) -0.020(3) -0.021(3) C19 0.055(3) 0.144(6) 0.054(3) -0.015(3) -0.010(2) 0.009(3) C20 0.075(4) 0.124(5) 0.102(5) -0.035(4) -0.036(4) 0.013(4) C21 0.045(2) 0.143(5) 0.082(3) -0.061(4) -0.031(2) 0.037(3) C22 0.063(3) 0.077(3) 0.115(5) -0.009(3) -0.037(3) -0.008(3) C23 0.050(2) 0.056(2) 0.060(2) 0.0041(19) -0.0038(18) -0.0105(18) C24 0.051(2) 0.074(3) 0.050(2) -0.011(2) -0.0107(17) 0.0015(19) C25 0.071(3) 0.059(3) 0.101(4) -0.025(3) -0.025(3) -0.013(2) C26 0.054(2) 0.061(3) 0.088(3) -0.015(2) 0.004(2) -0.006(2) C27 0.051(3) 0.088(3) 0.096(4) -0.043(3) -0.018(2) 0.010(2) C28 0.079(3) 0.087(3) 0.076(3) -0.035(3) -0.014(3) -0.014(3) C29 0.094(3) 0.055(2) 0.047(2) -0.0051(19) 0.003(2) -0.003(2) C30 0.081(3) 0.054(2) 0.059(3) -0.0058(19) -0.016(2) -0.003(2) C31 0.059(3) 0.082(3) 0.062(3) -0.022(2) -0.001(2) 0.017(2) C32 0.068(3) 0.096(4) 0.074(3) -0.017(3) -0.011(2) -0.025(3) C33 0.062(3) 0.089(4) 0.099(4) -0.026(3) 0.010(3) -0.003(3) C34 0.066(3) 0.078(3) 0.111(4) -0.025(3) -0.029(3) -0.012(2) K3 0.0350(4) 0.0556(5) 0.0513(5) 0.0010(4) -0.0020(3) -0.0017(3) K4 0.0344(4) 0.0555(5) 0.0490(5) -0.0022(4) -0.0045(3) -0.0009(3) N7 0.053(2) 0.082(3) 0.089(3) -0.025(2) -0.031(2) 0.0144(19) N8 0.053(2) 0.054(2) 0.142(4) -0.007(3) 0.031(3) -0.0059(18) N9 0.0432(16) 0.0458(16) 0.0494(17) -0.0115(13) -0.0058(13) -0.0025(13) N10 0.0465(17) 0.0484(17) 0.0549(18) -0.0176(14) 0.0081(14) -0.0050(13) N11 0.063(2) 0.0478(18) 0.081(2) -0.0199(17) -0.0290(19) 0.0047(16) N12 0.0492(18) 0.0575(19) 0.0499(18) -0.0114(15) -0.0046(14) -0.0101(14) C35 0.038(2) 0.078(3) 0.057(2) 0.011(2) -0.0061(17) -0.0059(19) C36 0.059(3) 0.067(3) 0.069(3) 0.002(2) -0.016(2) 0.004(2) C37 0.064(3) 0.077(3) 0.071(3) -0.020(2) -0.016(2) 0.012(2) C38 0.0361(19) 0.080(3) 0.053(2) -0.029(2) -0.0109(16) 0.0118(18) C39 0.042(2) 0.062(2) 0.079(3) -0.002(2) -0.023(2) 0.0009(18) C40 0.056(3) 0.066(3) 0.109(4) -0.023(3) -0.039(3) 0.010(2) C41 0.051(2) 0.083(3) 0.073(3) 0.000(3) -0.016(2) -0.001(2) C42 0.053(3) 0.059(3) 0.093(4) 0.007(2) -0.024(2) -0.007(2) C43 0.065(3) 0.076(3) 0.094(4) -0.002(3) -0.019(3) 0.010(2) C44 0.047(2) 0.059(3) 0.116(4) -0.010(3) -0.037(3) 0.004(2) C45 0.055(3) 0.085(3) 0.083(3) -0.016(3) -0.013(2) 0.000(2) C46 0.0239(19) 0.084(4) 0.123(4) 0.057(3) -0.004(2) 0.0003(19) C47 0.060(3) 0.083(3) 0.059(3) 0.001(2) -0.001(2) -0.023(2) C48 0.054(2) 0.062(3) 0.078(3) -0.007(2) 0.015(2) -0.007(2) C49 0.0358(19) 0.046(2) 0.077(3) 0.006(2) 0.0100(18) -0.0003(15) C50 0.043(2) 0.052(2) 0.072(3) -0.018(2) 0.0151(19) -0.0149(17) C51 0.054(2) 0.070(3) 0.080(3) -0.018(2) 0.008(2) -0.023(2) C52 0.064(3) 0.099(4) 0.085(4) 0.027(3) -0.009(3) -0.027(3) C53 0.090(4) 0.163(7) 0.055(3) -0.025(4) 0.010(3) -0.076(5) C54 0.100(5) 0.130(6) 0.124(7) -0.053(5) 0.045(5) -0.058(5) C55 0.064(3) 0.113(5) 0.103(4) -0.072(4) 0.043(3) -0.053(3) C56 0.062(3) 0.051(3) 0.202(8) -0.027(4) 0.057(4) -0.007(3) C57 0.052(2) 0.0425(19) 0.054(2) -0.0037(16) -0.0126(17) -0.0036(16) C58 0.049(2) 0.058(2) 0.049(2) -0.0102(17) 0.0029(16) -0.0121(17) C59 0.061(3) 0.064(3) 0.079(3) -0.027(2) 0.005(2) 0.004(2) C60 0.061(3) 0.063(3) 0.080(3) -0.019(2) -0.022(2) -0.005(2) C61 0.055(2) 0.070(3) 0.084(3) -0.028(2) 0.006(2) -0.017(2) C62 0.064(3) 0.065(3) 0.087(3) -0.031(2) 0.005(2) 0.007(2) C63 0.100(4) 0.072(3) 0.060(3) 0.005(2) -0.002(3) -0.025(3) C64 0.099(4) 0.052(3) 0.092(4) 0.001(2) -0.039(3) -0.002(2) C65 0.057(3) 0.127(5) 0.073(3) -0.038(3) -0.004(2) 0.004(3) C66 0.063(3) 0.102(4) 0.063(3) -0.014(3) -0.007(2) -0.034(3) C67 0.078(4) 0.082(4) 0.151(6) -0.047(4) -0.013(4) 0.009(3) C68 0.068(3) 0.079(4) 0.182(7) -0.030(4) -0.056(4) -0.002(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag K1 N4 2.847(3) . ? K1 N3 2.850(3) . ? K1 N1 2.868(4) . ? K1 C12 2.991(4) 1_655 ? K1 N2 3.018(4) 1_655 ? K1 C1 3.047(4) . ? K1 C13 3.059(4) 1_655 ? K1 C4 3.099(4) . ? K1 C15 3.167(4) 1_655 ? K1 C14 3.178(4) 1_655 ? K1 C2 3.292(5) . ? K1 C11 3.305(6) . ? K1 C3 3.339(4) . ? K1 C27 3.517(5) . ? K2 N6 2.852(3) . ? K2 N5 2.871(3) . ? K2 N2 2.882(4) . ? K2 C1 3.001(4) . ? K2 N1 3.039(4) . ? K2 C2 3.058(4) . ? K2 C12 3.062(4) . ? K2 C15 3.097(4) . ? K2 C3 3.161(4) . ? K2 C4 3.167(4) . ? K2 C22 3.303(6) . ? K2 C13 3.304(5) . ? K2 C14 3.353(5) . ? K2 C32 3.491(5) . ? N1 C11 1.344(7) . ? N1 C4 1.405(5) . ? N1 C1 1.465(7) . ? N2 C22 1.326(8) . ? N2 C15 1.410(6) . ? N2 C12 1.454(7) . ? N2 K1 3.018(4) 1_455 ? N3 C26 1.459(5) . ? N3 