# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2008 data_global _journal_coden_Cambridge 440 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Cameron Jones' 'Guo-Xia Jin.' 'Peter Junk' 'Kai-Alexander Lippert' 'Richard P. Rose' 'Andreas Stasch' _publ_contact_author_name 'Cameron Jones' _publ_contact_author_email CAMERON.JONES@SCI.MONASH.EDU.AU _publ_section_title ; Synthesis and Characterisation of Bulky Guanidines and Phosphaguanidines: Precursors for Low Oxidation State Metallacycles ; # Attachment 'cmpd8.CIF' data_compound8 _database_code_depnum_ccdc_archive 'CCDC 699384' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C68 H110 N6' _chemical_formula_weight 1011.62 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.467(3) _cell_length_b 22.956(5) _cell_length_c 19.774(4) _cell_angle_alpha 90.00 _cell_angle_beta 111.87(3) _cell_angle_gamma 90.00 _cell_volume 6516(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.031 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2240 _exptl_absorpt_coefficient_mu 0.059 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.955 _exptl_absorpt_correction_T_max 0.993 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _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 16169 _diffrn_reflns_av_R_equivalents 0.0423 _diffrn_reflns_av_sigmaI/netI 0.1032 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 25.00 _reflns_number_total 11404 _reflns_number_gt 6796 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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. A molecule of hexane was located in the asymmetric unit. This was found to be disordered over 2 sites. The disorder was successfully modelled. ; _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^)+(0.0620P)^2^+4.3021P] 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 11404 _refine_ls_number_parameters 674 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.1400 _refine_ls_R_factor_gt 0.0755 _refine_ls_wR_factor_ref 0.1828 _refine_ls_wR_factor_gt 0.1545 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.024 _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 N1 N 0.23666(15) 0.50554(11) 0.53539(12) 0.0259(6) Uani 1 1 d . . . H1 H 0.2163 0.5384 0.5119 0.031 Uiso 1 1 calc R . . C1 C 0.31168(18) 0.51031(14) 0.60142(14) 0.0246(7) Uani 1 1 d . . . N2 N 0.36939(15) 0.46254(11) 0.62342(12) 0.0260(6) Uani 1 1 d . . . C2 C 0.18836(18) 0.45380(14) 0.50072(15) 0.0290(7) Uani 1 1 d . . . N3 N 0.32723(15) 0.55689(11) 0.64068(12) 0.0241(6) Uani 1 1 d . . . C3 C 0.18469(19) 0.44078(15) 0.42997(16) 0.0339(8) Uani 1 1 d . . . N4 N -0.11638(15) 0.88953(11) 0.48255(12) 0.0270(6) Uani 1 1 d . . . C4 C 0.1369(2) 0.39107(16) 0.39618(18) 0.0440(9) Uani 1 1 d . . . H4 H 0.1330 0.3815 0.3484 0.053 Uiso 1 1 calc R . . N5 N -0.26225(15) 0.93035(11) 0.45911(12) 0.0271(6) Uani 1 1 d . . . C5 C 0.0950(2) 0.35532(17) 0.4312(2) 0.0510(10) Uani 1 1 d . . . H5 H 0.0643 0.3208 0.4079 0.061 Uiso 1 1 calc R . . N6 N -0.23586(15) 0.83075(11) 0.49074(12) 0.0275(6) Uani 1 1 d . . . H6 H -0.1944 0.8065 0.5196 0.033 Uiso 1 1 calc R . . C6 C 0.0975(2) 0.36912(16) 0.4994(2) 0.0462(9) Uani 1 1 d . . . H6A H 0.0674 0.3443 0.5223 0.055 Uiso 1 1 calc R . . C7 C 0.14298(19) 0.41857(14) 0.53556(16) 0.0330(8) Uani 1 1 d . . . C8 C 0.2307(2) 0.47985(16) 0.39093(16) 0.0393(8) Uani 1 1 d . . . H8 H 0.2774 0.5047 0.4285 0.047 Uiso 1 1 calc R . . C9 C 0.2825(3) 0.44512(19) 0.3517(2) 0.0649(12) Uani 1 1 d . . . H9A H 0.2376 0.4231 0.3114 0.097 Uiso 1 1 calc R . . H9B H 0.3261 0.4180 0.3860 0.097 Uiso 1 1 calc R . . H9C H 0.3171 0.4719 0.3325 0.097 Uiso 1 1 calc R . . C10 C 0.1592(3) 0.5201(2) 0.3380(2) 0.0716(13) Uani 1 1 d . . . H10A H 0.1896 0.5442 0.3123 0.107 Uiso 1 1 calc R . . H10B H 0.1321 0.5454 0.3649 0.107 Uiso 1 1 calc R . . H10C H 0.1098 0.4968 0.3026 0.107 Uiso 1 1 calc R . . C11 C 0.1389(2) 0.43573(16) 0.60830(17) 0.0403(9) Uani 1 1 d . . . H11 H 0.1949 0.4602 0.6344 0.048 Uiso 1 1 calc R . . C12 C 0.0529(3) 0.4733(2) 0.5967(2) 0.0753(14) Uani 1 1 d . . . H12A H 0.0552 0.5082 0.5689 0.113 Uiso 1 1 calc R . . H12B H 0.0517 0.4848 0.6441 0.113 Uiso 1 1 calc R . . H12C H -0.0034 0.4509 0.5697 0.113 Uiso 1 1 calc R . . C13 C 0.1417(3) 0.3835(2) 0.6570(2) 0.0745(13) Uani 1 1 d . . . H13A H 0.1513 0.3972 0.7062 0.112 Uiso 1 1 calc R . . H13B H 0.1931 0.3577 0.6590 0.112 Uiso 1 1 calc R . . H13C H 0.0827 0.3622 0.6370 0.112 Uiso 1 1 calc R . . C14 C 0.3950(2) 0.42934(14) 0.56941(16) 0.0337(8) Uani 1 1 d . . . H14 H 0.3505 0.4416 0.5202 0.040 Uiso 1 1 calc R . . C15 C 0.4926(2) 0.44439(17) 0.57211(18) 0.0446(9) Uani 1 1 d . . . H15A H 0.4982 0.4867 0.5687 0.067 Uiso 1 1 calc R . . H15B H 0.5030 0.4256 0.5313 0.067 Uiso 1 1 calc R . . H15C H 0.5392 0.4305 0.6181 0.067 Uiso 1 1 calc R . . C16 C 0.3818(2) 0.36427(16) 0.5750(2) 0.0532(10) Uani 1 1 d . . . H16A H 0.4235 0.3503 0.6229 0.080 Uiso 1 1 calc R . . H16B H 0.3961 0.3441 0.5368 0.080 Uiso 1 1 calc R . . H16C H 0.3170 0.3564 0.5690 0.080 Uiso 1 1 calc R . . C17 C 0.4349(2) 0.45743(14) 0.69990(15) 0.0330(8) Uani 1 1 d . . . H17 H 0.4703 0.4206 0.7023 0.040 Uiso 1 1 calc R . . C18 C 0.5082(2) 0.50524(15) 0.72769(16) 0.0405(9) Uani 1 1 d . . . H18A H 0.5321 0.5152 0.6897 0.061 Uiso 1 1 calc R . . H18B H 0.5596 0.4914 0.7711 0.061 Uiso 1 1 calc R . . H18C H 0.4801 0.5398 0.7402 0.061 Uiso 1 1 calc R . . C19 C 0.3841(2) 0.44885(16) 0.75196(16) 0.0438(9) Uani 1 1 d . . . H19A H 0.3482 0.4840 0.7522 0.066 Uiso 1 1 calc R . . H19B H 0.4296 0.4416 0.8012 0.066 Uiso 1 1 calc R . . H19C H 0.3418 0.4155 0.7360 0.066 Uiso 1 1 calc R . . C20 C 0.26526(18) 0.60477(13) 0.61774(14) 0.0252(7) Uani 1 1 d . . . C21 C 0.26506(18) 0.64058(13) 0.55955(14) 0.0251(7) Uani 1 1 d . . . C22 C 0.20384(19) 0.68734(13) 0.53899(15) 0.0259(7) Uani 1 1 d . . . H22 H 0.2032 0.7109 0.4993 0.031 Uiso 1 1 calc R . . C23 C 0.14324(18) 0.70122(13) 0.57417(14) 0.0255(7) Uani 1 1 d . . . C24 C 0.14882(19) 0.66677(14) 0.63376(15) 0.0288(7) Uani 1 1 d . . . H24 H 0.1098 0.6760 0.6597 0.035 Uiso 1 1 calc R . . C25 C 0.20884(19) 0.61944(13) 0.65699(15) 0.0273(7) Uani 1 1 d . . . C26 C 0.33725(19) 0.63109(14) 0.52473(15) 0.0286(7) Uani 1 1 d . . . H26 H 0.3432 0.5881 0.5192 0.034 Uiso 1 1 calc R . . C27 C 0.4321(2) 0.65358(16) 0.57665(19) 0.0458(9) Uani 1 1 d . . . H27A H 0.4273 0.6952 0.5859 0.069 Uiso 1 1 calc R . . H27B H 0.4785 0.6478 0.5545 0.069 Uiso 1 1 calc R . . H27C H 0.4510 0.6321 0.6227 0.069 Uiso 1 1 calc R . . C28 C 0.3112(2) 0.65836(17) 0.44969(17) 0.0476(10) Uani 1 1 d . . . H28A H 0.2490 0.6450 0.4181 0.071 Uiso 1 1 calc R . . H28B H 0.3566 0.6468 0.4285 0.071 Uiso 1 1 calc R . . H28C H 0.3110 0.7009 0.4540 0.071 Uiso 1 1 calc R . . C29 C 0.2172(2) 0.58543(15) 0.72478(16) 0.0351(8) Uani 1 1 d . . . H29 H 0.2236 0.5433 0.7145 0.042 Uiso 1 1 calc R . . C30 C 0.3075(3) 0.60388(17) 0.78763(17) 0.0519(10) Uani 1 1 d . . . H30A H 0.3605 0.5995 0.7723 0.078 Uiso 1 1 calc R . . H30B H 0.3169 0.5792 0.8302 0.078 Uiso 1 1 calc R . . H30C H 0.3024 0.6447 0.8003 0.078 Uiso 1 1 calc R . . C31 C 0.1339(3) 0.59097(18) 0.7483(2) 0.0581(11) Uani 1 1 d . . . H31A H 0.1291 0.6313 0.7628 0.087 Uiso 1 1 calc R . . H31B H 0.1425 0.5649 0.7895 0.087 Uiso 1 1 calc R . . H31C H 0.0768 0.5803 0.7075 0.087 Uiso 1 1 calc R . . C32 C 0.07706(18) 0.75080(13) 0.54985(15) 0.0260(7) Uani 1 1 d . . . C33 C 0.04034(18) 0.76867(13) 0.47753(15) 0.0269(7) Uani 1 1 d . . . H33 H 0.0596 0.7491 0.4432 0.032 Uiso 1 1 calc R . . C34 C -0.02364(18) 0.81426(13) 0.45317(14) 0.0257(7) Uani 1 1 d . . . C35 C -0.05370(18) 0.84195(13) 0.50408(15) 0.0249(7) Uani 1 1 d . . . C36 C -0.01524(18) 0.82643(13) 0.57835(14) 0.0244(7) Uani 1 1 d . . . C37 C 0.04887(18) 0.78088(13) 0.59907(15) 0.0264(7) Uani 1 1 d . . . H37 H 0.0744 0.7699 0.6490 0.032 Uiso 1 1 calc R . . C38 C -0.0573(2) 0.83592(14) 0.37508(14) 0.0283(7) Uani 1 1 d . . . H38 H -0.1252 0.8448 0.3595 0.034 Uiso 1 1 calc R . . C39 C -0.0457(2) 0.79215(16) 0.32099(16) 0.0412(9) Uani 1 1 d . . . H39A H -0.0758 0.8073 0.2713 0.062 Uiso 1 1 calc R . . H39B H -0.0746 0.7551 0.3253 0.062 Uiso 1 1 calc R . . H39C H 0.0208 0.7860 0.3315 0.062 Uiso 1 1 calc R . . C40 C -0.0075(2) 0.89265(16) 0.37175(16) 0.0398(9) Uani 1 1 d . . . H40A H -0.0175 0.9212 0.4050 0.060 Uiso 1 1 calc R . . H40B H -0.0325 0.9080 0.3219 0.060 Uiso 1 1 calc R . . H40C H 0.0594 0.8852 0.3862 0.060 Uiso 1 1 calc R . . C41 C -0.0386(2) 0.86107(14) 0.63488(15) 0.0307(7) Uani 1 1 d . . . H41 H -0.1064 0.8710 0.6130 0.037 Uiso 1 1 calc R . . C42 C 0.0159(2) 0.91859(17) 0.65042(19) 0.0520(10) Uani 1 1 d . . . H42A H 0.0829 0.9103 0.6719 0.078 Uiso 1 1 calc R . . H42B H -0.0021 0.9420 0.6845 0.078 Uiso 1 1 calc R . . H42C H 0.0019 0.9402 0.6048 0.078 Uiso 1 1 calc R . . C43 C -0.0224(3) 0.82802(18) 0.70532(17) 0.0565(11) Uani 1 1 d . . . H43A H -0.0563 0.7910 0.6941 0.085 Uiso 1 1 calc R . . H43B H -0.0449 0.8514 0.7369 0.085 Uiso 1 1 calc R . . H43C H 0.0443 0.8204 0.7303 0.085 Uiso 1 1 calc R . . C44 C -0.20146(19) 0.88360(13) 0.47764(14) 0.0249(7) Uani 1 1 d . . . C45 C -0.2374(2) 0.98336(14) 0.42769(16) 0.0330(8) Uani 1 1 d . . . H45 H -0.2900 1.0113 0.4193 0.040 Uiso 1 1 calc R . . C46 C -0.2348(2) 0.97098(15) 0.35272(16) 0.0405(8) Uani 1 1 d . . . H46A H -0.1819 0.9455 0.3579 0.061 Uiso 1 1 calc R . . H46B H -0.2280 1.0077 0.3299 0.061 Uiso 1 1 calc R . . H46C H -0.2928 0.9518 0.3221 0.061 Uiso 1 1 calc R . . C47 C -0.1495(2) 1.01555(15) 0.47577(18) 0.0420(8) Uani 1 1 d . . . H47A H -0.1479 1.0176 0.5257 0.063 Uiso 1 1 calc R . . H47B H -0.1499 1.0551 0.4570 0.063 Uiso 1 1 calc R . . H47C H -0.0944 0.9946 0.4754 0.063 Uiso 1 1 calc R . . C48 C -0.3289(2) 0.93861(14) 0.49598(16) 0.0322(7) Uani 1 1 d . . . H48 H -0.3333 0.9002 0.5184 0.039 Uiso 1 1 calc R . . C49 C -0.4267(2) 0.95249(18) 0.44203(19) 0.0517(10) Uani 1 1 d . . . H49A H -0.4271 0.9913 0.4213 0.078 Uiso 1 1 calc R . . H49B H -0.4705 0.9516 0.4673 0.078 Uiso 1 1 calc R . . H49C H -0.4453 0.9234 0.4029 0.078 Uiso 1 1 calc R . . C50 C -0.2967(3) 0.98237(17) 0.55815(19) 0.0532(10) Uani 1 1 d . . . H50A H -0.2349 0.9712 0.5928 0.080 Uiso 1 1 calc R . . H50B H -0.3409 0.9829 0.5830 0.080 Uiso 1 1 calc R . . H50C H -0.2935 1.0212 0.5387 0.080 Uiso 1 1 calc R . . C51 C -0.33070(19) 0.81067(13) 0.46308(15) 0.0261(7) Uani 1 1 d . . . C52 C -0.38010(19) 0.80623(14) 0.38775(15) 0.0289(7) Uani 1 1 d . . . C53 C -0.4731(2) 0.78914(15) 0.36359(16) 0.0368(8) Uani 1 1 d . . . H53 H -0.5085 0.7871 0.3128 0.044 Uiso 1 1 calc R . . C54 C -0.5146(2) 0.77503(15) 0.41232(18) 0.0415(9) Uani 1 1 d . . . H54 H -0.5784 0.7641 0.3949 0.050 Uiso 1 1 calc R . . C55 C -0.4638(2) 0.77685(15) 0.48600(17) 0.0370(8) Uani 1 1 d . . . H55 H -0.4923 0.7654 0.5189 0.044 Uiso 1 1 calc R . . C56 C -0.3714(2) 0.79509(14) 0.51333(15) 0.0292(7) Uani 1 1 d . . . C57 C -0.3312(2) 0.81449(14) 0.33441(15) 0.0324(8) Uani 1 1 d . . . H57 H -0.2835 0.8458 0.3541 0.039 Uiso 1 1 calc R . . C58 C -0.3956(2) 0.83275(18) 0.25869(16) 0.0510(10) Uani 1 1 d . . . H58A H -0.4373 0.8004 0.2352 0.077 Uiso 1 1 calc R . . H58B H -0.3585 0.8432 0.2297 0.077 Uiso 1 1 calc R . . H58C H -0.4326 0.8664 0.2623 0.077 Uiso 1 1 calc R . . C59 C -0.2798(2) 0.75828(16) 0.33145(17) 0.0425(9) Uani 1 1 d . . . H59A H -0.3248 0.7264 0.3141 0.064 Uiso 1 1 calc R . . H59B H -0.2349 0.7490 0.3803 0.064 Uiso 1 1 calc R . . H59C H -0.2468 0.7634 0.2981 0.064 Uiso 1 1 calc R . . C60 C -0.3157(2) 0.79619(15) 0.59431(15) 0.0376(8) Uani 1 1 d . . . H60 H -0.2629 0.8241 0.6032 0.045 Uiso 1 1 calc R . . C61 C -0.3716(3) 0.81678(19) 0.63921(18) 0.0606(12) Uani 1 1 d . . . H61A H -0.4030 0.8535 0.6191 0.091 Uiso 1 1 calc R . . H61B H -0.3295 0.8228 0.6899 0.091 Uiso 1 1 calc R . . H61C H -0.4182 0.7873 0.6374 0.091 Uiso 1 1 calc R . . C62 C -0.2739(3) 0.73616(18) 0.62012(19) 0.0622(12) Uani 1 1 d . . . H62A H -0.3242 0.7081 0.6135 0.093 Uiso 1 1 calc R . . H62B H -0.2337 0.7381 0.6718 0.093 Uiso 1 1 calc R . . H62C H -0.2372 0.7238 0.5916 0.093 Uiso 1 1 calc R . . C63 C -0.7234(3) 0.8433(2) 0.4750(2) 0.0844(14) Uiso 1 1 d D . . H63A H -0.7640 0.8091 0.4664 0.127 Uiso 1 1 calc R . . H63B H -0.6909 0.8429 0.4409 0.127 Uiso 1 1 calc R . . H63C H -0.7611 0.8787 0.4675 0.127 Uiso 1 1 calc R . . C64 C -0.6530(4) 0.8420(3) 0.5522(2) 0.1025(17) Uiso 1 1 d D B . H64A H -0.6128 0.8074 0.5571 0.123 Uiso 1 1 calc R . . H64B H -0.6127 0.8767 0.5592 0.123 Uiso 1 1 calc R . . C65 C -0.6874(3) 0.8404(2) 0.6120(2) 0.0898(15) Uiso 1 1 d D . . H65A H -0.7397 0.8124 0.6000 0.108 Uiso 1 1 calc R A 1 H65B H -0.7113 0.8794 0.6177 0.108 Uiso 1 1 calc R A 1 C66 C -0.6120(11) 0.8229(16) 0.6824(8) 0.104(2) Uiso 0.228(6) 1 d PD B 1 H66A H -0.5750 0.7904 0.6743 0.125 Uiso 0.228(6) 1 calc PR B 1 H66B H -0.5697 0.8561 0.7036 0.125 Uiso 0.228(6) 1 calc PR B 1 C67 C -0.6591(17) 0.8043(10) 0.7326(10) 0.103(2) Uiso 0.228(6) 1 d PD B 1 H67A H -0.6107 0.7923 0.7796 0.124 Uiso 0.228(6) 1 calc PR B 1 H67B H -0.6980 0.7697 0.7114 0.124 Uiso 0.228(6) 1 calc PR B 1 C68 C -0.7195(15) 0.8500(10) 0.7475(12) 0.0885(19) Uiso 0.228(6) 1 d PD B 1 H68A H -0.7832 0.8352 0.7332 0.133 Uiso 0.228(6) 1 calc PR B 1 H68B H -0.7197 0.8852 0.7193 0.133 Uiso 0.228(6) 1 calc PR B 1 H68C H -0.6949 0.8595 0.7995 0.133 Uiso 0.228(6) 1 calc PR B 1 C66A C -0.6194(5) 0.8363(5) 0.6858(3) 0.104(2) Uiso 0.772(6) 1 d PD B 2 H66C H -0.5730 0.8675 0.6917 0.125 Uiso 0.772(6) 1 calc PR B 2 H66D H -0.5864 0.7987 0.6896 0.125 Uiso 0.772(6) 1 calc PR B 2 C67A C -0.6481(5) 0.8398(4) 0.7494(4) 0.103(2) Uiso 0.772(6) 1 d PD B 2 H67C H -0.5916 0.8350 0.7940 0.124 Uiso 0.772(6) 1 calc PR B 2 H67D H -0.6720 0.8796 0.7507 0.124 Uiso 0.772(6) 1 calc PR B 2 C68A C -0.7182(4) 0.7983(3) 0.7531(3) 0.0885(19) Uiso 0.772(6) 1 d PD B 2 H68D H -0.7734 0.8004 0.7079 0.133 Uiso 0.772(6) 1 calc PR B 2 H68E H -0.7356 0.8081 0.7946 0.133 Uiso 0.772(6) 1 calc PR B 2 H68F H -0.6924 0.7588 0.7593 0.133 Uiso 0.772(6) 1 calc PR B 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 N1 0.0263(13) 0.0193(15) 0.0282(13) 0.0037(11) 0.0057(10) 0.0002(11) C1 0.0227(15) 0.0282(19) 0.0264(15) 0.0034(14) 0.0130(12) 0.0020(14) N2 0.0226(12) 0.0229(15) 0.0310(13) 0.0027(11) 0.0083(10) 0.0068(11) C2 0.0179(15) 0.030(2) 0.0356(17) -0.0013(15) 0.0060(13) 0.0004(14) N3 0.0255(13) 0.0211(15) 0.0267(12) 0.0005(11) 0.0108(10) 0.0042(11) C3 0.0262(16) 0.039(2) 0.0344(17) -0.0064(16) 0.0083(13) -0.0020(15) N4 0.0236(13) 0.0275(16) 0.0311(13) 0.0034(11) 0.0116(10) 0.0035(12) C4 0.0352(19) 0.045(2) 0.047(2) -0.0147(18) 0.0100(16) -0.0072(18) N5 0.0261(13) 0.0232(15) 0.0343(13) 0.0034(12) 0.0139(11) 0.0055(12) C5 0.0347(19) 0.038(2) 0.073(3) -0.017(2) 0.0121(18) -0.0157(17) N6 0.0237(13) 0.0247(16) 0.0315(13) 0.0066(12) 0.0073(10) 0.0033(12) C6 0.0366(19) 0.041(2) 0.062(2) -0.0023(19) 0.0192(17) -0.0099(18) C7 0.0226(16) 0.030(2) 0.0458(18) 0.0034(16) 0.0118(14) -0.0004(15) C8 0.0383(18) 0.048(2) 0.0315(17) -0.0035(16) 0.0127(15) -0.0028(17) C9 0.068(3) 0.079(3) 0.061(2) -0.019(2) 0.040(2) -0.015(2) C10 0.053(2) 0.094(4) 0.062(2) 0.036(3) 0.016(2) 0.009(2) C11 0.0320(18) 0.049(2) 0.0459(19) 0.0062(17) 0.0209(15) -0.0028(17) C12 0.047(2) 0.111(4) 0.071(3) -0.011(3) 0.026(2) 0.021(3) C13 0.095(3) 0.069(3) 0.072(3) 0.014(2) 0.044(3) -0.021(3) C14 0.0345(17) 0.030(2) 0.0371(17) -0.0063(15) 0.0138(14) 0.0066(15) C15 0.0363(18) 0.055(3) 0.0469(19) -0.0040(18) 0.0207(16) 0.0089(18) C16 0.049(2) 0.034(2) 0.073(3) -0.011(2) 0.0184(19) 0.0074(18) C17 0.0331(17) 0.033(2) 0.0296(16) 0.0096(15) 0.0072(14) 0.0086(15) C18 0.0308(17) 0.049(2) 0.0342(17) -0.0032(16) 0.0037(14) 0.0027(17) C19 0.046(2) 0.050(3) 0.0358(18) 0.0140(17) 0.0157(16) 0.0089(18) C20 0.0247(15) 0.0240(18) 0.0258(15) -0.0015(13) 0.0081(12) 0.0026(14) C21 0.0255(15) 0.0234(18) 0.0285(15) -0.0012(13) 0.0123(12) 0.0002(14) C22 0.0286(16) 0.0206(18) 0.0298(15) 0.0012(13) 0.0122(13) 0.0005(14) C23 0.0255(15) 0.0241(19) 0.0270(15) 0.0008(13) 0.0100(12) 0.0020(14) C24 0.0307(16) 0.0277(19) 0.0331(16) -0.0005(15) 0.0179(13) 0.0029(15) C25 0.0313(16) 0.0237(19) 0.0295(15) 0.0012(14) 0.0145(13) 0.0033(14) C26 0.0316(16) 0.0233(19) 0.0353(16) 0.0051(14) 0.0178(14) 0.0048(14) C27 0.0363(19) 0.047(3) 0.059(2) -0.0059(19) 0.0241(17) -0.0094(17) C28 0.053(2) 0.056(3) 0.048(2) 0.0148(19) 0.0342(18) 0.0229(19) C29 0.0450(19) 0.031(2) 0.0371(17) 0.0102(15) 0.0242(15) 0.0109(16) C30 0.075(3) 0.048(3) 0.0321(18) 0.0077(17) 0.0190(18) 0.011(2) C31 0.074(3) 0.059(3) 0.062(2) 0.028(2) 0.050(2) 0.029(2) C32 0.0225(15) 0.0262(19) 0.0317(16) -0.0005(14) 0.0128(13) -0.0019(14) C33 0.0262(15) 0.0267(19) 0.0307(16) -0.0025(14) 0.0139(13) 0.0011(14) C34 0.0222(15) 0.030(2) 0.0249(15) 0.0002(14) 0.0091(12) -0.0012(14) C35 0.0253(15) 0.0196(18) 0.0311(16) 0.0003(13) 0.0118(13) 0.0000(13) C36 0.0225(15) 0.0251(18) 0.0272(15) -0.0002(13) 0.0109(12) 0.0000(14) C37 0.0241(15) 0.0274(19) 0.0256(15) 0.0039(14) 0.0070(12) 0.0011(14) C38 0.0269(15) 0.031(2) 0.0276(15) 0.0030(14) 0.0103(13) 0.0047(14) C39 0.047(2) 0.047(2) 0.0298(16) -0.0023(16) 0.0148(15) 0.0076(18) C40 0.0379(18) 0.049(2) 0.0343(17) 0.0097(16) 0.0160(15) 0.0025(17) C41 0.0280(16) 0.037(2) 0.0272(15) 0.0019(14) 0.0102(13) 0.0082(15) C42 0.056(2) 0.052(3) 0.047(2) -0.0170(19) 0.0177(18) -0.006(2) C43 0.076(3) 0.065(3) 0.039(2) 0.0108(19) 0.0342(19) 0.028(2) C44 0.0286(16) 0.0258(19) 0.0211(14) -0.0018(13) 0.0101(12) 0.0035(15) C45 0.0313(17) 0.026(2) 0.0411(18) 0.0030(15) 0.0128(14) 0.0042(15) C46 0.0433(19) 0.039(2) 0.0426(18) 0.0143(17) 0.0196(16) 0.0076(17) C47 0.045(2) 0.027(2) 0.059(2) 0.0034(17) 0.0243(17) -0.0008(16) C48 0.0333(17) 0.027(2) 0.0405(17) 0.0021(15) 0.0187(14) 0.0055(15) C49 0.0321(19) 0.057(3) 0.069(2) 0.001(2) 0.0232(18) 0.0104(18) C50 0.069(2) 0.048(3) 0.056(2) -0.011(2) 0.038(2) -0.002(2) C51 0.0241(15) 0.0229(18) 0.0311(16) -0.0013(14) 0.0099(13) 0.0020(13) C52 0.0298(17) 0.0275(19) 0.0295(16) -0.0010(14) 0.0112(13) 0.0040(14) C53 0.0344(18) 0.040(2) 0.0316(17) -0.0040(15) 0.0068(14) 0.0031(16) C54 0.0272(17) 0.045(2) 0.053(2) -0.0056(18) 0.0152(16) -0.0074(16) C55 0.0385(18) 0.037(2) 0.0436(19) 0.0010(16) 0.0247(16) 0.0001(16) C56 0.0317(17) 0.0266(19) 0.0325(16) 0.0007(14) 0.0156(13) -0.0003(14) C57 0.0384(18) 0.032(2) 0.0264(15) -0.0022(14) 0.0112(14) -0.0027(15) C58 0.063(2) 0.058(3) 0.0322(18) 0.0069(18) 0.0181(17) 0.005(2) C59 0.048(2) 0.047(2) 0.0391(18) -0.0032(17) 0.0242(16) 0.0034(18) C60 0.0450(19) 0.041(2) 0.0300(17) 0.0023(15) 0.0175(15) -0.0003(17) C61 0.075(3) 0.074(3) 0.039(2) -0.004(2) 0.0287(19) 0.018(2) C62 0.080(3) 0.062(3) 0.045(2) 0.009(2) 0.025(2) 0.030(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 N1 C1 1.391(3) . ? N1 C2 1.434(4) . ? C1 N3 1.290(4) . ? C1 N2 1.378(4) . ? N2 C17 1.478(3) . ? N2 C14 1.481(4) . ? C2 C7 1.408(4) . ? C2 C3 1.411(4) . ? N3 C20 1.417(4) . ? C3 C4 1.388(5) . ? C3 C8 1.522(4) . ? N4 C44 1.290(3) . ? N4 C35 1.417(4) . ? C4 C5 1.381(5) . ? N5 C44 1.383(4) . ? N5 C48 1.480(3) . ? N5 C45 1.481(4) . ? C5 C6 1.372(5) . ? N6 C44 1.387(4) . ? N6 C51 1.437(4) . ? C6 C7 1.386(5) . ? C7 C11 1.515(4) . ? C8 C10 1.520(5) . ? C8 C9 1.531(5) . ? C11 C13 1.527(5) . ? C11 C12 1.528(5) . ? C14 C16 1.518(5) . ? C14 C15 1.530(4) . ? C17 C19 1.522(4) . ? C17 C18 1.526(4) . ? C20 C25 1.408(4) . ? C20 C21 1.413(4) . ? C21 C22 1.388(4) . ? C21 C26 1.530(4) . ? C22 C23 1.396(4) . ? C23 C24 1.395(4) . ? C23 C32 1.486(4) . ? C24 C25 1.391(4) . ? C25 C29 1.515(4) . ? C26 C28 1.520(4) . ? C26 C27 1.533(4) . ? C29 C31 1.528(4) . ? C29 C30 1.543(5) . ? C32 C37 1.389(4) . ? C32 C33 1.390(4) . ? C33 C34 1.397(4) . ? C34 C35 1.408(4) . ? C34 C38 1.518(4) . ? C35 C36 1.409(4) . ? C36 C37 1.393(4) . ? C36 C41 1.521(4) . ? C38 C39 1.526(4) . ? C38 C40 1.527(4) . ? C41 C43 1.523(4) . ? C41 C42 1.535(5) . ? C45 C46 1.525(4) . ? C45 C47 1.528(4) . ? C48 C50 1.521(4) . ? C48 C49 1.525(4) . ? C51 C52 1.402(4) . ? C51 C56 1.406(4) . ? C52 C53 1.392(4) . ? C52 C57 1.521(4) . ? C53 C54 1.381(4) . ? C54 C55 1.375(4) . ? C55 C56 1.391(4) . ? C56 C60 1.510(4) . ? C57 C58 1.516(4) . ? C57 C59 1.528(4) . ? C60 C62 1.527(5) . ? C60 C61 1.527(4) . ? C63 C64 1.510(5) . ? C64 C65 1.468(5) . ? C65 C66A 1.450(7) . ? C65 C66 1.501(10) . ? C66 C67 1.494(10) . ? C67 C68 1.505(10) . ? C66A C67A 1.482(7) . ? C67A C68A 1.466(7) . ? 