C25 1.463(5) . ? N3 C23 1.475(5) . ? N4 C27 1.451(6) . ? N4 C24 1.460(5) . ? N4 C28 1.465(6) . ? N5 C32 1.453(6) . ? N5 C31 1.461(5) . ? N5 C29 1.469(5) . ? N6 C34 1.446(6) . ? N6 C33 1.462(6) . ? N6 C30 1.468(5) . ? C1 C2 1.396(7) . ? C2 C3 1.392(7) . ? C3 C4 1.383(6) . ? C4 C5 1.425(6) . ? C5 C6 1.400(7) . ? C5 C10 1.480(6) . ? C6 C7 1.369(6) . ? C7 C8 1.368(7) . ? C8 C9 1.292(8) . ? C9 C10 1.360(8) . ? C10 C11 1.413(8) . ? C12 C13 1.379(7) . ? C12 K1 2.991(4) 1_455 ? C13 C14 1.380(7) . ? C13 K1 3.059(4) 1_455 ? C14 C15 1.377(7) . ? C14 K1 3.178(4) 1_455 ? C15 C16 1.442(7) . ? C15 K1 3.167(4) 1_455 ? C16 C17 1.385(7) . ? C16 C21 1.473(7) . ? C17 C18 1.369(8) . ? C18 C19 1.390(9) . ? C19 C20 1.300(9) . ? C20 C21 1.311(9) . ? C21 C22 1.429(9) . ? C23 C24 1.498(6) . ? C29 C30 1.470(6) . ? K3 N10 2.836(3) . ? K3 N9 2.852(3) . ? K3 N7 2.868(4) . ? K3 C46 2.988(4) 1_455 ? K3 C35 3.045(4) . ? K3 C47 3.046(5) 1_455 ? K3 N8 3.076(4) 1_455 ? K3 C38 3.076(4) . ? K3 C48 3.176(4) 1_455 ? K3 C49 3.205(4) 1_455 ? K3 C36 3.280(5) . ? K3 C45 3.283(5) . ? K3 C37 3.342(5) . ? K3 C61 3.478(5) . ? K4 N11 2.838(4) . ? K4 N12 2.851(3) . ? K4 N8 2.870(4) . ? K4 C35 2.994(4) . ? K4 N7 3.016(4) . ? K4 C36 3.037(4) . ? K4 C46 3.039(4) . ? K4 C49 3.087(4) . ? K4 C38 3.130(4) . ? K4 C37 3.151(5) . ? K4 C47 3.260(5) . ? K4 C48 3.313(5) . ? K4 C56 3.360(7) . ? K4 C68 3.500(6) . ? N7 C45 1.335(7) . ? N7 C38 1.407(6) . ? N7 C35 1.435(6) . ? N8 C56 1.388(10) . ? N8 C49 1.412(6) . ? N8 C46 1.513(8) . ? N8 K3 3.076(4) 1_655 ? N9 C60 1.455(5) . ? N9 C57 1.468(5) . ? N9 C59 1.475(5) . ? N10 C62 1.455(5) . ? N10 C61 1.459(6) . ? N10 C58 1.466(5) . ? N11 C68 1.444(6) . ? N11 C64 1.457(6) . ? N11 C67 1.478(7) . ? N12 C66 1.452(5) . ? N12 C63 1.459(6) . ? N12 C65 1.469(6) . ? C35 C36 1.391(7) . ? C36 C37 1.396(7) . ? C37 C38 1.345(7) . ? C38 C39 1.474(6) . ? C39 C40 1.411(7) . ? C39 C44 1.434(7) . ? C40 C41 1.405(7) . ? C41 C42 1.381(7) . ? C42 C43 1.341(8) . ? C43 C44 1.357(7) . ? C44 C45 1.413(8) . ? C46 C47 1.400(8) . ? C46 K3 2.988(4) 1_655 ? C47 C48 1.367(7) . ? C47 K3 3.046(5) 1_655 ? C48 C49 1.393(7) . ? C48 K3 3.176(4) 1_655 ? C49 C50 1.431(7) . ? C49 K3 3.205(4) 1_655 ? C50 C51 1.392(7) . ? C50 C55 1.426(6) . ? C51 C52 1.354(8) . ? C52 C53 1.380(10) . ? C53 C54 1.233(10) . ? C54 C55 1.275(11) . ? C55 C56 1.446(10) . ? C57 C58 1.509(5) . ? C63 C64 1.456(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4 K1 N3 65.31(10) . . ? N4 K1 N1 101.25(11) . . ? N3 K1 N1 122.01(12) . . ? N4 K1 C12 126.69(13) . 1_655 ? N3 K1 C12 137.23(11) . 1_655 ? N1 K1 C12 97.34(13) . 1_655 ? N4 K1 N2 101.58(12) . 1_655 ? N3 K1 N2 120.04(11) . 1_655 ? N1 K1 N2 117.90(14) . 1_655 ? C12 K1 N2 28.00(13) 1_655 1_655 ? N4 K1 C1 87.30(11) . . ? N3 K1 C1 93.66(12) . . ? N1 K1 C1 28.46(13) . . ? C12 K1 C1 125.09(12) 1_655 . ? N2 K1 C1 145.92(14) 1_655 . ? N4 K1 C13 142.02(12) . 1_655 ? N3 K1 C13 116.00(12) . 1_655 ? N1 K1 C13 107.36(14) . 1_655 ? C12 K1 C13 26.31(13) 1_655 1_655 ? N2 K1 C13 42.63(13) 1_655 1_655 ? C1 K1 C13 128.79(13) . 1_655 ? N4 K1 C4 127.94(10) . . ? N3 K1 C4 125.25(11) . . ? N1 K1 C4 26.88(10) . . ? C12 K1 C4 82.37(12) 1_655 . ? N2 K1 C4 109.00(13) 1_655 . ? C1 K1 C4 45.16(11) . . ? C13 K1 C4 84.20(12) 1_655 . ? N4 K1 C15 100.86(11) . 1_655 ? N3 K1 C15 95.59(9) . 1_655 ? N1 K1 C15 141.74(12) . 1_655 ? C12 K1 C15 44.64(11) 1_655 1_655 ? N2 K1 C15 26.21(10) 1_655 1_655 ? C1 K1 C15 169.61(12) . 1_655 ? C13 K1 C15 41.96(13) 1_655 1_655 ? C4 K1 C15 124.72(11) . 1_655 ? N4 K1 C14 122.83(12) . 1_655 ? N3 K1 C14 93.96(11) . 1_655 ? N1 K1 C14 132.58(13) . 1_655 ? C12 K1 C14 43.63(13) 1_655 1_655 ? N2 K1 C14 42.19(12) 1_655 1_655 ? C1 K1 C14 149.23(14) . 1_655 ? C13 K1 C14 25.47(13) 1_655 1_655 ? C4 K1 C14 107.93(12) . 1_655 ? C15 K1 C14 25.06(12) 1_655 1_655 ? N4 K1 C2 105.10(11) . . ? N3 K1 C2 85.32(10) . . ? N1 K1 C2 41.75(13) . . ? C12 K1 C2 121.37(12) 1_655 . ? N2 K1 C2 149.27(13) 1_655 . ? C1 K1 C2 25.06(13) . . ? C13 K1 C2 112.87(13) 1_655 . ? C4 K1 C2 41.31(12) . . ? C15 K1 C2 151.71(13) 1_655 . ? C14 K1 C2 126.67(14) 1_655 . ? N4 K1 C11 95.23(12) . . ? N3 K1 C11 139.98(13) . . ? N1 K1 C11 23.84(13) . . ? C12 K1 C11 82.69(14) 1_655 . ? N2 K1 C11 97.27(14) 1_655 . ? C1 K1 C11 48.86(15) . . ? C13 K1 C11 100.90(15) 1_655 . ? C4 K1 C11 40.89(13) . . ? C15 K1 C11 123.19(13) 1_655 . ? C14 K1 C11 125.17(14) 1_655 . ? C2 K1 C11 65.57(14) . . ? N4 K1 C3 128.30(11) . . ? N3 K1 C3 101.59(11) . . ? N1 K1 C3 41.21(12) . . ? C12 K1 C3 97.59(13) 1_655 . ? N2 K1 C3 125.59(13) 1_655 . ? C1 K1 C3 42.02(12) . . ? C13 K1 C3 89.50(13) 1_655 . ? C4 K1 C3 24.45(11) . . ? C15 K1 C3 130.73(12) 1_655 . ? C14 K1 C3 107.22(13) 1_655 . ? C2 K1 C3 24.21(12) . . ? C11 K1 C3 62.08(13) . . ? N4 K1 C27 23.47(10) . . ? N3 K1 C27 72.94(11) . . ? N1 K1 C27 117.20(12) . . ? C12 K1 C27 105.33(13) 1_655 . ? N2 K1 C27 78.75(12) 1_655 . ? C1 K1 C27 109.36(12) . . ? C13 K1 C27 118.58(12) 1_655 . ? C4 K1 C27 143.25(11) . . ? C15 K1 C27 78.00(12) 1_655 . ? C14 K1 C27 101.38(13) 1_655 . ? C2 K1 C27 128.56(12) . . ? C11 K1 C27 103.46(13) . . ? C3 K1 C27 151.23(11) . . ? N6 K2 N5 64.54(9) . . ? N6 K2 N2 107.53(11) . . ? N5 K2 N2 118.99(12) . . ? N6 K2 C1 125.15(13) . . ? N5 K2 C1 136.75(11) . . ? N2 K2 C1 98.98(13) . . ? N6 K2 N1 99.35(12) . . ? N5 K2 N1 119.72(11) . . ? N2 K2 N1 121.22(13) . . ? C1 K2 N1 28.06(13) . . ? N6 K2 C2 139.30(11) . . ? N5 K2 C2 115.19(12) . . ? N2 K2 C2 106.65(13) . . ? C1 K2 C2 26.62(13) . . ? N1 K2 C2 42.92(13) . . ? N6 K2 C12 93.98(11) . . ? N5 K2 C12 91.01(11) . . ? N2 K2 C12 28.10(13) . . ? C1 K2 C12 125.88(12) . . ? N1 K2 C12 149.27(13) . . ? C2 K2 C12 126.16(12) . . ? N6 K2 C15 134.36(10) . . ? N5 K2 C15 122.21(11) . . ? N2 K2 C15 26.97(11) . . ? C1 K2 C15 82.77(12) . . ? N1 K2 C15 110.06(13) . . ? C2 K2 C15 82.54(12) . . ? C12 K2 C15 44.73(11) . . ? N6 K2 C3 119.02(11) . . ? N5 K2 C3 93.17(11) . . ? N2 K2 C3 131.74(13) . . ? C1 K2 C3 43.85(12) . . ? N1 K2 C3 42.08(12) . . ? C2 K2 C3 25.79(12) . . ? C12 K2 C3 145.06(13) . . ? C15 K2 C3 106.06(11) . . ? N6 K2 C4 97.20(11) . . ? N5 K2 C4 95.15(9) . . ? N2 K2 C4 143.88(13) . . ? C1 K2 C4 44.90(11) . . ? N1 K2 C4 26.07(10) . . ? C2 K2 C4 42.56(12) . . ? C12 K2 C4 168.72(12) . . ? C15 K2 C4 124.29(11) . . ? C3 K2 C4 25.25(12) . . ? N6 K2 C22 100.87(12) . . ? N5 K2 C22 137.42(13) . . ? N2 K2 C22 23.51(13) . . ? C1 K2 C22 85.14(14) . . ? N1 K2 C22 101.56(14) . . ? C2 K2 C22 101.65(14) . . ? C12 K2 C22 48.45(15) . . ? C15 K2 C22 40.53(13) . . ? C3 K2 C22 126.81(14) . . ? C4 K2 C22 127.11(13) . . ? N6 K2 C13 110.90(12) . . ? N5 K2 C13 82.88(10) . . ? N2 K2 C13 41.15(12) . . ? C1 K2 C13 120.37(13) . . ? N1 K2 C13 148.38(13) . . ? C2 K2 C13 109.30(13) . . ? C12 K2 C13 24.64(13) . . ? C15 K2 C13 40.64(12) . . ? C3 K2 C13 122.12(13) . . ? C4 K2 C13 147.36(13) . . ? C22 K2 C13 64.66(14) . . ? N6 K2 C14 134.25(11) . . ? N5 K2 C14 98.89(11) . . ? N2 K2 C14 41.14(12) . . ? C1 K2 C14 96.72(14) . . ? N1 K2 C14 124.57(13) . . ? C2 K2 C14 86.41(13) . . ? C12 K2 C14 41.69(12) . . ? C15 K2 C14 24.23(12) . . ? C3 K2 C14 103.46(12) . . ? C4 K2 C14 127.65(12) . . ? C22 K2 C14 61.55(14) . . ? C13 K2 C14 23.91(12) . . ? N6 K2 C32 75.00(11) . . ? N5 K2 C32 23.96(10) . . ? N2 K2 C32 139.11(13) . . ? C1 K2 C32 112.82(12) . . ? N1 K2 C32 97.68(12) . . ? C2 K2 C32 92.95(13) . . ? C12 K2 C32 112.53(13) . . ? C15 K2 C32 131.45(13) . . ? C3 K2 C32 69.54(12) . . ? C4 K2 C32 72.12(11) . . ? C22 K2 C32 160.74(14) . . ? C13 K2 C32 98.79(12) . . ? C14 K2 C32 107.54(13) . . ? C11 N1 C4 109.5(5) . . ? C11 N1 C1 139.7(5) . . ? C4 N1 C1 110.6(4) . . ? C11 N1 K1 96.6(3) . . ? C4 N1 K1 85.8(2) . . ? C1 N1 K1 82.6(2) . . ? C11 N1 K2 115.2(3) . . ? C4 N1 K2 82.1(2) . . ? C1 N1 K2 74.5(2) . . ? K1 N1 K2 148.16(18) . . ? C22 N2 C15 108.8(5) . . ? C22 N2 C12 141.1(5) . . ? C15 N2 C12 109.9(4) . . ? C22 N2 K2 96.3(3) . . ? C15 N2 K2 85.0(2) . . ? C12 N2 K2 82.8(2) . . ? C22 N2 K1 114.3(3) . 1_455 ? C15 N2 K1 82.8(2) . 1_455 ? C12 N2 K1 75.0(2) . 1_455 ? K2 N2 K1 149.23(18) . 1_455 ? C26 N3 C25 110.4(3) . . ? C26 N3 C23 110.9(3) . . ? C25 N3 C23 109.6(3) . . ? C26 N3 K1 111.3(2) . . ? C25 N3 K1 106.3(3) . . ? C23 N3 K1 108.3(2) . . ? C27 N4 C24 112.3(4) . . ? C27 N4 C28 109.3(4) . . ? C24 N4 C28 109.4(3) . . ? C27 N4 K1 105.2(3) . . ? C24 N4 K1 108.6(2) . . ? C28 N4 K1 112.1(3) . . ? C32 N5 C31 109.7(4) . . ? C32 N5 C29 111.0(4) . . ? C31 N5 C29 108.9(4) . . ? C32 N5 K2 102.7(3) . . ? C31 N5 K2 113.9(2) . . ? C29 N5 K2 110.5(2) . . ? C34 N6 C33 108.8(4) . . ? C34 N6 C30 113.5(4) . . ? C33 N6 C30 106.8(4) . . ? C34 N6 K2 104.5(3) . . ? C33 N6 K2 114.4(3) . . ? C30 N6 K2 108.9(2) . . ? C2 C1 N1 102.4(4) . . ? C2 C1 K2 79.0(2) . . ? N1 C1 K2 77.4(2) . . ? C2 C1 K1 87.3(3) . . ? N1 C1 K1 69.0(2) . . ? K2 C1 K1 139.86(15) . . ? C3 C2 C1 111.6(4) . . ? C3 C2 K2 81.3(2) . . ? C1 C2 K2 