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 C1 N1 C2 128.2(2) . . ? N3 C1 N2 121.1(2) . . ? N3 C1 N1 122.2(3) . . ? N2 C1 N1 116.7(3) . . ? C1 N2 C17 120.2(2) . . ? C1 N2 C14 119.8(2) . . ? C17 N2 C14 115.5(2) . . ? C7 C2 C3 121.3(3) . . ? C7 C2 N1 120.5(3) . . ? C3 C2 N1 118.1(3) . . ? C1 N3 C20 119.9(2) . . ? C4 C3 C2 118.0(3) . . ? C4 C3 C8 120.4(3) . . ? C2 C3 C8 121.6(3) . . ? C44 N4 C35 120.4(3) . . ? C5 C4 C3 120.8(3) . . ? C44 N5 C48 119.9(2) . . ? C44 N5 C45 119.5(2) . . ? C48 N5 C45 116.0(2) . . ? C6 C5 C4 120.6(3) . . ? C44 N6 C51 128.1(2) . . ? C5 C6 C7 121.2(3) . . ? C6 C7 C2 117.9(3) . . ? C6 C7 C11 120.6(3) . . ? C2 C7 C11 121.3(3) . . ? C10 C8 C3 110.5(3) . . ? C10 C8 C9 110.6(3) . . ? C3 C8 C9 112.5(3) . . ? C7 C11 C13 113.1(3) . . ? C7 C11 C12 110.2(3) . . ? C13 C11 C12 110.9(3) . . ? N2 C14 C16 111.9(3) . . ? N2 C14 C15 112.6(3) . . ? C16 C14 C15 112.2(3) . . ? N2 C17 C19 111.9(2) . . ? N2 C17 C18 116.4(3) . . ? C19 C17 C18 110.6(3) . . ? C25 C20 C21 119.7(3) . . ? C25 C20 N3 119.6(2) . . ? C21 C20 N3 120.5(2) . . ? C22 C21 C20 118.9(2) . . ? C22 C21 C26 120.7(3) . . ? C20 C21 C26 120.2(2) . . ? C21 C22 C23 122.8(3) . . ? C24 C23 C22 116.7(3) . . ? C24 C23 C32 121.7(2) . . ? C22 C23 C32 121.5(3) . . ? C25 C24 C23 123.1(3) . . ? C24 C25 C20 118.6(3) . . ? C24 C25 C29 121.4(2) . . ? C20 C25 C29 119.9(3) . . ? C28 C26 C21 114.1(2) . . ? C28 C26 C27 110.8(3) . . ? C21 C26 C27 109.1(2) . . ? C25 C29 C31 115.0(3) . . ? C25 C29 C30 109.0(3) . . ? C31 C29 C30 110.2(3) . . ? C37 C32 C33 117.4(3) . . ? C37 C32 C23 120.8(2) . . ? C33 C32 C23 121.8(2) . . ? C32 C33 C34 122.8(3) . . ? C33 C34 C35 118.2(2) . . ? C33 C34 C38 121.8(2) . . ? C35 C34 C38 120.0(3) . . ? C34 C35 C36 120.5(3) . . ? C34 C35 N4 120.3(2) . . ? C36 C35 N4 119.0(2) . . ? C37 C36 C35 118.3(2) . . ? C37 C36 C41 120.9(2) . . ? C35 C36 C41 120.7(3) . . ? C32 C37 C36 122.8(3) . . ? C34 C38 C39 114.3(3) . . ? C34 C38 C40 109.6(2) . . ? C39 C38 C40 109.8(2) . . ? C36 C41 C43 114.1(3) . . ? C36 C41 C42 109.5(2) . . ? C43 C41 C42 110.8(3) . . ? N4 C44 N5 120.8(3) . . ? N4 C44 N6 122.0(3) . . ? N5 C44 N6 117.3(2) . . ? N5 C45 C46 111.1(3) . . ? N5 C45 C47 116.5(2) . . ? C46 C45 C47 110.8(2) . . ? N5 C48 C50 113.8(3) . . ? N5 C48 C49 111.9(2) . . ? C50 C48 C49 111.6(3) . . ? C52 C51 C56 121.5(3) . . ? C52 C51 N6 120.2(2) . . ? C56 C51 N6 118.3(2) . . ? C53 C52 C51 118.0(3) . . ? C53 C52 C57 120.9(3) . . ? C51 C52 C57 120.9(3) . . ? C54 C53 C52 121.1(3) . . ? C55 C54 C53 120.1(3) . . ? C54 C55 C56 121.4(3) . . ? C55 C56 C51 117.9(3) . . ? C55 C56 C60 121.0(3) . . ? C51 C56 C60 121.1(3) . . ? C58 C57 C52 114.0(3) . . ? C58 C57 C59 110.8(3) . . ? C52 C57 C59 108.7(3) . . ? C56 C60 C62 110.0(3) . . ? C56 C60 C61 113.5(3) . . ? C62 C60 C61 110.2(3) . . ? C65 C64 C63 118.3(4) . . ? C66A C65 C64 117.9(5) . . ? C66A C65 C66 13.2(17) . . ? C64 C65 C66 111.4(8) . . ? C67 C66 C65 106.8(11) . . ? C66 C67 C68 115.0(14) . . ? C65 C66A C67A 121.1(6) . . ? C68A C67A C66A 117.9(8) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.397 _refine_diff_density_min -0.399 _refine_diff_density_rms 0.048 # Attachment 'cmpd1.CIF' data_compound1 _database_code_depnum_ccdc_archive 'CCDC 704662' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H57 N3' _chemical_formula_weight 543.86 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.265(3) _cell_length_b 17.424(4) _cell_length_c 15.775(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.43(3) _cell_angle_gamma 90.00 _cell_volume 3371.2(12) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.072 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1200 _exptl_absorpt_coefficient_mu 0.062 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.979 _exptl_absorpt_correction_T_max 0.984 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _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 38325 _diffrn_reflns_av_R_equivalents 0.1167 _diffrn_reflns_av_sigmaI/netI 0.1204 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.48 _diffrn_reflns_theta_max 27.00 _reflns_number_total 7339 _reflns_number_gt 3776 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0714P)^2^+0.2073P] 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 7339 _refine_ls_number_parameters 369 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1568 _refine_ls_R_factor_gt 0.0629 _refine_ls_wR_factor_ref 0.1584 _refine_ls_wR_factor_gt 0.1288 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _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 N1 N 0.22396(14) 0.20766(9) 0.33542(10) 0.0210(4) Uani 1 1 d . . . H1 H 0.1845 0.2484 0.3230 0.025 Uiso 1 1 calc R . . C1 C 0.20302(17) 0.17672(11) 0.41446(13) 0.0185(5) Uani 1 1 d . . . N2 N 0.14525(14) 0.21321(9) 0.46933(10) 0.0216(4) Uani 1 1 d . . . C2 C 0.29811(18) 0.18558(10) 0.27009(13) 0.0221(5) Uani 1 1 d . . . N3 N 0.24750(14) 0.10519(9) 0.43213(10) 0.0199(4) Uani 1 1 d . . . C3 C 0.25244(19) 0.16641(11) 0.19072(13) 0.0254(5) Uani 1 1 d . . . C4 C 0.3234(2) 0.14914(12) 0.12456(14) 0.0326(6) Uani 1 1 d . . . H4 H 0.2942 0.1366 0.0703 0.039 Uiso 1 1 calc R . . C5 C 0.4349(2) 0.14989(13) 0.13642(15) 0.0377(6) Uani 1 1 d . . . H5 H 0.4820 0.1377 0.0908 0.045 Uiso 1 1 calc R . . C6 C 0.4774(2) 0.16845(13) 0.21455(15) 0.0353(6) Uani 1 1 d . . . H6 H 0.5543 0.1682 0.2223 0.042 Uiso 1 1 calc R . . C7 C 0.41118(18) 0.18766(11) 0.28302(14) 0.0258(5) Uani 1 1 d . . . C8 C 0.13036(19) 0.16342(12) 0.17678(14) 0.0324(6) Uani 1 1 d . . . H8 H 0.0957 0.1576 0.2336 0.039 Uiso 1 1 calc R . . C9 C 0.0959(3) 0.09436(15) 0.1229(2) 0.0634(9) Uani 1 1 d . . . H9A H 0.0175 0.0855 0.1293 0.095 Uiso 1 1 calc R . . H9B H 0.1361 0.0488 0.1417 0.095 Uiso 1 1 calc R . . H9C H 0.1120 0.1046 0.0632 0.095 Uiso 1 1 calc R . . C10 C 0.0866(2) 0.23547(15) 0.1376(2) 0.0599(8) Uani 1 1 d . . . H10A H 0.1023 0.2791 0.1750 0.090 Uiso 1 1 calc R . . H10B H 0.0076 0.2307 0.1295 0.090 Uiso 1 1 calc R . . H10C H 0.1213 0.2438 0.0826 0.090 Uiso 1 1 calc R . . C11 C 0.46455(18) 0.21352(12) 0.36551(14) 0.0304(6) Uani 1 1 d . . . H11 H 0.4065 0.2177 0.4094 0.036 Uiso 1 1 calc R . . C12 C 0.5161(2) 0.29293(13) 0.35451(17) 0.0487(7) Uani 1 1 d . . . H12A H 0.5736 0.2902 0.3118 0.073 Uiso 1 1 calc R . . H12B H 0.5476 0.3098 0.4086 0.073 Uiso 1 1 calc R . . H12C H 0.4602 0.3296 0.3361 0.073 Uiso 1 1 calc R . . C13 C 0.55112(19) 0.15741(13) 0.39804(16) 0.0379(6) Uani 1 1 d . . . H13A H 0.5178 0.1070 0.4074 0.057 Uiso 1 1 calc R . . H13B H 0.5819 0.1765 0.4515 0.057 Uiso 1 1 calc R . . H13C H 0.6092 0.1527 0.3560 0.057 Uiso 1 1 calc R . . C14 C 0.09869(18) 0.28499(11) 0.44564(12) 0.0213(5) Uani 1 1 d . . . C15 C -0.00594(18) 0.28559(11) 0.40860(13) 0.0229(5) Uani 1 1 d . . . C16 C -0.05543(19) 0.35580(12) 0.39124(13) 0.0279(5) Uani 1 1 d . . . H16 H -0.1264 0.3566 0.3667 0.033 Uiso 1 1 calc R . . C17 C -0.0034(2) 0.42419(12) 0.40901(14) 0.0308(6) Uani 1 1 d . . . H17 H -0.0382 0.4716 0.3967 0.037 Uiso 1 1 calc R . . C18 C 0.0995(2) 0.42323(12) 0.44475(13) 0.0288(6) Uani 1 1 d . . . H18 H 0.1350 0.4705 0.4568 0.035 Uiso 1 1 calc R . . C19 C 0.15270(18) 0.35447(11) 0.46357(13) 0.0236(5) Uani 1 1 d . . . C20 C -0.06580(18) 0.21081(12) 0.39082(13) 0.0263(5) Uani 1 1 d . . . H20 H -0.0096 0.1710 0.3781 0.032 Uiso 1 1 calc R . . C21 C -0.1435(2) 0.21421(13) 0.31532(15) 0.0386(6) Uani 1 1 d . . . H21A H -0.2048 0.2481 0.3286 0.058 Uiso 1 1 calc R . . H21B H -0.1710 0.1626 0.3029 0.058 Uiso 1 1 calc R . . H21C H -0.1049 0.2341 0.2658 0.058 Uiso 1 1 calc R . . C22 C -0.1264(2) 0.18479(14) 0.46975(15) 0.0450(7) Uani 1 1 d . . . H22A H -0.0745 0.1787 0.5168 0.068 Uiso 1 1 calc R . . H22B H -0.1625 0.1356 0.4584 0.068 Uiso 1 1 calc R . . H22C H -0.1812 0.2233 0.4848 0.068 Uiso 1 1 calc R . . C23 C 0.26334(18) 0.35359(12) 0.50655(14) 0.0288(5) Uani 1 1 d . . . H23 H 0.3018 0.3060 0.4878 0.035 Uiso 1 1 calc R . . C24 C 0.2508(2) 0.34886(15) 0.60260(14) 0.0418(7) Uani 1 1 d . . . H24A H 0.2147 0.3954 0.6232 0.063 Uiso 1 1 calc R . . H24B H 0.3229 0.3443 0.6293 0.063 Uiso 1 1 calc R . . H24C H 0.2067 0.3039 0.6170 0.063 Uiso 1 1 calc R . . C25 C 0.3346(2) 0.42197(15) 0.48221(18) 0.0511(7) Uani 1 1 d . . . H25A H 0.3348 0.4276 0.4204 0.077 Uiso 1 1 calc R . . H25B H 0.4092 0.4134 0.5027 0.077 Uiso 1 1 calc R . . H25C H 0.3054 0.4688 0.5080 0.077 Uiso 1 1 calc R . . C26 C 0.23162(17) 0.04380(11) 0.36763(13) 0.0218(5) Uani 1 1 d . . . H26 H 0.2156 0.0707 0.3129 0.026 Uiso 1 1 calc R . . C27 C 0.13386(18) -0.00852(11) 0.38414(14) 0.0260(5) Uani 1 1 d . . . H27A H 0.1459 -0.0370 0.4377 0.031 Uiso 1 1 calc R . . H27B H 0.0674 0.0231 0.3906 0.031 Uiso 1 1 calc R . . C28 C 0.11694(18) -0.06547(12) 0.31152(15) 0.0312(6) Uani 1 1 d . . . H28A H 0.0567 -0.1009 0.3258 0.037 Uiso 1 1 calc R . . H28B H 0.0959 -0.0372 0.2595 0.037 Uiso 1 1 calc R . . C29 C 0.21983(19) -0.11152(12) 0.29496(16) 0.0365(6) Uani 1 1 d . . . H29A H 0.2081 -0.1451 0.2451 0.044 Uiso 1 1 calc R . . H29B H 0.2358 -0.1447 0.3445 0.044 Uiso 1 1 calc R . . C30 C 0.31662(19) -0.05903(12) 0.27890(15) 0.0323(6) Uani 1 1 d . . . H30A H 0.3038 -0.0295 0.2261 0.039 Uiso 1 1 calc R . . H30B H 0.3831 -0.0904 0.2712 0.039 Uiso 1 1 calc R . . C31 C 0.33419(18) -0.00343(11) 0.35270(14) 0.0275(5) Uani 1 1 d . . . H31A H 0.3528 -0.0326 0.4047 0.033 Uiso 1 1 calc R . . H31B H 0.3959 0.0312 0.3399 0.033 Uiso 1 1 calc R . . C32 C 0.25887(17) 0.07930(11) 0.52132(13) 0.0218(5) Uani 1 1 d . . . H32 H 0.2914 0.0268 0.5183 0.026 Uiso 1 1 calc R . . C33 C 0.15446(17) 0.07044(12) 0.57412(13) 0.0257(5) Uani 1 1 d . . . H33A H 0.1229 0.1216 0.5860 0.031 Uiso 1 1 calc R . . H33B H 0.0998 0.0400 0.5421 0.031 Uiso 1 1 calc R . . C34 C 0.18281(19) 0.02990(12) 0.65731(14) 0.0294(6) Uani 1 1 d . . . H34A H 0.1158 0.0230 0.6910 0.035 Uiso 1 1 calc R . . H34B H 0.2130 -0.0216 0.6450 0.035 Uiso 1 1 calc R . . C35 C 0.26552(19) 0.07593(12) 0.70838(14) 0.0324(6) Uani 1 1 d . . . H35A H 0.2854 0.0473 0.7605 0.039 Uiso 1 1 calc R . . H35B H 0.2328 0.1254 0.7255 0.039 Uiso 1 1 calc R . . C36 C 0.36798(19) 0.09097(13) 0.65633(14) 0.0309(6) Uani 1 1 d . . . H36A H 0.4066 0.0419 0.6469 0.037 Uiso 1 1 calc R . . H36B H 0.4174 0.1253 0.6887 0.037 Uiso 1 1 calc R . . C37 C 0.34151(18) 0.12776(12) 0.57056(13) 0.0265(5) Uani 1 1 d . . . H37A H 0.3115 0.1798 0.5796 0.032 Uiso 1 1 calc R . . H37B H 0.4092 0.1327 0.5372 0.032 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 N1 0.0225(10) 0.0218(9) 0.0188(10) 0.0035(7) 0.0055(8) 0.0047(7) C1 0.0151(12) 0.0219(11) 0.0185(12) -0.0012(9) -0.0004(9) -0.0031(9) N2 0.0226(11) 0.0225(9) 0.0198(10) 0.0008(8) 0.0021(8) 0.0040(8) C2 0.0265(14) 0.0182(11) 0.0219(13) 0.0039(9) 0.0068(10) 0.0024(9) N3 0.0234(11) 0.0201(9) 0.0161(10) 0.0005(7) -0.0006(8) 0.0013(7) C3 0.0299(14) 0.0266(12) 0.0198(13) 0.0038(9) 0.0058(11) -0.0005(10) C4 0.0442(17) 0.0345(13) 0.0192(13) 0.0007(10) 0.0065(11) 0.0048(11) C5 0.0373(17) 0.0490(15) 0.0271(15) 0.0029(11) 0.0142(12) 0.0103(12) C6 0.0251(14) 0.0508(15) 0.0302(15) 0.0058(11) 0.0078(12) 0.0065(11) C7 0.0227(14) 0.0290(12) 0.0259(13) 0.0044(10) 0.0056(11) -0.0006(10) C8 0.0315(15) 0.0458(14) 0.0200(13) -0.0028(10) -0.0010(11) 0.0024(11) C9 0.064(2) 0.0518(17) 0.074(2) -0.0070(15) -0.0211(18) -0.0002(15) C10 0.0375(17) 0.0488(17) 0.093(2) 0.0165(16) -0.0070(17) 0.0015(13) C11 0.0247(14) 0.0348(13) 0.0318(14) 0.0014(10) 0.0034(11) -0.0045(10) C12 0.0482(18) 0.0430(15) 0.0548(19) 0.0048(13) -0.0053(15) -0.0103(13) C13 0.0289(15) 0.0462(15) 0.0386(15) 0.0019(12) -0.0013(12) -0.0029(11) C14 0.0269(13) 0.0239(12) 0.0130(11) 0.0004(9) 0.0057(10) 0.0036(10) C15 0.0250(13) 0.0265(12) 0.0173(12) 0.0001(9) 0.0044(10) 0.0034(10) C16 0.0311(14) 0.0303(13) 0.0222(13) 0.0010(10) 0.0019(11) 0.0094(11) C17 0.0394(16) 0.0258(13) 0.0272(13) 0.0019(10) 0.0060(12) 0.0114(11) C18 0.0410(16) 0.0239(12) 0.0218(13) -0.0005(9) 