74.4(2) . . ? C3 C2 K1 79.8(3) . . ? C1 C2 K1 67.6(2) . . ? K2 C2 K1 126.90(16) . . ? C4 C3 C2 109.2(4) . . ? C4 C3 K2 77.6(2) . . ? C2 C3 K2 73.0(2) . . ? C4 C3 K1 68.0(2) . . ? C2 C3 K1 76.0(3) . . ? K2 C3 K1 121.80(15) . . ? C3 C4 N1 106.1(4) . . ? C3 C4 C5 144.7(4) . . ? N1 C4 C5 109.2(4) . . ? C3 C4 K1 87.6(2) . . ? N1 C4 K1 67.4(2) . . ? C5 C4 K1 104.4(2) . . ? C3 C4 K2 77.1(2) . . ? N1 C4 K2 71.9(2) . . ? C5 C4 K2 115.4(2) . . ? K1 C4 K2 130.07(13) . . ? C6 C5 C4 134.4(4) . . ? C6 C5 C10 121.1(4) . . ? C4 C5 C10 104.5(4) . . ? C7 C6 C5 117.8(4) . . ? C8 C7 C6 118.0(5) . . ? C9 C8 C7 126.9(5) . . ? C8 C9 C10 120.3(6) . . ? C9 C10 C11 137.3(6) . . ? C9 C10 C5 115.8(6) . . ? C11 C10 C5 106.8(4) . . ? N1 C11 C10 110.0(5) . . ? N1 C11 K1 59.6(2) . . ? C10 C11 K1 100.4(3) . . ? C13 C12 N2 102.5(4) . . ? C13 C12 K1 79.6(2) . 1_455 ? N2 C12 K1 77.0(2) . 1_455 ? C13 C12 K2 87.5(3) . . ? N2 C12 K2 69.1(2) . . ? K1 C12 K2 140.01(15) 1_455 . ? C12 C13 C14 112.9(4) . . ? C12 C13 K1 74.1(2) . 1_455 ? C14 C13 K1 82.1(3) . 1_455 ? C12 C13 K2 67.8(2) . . ? C14 C13 K2 80.0(3) . . ? K1 C13 K2 126.73(16) 1_455 . ? C15 C14 C13 108.1(4) . . ? C15 C14 K1 77.0(2) . 1_455 ? C13 C14 K1 72.5(3) . 1_455 ? C15 C14 K2 67.4(2) . . ? C13 C14 K2 76.0(3) . . ? K1 C14 K2 121.15(15) 1_455 . ? C14 C15 N2 106.6(4) . . ? C14 C15 C16 144.6(4) . . ? N2 C15 C16 108.8(4) . . ? C14 C15 K2 88.3(3) . . ? N2 C15 K2 68.0(2) . . ? C16 C15 K2 103.6(2) . . ? C14 C15 K1 77.9(3) . 1_455 ? N2 C15 K1 71.0(2) . 1_455 ? C16 C15 K1 115.0(2) . 1_455 ? K2 C15 K1 130.52(14) . 1_455 ? C17 C16 C15 133.6(4) . . ? C17 C16 C21 121.2(5) . . ? C15 C16 C21 105.2(4) . . ? C18 C17 C16 118.0(5) . . ? C17 C18 C19 117.5(5) . . ? C20 C19 C18 124.9(6) . . ? C19 C20 C21 122.0(7) . . ? C20 C21 C22 138.5(7) . . ? C20 C21 C16 116.3(7) . . ? C22 C21 C16 105.2(5) . . ? N2 C22 C21 112.0(5) . . ? N2 C22 K2 60.2(3) . . ? C21 C22 K2 99.7(3) . . ? N3 C23 C24 114.1(3) . . ? N3 C23 K1 48.79(17) . . ? C24 C23 K1 77.7(2) . . ? N4 C24 C23 113.7(3) . . ? N4 C24 K1 48.75(18) . . ? C23 C24 K1 78.2(2) . . ? N3 C25 K1 50.4(2) . . ? N3 C26 K1 46.78(19) . . ? N4 C27 K1 51.4(2) . . ? N4 C28 K1 46.1(2) . . ? N5 C29 C30 116.5(4) . . ? N5 C29 K2 47.35(17) . . ? C30 C29 K2 76.5(2) . . ? N6 C30 C29 115.3(4) . . ? N6 C30 K2 48.42(18) . . ? C29 C30 K2 80.2(2) . . ? N5 C32 K2 53.3(2) . . ? N6 C34 K2 52.0(2) . . ? N10 K3 N9 65.25(9) . . ? N10 K3 N7 102.50(11) . . ? N9 K3 N7 121.91(12) . . ? N10 K3 C46 126.54(16) . 1_455 ? N9 K3 C46 135.25(11) . 1_455 ? N7 K3 C46 98.93(13) . 1_455 ? N10 K3 C35 87.83(11) . . ? N9 K3 C35 94.27(11) . . ? N7 K3 C35 27.89(12) . . ? C46 K3 C35 126.26(11) 1_455 . ? N10 K3 C47 140.50(12) . 1_455 ? N9 K3 C47 113.25(12) . 1_455 ? N7 K3 C47 109.31(14) . 1_455 ? C46 K3 C47 26.80(15) 1_455 1_455 ? C35 K3 C47 130.46(13) . 1_455 ? N10 K3 N8 100.08(14) . 1_455 ? N9 K3 N8 118.16(11) . 1_455 ? N7 K3 N8 119.90(13) . 1_455 ? C46 K3 N8 28.85(15) 1_455 1_455 ? C35 K3 N8 147.05(12) . 1_455 ? C47 K3 N8 43.46(15) 1_455 1_455 ? N10 K3 C38 129.09(10) . . ? N9 K3 C38 123.25(11) . . ? N7 K3 C38 27.09(11) . . ? C46 K3 C38 84.73(13) 1_455 . ? C35 K3 C38 44.49(11) . . ? C47 K3 C38 86.38(12) 1_455 . ? N8 K3 C38 112.21(14) 1_455 . ? N10 K3 C48 120.43(12) . 1_455 ? N9 K3 C48 91.71(11) . 1_455 ? N7 K3 C48 134.34(13) . 1_455 ? C46 K3 C48 43.78(13) 1_455 1_455 ? C35 K3 C48 150.80(14) . 1_455 ? C47 K3 C48 25.28(13) 1_455 1_455 ? N8 K3 C48 42.32(13) 1_455 1_455 ? C38 K3 C48 109.81(12) . 1_455 ? N10 K3 C49 98.72(11) . 1_455 ? N9 K3 C49 93.89(9) . 1_455 ? N7 K3 C49 143.51(12) . 1_455 ? C46 K3 C49 44.90(11) 1_455 1_455 ? C35 K3 C49 171.14(11) . 1_455 ? C47 K3 C49 42.17(13) 1_455 1_455 ? N8 K3 C49 25.89(10) 1_455 1_455 ? C38 K3 C49 127.22(12) . 1_455 ? C48 K3 C49 25.22(12) 1_455 1_455 ? N10 K3 C36 104.91(11) . . ? N9 K3 C36 85.03(10) . . ? N7 K3 C36 41.20(12) . . ? C46 K3 C36 122.85(14) 1_455 . ? C35 K3 C36 25.05(12) . . ? C47 K3 C36 114.40(13) 1_455 . ? N8 K3 C36 151.57(14) 1_455 . ? C38 K3 C36 40.14(12) . . ? C48 K3 C36 128.09(14) 1_455 . ? C49 K3 C36 153.31(13) 1_455 . ? N10 K3 C45 96.95(12) . . ? N9 K3 C45 140.55(12) . . ? N7 K3 C45 23.87(12) . . ? C46 K3 C45 83.99(13) 1_455 . ? C35 K3 C45 48.23(13) . . ? C47 K3 C45 102.68(14) 1_455 . ? N8 K3 C45 98.88(12) 1_455 . ? C38 K3 C45 41.61(12) . . ? C48 K3 C45 126.66(13) 1_455 . ? C49 K3 C45 124.47(12) 1_455 . ? C36 K3 C45 65.05(13) . . ? N10 K3 C37 128.64(11) . . ? N9 K3 C37 100.20(11) . . ? N7 K3 C37 41.52(12) . . ? C46 K3 C37 99.12(15) 1_455 . ? C35 K3 C37 42.42(12) . . ? C47 K3 C37 90.86(13) 1_455 . ? N8 K3 C37 127.95(15) 1_455 . ? C38 K3 C37 23.73(12) . . ? C48 K3 C37 108.38(13) 1_455 . ? C49 K3 C37 132.25(13) 1_455 . ? C36 K3 C37 24.31(12) . . ? C45 K3 C37 62.40(13) . . ? N10 K3 C61 24.08(10) . . ? N9 K3 C61 73.21(10) . . ? N7 K3 C61 118.90(12) . . ? C46 K3 C61 104.21(15) 1_455 . ? C35 K3 C61 110.35(12) . . ? C47 K3 C61 116.56(12) 1_455 . ? N8 K3 C61 76.50(14) 1_455 . ? C38 K3 C61 145.48(11) . . ? C48 K3 C61 98.74(12) 1_455 . ? C49 K3 C61 75.38(12) 1_455 . ? C36 K3 C61 128.98(12) . . ? C45 K3 C61 105.30(13) . . ? C37 K3 C61 152.36(12) . . ? N11 K4 N12 65.27(10) . . ? N11 K4 N8 101.80(12) . . ? N12 K4 N8 121.83(15) . . ? N11 K4 C35 126.51(12) . . ? N12 K4 C35 137.31(11) . . ? N8 K4 C35 97.32(14) . . ? N11 K4 N7 102.31(11) . . ? N12 K4 N7 119.40(11) . . ? N8 K4 N7 118.77(16) . . ? C35 K4 N7 27.63(12) . . ? N11 K4 C36 143.13(13) . . ? N12 K4 C36 116.47(12) . . ? N8 K4 C36 106.01(14) . . ? C35 K4 C36 26.65(13) . . ? N7 K4 C36 42.57(13) . . ? N11 K4 C46 88.52(12) . . ? N12 K4 C46 92.37(14) . . ? N8 K4 C46 29.49(16) . . ? C35 K4 C46 125.66(12) . . ? N7 K4 C46 148.16(15) . . ? C36 K4 C46 126.86(13) . . ? N11 K4 C49 128.76(11) . . ? N12 K4 C49 125.34(12) . . ? N8 K4 C49 27.11(11) . . ? C35 K4 C49 81.90(12) . . ? N7 K4 C49 108.66(13) . . ? C36 K4 C49 82.31(12) . . ? C46 K4 C49 45.57(11) . . ? N11 K4 C38 102.66(12) . . ? N12 K4 C38 95.16(10) . . ? N8 K4 C38 141.71(15) . . ? C35 K4 C38 44.41(11) . . ? N7 K4 C38 26.38(11) . . ? C36 K4 C38 41.56(13) . . ? C46 K4 C38 168.39(12) . . ? C49 K4 C38 122.96(12) . . ? N11 K4 C37 124.23(13) . . ? N12 K4 C37 93.49(12) . . ? N8 K4 C37 131.41(14) . . ? C35 K4 C37 44.42(13) . . ? N7 K4 C37 42.64(12) . . ? C36 K4 C37 25.99(13) . . ? C46 K4 C37 145.91(15) . . ? C49 K4 C37 106.00(12) . . ? C38 K4 C37 24.73(12) . . ? N11 K4 C47 107.14(12) . . ? N12 K4 C47 84.88(11) . . ? N8 K4 C47 42.82(16) . . ? C35 K4 C47 120.36(12) . . ? N7 K4 C47 147.97(13) . . ? C36 K4 C47 109.70(14) . . ? C46 K4 C47 25.37(15) . . ? C49 K4 C47 41.48(12) . . ? C38 K4 C47 147.03(13) . . ? C37 K4 C47 122.30(14) . . ? N11 K4 C48 129.99(11) . . ? N12 K4 C48 101.52(12) . . ? N8 K4 C48 42.09(14) . . ? C35 K4 C48 96.63(13) . . ? N7 K4 C48 124.11(13) . . ? C36 K4 C48 86.74(13) . . ? C46 K4 C48 42.27(13) . . ? C49 K4 C48 24.82(12) . . ? C38 K4 C48 127.08(12) . . ? C37 K4 C48 103.72(13) . . ? C47 K4 C48 24.00(12) . . ? N11 K4 C56 96.03(13) . . ? N12 K4 C56 140.40(17) . . ? N8 K4 C56 24.14(16) . . ? C35 K4 C56 82.17(18) . . ? N7 K4 C56 97.96(18) . . ? C36 K4 C56 99.50(17) . . ? C46 K4 C56 50.7(2) . . ? C49 K4 C56 40.82(13) . . ? C38 K4 C56 123.71(18) . . ? C37 K4 C56 124.72(17) . . ? C47 K4 C56 66.97(17) . . ? C48 K4 C56 62.79(15) . . ? N11 K4 C68 23.51(11) . . ? N12 K4 C68 74.13(15) . . ? N8 K4 C68 116.83(15) . . ? C35 K4 C68 104.65(13) . . ? N7 K4 C68 79.10(13) . . ? C36 K4 C68 119.70(13) . . ? C46 K4 C68 110.40(14) . . ? C49 K4 C68 142.83(15) . . ? C38 K4 C68 80.24(13) . . ? C37 K4 C68 103.50(14) . . ? C47 K4 C68 130.60(13) . . ? C48 K4 C68 152.65(12) . . ? C56 K4 C68 102.94(16) . . ? C45 N7 C38 111.5(5) . . ? C45 N7 C35 138.9(5) . . ? C38 N7 C35 109.3(4) . . ? C45 N7 K3 95.8(3) . . ? C38 N7 K3 84.7(2) . . ? C35 N7 K3 82.9(2) . . ? C45 N7 K4 115.7(3) . . ? C38 N7 K4 81.3(2) . . ? C35 N7 K4 75.3(2) . . ? K3 N7 K4 148.45(17) . . ? C56 N8 C49 107.8(5) . . ? C56 N8 C46 143.6(5) . . ? C49 N8 C46 108.4(5) . . ? C56 N8 K4 98.1(3) . . ? C49 N8 K4 85.1(2) . . ? C46 N8 K4 81.5(2) . . ? C56 N8 K3 116.5(3) . 1_655 ? C49 N8 K3 82.2(2) . 1_655 ? C46 N8 K3 72.4(2) . 1_655 ? K4 N8 K3 145.3(2) . 1_655 ? C60 N9 C57 111.3(3) . . ? C60 N9 C59 109.1(3) . . ? C57 N9 C59 109.2(3) . . ? C60 N9 K3 111.8(2) . . ? C57 N9 K3 108.5(2) . . ? C59 N9 K3 106.8(2) . . ? C62 N10 C61 109.4(3) . . ? C62 N10 C58 109.4(3) . . ? C61 N10 C58 110.8(3) . . ? C62 N10 K3 114.1(3) . . ? C61 N10 K3 103.5(2) . . ? C58 N10 K3 109.5(2) . . ? C68 N11 C64 114.4(5) . . ? C68 N11 C67 108.6(4) . . ? C64 N11 C67 107.4(4) . . ? C68 N11 K4 104.9(3) . . ? C64 N11 K4 108.3(3) . . ? C67 N11 K4 113.4(4) . . ? C66 N12 C63 111.9(4) . . ? C66 N12 C65 109.5(4) . . ? C63 N12 C65 108.4(4) . . ? C66 N12 K4 111.2(3) . . ? C63 N12 K4 108.2(3) . . ? C65 N12 K4 107.5(3) . . ? C36 C35 N7 102.1(4) . . ? C36 C35 K4 78.4(2) . . ? N7 C35 K4 77.0(2) . . ? C36 C35 K3 87.0(3) . . ? N7 C35 