0.0111(11) -0.0004(11) C19 0.0287(14) 0.0278(12) 0.0143(11) -0.0018(9) 0.0060(10) -0.0004(10) C20 0.0262(13) 0.0261(12) 0.0268(13) -0.0013(10) -0.0008(11) 0.0039(10) C21 0.0393(16) 0.0445(14) 0.0319(15) 0.0046(11) -0.0054(12) -0.0099(12) C22 0.0598(19) 0.0435(15) 0.0318(15) 0.0063(11) -0.0015(14) -0.0177(13) C23 0.0271(14) 0.0332(13) 0.0262(13) -0.0032(10) 0.0027(11) -0.0023(10) C24 0.0364(16) 0.0604(17) 0.0286(15) -0.0021(12) -0.0014(12) 0.0017(13) C25 0.0452(18) 0.0564(17) 0.0517(18) 0.0028(13) 0.0011(14) -0.0169(14) C26 0.0214(13) 0.0225(11) 0.0214(12) -0.0019(9) 0.0012(10) -0.0009(9) C27 0.0254(13) 0.0249(12) 0.0279(13) -0.0006(10) 0.0040(11) 0.0011(10) C28 0.0299(15) 0.0293(12) 0.0345(14) -0.0068(10) 0.0048(11) -0.0048(10) C29 0.0383(16) 0.0276(12) 0.0436(16) -0.0103(11) 0.0053(12) 0.0013(11) C30 0.0325(15) 0.0289(12) 0.0354(14) -0.0076(10) 0.0058(12) 0.0068(10) C31 0.0233(13) 0.0273(12) 0.0319(14) -0.0014(10) 0.0065(11) 0.0018(10) C32 0.0206(13) 0.0249(11) 0.0199(12) 0.0022(9) 0.0004(10) 0.0006(9) C33 0.0233(13) 0.0317(12) 0.0222(12) 0.0030(9) 0.0003(10) -0.0025(10) C34 0.0294(14) 0.0350(13) 0.0240(13) 0.0036(10) 0.0034(11) -0.0012(10) C35 0.0381(16) 0.0365(13) 0.0227(13) 0.0023(10) -0.0015(11) -0.0018(11) C36 0.0299(15) 0.0345(13) 0.0281(14) -0.0008(10) -0.0054(11) -0.0022(10) C37 0.0224(13) 0.0321(12) 0.0250(13) 0.0015(10) 0.0009(10) -0.0002(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.384(3) . ? N1 C2 1.432(3) . ? C1 N2 1.290(2) . ? C1 N3 1.388(2) . ? N2 C14 1.424(2) . ? C2 C7 1.401(3) . ? C2 C3 1.408(3) . ? N3 C32 1.483(3) . ? N3 C26 1.488(2) . ? C3 C4 1.396(3) . ? C3 C8 1.513(3) . ? C4 C5 1.380(3) . ? C5 C6 1.373(3) . ? C6 C7 1.397(3) . ? C7 C11 1.521(3) . ? C8 C10 1.497(3) . ? C8 C9 1.531(3) . ? C11 C13 1.529(3) . ? C11 C12 1.532(3) . ? C14 C15 1.406(3) . ? C14 C19 1.408(3) . ? C15 C16 1.392(3) . ? C15 C20 1.521(3) . ? C16 C17 1.380(3) . ? C17 C18 1.378(3) . ? C18 C19 1.395(3) . ? C19 C23 1.512(3) . ? C20 C21 1.521(3) . ? C20 C22 1.524(3) . ? C23 C24 1.526(3) . ? C23 C25 1.528(3) . ? C26 C31 1.523(3) . ? C26 C27 1.530(3) . ? C27 C28 1.528(3) . ? C28 C29 1.520(3) . ? C29 C30 1.521(3) . ? C30 C31 1.528(3) . ? C32 C37 1.527(3) . ? C32 C33 1.541(3) . ? C33 C34 1.528(3) . ? C34 C35 1.520(3) . ? C35 C36 1.529(3) . ? C36 C37 1.530(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 C1 N1 C2 131.81(17) . . ? N2 C1 N1 121.26(17) . . ? N2 C1 N3 121.66(18) . . ? N1 C1 N3 117.08(17) . . ? C1 N2 C14 118.56(17) . . ? C7 C2 C3 121.5(2) . . ? C7 C2 N1 121.45(19) . . ? C3 C2 N1 116.94(19) . . ? C1 N3 C32 119.84(15) . . ? C1 N3 C26 117.32(16) . . ? C32 N3 C26 116.16(15) . . ? C4 C3 C2 118.0(2) . . ? C4 C3 C8 120.4(2) . . ? C2 C3 C8 121.61(19) . . ? C5 C4 C3 121.3(2) . . ? C6 C5 C4 119.6(2) . . ? C5 C6 C7 122.1(2) . . ? C6 C7 C2 117.5(2) . . ? C6 C7 C11 118.9(2) . . ? C2 C7 C11 123.5(2) . . ? C10 C8 C3 112.48(19) . . ? C10 C8 C9 109.5(2) . . ? C3 C8 C9 112.1(2) . . ? C7 C11 C13 113.02(18) . . ? C7 C11 C12 110.25(19) . . ? C13 C11 C12 109.23(19) . . ? C15 C14 C19 120.25(18) . . ? C15 C14 N2 118.59(17) . . ? C19 C14 N2 121.04(19) . . ? C16 C15 C14 118.92(19) . . ? C16 C15 C20 120.5(2) . . ? C14 C15 C20 120.55(17) . . ? C17 C16 C15 121.2(2) . . ? C18 C17 C16 119.6(2) . . ? C17 C18 C19 121.5(2) . . ? C18 C19 C14 118.5(2) . . ? C18 C19 C23 121.37(19) . . ? C14 C19 C23 120.05(18) . . ? C15 C20 C21 114.20(17) . . ? C15 C20 C22 110.00(17) . . ? C21 C20 C22 110.16(19) . . ? C19 C23 C24 110.40(18) . . ? C19 C23 C25 113.11(19) . . ? C24 C23 C25 110.7(2) . . ? N3 C26 C31 112.97(17) . . ? N3 C26 C27 114.24(17) . . ? C31 C26 C27 110.71(16) . . ? C28 C27 C26 111.19(18) . . ? C29 C28 C27 111.31(19) . . ? C28 C29 C30 111.18(18) . . ? C29 C30 C31 111.10(18) . . ? C26 C31 C30 110.39(18) . . ? N3 C32 C37 111.82(16) . . ? N3 C32 C33 118.08(17) . . ? C37 C32 C33 109.38(17) . . ? C34 C33 C32 109.02(18) . . ? C35 C34 C33 110.98(18) . . ? C34 C35 C36 110.73(19) . . ? C35 C36 C37 112.15(19) . . ? C32 C37 C36 110.72(17) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.671 _refine_diff_density_min -0.375 _refine_diff_density_rms 0.052 # Attachment 'cmpd2.CIF' data_compound2 _database_code_depnum_ccdc_archive 'CCDC 704663' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H49 N3' _chemical_formula_weight 463.73 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 18.397(4) _cell_length_b 15.542(3) _cell_length_c 20.168(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5767(2) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.068 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2048 _exptl_absorpt_coefficient_mu 0.062 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.961 _exptl_absorpt_correction_T_max 0.981 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _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 19664 _diffrn_reflns_av_R_equivalents 0.0382 _diffrn_reflns_av_sigmaI/netI 0.0292 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5343 _reflns_number_gt 4348 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0495P)^2^+1.7216P] 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 5343 _refine_ls_number_parameters 319 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0577 _refine_ls_R_factor_gt 0.0435 _refine_ls_wR_factor_ref 0.1069 _refine_ls_wR_factor_gt 0.1004 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _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 N1 N 0.19631(6) 0.81979(6) 0.12567(5) 0.0216(2) Uani 1 1 d . . . H1 H 0.2352 0.8484 0.1381 0.026 Uiso 1 1 calc R . . C1 C 0.20960(6) 0.73754(8) 0.10134(6) 0.0192(3) Uani 1 1 d . . . N2 N 0.26976(6) 0.71782(6) 0.07208(5) 0.0217(2) Uani 1 1 d . . . C2 C 0.12879(7) 0.86523(8) 0.13361(6) 0.0217(3) Uani 1 1 d . . . N3 N 0.15581(6) 0.67659(6) 0.10987(5) 0.0218(2) Uani 1 1 d . . . C3 C 0.11273(7) 0.89852(8) 0.19682(7) 0.0243(3) Uani 1 1 d . . . C4 C 0.04973(8) 0.94750(9) 0.20419(7) 0.0302(3) Uani 1 1 d . . . H4 H 0.0385 0.9717 0.2462 0.036 Uiso 1 1 calc R . . C5 C 0.00344(8) 0.96143(9) 0.15150(7) 0.0347(3) Uani 1 1 d . . . H5 H -0.0395 0.9946 0.1574 0.042 Uiso 1 1 calc R . . C6 C 0.01956(8) 0.92715(9) 0.09014(7) 0.0321(3) Uani 1 1 d . . . H6 H -0.0131 0.9365 0.0544 0.039 Uiso 1 1 calc R . . C7 C 0.08243(7) 0.87926(8) 0.07920(7) 0.0252(3) Uani 1 1 d . . . C8 C 0.16164(7) 0.88238(9) 0.25661(7) 0.0280(3) Uani 1 1 d . . . H8 H 0.1991 0.8393 0.2430 0.034 Uiso 1 1 calc R . . C9 C 0.20143(11) 0.96344(12) 0.27712(9) 0.0586(5) Uani 1 1 d . . . H9A H 0.2326 0.9828 0.2406 0.088 Uiso 1 1 calc R . . H9B H 0.2314 0.9514 0.3162 0.088 Uiso 1 1 calc R . . H9C H 0.1660 1.0085 0.2878 0.088 Uiso 1 1 calc R . . C10 C 0.12056(10) 0.84486(13) 0.31539(8) 0.0511(5) Uani 1 1 d . . . H10A H 0.0881 0.8887 0.3339 0.077 Uiso 1 1 calc R . . H10B H 0.1553 0.8265 0.3494 0.077 Uiso 1 1 calc R . . H10C H 0.0919 0.7953 0.3007 0.077 Uiso 1 1 calc R . . C11 C 0.10051(8) 0.84805(9) 0.00973(7) 0.0280(3) Uani 1 1 d . . . H11 H 0.1332 0.7970 0.0141 0.034 Uiso 1 1 calc R . . C12 C 0.14217(8) 0.91753(10) -0.02815(8) 0.0356(3) Uani 1 1 d . . . H12A H 0.1135 0.9707 -0.0288 0.053 Uiso 1 1 calc R . . H12B H 0.1509 0.8982 -0.0737 0.053 Uiso 1 1 calc R . . H12C H 0.1888 0.9283 -0.0062 0.053 Uiso 1 1 calc R . . C13 C 0.03382(9) 0.82012(10) -0.03000(8) 0.0401(4) Uani 1 1 d . . . H13A H 0.0038 0.8706 -0.0400 0.060 Uiso 1 1 calc R . . H13B H 0.0054 0.7788 -0.0040 0.060 Uiso 1 1 calc R . . H13C H 0.0495 0.7931 -0.0715 0.060 Uiso 1 1 calc R . . C14 C 0.32443(7) 0.78054(8) 0.06253(6) 0.0216(3) Uani 1 1 d . . . C15 C 0.36866(7) 0.80618(8) 0.11635(6) 0.0232(3) Uani 1 1 d . . . C16 C 0.42391(7) 0.86580(8) 0.10480(7) 0.0281(3) Uani 1 1 d . . . H16 H 0.4532 0.8845 0.1408 0.034 Uiso 1 1 calc R . . C17 C 0.43691(7) 0.89817(9) 0.04217(7) 0.0310(3) Uani 1 1 d . . . H17 H 0.4744 0.9393 0.0354 0.037 Uiso 1 1 calc R . . C18 C 0.39529(7) 0.87066(9) -0.01052(7) 0.0293(3) Uani 1 1 d . . . H18 H 0.4050 0.8926 -0.0536 0.035 Uiso 1 1 calc R . . C19 C 0.33920(7) 0.81131(8) -0.00203(6) 0.0247(3) Uani 1 1 d . . . C20 C 0.35980(7) 0.76430(9) 0.18392(6) 0.0263(3) Uani 1 1 d . . . H20 H 0.3067 0.7547 0.1913 0.032 Uiso 1 1 calc R . . C21 C 0.38800(9) 0.81883(11) 0.24107(7) 0.0423(4) Uani 1 1 d . . . H21A H 0.4409 0.8246 0.2375 0.063 Uiso 1 1 calc R . . H21B H 0.3757 0.7911 0.2832 0.063 Uiso 1 1 calc R . . H21C H 0.3656 0.8760 0.2393 0.063 Uiso 1 1 calc R . . C22 C 0.39691(9) 0.67609(10) 0.18378(8) 0.0376(4) Uani 1 1 d . . . H22A H 0.3771 0.6410 0.1477 0.056 Uiso 1 1 calc R . . H22B H 0.3881 0.6473 0.2262 0.056 Uiso 1 1 calc R . . H22C H 0.4493 0.6835 0.1773 0.056 Uiso 1 1 calc R . . C23 C 0.29789(8) 0.77413(9) -0.06036(7) 0.0298(3) Uani 1 1 d . . . H23 H 0.2461 0.7667 -0.0465 0.036 Uiso 1 1 calc R . . C24 C 0.32853(9) 0.68462(9) -0.07626(7) 0.0355(3) Uani 1 1 d . . . H24A H 0.3792 0.6900 -0.0906 0.053 Uiso 1 1 calc R . . H24B H 0.2998 0.6583 -0.1118 0.053 Uiso 1 1 calc R . . H24C H 0.3262 0.6484 -0.0365 0.053 Uiso 1 1 calc R . . C25 C 0.29871(9) 0.83083(11) -0.12258(7) 0.0411(4) Uani 1 1 d . . . H25A H 0.2825 0.8890 -0.1111 0.062 Uiso 1 1 calc R . . H25B H 0.2660 0.8064 -0.1560 0.062 Uiso 1 1 calc R . . H25C H 0.3482 0.8334 -0.1405 0.062 Uiso 1 1 calc R . . C26 C 0.10875(7) 0.67707(8) 0.16906(7) 0.0256(3) Uani 1 1 d . . . H26 H 0.1150 0.7345 0.1906 0.031 Uiso 1 1 calc R . . C27 C 0.02859(8) 0.66928(11) 0.15069(8) 0.0405(4) Uani 1 1 d . . . H27A H 0.0160 0.7140 0.1184 0.061 Uiso 1 1 calc R . . H27B H -0.0012 0.6764 0.1906 0.061 Uiso 1 1 calc R . . H27C H 0.0195 0.6125 0.1313 0.061 Uiso 1 1 calc R . . C28 C 0.13054(9) 0.60963(10) 0.22040(7) 0.0384(4) Uani 1 1 d . . . H28A H 0.1228 0.5520 0.2021 0.058 Uiso 1 1 calc R . . H28B H 0.1009 0.6168 0.2604 0.058 Uiso 1 1 calc R . . H28C H 0.1820 0.6168 0.2317 0.058 Uiso 1 1 calc R . . C29 C 0.15944(7) 0.59404(8) 0.07297(7) 0.0266(3) Uani 1 1 d . . . H29 H 0.1158 0.5604 0.0872 0.032 Uiso 1 1 calc R . . C30 C 0.15078(8) 0.60783(9) -0.00128(7) 0.0329(3) Uani 1 1 d . . . H30A H 0.1058 0.6397 -0.0099 0.049 Uiso 1 1 calc R . . H30B H 0.1487 0.5519 -0.0237 0.049 Uiso 1 1 calc R . . H30C H 0.1923 0.6407 -0.0181 0.049 Uiso 1 1 calc R . . C31 C 0.22504(8) 0.53709(9) 0.08847(8) 0.0340(3) Uani 1 1 d . . . H31A H 0.2683 0.5605 0.0665 0.051 Uiso 1 1 calc R . . H31B H 0.2159 0.4786 0.0723 0.051 Uiso 1 1 calc R . . H31C H 0.2330 0.5356 0.1365 0.051 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 N1 0.0168(5) 0.0203(5) 0.0277(6) -0.0037(4) -0.0013(4) -0.0010(4) C1 0.0204(6) 0.0193(6) 0.0179(6) 0.0014(5) -0.0020(5) 0.0008(5) N2 0.0217(6) 0.0218(5) 0.0217(6) 0.0000(4) 0.0018(4) -0.0004(4) C2 0.0187(6) 0.0174(6) 0.0288(7) -0.0001(5) 0.0019(5) -0.0009(5) N3 0.0219(6) 0.0192(5) 0.0243(6) -0.0012(4) 0.0025(4) -0.0014(4) C3 0.0236(7) 0.0194(6) 0.0299(7) -0.0005(5) 0.0023(6) -0.0019(5) C4 0.0317(8) 0.0252(7) 0.0338(8) -0.0037(6) 0.0085(6) 0.0030(6) C5 0.0279(7) 0.0304(8) 0.0460(9) -0.0002(7) 0.0038(7) 0.0102(6) C6 0.0286(8) 0.0303(7) 0.0374(8) 0.0033(6) -0.0052(6) 0.0064(6) C7 0.0251(7) 0.0196(6) 0.0309(7) 0.0019(5) -0.0015(6) -0.0004(5) C8 0.0277(7) 0.0299(7) 0.0263(7) -0.0038(6) 0.0015(6) 0.0003(6) C9 0.0694(13) 0.0495(11) 0.0570(12) 0.0070(9) -0.0276(10) -0.0220(10) C10 0.0456(10) 0.0746(13) 0.0332(9) 0.0101(8) -0.0010(8) -0.0086(9) C11 0.0311(7) 0.0253(7) 0.0276(7) -0.0001(6) -0.0046(6) 0.0054(6) C12 0.0344(8) 0.0390(8) 0.0335(8) 0.0013(7) -0.0004(7) 0.0014(7) C13 0.0421(9) 0.0416(9) 0.0365(9) -0.0041(7) -0.0078(7) -0.0062(7) C14 0.0197(6) 0.0174(6) 0.0276(7) 0.0003(5) 0.0048(5) 0.0030(5) C15 0.0194(6) 0.0222(6) 0.0280(7) 0.0005(5) 0.0032(5) 0.0035(5) C16 0.0205(7) 0.0261(7) 0.0377(8) -0.0008(6) 0.0012(6) 0.0011(5) C17 0.0234(7) 0.0237(7) 0.0459(9) 0.0043(6) 0.0102(6) -0.0008(5) C18 0.0297(7) 0.0254(7) 0.0328(8) 0.0068(6) 0.0129(6) 0.0057(6) C19 0.0244(7) 0.0227(7) 0.0270(7) 0.0017(5) 0.0068(6) 0.0070(5) C20 0.0226(7) 0.0304(7) 0.0259(7) 0.0022(6) 0.0001(6) -0.0023(6) C21 0.0509(10) 0.0470(9) 0.0289(8) -0.0029(7) 0.0007(7) -0.0078(8) C22 0.0429(9) 0.0359(8) 0.0339(8) 0.0073(7) -0.0022(7) 0.0049(7) C23 0.0299(7) 0.0354(8) 0.0241(7) 0.0030(6) 0.0040(6) 0.0044(6) C24 0.0413(9) 0.0378(8) 0.0274(8) -0.0051(6) 0.0026(7) 0.0042(7) C25 0.0446(9) 0.0504(10) 0.0284(8) 0.0093(7) 0.0039(7) 0.0076(8) C26 0.0264(7) 0.0229(7) 0.0275(7) 0.0010(5) 0.0052(6) -0.0015(5) C27 0.0254(8) 0.0451(9) 0.0509(10) 0.0014(8) 0.0081(7) -0.0025(7) C28 0.0492(10) 0.0338(8) 0.0323(8) 0.0073(6) 0.0079(7) 0.0023(7) C29 0.0289(7) 0.0205(7) 0.0305(7) -0.0030(6) 0.0001(6) -0.0028(5) C30 0.0399(8) 0.0273(7) 0.0314(8) -0.0053(6) -0.0026(6) -0.0062(6) C31 0.0384(8) 0.0229(7) 0.0408(9) -0.0028(6) 0.0022(7) 0.0043(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.3910(16) . ? N1 C2 1.4379(16) . ? C1 N2 1.2911(16) . ? C1 N3 1.3807(16) . ? N2 C14 1.4139(16) . ? C2 C7 1.4069(18) . ? C2 C3 1.4072(19) . ? N3 C26 1.4746(16) . ? N3 C29 1.4848(16) . ? C3 C4 1.3946(19) . ? C3 C8 1.5255(19) . ? C4 C5 1.379(2) . ? C5 C6 1.380(2) . ? C6 C7 1.3930(19) . ? C7 C11 1.5195(19) . ? C8 C9 1.515(2) . ? C8 C10 1.522(2) . ? C11 C13 1.528(2) . ? C11 C12 1.529(2) . ? C14 C19 1.4134(18) . ? C14 C15 1.4139(18) . ? C15 C16 1.3950(18) . ? C15 C20 1.5190(18) . ? C16 C17 1.381(2) . ? C17 C18 1.378(2) . ? C18 C19 1.3946(19) . ? C19 C23 1.515(2) . ? C20 C21 1.522(2) . ? C20 C22 1.532(2) . ? C23 C25 1.5334(19) . ? C23 C24 1.535(2) . ? C26 C27 1.525(2) . ? C26 C28 1.5269(19) . ? C29 C30 1.521(2) . ? C29 C31 1.5290(19) . ? 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 C1 N1 C2 129.99(10) . . ? N2 C1 N3 120.57(11) . . ? N2 C1 N1 122.02(11) . . ? N3 C1 N1 117.42(10) . . ? C1 N2 C14 120.55(10) . . ? C7 C2 C3 121.49(12) . . ? C7 C2 N1 120.86(11) . . ? C3 C2 N1 117.58(11) . . ? C1 N3 C26 121.22(10) . . ? C1 N3 C29 119.88(10) . . ? C26 N3 C29 115.88(10) . . ? C4 C3 C2 118.15(12) . . ? C4 C3 C8 119.72(12) . . ? C2 C3 C8 122.13(11) . . ? C5 C4 C3 121.12(13) . . ? C4 C5 C6 119.86(13) . . ? C5 C6 C7 121.80(13) . . ? C6 C7 C2 117.56(12) . . ? C6 C7 C11 119.89(12) . . ? C2 C7 C11 122.48(11) . . ? C9 C8 C10 110.25(14) . . ? C9 C8 C3 111.35(12) . . ? C10 C8 C3 112.69(12) . . ? C7 C11 C13 113.48(12) . . ? C7 C11 C12 110.18(11) . . ? C13 C11 C12 109.94(12) . . ? C19 C14 N2 119.70(11) . . ? C19 C14 C15 120.08(12) . . ? N2 C14 C15 119.95(11) . . ? C16 C15 C14 118.58(12) . . ? C16 C15 C20 120.84(12) . . ? C14 C15 C20 120.41(11) . . ? C17 C16 C15 121.40(13) . . ? C18 C17 C16 119.75(13) . . ? C17 C18 C19 121.45(13) . . ? C18 C19 C14 118.63(12) . . ? C18 C19 C23 121.87(12) . . ? C14 C19 C23 119.33(12) . . ? C15 C20 C21 113.84(12) . . ? C15 C20 C22 109.52(11) . . ? C21 C20 C22 110.36(12) . . ? C19 C23 C25 114.29(12) . . ? C19 C23 C24 108.88(11) . . ? C25 C23 C24 110.26(12) . . ? N3 C26 C27 111.75(12) . . ? N3 C26 C28 113.04(11) . . ? C27 C26 C28 111.35(12) . . ? N3 C29 C30 111.53(11) . . ? N3 C29 C31 115.67(11) . . ? C30 C29 C31 111.44(12) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.341 _refine_diff_density_min -0.350 _refine_diff_density_rms 0.043 # Attachment 'cmpd3.CIF' data_compound3 _database_code_depnum_ccdc_archive 'CCDC 704664' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H49 N3' _chemical_formula_weight 475.74 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 19.236(4) _cell_length_b 16.327(3) _cell_length_c 19.536(4) _cell_angle_alpha 90.00 _cell_angle_beta 106.01(3) _cell_angle_gamma 90.00 _cell_volume 5898(2) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.50 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.072 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2096 _exptl_absorpt_coefficient_mu 0.062 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.949 _exptl_absorpt_correction_T_max 0.967 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _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 21080 _diffrn_reflns_av_R_equivalents 0.0500 _diffrn_reflns_av_sigmaI/netI 0.0760 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 26.00 _reflns_number_total 11498 _reflns_number_gt 6955 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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. Two crystallographically independent molecules were refined in the asymmetric unit. There were no significant geometric differences between them. ; _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^)+(0.0626P)^2^+1.0980P] 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 11498 _refine_ls_number_parameters 652 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1119 _refine_ls_R_factor_gt 0.0603 _refine_ls_wR_factor_ref 0.1527 _refine_ls_wR_factor_gt 0.1323 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.001 _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 N1 N 0.25522(8) 1.42878(9) 0.20832(9) 0.0229(4) Uani 1 1 d . . . H1 H 0.2807 1.4740 0.2110 0.027 Uiso 1 1 calc R . . C1 C 0.28951(10) 1.35492(11) 0.20251(11) 0.0219(5) Uani 1 1 d . . . N2 N 0.35725(8) 1.34142(9) 0.23048(9) 0.0253(4) Uani 1 1 d . . . C2 C 0.18061(10) 1.43660(11) 0.21024(11) 0.0228(5) Uani 1 1 d . . . N3 N 0.24613(8) 1.29426(9) 0.16301(9) 0.0237(4) Uani 1 1 d . . . C3 C 0.13268(10) 1.48253(11) 0.15648(11) 0.0264(5) Uani 1 1 d . . . N4 N 0.23926(8) 0.77919(9) 0.27743(9) 0.0247(4) Uani 1 1 d . . . H4 H 0.2119 0.7351 0.2684 0.030 Uiso 1 1 calc R . . C4 C 0.05991(10) 1.48513(12) 0.15601(12) 0.0297(5) Uani 1 1 d . . . H4A H 0.0267 1.5160 0.1204 0.036 Uiso 1 1 calc R . . N5 N 0.13936(8) 0.86685(9) 0.26679(9) 0.0230(4) Uani 1 1 d . . . C5 C 0.03550(10) 1.44349(12) 0.20646(12) 0.0310(5) Uani 1 1 d . . . H5 H -0.0145 1.4436 0.2039 0.037 Uiso 1 1 calc R . . N6 N 0.25447(8) 0.90894(9) 0.33131(9) 0.0230(4) Uani 1 1 d . . . C6 C 0.08376(10) 1.40190(12) 0.26041(12) 0.0278(5) Uani 1 1 d . . . H6 H 0.0667 1.3745 0.2955 0.033 Uiso 1 1 calc R . . C7 C 0.15729(10) 1.39920(11) 0.26463(11) 0.0238(5) Uani 1 1 d . . . C8 C 0.15770(10) 1.53031(12) 0.10065(12) 0.0299(5) Uani 1 1 d . . . H8 H 0.2041 1.5053 0.0972 0.036 Uiso 1 1 calc R . . C9 C 0.10378(12) 1.52627(16) 0.02656(13) 0.0478(7) Uani 1 1 d . . . H9A H 0.0918 1.4689 0.0137 0.072 Uiso 1 1 calc R . . H9B H 0.1254 1.5513 -0.0084 0.072 Uiso 1 1 calc R . . H9C H 0.0596 1.5560 0.0270 0.072 Uiso 1 1 calc R . . C10 C 0.17321(12) 1.61929(13) 0.12366(14) 0.0441(6) Uani 1 1 d . . . H10A H 0.1288 1.6451 0.1285 0.066 Uiso 1 1 calc R . . H10B H 0.1904 1.6487 0.0877 0.066 Uiso 1 1 calc R . . H10C H 0.2104 1.6212 0.1695 0.066 Uiso 1 1 calc R . . C11 C 0.20840(11) 1.35966(12) 0.32936(12) 0.0293(5) Uani 1 1 d . . . H11 H 0.2590 1.3716 0.3280 0.035 Uiso 1 1 calc R . . C12 C 0.19943(12) 1.26674(12) 0.32969(13) 0.0387(6) Uani 1 1 d . . . H12A H 0.1499 1.2533 0.3301 0.058 Uiso 1 1 calc R . . H12B H 0.2336 1.2438 0.3722 0.058 Uiso 1 1 calc R . . H12C H 0.2090 1.2435 0.2870 0.058 Uiso 1 1 calc R . . C13 C 0.19845(12) 1.39592(14) 0.39846(12) 0.0383(6) Uani 1 1 d . . . H13A H 0.2008 1.4558 0.3965 0.057 Uiso 1 1 calc R . . H13B H 0.2369 1.3758 0.4391 0.057 Uiso 1 1 calc R . . H13C H 0.1513 1.3793 0.4039 0.057 Uiso 1 1 calc R . . C14 C 0.40254(10) 1.39788(11) 0.27714(11) 0.0249(5) Uani 1 1 d . . . C15 C 0.42943(10) 1.46837(12) 0.25064(11) 0.0256(5) Uani 1 1 d . . . C16 C 0.47987(10) 1.51702(12) 0.29807(13) 0.0335(5) Uani 1 1 d . . . H16 H 0.4987 1.5640 0.2807 0.040 Uiso 1 1 calc R . . C17 C 0.50313(12) 1.49879(13) 0.36964(14) 0.0392(6) Uani 1 1 d . . . H17 H 0.5371 1.5334 0.4012 0.047 Uiso 1 1 calc R . . C18 C 0.47683(11) 1.42990(13) 0.39539(13) 0.0364(6) Uani 1 1 d . . . H18 H 0.4926 1.4179 0.4449 0.044 Uiso 1 1 calc R . . C19 C 0.42759(10) 1.37782(12) 0.35011(12) 0.0294(5) Uani 1 1 d . . . C20 C 0.40674(11) 1.49025(12) 0.17177(12) 0.0306(5) Uani 1 1 d . . . H20 H 0.3652 1.4541 0.1476 0.037 Uiso 1 1 calc R . . C21 C 0.46833(13) 1.47396(16) 0.13817(15) 0.0558(7) Uani 1 1 d . . . H21A H 0.5102 1.5077 0.1618 0.084 Uiso 1 1 calc R . . H21B H 0.4525 1.4877 0.0874 0.084 Uiso 1 1 calc R . . H21C H 0.4818 1.4160 0.1438 0.084 Uiso 1 1 calc R . . C22 C 0.38166(13) 1.57896(13) 0.15903(14) 0.0457(6) Uani 1 1 d . . . H22A H 0.3436 1.5895 0.1824 0.069 Uiso 1 1 calc R . . H22B H 0.3627 1.5887 0.1077 0.069 Uiso 1 1 calc R . . H22C H 0.4226 1.6157 0.1787 0.069 Uiso 1 1 calc R . . C23 C 0.40448(11) 1.29783(13) 0.37746(12) 0.0352(6) Uani 1 1 d . . . H23 H 0.3549 1.2845 0.3468 0.042 Uiso 1 1 calc R . . C24 C 0.45476(13) 1.22886(14) 0.36826(15) 0.0521(7) Uani 1 1 d . . . H24A H 0.5044 1.2414 0.3959 0.078 Uiso 1 1 calc R . . H24B H 0.4528 1.2236 0.3178 0.078 Uiso 1 1 calc R . . H24C H 0.4394 1.1773 0.3852 0.078 Uiso 1 1 calc R . . C25 C 0.40033(13) 1.30189(17) 0.45439(13) 0.0518(7) Uani 1 1 d . . . H25A H 0.3790 1.2511 0.4662 0.078 Uiso 1 1 calc R . . H25B H 0.3703 1.3485 0.4599 0.078 Uiso 1 1 calc R . . H25C H 0.4491 1.3086 0.4865 0.078 Uiso 1 1 calc R . . C26 C 0.19724(10) 1.31571(12) 0.09299(11) 0.0290(5) Uani 1 1 d . . . H26 H 0.1759 1.3703 0.0987 0.035 Uiso 1 1 calc R . . C27 C 0.13481(12) 1.25536(14) 0.07343(13) 0.0429(6) Uani 1 1 d . . . H27A H 0.1034 1.2640 0.1053 0.052 Uiso 1 1 calc R . . H27B H 0.1056 1.2661 0.0240 0.052 Uiso 1 1 calc R . . C28 C 0.16014(13) 1.16708(14) 0.07931(13) 0.0459(7) Uani 1 1 d . . . H28A H 0.1871 1.1561 0.0438 0.055 Uiso 1 1 calc R . . H28B H 0.1178 1.1299 0.0693 0.055 Uiso 1 1 calc R . . C29 C 0.20860(13) 1.15120(13) 0.15378(13) 0.0420(6) Uani 1 1 d . . . H29A H 0.2262 1.0940 0.1568 0.050 Uiso 1 1 calc R . . H29B H 0.1800 1.1577 0.1885 0.050 Uiso 1 1 calc R . . C30 C 0.27374(11) 1.20954(11) 