K3 69.2(2) . . ? K4 C35 K3 139.37(15) . . ? C35 C36 C37 113.3(5) . . ? C35 C36 K4 74.9(2) . . ? C37 C36 K4 81.6(3) . . ? C35 C36 K3 68.0(2) . . ? C37 C36 K3 80.3(3) . . ? K4 C36 K3 127.33(17) . . ? C38 C37 C36 106.1(4) . . ? C38 C37 K4 76.7(2) . . ? C36 C37 K4 72.5(3) . . ? C38 C37 K3 67.0(3) . . ? C36 C37 K3 75.4(3) . . ? K4 C37 K3 121.39(16) . . ? C37 C38 N7 109.4(4) . . ? C37 C38 C39 144.4(4) . . ? N7 C38 C39 106.2(4) . . ? C37 C38 K3 89.3(3) . . ? N7 C38 K3 68.2(2) . . ? C39 C38 K3 102.6(2) . . ? C37 C38 K4 78.5(3) . . ? N7 C38 K4 72.3(2) . . ? C39 C38 K4 114.4(2) . . ? K3 C38 K4 131.70(15) . . ? C40 C39 C44 122.4(4) . . ? C40 C39 C38 132.8(4) . . ? C44 C39 C38 104.8(4) . . ? C41 C40 C39 118.4(5) . . ? C42 C41 C40 116.2(5) . . ? C43 C42 C41 125.7(5) . . ? C42 C43 C44 121.1(6) . . ? C43 C44 C45 135.1(6) . . ? C43 C44 C39 116.2(5) . . ? C45 C44 C39 108.8(4) . . ? N7 C45 C44 108.6(5) . . ? N7 C45 K3 60.4(2) . . ? C44 C45 K3 99.0(3) . . ? C47 C46 N8 102.2(4) . . ? C47 C46 K3 78.9(3) . 1_655 ? N8 C46 K3 78.8(2) . 1_655 ? C47 C46 K4 86.2(3) . . ? N8 C46 K4 69.0(2) . . ? K3 C46 K4 140.69(15) 1_655 . ? C48 C47 C46 112.8(5) . . ? C48 C47 K3 82.7(3) . 1_655 ? C46 C47 K3 74.3(3) . 1_655 ? C48 C47 K4 80.2(3) . . ? C46 C47 K4 68.5(2) . . ? K3 C47 K4 128.29(17) 1_655 . ? C47 C48 C49 109.4(4) . . ? C47 C48 K3 72.0(3) . 1_655 ? C49 C48 K3 78.5(2) . 1_655 ? C47 C48 K4 75.8(3) . . ? C49 C48 K4 68.5(2) . . ? K3 C48 K4 121.98(15) 1_655 . ? C48 C49 N8 107.2(5) . . ? C48 C49 C50 143.6(4) . . ? N8 C49 C50 109.1(5) . . ? C48 C49 K4 86.7(3) . . ? N8 C49 K4 67.8(2) . . ? C50 C49 K4 105.1(2) . . ? C48 C49 K3 76.3(2) . 1_655 ? N8 C49 K3 71.9(2) . 1_655 ? C50 C49 K3 117.1(2) . 1_655 ? K4 C49 K3 128.84(14) . 1_655 ? C51 C50 C55 118.2(5) . . ? C51 C50 C49 134.8(4) . . ? C55 C50 C49 107.0(5) . . ? C52 C51 C50 117.0(5) . . ? C51 C52 C53 118.0(6) . . ? C54 C53 C52 125.5(7) . . ? C53 C54 C55 120.5(8) . . ? C54 C55 C50 120.7(8) . . ? C54 C55 C56 132.5(7) . . ? C50 C55 C56 106.8(6) . . ? N8 C56 C55 109.3(5) . . ? N8 C56 K4 57.7(3) . . ? C55 C56 K4 99.9(3) . . ? N9 C57 C58 113.5(3) . . ? N9 C57 K3 48.74(16) . . ? C58 C57 K3 78.0(2) . . ? N10 C58 C57 114.1(3) . . ? N10 C58 K3 47.92(17) . . ? C57 C58 K3 77.8(2) . . ? N9 C59 K3 49.89(19) . . ? N9 C60 K3 46.46(19) . . ? N10 C61 K3 52.5(2) . . ? C64 C63 N12 116.0(4) . . ? C64 C63 K4 77.7(3) . . ? N12 C63 K4 49.0(2) . . ? C63 C64 N11 115.9(4) . . ? C63 C64 K4 78.8(3) . . ? N11 C64 K4 49.0(2) . . ? N12 C65 K4 49.4(2) . . ? N12 C66 K4 47.0(2) . . ? N11 C68 K4 51.6(2) . . ? #======================================================================= # Data block for single structure (one for each study in the paper) #======================================================================= data_c:\mydocu~1\papers\kazape~1\copyof~1\kthf _database_code_depnum_ccdc_archive 'CCDC 259906' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H12 K N O0.50' _chemical_formula_weight 229.34 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' K K 0.2009 0.2494 '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 monoclinic _symmetry_space_group_name_H-M C_1_2/c_1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.6808(2) _cell_length_b 10.2199(2) _cell_length_c 12.4844(4) _cell_angle_alpha 90.00 _cell_angle_beta 102.1350(10) _cell_angle_gamma 90.00 _cell_volume 2205.47(9) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour red _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.381 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 960 _exptl_absorpt_coefficient_mu 0.451 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_source 'Enraf Nonius FR590' _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_reflns_number 18281 _diffrn_reflns_av_R_equivalents 0.0616 _diffrn_reflns_av_sigmaI/netI 0.0455 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 28.29 _reflns_number_total 2742 _reflns_number_gt 1766 _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 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0635P)^2^+1.2475P] 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 2742 _refine_ls_number_parameters 177 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0921 _refine_ls_R_factor_gt 0.0492 _refine_ls_wR_factor_ref 0.1323 _refine_ls_wR_factor_gt 0.1130 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.012 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group K1 K 0.37129(3) 0.04896(5) 0.20189(4) 0.04968(19) Uani 1 1 d . . . N1 N 0.4829(3) -0.1195(6) 0.0675(4) 0.0438(12) Uani 0.50 1 d P . 