0.17378(13) 0.0316(5) Uani 1 1 d . . . H30 H 0.2967 1.2027 0.2260 0.038 Uiso 1 1 calc R . . C31 C 0.23519(13) 1.32565(14) 0.03400(13) 0.0419(6) Uani 1 1 d . . . H31A H 0.2771 1.3619 0.0506 0.063 Uiso 1 1 calc R . . H31B H 0.2014 1.3495 -0.0083 0.063 Uiso 1 1 calc R . . H31C H 0.2513 1.2719 0.0220 0.063 Uiso 1 1 calc R . . C32 C 0.33110(12) 1.18610(14) 0.13587(14) 0.0463(7) Uani 1 1 d . . . H32A H 0.3072 1.1720 0.0862 0.069 Uiso 1 1 calc R . . H32B H 0.3588 1.1389 0.1598 0.069 Uiso 1 1 calc R . . H32C H 0.3639 1.2325 0.1374 0.069 Uiso 1 1 calc R . . C33 C 0.20735(10) 0.85169(11) 0.29031(10) 0.0208(4) Uani 1 1 d . . . C34 C 0.31403(10) 0.77092(11) 0.27778(11) 0.0243(5) Uani 1 1 d . . . C35 C 0.34073(10) 0.81508(12) 0.22881(12) 0.0283(5) Uani 1 1 d . . . C36 C 0.41487(11) 0.81154(12) 0.23543(13) 0.0336(5) Uani 1 1 d . . . H36 H 0.4343 0.8423 0.2037 0.040 Uiso 1 1 calc R . . C37 C 0.46020(11) 0.76432(13) 0.28712(13) 0.0362(6) Uani 1 1 d . . . H37 H 0.5107 0.7638 0.2916 0.043 Uiso 1 1 calc R . . C38 C 0.43276(11) 0.71756(13) 0.33261(13) 0.0353(6) Uani 1 1 d . . . H38 H 0.4644 0.6837 0.3670 0.042 Uiso 1 1 calc R . . C39 C 0.35912(10) 0.71934(11) 0.32872(12) 0.0281(5) Uani 1 1 d . . . C40 C 0.29170(11) 0.86137(15) 0.16703(13) 0.0398(6) Uani 1 1 d . . . H40 H 0.2429 0.8656 0.1757 0.048 Uiso 1 1 calc R . . C41 C 0.2834(2) 0.81342(18) 0.09879(18) 0.0997(12) Uani 1 1 d U . . H41A H 0.3284 0.8165 0.0847 0.150 Uiso 1 1 calc R . . H41B H 0.2437 0.8367 0.0610 0.150 Uiso 1 1 calc R . . H41C H 0.2726 0.7561 0.1065 0.150 Uiso 1 1 calc R . . C42 C 0.31600(18) 0.94540(15) 0.15602(18) 0.0850(11) Uani 1 1 d . . . H42A H 0.3619 0.9425 0.1436 0.127 Uiso 1 1 calc R . . H42B H 0.3226 0.9772 0.1999 0.127 Uiso 1 1 calc R . . H42C H 0.2795 0.9719 0.1173 0.127 Uiso 1 1 calc R . . C43 C 0.32822(11) 0.66552(12) 0.37673(12) 0.0327(5) Uani 1 1 d . . . H43 H 0.2835 0.6926 0.3824 0.039 Uiso 1 1 calc R . . C44 C 0.37956(13) 0.65315(16) 0.45056(14) 0.0540(7) Uani 1 1 d . . . H44A H 0.4225 0.6233 0.4467 0.081 Uiso 1 1 calc R . . H44B H 0.3552 0.6216 0.4798 0.081 Uiso 1 1 calc R . . H44C H 0.3941 0.7066 0.4728 0.081 Uiso 1 1 calc R . . C45 C 0.30643(12) 0.58237(12) 0.34111(14) 0.0429(6) Uani 1 1 d . . . H45A H 0.2713 0.5905 0.2946 0.064 Uiso 1 1 calc R . . H45B H 0.2847 0.5487 0.3712 0.064 Uiso 1 1 calc R . . H45C H 0.3494 0.5547 0.3346 0.064 Uiso 1 1 calc R . . C46 C 0.09166(10) 0.81182(11) 0.22008(11) 0.0235(5) Uani 1 1 d . . . C47 C 0.06381(10) 0.83396(12) 0.14788(12) 0.0271(5) Uani 1 1 d . . . C48 C 0.01229(11) 0.78395(13) 0.10362(13) 0.0356(5) Uani 1 1 d . . . H48 H -0.0063 0.7979 0.0548 0.043 Uiso 1 1 calc R . . C49 C -0.01248(11) 0.71421(13) 0.12927(14) 0.0392(6) Uani 1 1 d . . . H49 H -0.0480 0.6808 0.0983 0.047 Uiso 1 1 calc R . . C50 C 0.01449(11) 0.69320(12) 0.19999(14) 0.0347(6) Uani 1 1 d . . . H50 H -0.0030 0.6452 0.2172 0.042 Uiso 1 1 calc R . . C51 C 0.06661(10) 0.74042(11) 0.24676(12) 0.0262(5) Uani 1 1 d . . . C52 C 0.08682(11) 0.91426(12) 0.12093(12) 0.0314(5) Uani 1 1 d . . . H52 H 0.1382 0.9244 0.1484 0.038 Uiso 1 1 calc R . . C53 C 0.08421(15) 0.91323(16) 0.04220(14) 0.0578(7) Uani 1 1 d . . . H53A H 0.1115 0.8660 0.0325 0.087 Uiso 1 1 calc R . . H53B H 0.1057 0.9638 0.0302 0.087 Uiso 1 1 calc R . . H53C H 0.0338 0.9092 0.0133 0.087 Uiso 1 1 calc R . . C54 C 0.04195(12) 0.98475(13) 0.13732(14) 0.0437(6) Uani 1 1 d . . . H54A H -0.0092 0.9755 0.1129 0.066 Uiso 1 1 calc R . . H54B H 0.0578 1.0363 0.1207 0.066 Uiso 1 1 calc R . . H54C H 0.0485 0.9877 0.1888 0.066 Uiso 1 1 calc R . . C55 C 0.09288(11) 0.71688(12) 0.32487(12) 0.0323(5) Uani 1 1 d . . . H55 H 0.1367 0.7506 0.3472 0.039 Uiso 1 1 calc R . . C56 C 0.11426(13) 0.62714(13) 0.33628(14) 0.0467(6) Uani 1 1 d . . . H56A H 0.1362 0.6171 0.3871 0.070 Uiso 1 1 calc R . . H56B H 0.1492 0.6138 0.3097 0.070 Uiso 1 1 calc R . . H56C H 0.0712 0.5927 0.3193 0.070 Uiso 1 1 calc R . . C57 C 0.03540(16) 0.73694(18) 0.36296(16) 0.0729(10) Uani 1 1 d . . . H57A H 0.0241 0.7956 0.3582 0.109 Uiso 1 1 calc R . . H57B H 0.0537 0.7229 0.4135 0.109 Uiso 1 1 calc R . . H57C H -0.0085 0.7052 0.3416 0.109 Uiso 1 1 calc R . . C58 C 0.30043(10) 0.88218(12) 0.40136(11) 0.0277(5) Uani 1 1 d . . . H58 H 0.3185 0.8263 0.3942 0.033 Uiso 1 1 calc R . . C59 C 0.36670(11) 0.93704(12) 0.42447(13) 0.0353(5) Uani 1 1 d . . . H59A H 0.3937 0.9233 0.4740 0.042 Uiso 1 1 calc R . . H59B H 0.3988 0.9263 0.3937 0.042 Uiso 1 1 calc R . . C60 C 0.34713(12) 1.02749(13) 0.42034(13) 0.0409(6) Uani 1 1 d . . . H60A H 0.3918 1.0610 0.4322 0.049 Uiso 1 1 calc R . . H60B H 0.3199 1.0402 0.4552 0.049 Uiso 1 1 calc R . . C61 C 0.30116(12) 1.04813(12) 0.34530(13) 0.0401(6) Uani 1 1 d . . . H61A H 0.3303 1.0395 0.3113 0.048 Uiso 1 1 calc R . . H61B H 0.2874 1.1067 0.3434 0.048 Uiso 1 1 calc R . . C62 C 0.23228(11) 0.99561(11) 0.32246(13) 0.0310(5) Uani 1 1 d . . . H62 H 0.2109 1.0049 0.2703 0.037 Uiso 1 1 calc R . . C63 C 0.25978(12) 0.87353(14) 0.45844(12) 0.0385(6) Uani 1 1 d . . . H63A H 0.2513 0.9279 0.4757 0.058 Uiso 1 1 calc R . . H63B H 0.2888 0.8408 0.4982 0.058 Uiso 1 1 calc R . . H63C H 0.2133 0.8463 0.4378 0.058 Uiso 1 1 calc R . . C64 C 0.17566(12) 1.02329(13) 0.35937(14) 0.0428(6) Uani 1 1 d . . . H64A H 0.1370 0.9824 0.3515 0.064 Uiso 1 1 calc R . . H64B H 0.1553 1.0760 0.3396 0.064 Uiso 1 1 calc R . . H64C H 0.1985 1.0292 0.4106 0.064 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 N1 0.0182(8) 0.0212(8) 0.0313(11) 0.0019(7) 0.0102(8) -0.0024(7) C1 0.0248(11) 0.0214(10) 0.0218(12) 0.0023(9) 0.0105(9) -0.0006(8) N2 0.0208(9) 0.0274(9) 0.0277(11) -0.0021(8) 0.0067(8) -0.0007(7) C2 0.0190(10) 0.0226(10) 0.0276(13) -0.0036(9) 0.0075(9) -0.0008(8) N3 0.0243(9) 0.0230(8) 0.0240(11) -0.0013(8) 0.0069(8) -0.0019(7) C3 0.0270(11) 0.0253(10) 0.0286(13) -0.0027(10) 0.0108(10) -0.0008(9) N4 0.0203(8) 0.0211(8) 0.0336(11) -0.0051(8) 0.0087(8) -0.0029(7) C4 0.0247(11) 0.0344(12) 0.0296(14) 0.0013(10) 0.0067(10) 0.0040(9) N5 0.0220(9) 0.0234(8) 0.0240(11) -0.0003(8) 0.0071(8) -0.0006(7) C5 0.0195(10) 0.0374(12) 0.0383(15) -0.0014(11) 0.0116(10) 0.0002(9) N6 0.0220(8) 0.0220(8) 0.0236(11) -0.0022(8) 0.0038(8) -0.0020(7) C6 0.0268(11) 0.0305(11) 0.0287(14) 0.0008(10) 0.0119(10) -0.0027(9) C7 0.0245(10) 0.0224(10) 0.0251(13) -0.0015(9) 0.0082(9) -0.0006(8) C8 0.0234(11) 0.0362(12) 0.0308(14) 0.0092(10) 0.0087(10) 0.0050(9) C9 0.0366(13) 0.0721(17) 0.0361(16) 0.0174(14) 0.0123(12) 0.0032(12) C10 0.0448(14) 0.0372(13) 0.0565(19) 0.0111(12) 0.0245(13) 0.0021(11) C11 0.0255(11) 0.0346(11) 0.0303(14) 0.0058(10) 0.0117(10) 0.0010(9) C12 0.0454(14) 0.0353(12) 0.0387(16) 0.0077(11) 0.0172(12) 0.0068(10) C13 0.0408(13) 0.0466(13) 0.0286(15) 0.0012(11) 0.0116(11) 0.0019(11) C14 0.0177(10) 0.0270(10) 0.0290(14) -0.0020(10) 0.0048(9) 0.0032(8) C15 0.0178(10) 0.0305(11) 0.0286(13) 0.0011(10) 0.0066(9) 0.0029(9) C16 0.0239(11) 0.0290(11) 0.0450(17) -0.0002(11) 0.0052(11) -0.0011(9) C17 0.0310(12) 0.0360(12) 0.0435(17) -0.0048(12) -0.0013(11) -0.0022(10) C18 0.0300(12) 0.0448(13) 0.0288(14) 0.0014(11) -0.0013(10) 0.0052(10) C19 0.0215(11) 0.0352(12) 0.0306(14) 0.0012(10) 0.0055(10) 0.0033(9) C20 0.0279(11) 0.0323(11) 0.0319(14) 0.0033(10) 0.0089(10) -0.0011(9) C21 0.0583(17) 0.0671(17) 0.0510(19) 0.0165(14) 0.0304(15) 0.0210(14) C22 0.0478(15) 0.0432(14) 0.0442(17) 0.0101(12) 0.0096(13) 0.0096(12) C23 0.0239(11) 0.0447(13) 0.0360(15) 0.0089(11) 0.0065(10) 0.0006(10) C24 0.0496(15) 0.0397(13) 0.074(2) 0.0198(13) 0.0280(15) 0.0080(12) C25 0.0432(14) 0.0764(18) 0.0364(17) 0.0112(14) 0.0117(13) -0.0035(13) C26 0.0304(11) 0.0320(11) 0.0236(13) -0.0016(10) 0.0060(10) -0.0030(9) C27 0.0390(13) 0.0549(15) 0.0326(16) -0.0075(12) 0.0059(12) -0.0153(12) C28 0.0531(15) 0.0494(15) 0.0379(17) -0.0108(12) 0.0172(13) -0.0291(12) C29 0.0592(15) 0.0296(12) 0.0415(17) -0.0047(11) 0.0209(13) -0.0122(11) C30 0.0380(12) 0.0230(10) 0.0340(15) -0.0007(10) 0.0104(11) 0.0001(9) C31 0.0563(15) 0.0401(13) 0.0321(15) 0.0010(11) 0.0168(12) -0.0094(11) C32 0.0470(14) 0.0355(13) 0.0595(19) -0.0123(12) 0.0198(13) 0.0076(11) C33 0.0264(11) 0.0202(10) 0.0182(12) 0.0002(9) 0.0102(9) -0.0025(8) C34 0.0201(10) 0.0224(10) 0.0304(13) -0.0084(9) 0.0071(9) -0.0003(8) C35 0.0227(11) 0.0305(11) 0.0333(14) -0.0067(10) 0.0100(10) 0.0001(9) C36 0.0281(12) 0.0347(12) 0.0419(16) -0.0047(11) 0.0161(11) -0.0035(10) C37 0.0211(11) 0.0370(12) 0.0511(17) -0.0073(12) 0.0111(11) 0.0002(10) C38 0.0277(12) 0.0325(12) 0.0433(16) -0.0033(11) 0.0059(11) 0.0052(9) C39 0.0255(11) 0.0239(10) 0.0344(14) -0.0061(10) 0.0072(10) 0.0003(9) C40 0.0284(12) 0.0618(16) 0.0345(15) 0.0101(12) 0.0174(11) 0.0051(11) C41 0.162(3) 0.0575(18) 0.051(2) 0.0039(16) -0.019(2) -0.029(2) C42 0.116(3) 0.0315(14) 0.077(3) -0.0001(15) -0.024(2) 0.0065(16) C43 0.0273(11) 0.0326(11) 0.0381(15) 0.0007(11) 0.0090(11) 0.0035(9) C44 0.0512(16) 0.0678(17) 0.0397(18) 0.0102(14) 0.0070(13) -0.0016(13) C45 0.0414(13) 0.0288(12) 0.0623(19) 0.0004(12) 0.0205(13) 0.0003(10) C46 0.0188(10) 0.0237(10) 0.0287(13) -0.0039(9) 0.0079(9) 0.0043(8) C47 0.0245(11) 0.0284(11) 0.0268(14) -0.0009(10) 0.0043(10) 0.0035(9) C48 0.0320(12) 0.0384(13) 0.0300(14) -0.0033(11) -0.0019(11) 0.0026(10) C49 0.0290(12) 0.0352(12) 0.0472(18) -0.0094(12) 0.0002(12) -0.0049(10) C50 0.0260(11) 0.0275(11) 0.0517(18) -0.0020(11) 0.0126(12) -0.0033(9) C51 0.0202(10) 0.0261(10) 0.0334(14) -0.0017(10) 0.0096(10) 0.0016(9) C52 0.0302(11) 0.0359(12) 0.0269(14) 0.0023(10) 0.0059(10) 0.0014(10) C53 0.085(2) 0.0572(16) 0.0348(18) 0.0045(13) 0.0221(15) -0.0012(15) C54 0.0492(14) 0.0323(12) 0.0548(18) 0.0116(12) 0.0232(13) 0.0038(11) C55 0.0343(12) 0.0296(11) 0.0356(15) 0.0051(10) 0.0139(11) -0.0010(9) C56 0.0443(14) 0.0392(13) 0.0561(19) 0.0077(12) 0.0131(13) 0.0053(11) C57 0.099(2) 0.077(2) 0.061(2) 0.0305(17) 0.0537(19) 0.0491(18) C58 0.0286(11) 0.0264(10) 0.0276(13) -0.0037(10) 0.0069(10) -0.0013(9) C59 0.0280(12) 0.0421(13) 0.0342(15) -0.0058(11) 0.0061(11) -0.0040(10) C60 0.0366(13) 0.0355(13) 0.0483(17) -0.0091(12) 0.0082(12) -0.0130(10) C61 0.0425(13) 0.0249(11) 0.0518(18) -0.0025(11) 0.0111(13) -0.0073(10) C62 0.0335(12) 0.0234(10) 0.0345(14) -0.0024(10) 0.0069(10) -0.0002(9) C63 0.0433(13) 0.0448(13) 0.0273(14) -0.0016(11) 0.0094(11) -0.0094(11) C64 0.0374(13) 0.0363(12) 0.0538(18) -0.0138(12) 0.0108(12) 0.0067(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.394(2) . ? N1 C2 1.451(2) . ? C1 N2 1.285(2) . ? C1 N3 1.385(2) . ? N2 C14 1.415(2) . ? C2 C7 1.402(3) . ? C2 C3 1.407(3) . ? N3 C26 1.472(3) . ? N3 C30 1.476(2) . ? C3 C4 1.398(3) . ? C3 C8 1.523(3) . ? N4 C33 1.388(2) . ? N4 C34 1.443(2) . ? C4 C5 1.382(3) . ? N5 C33 1.285(2) . ? N5 C46 1.421(2) . ? C5 C6 1.376(3) . ? N6 C33 1.392(2) . ? N6 