1 C2 C 0.43262(15) -0.2195(2) 0.0997(2) 0.0578(6) Uani 1 1 d . . . H2 H 0.4454 -0.2908 0.1490 0.069 Uiso 1 1 calc R A 1 C3 C 0.36099(14) -0.1815(2) 0.03833(19) 0.0544(6) Uani 1 1 d . . . H3 H 0.3149 -0.2283 0.0407 0.065 Uiso 1 1 calc R . . C4 C 0.36070(13) -0.0724(2) -0.02597(19) 0.0557(6) Uani 1 1 d . . . H4 H 0.3152 -0.0366 -0.0704 0.067 Uiso 1 1 calc R . . C5 C 0.43414(17) -0.0198(3) -0.0191(2) 0.0639(7) Uani 1 1 d . . . C6 C 0.4994(3) -0.0548(6) 0.0322(4) 0.0444(10) Uani 0.50 1 d P . 2 C7 C 0.5021(4) -0.1652(7) 0.0997(5) 0.0474(15) Uani 0.50 1 d P . 2 H7 H 0.5491 -0.1990 0.1420 0.057 Uiso 0.50 1 calc PR . 2 C8 C 0.5626(2) -0.0990(4) 0.0922(3) 0.0461(10) Uani 0.50 1 d P . 1 H8 H 0.6027 -0.1449 0.1400 0.055 Uiso 0.50 1 calc PR . 1 N2 N 0.26906(18) 0.3015(4) 0.1287(5) 0.1075(14) Uani 0.50 1 d P B 4 C9 C 0.25188(16) 0.2699(3) 0.2290(3) 0.0720(8) Uani 1 1 d . B . H9 H 0.2694 0.3189 0.2941 0.086 Uiso 1 1 calc R C 3 C10 C 0.20673(15) 0.1596(3) 0.2236(2) 0.0627(7) Uani 1 1 d . B . H10 H 0.1914 0.1261 0.2867 0.075 Uiso 1 1 calc R . . C11 C 0.18476(18) 0.0998(4) 0.1237(4) 0.0875(10) Uani 1 1 d . B . H11 H 0.1538 0.0234 0.1083 0.105 Uiso 1 1 calc R D 3 C12 C 0.2228(7) 0.1864(12) 0.0336(13) 0.079(5) Uani 0.50 1 d P . 3 C13 C 0.2528(6) 0.2543(12) -0.0572(8) 0.070(3) Uani 0.50 1 d P . 3 C14 C 0.26906(18) 0.3015(4) 0.1287(5) 0.1075(14) Uani 0.50 1 d P . 3 H14 H 0.3011 0.3749 0.1239 0.129 Uiso 0.50 1 calc PR . 3 C15 C 0.2017(6) 0.1315(11) 0.0413(12) 0.069(4) Uani 0.50 1 d P . 4 C16 C 0.3070(3) 0.3875(5) 0.0676(4) 0.0545(12) Uani 0.50 1 d P . 4 H16 H 0.3381 0.4573 0.1028 0.065 Uiso 0.50 1 calc PR . 4 O1 O 0.5000 0.20913(19) 0.2500 0.0479(5) Uani 1 2 d S . . C17 C 0.49326(16) 0.2914(2) 0.3423(2) 0.0605(6) Uani 1 1 d . . . H17A H 0.5384 0.2791 0.4035 0.073 Uiso 1 1 calc R B . H17B H 0.4457 0.2699 0.3686 0.073 Uiso 1 1 calc R . . C18 C 0.4902(3) 0.4278(3) 0.3012(3) 0.1103(14) Uani 1 1 d . . . H18A H 0.4374 0.4638 0.2950 0.132 Uiso 1 1 calc R . . H18B H 0.5268 0.4833 0.3528 0.132 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 K1 0.0402(3) 0.0559(3) 0.0527(3) -0.0069(2) 0.0092(2) 0.0018(2) N1 0.039(3) 0.046(4) 0.044(3) -0.002(2) 0.002(2) 0.018(2) C2 0.0594(15) 0.0588(14) 0.0578(15) -0.0066(11) 0.0180(12) -0.0028(12) C3 0.0474(12) 0.0651(15) 0.0532(14) -0.0097(11) 0.0162(10) -0.0104(11) C4 0.0447(12) 0.0747(16) 0.0444(13) -0.0085(11) 0.0021(10) 0.0177(11) C5 0.0771(19) 0.0609(15) 0.0643(16) -0.0211(12) 0.0387(15) -0.0115(13) C6 0.045(3) 0.049(3) 0.038(3) -0.002(2) 0.007(2) 0.010(2) C7 0.042(3) 0.050(4) 0.051(4) -0.001(3) 0.010(3) 0.015(3) C8 0.039(2) 0.050(2) 0.046(2) 0.0025(19) 0.0011(18) 0.011(2) N2 0.0608(18) 0.084(2) 0.189(4) 0.073(3) 0.051(2) 0.0365(17) C9 0.0583(15) 0.0655(17) 0.090(2) 0.0048(15) 0.0103(15) 0.0175(14) C10 0.0609(15) 0.0703(16) 0.0604(16) 0.0163(13) 0.0205(12) 0.0198(13) C11 0.0521(17) 0.089(2) 0.113(3) -0.026(2) -0.0028(18) 0.0234(16) C12 0.073(10) 0.094(13) 0.056(8) -0.013(8) -0.018(6) 0.050(8) C13 0.065(6) 0.094(9) 0.038(6) -0.015(4) -0.016(4) 0.053(6) C14 0.0608(18) 0.084(2) 0.189(4) 0.073(3) 0.051(2) 0.0365(17) C15 0.045(4) 0.087(8) 0.082(7) 0.021(6) 0.029(4) 0.023(4) C16 0.040(2) 0.051(3) 0.067(3) -0.008(2) 0.000(2) 0.007(2) O1 0.0498(12) 0.0455(11) 0.0505(13) 0.000 0.0155(10) 0.000 C17 0.0647(15) 0.0581(14) 0.0621(15) -0.0121(12) 0.0214(12) -0.0057(12) C18 0.169(4) 0.0559(17) 0.121(3) -0.0137(17) 0.066(3) 0.013(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag K1 O1 2.7648(13) . ? K1 C8 3.000(4) 2_655 ? K1 C4 3.073(2) . ? K1 C3 3.097(2) . ? K1 C9 3.157(3) . ? K1 N2 3.173(3) . ? K1 C10 3.186(2) . ? K1 C13 3.233(8) 7 ? K1 C5 3.260(2) . ? K1 C11 3.278(3) . ? K1 C2 3.304(2) . ? N1 C8 1.392(7) . ? N1 C2 1.466(7) . ? N1 C5 1.600(6) . ? C2 C7 1.349(7) . ? C2 C3 1.391(4) . ? C3 C4 1.373(3) . ? C4 C5 1.391(4) . ? C4 K1 3.450(2) 6 ? C5 C6 1.249(6) . ? C5 C6 1.439(6) 5_655 ? C5 C8 1.527(5) 5_655 ? C5 K1 3.439(3) 6 ? C6 C6 1.383(12) 5_655 ? C6 C7 1.403(8) . ? C6 C5 1.439(6) 5_655 ? C8 C5 1.527(5) 5_655 ? C8 K1 3.000(4) 2_655 ? N2 C9 1.387(5) . ? N2 C16 1.422(6) . ? C9 C10 1.375(4) . ? C10 C11 1.369(4) . ? C11 C15 1.176(12) . ? C11 C12 1.679(16) . ? C12 C13 0.766(12) 7 ? C12 C13 1.517(16) . ? C12 C12 1.91(3) 7 ? C13 C12 0.766(12) 7 ? C13 C14 1.062(8) 7 ? C13 C13 1.45(2) 7 ? C13 K1 3.233(8) 7 ? C15 C16 1.350(15) 7 ? C16 C15 1.350(15) 7 ? O1 C17 1.452(3) 2_655 ? O1 C17 1.452(3) . ? O1 K1 2.7648(13) 2_655 ? C17 C18 1.483(4) . ? C18 C18 1.393(7) 2_655 ? 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 O1 K1 C8 87.56(8) . 2_655 ? O1 K1 C4 109.11(5) . . ? C8 K1 C4 121.80(10) 2_655 . ? O1 K1 C3 121.67(5) . . ? C8 K1 C3 98.05(10) 2_655 . ? C4 K1 C3 25.72(6) . . ? O1 K1 C9 95.27(6) . . ? C8 K1 C9 114.68(11) 2_655 . ? C4 K1 C9 118.41(8) . . ? C3 K1 C9 131.78(8) . . ? O1 K1 N2 88.51(8) . . ? C8 K1 N2 138.81(13) 2_655 . ? C4 K1 N2 98.14(12) . . ? C3 K1 N2 118.54(12) . . ? C9 K1 N2 25.31(9) . . ? O1 K1 C10 119.75(6) . . ? C8 K1 C10 107.72(10) 2_655 . ? C4 K1 C10 110.05(7) . . ? C3 K1 C10 113.43(7) . . ? C9 K1 C10 25.03(7) . . ? N2 K1 C10 42.33(7) . . ? O1 K1 C13 100.6(3) . 7 ? C8 K1 C13 152.7(2) 2_655 7 ? C4 K1 C13 80.30(15) . 7 ? C3 K1 C13 99.52(16) . 7 ? C9 K1 C13 39.17(17) . 7 ? N2 K1 C13 19.05(14) . 7 ? C10 K1 C13 45.8(2) . 7 ? O1 K1 C5 84.27(5) . . ? C8 K1 C5 118.41(10) 2_655 . ? C4 K1 C5 25.16(7) . . ? C3 K1 C5 42.39(6) . . ? C9 K1 C5 126.82(8) . . ? N2 K1 C5 101.92(11) . . ? C10 K1 C5 128.93(8) . . ? C13 K1 C5 88.46(19) 7 . ? O1 K1 C11 134.54(8) . . ? C8 K1 C11 121.43(12) 2_655 . ? C4 K1 C11 85.80(8) . . ? C3 K1 C11 90.47(7) . . ? C9 K1 C11 42.69(8) . . ? N2 K1 C11 46.28(9) . . ? C10 K1 C11 24.40(7) . . ? C13 K1 C11 38.1(3) 7 . ? C5 K1 C11 106.43(9) . . ? O1 K1 C2 104.70(5) . . ? C8 K1 C2 79.16(10) 2_655 . ? C4 K1 C2 42.97(6) . . ? C3 K1 C2 24.83(6) . . ? C9 K1 C2 156.40(7) . . ? N2 K1 C2 141.05(12) . . ? C10 K1 C2 135.02(7) . . ? C13 K1 C2 122.68(15) 7 . ? C5 K1 C2 45.27(7) . . ? C11 K1 C2 114.08(7) . . ? C8 N1 C2 133.5(5) . . ? C8 N1 C5 115.4(5) . . ? C2 N1 C5 110.9(4) . . ? C8 N1 K1 119.3(3) . . ? C2 N1 K1 76.3(2) . . ? C5 N1 K1 73.6(2) . . ? C7 C2 C3 127.6(4) . . ? C7 C2 N1 26.8(2) . . ? C3 C2 N1 100.9(3) . . ? C7 C2 K1 91.8(3) . . ? C3 C2 K1 69.25(13) . . ? N1 C2 K1 78.1(2) . . ? C4 C3 C2 116.1(2) . . ? C4 C3 K1 76.13(13) . . ? C2 C3 K1 85.92(14) . . ? C3 C4 C5 112.9(2) . . ? C3 C4 K1 78.15(13) . . ? C5 C4 K1 84.99(14) . . ? C3 C4 K1 129.61(15) . 6 ? C5 C4 K1 77.92(15) . 6 ? K1 C4 K1 151.44(9) . 6 ? C6 C5 C4 132.1(4) . . ? C6 C5 C6 61.4(5) . 5_655 ? C4 C5 C6 166.3(4) . 5_655 ? C6 C5 C8 112.8(4) . 5_655 ? C4 C5 C8 115.0(3) . 5_655 ? C6 C5 C8 51.4(3) 5_655 5_655 ? C6 C5 N1 33.0(3) . . ? C4 C5 N1 99.2(3) . . ? C6 C5 N1 94.4(4) 5_655 . ? C8 C5 N1 145.8(3) 5_655 . ? C6 C5 K1 94.0(3) . . ? C4 C5 K1 69.86(13) . . ? C6 C5 K1 114.4(2) 5_655 . ? C8 C5 K1 113.4(2) 5_655 . ? N1 C5 K1 78.3(2) . . ? C6 C5 K1 124.2(3) . 6 ? C4 C5 K1 78.78(15) . 6 ? C6 C5 K1 91.6(2) 5_655 6 ? C8 C5 K1 60.56(19) 5_655 6 ? N1 C5 K1 130.0(2) . 6 ? K1 C5 K1 141.32(10) . 6 ? C5 C6 C6 66.1(4) . 5_655 ? C5 C6 C7 116.8(5) . . ? C6 C6 C7 177.1(7) 5_655 . ? C5 C6 C5 118.6(5) . 5_655 ? C6 C6 C5 52.5(4) 5_655 5_655 ? C7 C6 C5 124.7(4) . 5_655 ? C2 C7 C6 114.5(5) . . ? N1 C8 C5 98.7(4) . 5_655 ? N1 C8 K1 117.4(3) . 2_655 ? C5 C8 K1 93.1(2) 5_655 2_655 ? C9 N2 C16 147.8(5) . . ? C9 N2 K1 76.70(15) . . ? C16 N2 K1 110.7(2) . . ? C10 C9 N2 112.5(3) . . ? C10 C9 K1 78.64(15) . . ? N2 C9 K1 77.99(16) . . ? C11 C10 C9 117.5(3) . . ? C11 C10 K1 81.59(16) . . ? C9 C10 K1 76.33(15) . . ? C15 C11 C10 126.8(7) . . ? C15 C11 C12 19.4(9) . . ? C10 C11 C12 107.4(5) . . ? C15 C11 K1 83.0(6) . . ? C10 C11 K1 74.01(15) . . ? C12 C11 K1 76.3(4) . . ? C13 C12 C13 70.6(18) 7 . ? C13 C12 C11 116(2) 7 . ? C13 C12 C11 173.8(13) . . ? C13 C12 C12 48.4(14) 7 7 ? C13 C12 C12 22.2(5) . 7 ? C11 C12 C12 164.0(14) . 7 ? C13 C12 K1 77.5(12) 7 . ? C13 C12 K1 108.2(6) . . ? C11 C12 K1 74.1(4) . . ? C12 C12 K1 99.3(7) 7 . ? C12 C13 C14 146(3) 7 7 ? C12 C13 C13 79.6(16) 7 7 ? C14 C13 C13 134.8(19) 7 7 ? C12 C13 C12 109.4(18) 7 . ? C14 C13 C12 105.0(15) 7 . ? C13 C13 C12 29.8(6) 7 . ? C12 C13 K1 89.2(12) 7 7 ? C14 C13 K1 77.3(5) 7 7 ? C13 C13 K1 114.1(6) 7 7 ? C12 C13 K1 113.5(5) . 7 ? C11 C15 C16 147.7(11) . 7 ? C11 C15 K1 76.6(6) . . ? C16 C15 K1 117.7(6) 7 . ? C15 C16 N2 119.0(5) 7 . ? C17 O1 C17 109.2(2) 2_655 . ? C17 O1 K1 111.81(11) 2_655 . ? C17 O1 K1 108.31(11) . . ? C17 O1 K1 108.31(11) 2_655 2_655 ? C17 O1 K1 111.81(11) . 2_655 ? K1 O1 K1 107.40(7) . 2_655 ? O1 C17 C18 105.8(2) . . ? O1 C17 K1 48.52(9) . . ? C18 C17 K1 121.2(2) . . ? C18 C18 C17 108.64(17) 2_655 . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.284 _refine_diff_density_min -0.262 _refine_diff_density_rms 0.049