C62 1.474(2) . ? N6 C58 1.476(3) . ? C6 C7 1.395(2) . ? C7 C11 1.515(3) . ? C8 C10 1.526(3) . ? C8 C9 1.532(3) . ? C11 C12 1.527(3) . ? C11 C13 1.534(3) . ? C14 C19 1.412(3) . ? C14 C15 1.417(3) . ? C15 C16 1.391(3) . ? C15 C20 1.523(3) . ? C16 C17 1.378(3) . ? C17 C18 1.384(3) . ? C18 C19 1.393(3) . ? C19 C23 1.523(3) . ? C20 C22 1.525(3) . ? C20 C21 1.528(3) . ? C23 C24 1.527(3) . ? C23 C25 1.528(3) . ? C26 C27 1.519(3) . ? C26 C31 1.533(3) . ? C27 C28 1.516(3) . ? C28 C29 1.518(3) . ? C29 C30 1.536(3) . ? C30 C32 1.537(3) . ? C34 C35 1.404(3) . ? C34 C39 1.406(3) . ? C35 C36 1.397(3) . ? C35 C40 1.513(3) . ? C36 C37 1.374(3) . ? C37 C38 1.382(3) . ? C38 C39 1.398(3) . ? C39 C43 1.521(3) . ? C40 C42 1.484(3) . ? C40 C41 1.516(4) . ? C43 C44 1.520(3) . ? C43 C45 1.530(3) . ? C46 C47 1.411(3) . ? C46 C51 1.415(3) . ? C47 C48 1.387(3) . ? C47 C52 1.523(3) . ? C48 C49 1.381(3) . ? C49 C50 1.379(3) . ? C50 C51 1.389(3) . ? C51 C55 1.519(3) . ? C52 C54 1.525(3) . ? C52 C53 1.525(3) . ? C55 C56 1.522(3) . ? C55 C57 1.529(3) . ? C58 C59 1.521(3) . ? C58 C63 1.535(3) . ? C59 C60 1.521(3) . ? C60 C61 1.526(3) . ? C61 C62 1.537(3) . ? C62 C64 1.531(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 C1 N1 C2 124.86(14) . . ? N2 C1 N3 119.91(16) . . ? N2 C1 N1 124.10(17) . . ? N3 C1 N1 115.99(16) . . ? C1 N2 C14 122.28(16) . . ? C7 C2 C3 121.12(16) . . ? C7 C2 N1 120.43(17) . . ? C3 C2 N1 118.46(17) . . ? C1 N3 C26 118.67(15) . . ? C1 N3 C30 116.94(16) . . ? C26 N3 C30 117.89(16) . . ? C4 C3 C2 118.02(18) . . ? C4 C3 C8 119.56(19) . . ? C2 C3 C8 122.40(16) . . ? C33 N4 C34 124.69(15) . . ? C5 C4 C3 121.1(2) . . ? C33 N5 C46 121.39(15) . . ? C6 C5 C4 119.91(18) . . ? C33 N6 C62 117.11(16) . . ? C33 N6 C58 117.60(15) . . ? C62 N6 C58 118.23(16) . . ? C5 C6 C7 121.33(19) . . ? C6 C7 C2 118.20(19) . . ? C6 C7 C11 118.47(17) . . ? C2 C7 C11 123.25(16) . . ? C3 C8 C10 110.58(18) . . ? C3 C8 C9 112.91(17) . . ? C10 C8 C9 110.23(18) . . ? C7 C11 C12 112.25(18) . . ? C7 C11 C13 111.12(16) . . ? C12 C11 C13 109.76(17) . . ? C19 C14 N2 118.51(17) . . ? C19 C14 C15 120.01(18) . . ? N2 C14 C15 121.05(19) . . ? C16 C15 C14 118.6(2) . . ? C16 C15 C20 119.50(18) . . ? C14 C15 C20 121.90(18) . . ? C17 C16 C15 121.6(2) . . ? C16 C17 C18 119.7(2) . . ? C17 C18 C19 121.2(2) . . ? C18 C19 C14 118.85(19) . . ? C18 C19 C23 120.9(2) . . ? C14 C19 C23 120.12(19) . . ? C15 C20 C22 112.17(18) . . ? C15 C20 C21 110.73(18) . . ? C22 C20 C21 110.06(18) . . ? C19 C23 C24 109.60(16) . . ? C19 C23 C25 114.0(2) . . ? C24 C23 C25 110.8(2) . . ? N3 C26 C27 109.72(17) . . ? N3 C26 C31 114.14(17) . . ? C27 C26 C31 112.77(18) . . ? C28 C27 C26 112.50(18) . . ? C27 C28 C29 109.55(19) . . ? C28 C29 C30 112.33(18) . . ? N3 C30 C29 107.98(17) . . ? N3 C30 C32 116.27(17) . . ? C29 C30 C32 111.51(18) . . ? N5 C33 N4 123.84(17) . . ? N5 C33 N6 120.89(16) . . ? N4 C33 N6 115.27(16) . . ? C35 C34 C39 121.33(17) . . ? C35 C34 N4 120.03(18) . . ? C39 C34 N4 118.63(17) . . ? C36 C35 C34 118.1(2) . . ? C36 C35 C40 119.36(19) . . ? C34 C35 C40 122.37(17) . . ? C37 C36 C35 121.1(2) . . ? C36 C37 C38 120.32(19) . . ? C37 C38 C39 121.0(2) . . ? C38 C39 C34 117.98(19) . . ? C38 C39 C43 121.14(19) . . ? C34 C39 C43 120.86(17) . . ? C42 C40 C35 115.2(2) . . ? C42 C40 C41 108.1(2) . . ? C35 C40 C41 109.6(2) . . ? C44 C43 C39 113.56(18) . . ? C44 C43 C45 109.78(19) . . ? C39 C43 C45 109.67(18) . . ? C47 C46 C51 120.37(18) . . ? C47 C46 N5 118.67(17) . . ? C51 C46 N5 120.63(19) . . ? C48 C47 C46 118.77(19) . . ? C48 C47 C52 121.1(2) . . ? C46 C47 C52 119.98(18) . . ? C49 C48 C47 121.2(2) . . ? C50 C49 C48 119.8(2) . . ? C49 C50 C51 121.7(2) . . ? C50 C51 C46 118.2(2) . . ? C50 C51 C55 120.01(19) . . ? C46 C51 C55 121.74(18) . . ? C47 C52 C54 109.98(16) . . ? C47 C52 C53 114.03(19) . . ? C54 C52 C53 110.92(19) . . ? C51 C55 C56 113.11(19) . . ? C51 C55 C57 110.49(18) . . ? C56 C55 C57 109.72(19) . . ? N6 C58 C59 109.84(16) . . ? N6 C58 C63 113.95(16) . . ? C59 C58 C63 113.07(18) . . ? C60 C59 C58 112.41(17) . . ? C59 C60 C61 109.57(19) . . ? C60 C61 C62 112.34(18) . . ? N6 C62 C64 116.66(17) . . ? N6 C62 C61 107.63(16) . . ? C64 C62 C61 111.51(18) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.445 _refine_diff_density_min -0.362 _refine_diff_density_rms 0.042 # Attachment 'cmpd4.CIF' data_compound4 _database_code_depnum_ccdc_archive 'CCDC 704665' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H80 Cl6 N6' _chemical_formula_weight 1049.96 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.042(3) _cell_length_b 12.030(2) _cell_length_c 18.989(4) _cell_angle_alpha 90.00 _cell_angle_beta 91.97(3) _cell_angle_gamma 90.00 _cell_volume 2977.7(10) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.171 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1120 _exptl_absorpt_coefficient_mu 0.328 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.902 _exptl_absorpt_correction_T_max 0.977 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _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 10581 _diffrn_reflns_av_R_equivalents 0.0272 _diffrn_reflns_av_sigmaI/netI 0.0406 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.11 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5520 _reflns_number_gt 4235 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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. A molecule of chloroform was refined in the asymmetric unit. ; _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^)+(0.0448P)^2^+1.4282P] 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 5520 _refine_ls_number_parameters 315 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0665 _refine_ls_R_factor_gt 0.0465 _refine_ls_wR_factor_ref 0.1147 _refine_ls_wR_factor_gt 0.1053 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _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 Cl1 Cl 0.42102(5) 0.77078(6) 0.18205(4) 0.0691(2) Uani 1 1 d . . . N1 N 0.22083(10) 0.48458(12) -0.03593(7) 0.0233(3) Uani 1 1 d . . . H1 H 0.1639 0.4458 -0.0413 0.028 Uiso 1 1 calc R . . C1 C 0.30884(12) 0.43478(14) -0.05801(8) 0.0207(4) Uani 1 1 d . . . Cl2 Cl 0.47336(5) 0.90686(7) 0.06482(4) 0.0736(2) Uani 1 1 d . . . N2 N 0.31115(10) 0.35102(12) -0.10010(7) 0.0229(3) Uani 1 1 d . . . C2 C 0.21126(12) 0.59318(14) -0.00496(9) 0.0232(4) Uani 1 1 d . . . Cl3 Cl 0.58130(8) 0.93671(7) 0.19738(5) 0.1003(3) Uani 1 1 d . . . N3 N 0.40059(10) 0.48189(12) -0.03213(7) 0.0222(3) Uani 1 1 d . . . C3 C 0.17535(13) 0.60071(15) 0.06421(9) 0.0261(4) Uani 1 1 d . . . C4 C 0.16393(14) 0.70606(16) 0.09325(10) 0.0332(4) Uani 1 1 d . . . H4 H 0.1389 0.7130 0.1395 0.040 Uiso 1 1 calc R . . C5 C 0.18814(15) 0.80048(17) 0.05629(11) 0.0377(5) Uani 1 1 d . . . H5 H 0.1800 0.8716 0.0771 0.045 Uiso 1 1 calc R . . C6 C 0.22407(15) 0.79160(16) -0.01062(10) 0.0345(5) Uani 1 1 d . . . H6 H 0.2416 0.8572 -0.0353 0.041 Uiso 1 1 calc R . . C7 C 0.23549(13) 0.68844(15) -0.04319(9) 0.0276(4) Uani 1 1 d . . . C8 C 0.15047(13) 0.49890(16) 0.10776(9) 0.0294(4) Uani 1 1 d . . . H8 H 0.1792 0.4323 0.0839 0.035 Uiso 1 1 calc R . . C9 C 0.19850(17) 0.5048(2) 0.18231(11) 0.0450(5) Uani 1 1 d . . . H9A H 0.2716 0.5227 0.1798 0.068 Uiso 1 1 calc R . . H9B H 0.1907 0.4328 0.2057 0.068 Uiso 1 1 calc R . . H9C H 0.1640 0.5625 0.2092 0.068 Uiso 1 1 calc R . . C10 C 0.03435(15) 0.48360(19) 0.11113(12) 0.0435(5) Uani 1 1 d . . . H10A H 0.0042 0.5491 0.1330 0.065 Uiso 1 1 calc R . . H10B H 0.0196 0.4175 0.1392 0.065 Uiso 1 1 calc R . . H10C H 0.0048 0.4744 0.0633 0.065 Uiso 1 1 calc R . . C11 C 0.27279(15) 0.68696(17) -0.11787(10) 0.0356(5) Uani 1 1 d . . . H11 H 0.2776 0.6078 -0.1334 0.043 Uiso 1 1 calc R . . C12 C 0.38010(17) 0.7395(2) -0.12121(12) 0.0519(6) Uani 1 1 d . . . H12A H 0.3754 0.8194 -0.1119 0.078 Uiso 1 1 calc R . . H12B H 0.4071 0.7276 -0.1681 0.078 Uiso 1 1 calc R . . H12C H 0.4261 0.7049 -0.0857 0.078 Uiso 1 1 calc R . . C13 C 0.19729(18) 0.7475(2) -0.16834(11) 0.0486(6) Uani 1 1 d . . . H13A H 0.1930 0.8259 -0.1547 0.073 Uiso 1 1 calc R . . H13B H 0.1294 0.7131 -0.1660 0.073 Uiso 1 1 calc R . . H13C H 0.2213 0.7421 -0.2166 0.073 Uiso 1 1 calc R . . C14 C 0.21878(12) 0.30803(14) -0.13176(9) 0.0231(4) Uani 1 1 d . . . C15 C 0.15694(13) 0.23456(15) -0.09417(9) 0.0261(4) Uani 1 1 d . . . C16 C 0.07417(14) 0.18356(16) -0.12975(10) 0.0338(4) Uani 1 1 d . . . H16 H 0.0325 0.1329 -0.1052 0.041 Uiso 1 1 calc R . . C17 C 0.05168(15) 0.20529(18) -0.19994(10) 0.0379(5) Uani 1 1 d . . . H17 H -0.0049 0.1697 -0.2233 0.046 Uiso 1 1 calc R . . C18 C 0.11160(14) 0.27890(17) -0.23596(10) 0.0341(5) Uani 1 1 d . . . H18 H 0.0948 0.2947 -0.2840 0.041 Uiso 1 1 calc R . . C19 C 0.19621(13) 0.33061(15) -0.20356(9) 0.0280(4) Uani 1 1 d . . . C20 C 0.18104(14) 0.20580(15) -0.01713(10) 0.0317(4) Uani 1 1 d . . . H20 H 0.2292 0.2635 0.0026 0.038 Uiso 1 1 calc R . . C21 C 0.08544(18) 0.2066(2) 0.02673(12) 0.0581(7) Uani 1 1 d . . . H21A H 0.0472 0.2756 0.0180 0.087 Uiso 1 1 calc R . . H21B H 0.1056 0.2017 0.0768 0.087 Uiso 1 1 calc R . . H21C H 0.0420 0.1428 0.0136 0.087 Uiso 1 1 calc R . . C22 C 0.2343(2) 0.0949(2) -0.01169(14) 0.0717(8) Uani 1 1 d . . . H22A H 0.1894 0.0371 -0.0320 0.108 Uiso 1 1 calc R . . H22B H 0.2501 0.0777 0.0380 0.108 Uiso 1 1 calc R . . H22C H 0.2981 0.0976 -0.0375 0.108 Uiso 1 1 calc R . . C23 C 0.26298(15) 0.40676(17) -0.24600(10) 0.0371(5) Uani 1 1 d . . . H23 H 0.3125 0.4442 -0.2124 0.045 Uiso 1 1 calc R . . C24 C 0.20104(19) 0.49700(19) -0.28420(13) 0.0544(6) Uani 1 1 d . . . H24A H 0.1545 0.4628 -0.3195 0.082 Uiso 1 1 calc R . . H24B H 0.2477 0.5480 -0.3075 0.082 Uiso 1 1 calc R . . H24C H 0.1610 0.5383 -0.2502 0.082 Uiso 1 1 calc R . . C25 C 0.32546(19) 0.3400(2) -0.29813(13) 0.0586(7) Uani 1 1 d . . . H25A H 0.3694 0.2868 -0.2722 0.088 Uiso 1 1 calc R . . H25B H 0.3682 0.3907 -0.3249 0.088 Uiso 1 1 calc R . . H25C H 0.2788 0.2998 -0.3307 0.088 Uiso 1 1 calc R . . C26 C 0.41637(12) 0.48448(15) 0.04498(8) 0.0247(4) Uani 1 1 d . . . H26A H 0.4293 0.4082 0.0627 0.030 Uiso 1 1 calc R . . H26B H 0.3537 0.5129 0.0668 0.030 Uiso 1 1 calc R . . C27 C 0.49337(12) 0.44159(15) -0.06537(9) 0.0252(4) Uani 1 1 d . . . H27A H 0.4826 0.4416 -0.1172 0.030 Uiso 1 1 calc R . . H27B H 0.5079 0.3644 -0.0501 0.030 Uiso 1 1 calc R . . C28 C 0.52164(17) 0.84013(19) 0.14085(11) 0.0471(6) Uani 1 1 d . . . H28 H 0.5737 0.7839 0.1269 0.056 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 Cl1 0.0618(4) 0.0875(5) 0.0595(4) 0.0000(4) 0.0230(3) 0.0164(4) N1 0.0167(7) 0.0238(8) 0.0291(8) -0.0046(6) -0.0017(6) -0.0015(6) C1 0.0198(8) 0.0231(9) 0.0191(8) 0.0022(7) -0.0004(6) -0.0006(7) Cl2 0.0703(5) 0.0859(5) 0.0632(4) 0.0200(4) -0.0185(3) 0.0051(4) N2 0.0196(7) 0.0262(8) 0.0228(7) -0.0023(6) -0.0029(6) 0.0000(6) C2 0.0177(8) 0.0255(9) 0.0260(9) -0.0041(7) -0.0043(7) 0.0017(7) Cl3 0.1344(8) 0.0619(5) 0.1002(6) -0.0278(4) -0.0597(6) 0.0046(5) N3 0.0171(7) 0.0285(8) 0.0208(7) -0.0046(6) -0.0015(5) -0.0005(6) C3 0.0193(9) 0.0310(10) 0.0278(9) -0.0014(8) -0.0020(7) 0.0036(7) C4 0.0325(10) 0.0371(11) 0.0300(10) -0.0059(9) 0.0026(8) 0.0066(8) C5 0.0433(12) 0.0277(11) 0.0419(12) -0.0113(9) 0.0001(9) 0.0056(9) C6 0.0379(11) 0.0254(10) 0.0400(11) 0.0008(8) -0.0007(9) 0.0002(8) C7 0.0260(9) 0.0276(10) 0.0290(10) 0.0002(8) -0.0028(7) 0.0024(8) C8 0.0254(9) 0.0341(11) 0.0291(10) 0.0001(8) 0.0034(7) 0.0009(8) C9 0.0469(13) 0.0518(14) 0.0361(11) 0.0075(10) -0.0033(9) -0.0056(10) C10 0.0298(11) 0.0529(14) 0.0481(13) 0.0033(11) 0.0060(9) -0.0040(10) C11 0.0480(12) 0.0307(11) 0.0282(10) 0.0023(8) 0.0043(9) 0.0047(9) C12 0.0433(13) 0.0683(16) 0.0447(13) 0.0141(12) 0.0111(10) 0.0022(11) C13 0.0602(15) 0.0493(14) 0.0355(12) 0.0095(10) -0.0096(10) -0.0007(11) C14 0.0182(8) 0.0228(9) 0.0282(9) -0.0071(7) -0.0014(7) 0.0029(7) C15 0.0254(9) 0.0251(9) 0.0279(9) -0.0056(8) 0.0005(7) 0.0013(7) C16 0.0298(10) 0.0342(11) 0.0377(11) -0.0080(9) 0.0058(8) -0.0089(8) C17 0.0277(10) 0.0493(13) 0.0367(11) -0.0163(10) -0.0018(8) -0.0096(9) C18 0.0293(10) 0.0476(12) 0.0252(9) -0.0083(9) -0.0035(8) -0.0017(9) C19 0.0255(9) 0.0326(10) 0.0256(9) -0.0035(8) -0.0015(7) -0.0004(8) C20 0.0347(11) 0.0272(10) 0.0330(10) 0.0036(8) -0.0004(8) -0.0044(8) C21 0.0491(14) 0.093(2) 0.0329(12) 0.0029(12) 0.0056(10) -0.0035(13) C22 0.105(2) 0.0528(16) 0.0578(16) 0.0148(13) 0.0055(15) 0.0351(15) C23 0.0371(11) 0.0459(12) 0.0278(10) 0.0022(9) -0.0061(8) -0.0085(9) C24 0.0667(16) 0.0416(13) 0.0543(15) 0.0102(11) -0.0082(12) -0.0052(12) C25 0.0488(14) 0.0747(18) 0.0535(14) 0.0168(13) 0.0186(11) 0.0030(13) C26 0.0204(9) 0.0330(10) 0.0207(9) -0.0019(7) -0.0003(7) 0.0003(7) C27 0.0187(9) 0.0336(10) 0.0231(9) -0.0066(8) -0.0006(7) 0.0009(7) C28 0.0458(13) 0.0480(14) 0.0467(13) -0.0064(11) -0.0093(10) 0.0084(10) _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 Cl1 C28 1.761(2) . ? N1 C1 1.373(2) . ? N1 C2 1.440(2) . ? C1 N2 1.287(2) . ? C1 N3 1.398(2) . ? Cl2 C28 1.750(2) . ? N2 C14 1.425(2) . ? C2 C7 1.399(2) . ? C2 C3 1.412(2) . ? Cl3 C28 1.747(2) . ? N3 C27 1.466(2) . ? N3 C26 1.472(2) . ? C3 C4 1.392(3) . ? C3 C8 1.519(3) . ? C4 C5 1.378(3) . ? C5 C6 1.373(3) . ? C6 C7 1.397(3) . ? C7 C11 1.515(3) . ? C8 C10 1.529(3) . ? C8 C9 1.530(3) . ? C11 C13 1.534(3) . ? C11 C12 1.539(3) . ? C14 C15 1.407(2) . ? C14 C19 1.411(2) . ? C15 C16 1.396(3) . ? C15 C20 1.525(3) . ? C16 C17 1.380(3) . ? C17 C18 1.378(3) . ? C18 C19 1.392(3) . ? C19 C23 1.515(3) . ? C20 C22 1.507(3) . ? C20 C21 1.523(3) . ? C23 C24 1.522(3) . ? C23 C25 1.531(3) . ? C26 C27 1.515(2) 3_665 ? C27 C26 1.515(2) 3_665 ? 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 C1 N1 C2 127.28(14) . . ? N2 C1 N1 124.67(15) . . ? N2 C1 N3 119.84(15) . . ? N1 C1 N3 115.48(14) . . ? C1 N2 C14 120.57(14) . . ? C7 C2 C3 121.21(16) . . ? C7 C2 N1 120.48(15) . . ? C3 C2 N1 118.30(15) . . ? C1 N3 C27 115.07(13) . . ? C1 N3 C26 116.55(13) . . ? C27 N3 C26 110.24(13) . . ? C4 C3 C2 118.04(17) . . ? C4 C3 C8 119.37(16) . . ? C2 C3 C8 122.58(16) . . ? C5 C4 C3 121.28(17) . . ? C6 C5 C4 119.91(18) . . ? C5 C6 C7 121.58(18) . . ? C6 C7 C2 117.96(16) . . ? C6 C7 C11 117.86(17) . . ? C2 C7 C11 124.18(16) . . ? C3 C8 C10 110.50(15) . . ? C3 C8 C9 112.23(16) . . ? C10 C8 C9 109.96(16) . . ? C7 C11 C13 111.06(16) . . ? C7 C11 C12 110.83(17) . . ? C13 C11 C12 110.15(17) . . ? C15 C14 C19 120.45(15) . . ? C15 C14 N2 120.32(15) . . ? C19 C14 N2 118.88(15) . . ? C16 C15 C14 118.54(16) . . ? C16 C15 C20 119.66(16) . . ? C14 C15 C20 121.74(15) . . ? C17 C16 C15 121.29(18) . . ? C18 C17 C16 119.72(17) . . ? C17 C18 C19 121.50(18) . . ? C18 C19 C14 118.48(17) . . ? C18 C19 C23 119.78(16) . . ? C14 C19 C23 121.72(15) . . ? C22 C20 C21 110.6(2) . . ? C22 C20 C15 110.24(17) . . ? C21 C20 C15 112.18(16) . . ? C19 C23 C24 112.29(17) . . ? C19 C23 C25 110.81(18) . . ? C24 C23 C25 110.58(18) . . ? N3 C26 C27 110.34(14) . 3_665 ? N3 C27 C26 109.96(14) . 3_665 ? Cl3 C28 Cl2 110.00(13) . . ? Cl3 C28 Cl1 111.42(13) . . ? Cl2 C28 Cl1 109.35(12) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.347 _refine_diff_density_min -0.378 _refine_diff_density_rms 0.040 # Attachment 'cmpd5.CIF' data_compound5 _database_code_depnum_ccdc_archive 'CCDC 704666' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H57 N2 P' _chemical_formula_weight 560.82 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.960(2) _cell_length_b 26.459(5) _cell_length_c 12.934(3) _cell_angle_alpha 90.00 _cell_angle_beta 112.61(3) _cell_angle_gamma 90.00 _cell_volume 3462.6(12) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.076 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_absorpt_coefficient_mu 0.105 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.909 _exptl_absorpt_correction_T_max 0.979 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _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 14712 _diffrn_reflns_av_R_equivalents 0.0299 _diffrn_reflns_av_sigmaI/netI 0.0465 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 27.00 _reflns_number_total 7517 _reflns_number_gt 5888 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0481P)^2^+1.3265P] 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 7517 _refine_ls_number_parameters 369 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0652 _refine_ls_R_factor_gt 0.0479 _refine_ls_wR_factor_ref 0.1227 _refine_ls_wR_factor_gt 0.1136 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.058 _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 P1 P 0.91452(4) 0.151043(15) 0.58880(3) 0.02509(11) Uani 1 1 d . . . N1 N 1.01995(12) 0.09312(5) 0.78201(10) 0.0237(3) Uani 1 1 d . . . C1 C 1.01647(14) 0.13748(6) 0.73945(12) 0.0224(3) Uani 1 1 d . . . N2 N 1.08868(14) 0.17775(5) 0.79930(11) 0.0297(3) Uani 1 1 d . . . H2 H 1.1336 0.1729 0.8714 0.036 Uiso 1 1 calc R . . C2 C 1.10376(15) 0.08641(6) 0.89772(12) 0.0241(3) Uani 1 1 d . . . C3 C 1.05212(16) 0.09492(6) 0.98072(13) 0.0281(3) Uani 1 1 d . . . C4 C 1.13445(18) 0.08656(7) 1.09224(14) 0.0343(4) Uani 1 1 d . . . H4 H 1.1010 0.0917 1.1491 0.041 Uiso 1 1 calc R . . C5 C 1.26333(18) 0.07102(7) 1.12161(14) 0.0375(4) Uani 1 1 d . . . H5 H 1.3184 0.0664 1.1983 0.045 Uiso 1 1 calc R . . C6 C 1.31281(17) 0.06216(6) 1.03982(14) 0.0333(4) Uani 1 1 d . . . H6 H 1.4016 0.0511 1.0609 0.040 Uiso 1 1 calc R . . C7 C 1.23418(16) 0.06926(6) 0.92642(13) 0.0269(3) Uani 1 1 d . . . C8 C 0.90829(17) 0.10976(7) 0.94761(14) 0.0335(4) Uani 1 1 d . . . H8 H 0.8845 0.1329 0.8816 0.040 Uiso 1 1 calc R . . C9 C 0.8212(2) 0.06246(8) 0.90982(19) 0.0497(5) Uani 1 1 d . . . H9A H 0.8381 0.0459 0.8488 0.075 Uiso 1 1 calc R . . H9B H 0.7279 0.0722 0.8836 0.075 Uiso 1 1 calc R . . H9C H 0.8420 0.0390 0.9730 0.075 Uiso 1 1 calc R . . C10 C 0.8795(2) 0.13782(9) 1.03919(18) 0.0546(6) Uani 1 1 d . . . H10A H 0.8913 0.1147 1.1016 0.082 Uiso 1 1 calc R . . H10B H 0.7883 0.1503 1.0087 0.082 Uiso 1 1 calc R . . H10C H 0.9403 0.1664 1.0660 0.082 Uiso 1 1 calc R . . C11 C 1.28364(16) 0.05476(6) 0.83555(14) 0.0310(4) Uani 1 1 d . . . H11 H 1.2385 0.0773 0.7698 0.037 Uiso 1 1 calc R . . C12 C 1.2416(2) 0.00031(7) 0.79807(17) 0.0435(5) Uani 1 1 d . . . H12A H 1.2851 -0.0228 0.8607 0.065 Uiso 1 1 calc R . . H12B H 1.2673 -0.0083 0.7356 0.065 Uiso 1 1 calc R . . H12C H 1.1455 -0.0027 0.7740 0.065 Uiso 1 1 calc R . . C13 C 1.43243(18) 0.06081(8) 0.86845(17) 0.0462(5) Uani 1 1 d . . . H13A H 1.4589 0.0952 0.8960 0.069 Uiso 1 1 calc R . . H13B H 1.4545 0.0546 0.8030 0.069 Uiso 1 1 calc R . . H13C H 1.4794 0.0365 0.9275 0.069 Uiso 1 1 calc R . . C14 C 1.09811(16) 0.22681(6) 0.75599(13) 0.0288(3) Uani 1 1 d . . . C15 C 0.99472(17) 0.26175(6) 0.73507(14) 0.0328(4) Uani 1 1 d . . . C16 C 1.0093(2) 0.30945(7) 0.69532(15) 0.0404(4) Uani 1 1 d . . . H16 H 0.9403 0.3336 0.6796 0.048 Uiso 1 1 calc R . . C17 C 1.1225(2) 0.32222(7) 0.67850(15) 0.0417(5) Uani 1 1 d . . . H17 H 1.1307 0.3549 0.6516 0.050 Uiso 1 1 calc R . . C18 C 1.22360(19) 0.28772(7) 0.70046(14) 0.0387(4) Uani 1 1 d . . . H18 H 1.3010 0.2971 0.6888 0.046 Uiso 1 1 calc R . . C19 C 1.21408(17) 0.23936(6) 0.73947(13) 0.0328(4) Uani 1 1 d . . . C20 C 0.87225(19) 0.24895(7) 0.75803(16) 0.0409(4) Uani 1 1 d . . . H20 H 0.8634 0.2113 0.7551 0.049 Uiso 1 1 calc R . . C21 C 0.8907(3) 0.26545(11) 0.8764(2) 0.0725(7) Uani 1 1 d . . . H21A H 0.9697 0.2492 0.9308 0.109 Uiso 1 1 calc R . . H21B H 0.8131 0.2555 0.8917 0.109 Uiso 1 1 calc R . . H21C H 0.9013 0.3022 0.8828 0.109 Uiso 1 1 calc R . . C22 C 0.7459(2) 0.27036(9) 0.6702(2) 0.0691(7) Uani 1 1 d . . . H22A H 0.7485 0.3074 0.6741 0.104 Uiso 1 1 calc R . . H22B H 0.6695 0.2580 0.6844 0.104 Uiso 1 1 calc R . . H22C H 0.7385 0.2595 0.5956 0.104 Uiso 1 1 calc R . . C23 C 1.32749(18) 0.20197(8) 0.76793(17) 0.0450(5) Uani 1 1 d . . . H23 H 1.2878 0.1674 0.7521 0.054 Uiso 1 1 calc R . . C24 C 1.4090(3) 0.20854(12) 0.6984(3) 0.1015(11) Uani 1 1 d U . . H24A H 1.3513 0.2074 0.6188 0.152 Uiso 1 1 calc R . . H24B H 1.4745 0.1813 0.7153 0.152 Uiso 1 1 calc R . . H24C H 1.4545 0.2412 0.7156 0.152 Uiso 1 1 calc R . . C25 C 1.4127(3) 0.20462(9) 0.8953(2) 0.0835(9) Uani 1 1 d U . . H25A H 1.4938 0.1850 0.9118 0.125 Uiso 1 1 calc R . . H25B H 1.3626 0.1906 0.9372 0.125 Uiso 1 1 calc R . . H25C H 1.4355 0.2399 0.9173 0.125 Uiso 1 1 calc R . . C26 C 0.78495(15) 0.10202(6) 0.56083(13) 0.0275(3) Uani 1 1 d . . . H26 H 0.8273 0.0686 0.5894 0.033 Uiso 1 1 calc R . . C27 C 0.69276(17) 0.11640(7) 0.62051(15) 0.0355(4) Uani 1 1 d . . . H27A H 0.7442 0.1179 0.7023 0.043 Uiso 1 1 calc R . . H27B H 0.6550 0.1503 0.5954 0.043 Uiso 1 1 calc R . . C28 C 0.58081(18) 0.07802(8) 0.59563(17) 0.0438(5) Uani 1 1 d . . . H28A H 0.6184 0.0447 0.6264 0.053 Uiso 1 1 calc R . . H28B H 0.5215 0.0888 0.6331 0.053 Uiso 1 1 calc R . . C29 C 0.50145(17) 0.07316(8) 0.47034(17) 0.0447(5) Uani 1 1 d . . . H29A H 0.4547 0.1053 0.4413 0.054 Uiso 1 1 calc R . . H29B H 0.4342 0.0463 0.4567 0.054 Uiso 1 1 calc R . . C30 C 0.59077(17) 0.06045(8) 0.40805(16) 0.0423(5) Uani 1 1 d . . . H30A H 0.5378 0.0604 0.3264 0.051 Uiso 1 1 calc R . . H30B H 0.6279 0.0261 0.4296 0.051 Uiso 1 1 calc R . . C31 C 0.70355(16) 0.09838(7) 0.43420(14) 0.0358(4) Uani 1 1 d . . . H31A H 0.6668 0.1321 0.4053 0.043 Uiso 1 1 calc R . . H31B H 0.7620 0.0880 0.3957 0.043 Uiso 1 1 calc R . . C32 C 1.03524(16) 0.12529(6) 0.53185(13) 0.0266(3) Uani 1 1 d . . . H32 H 1.1240 0.1377 0.5835 0.032 Uiso 1 1 calc R . . C33 C 1.04736(15) 0.06778(6) 0.52935(13) 0.0265(3) Uani 1 1 d . . . H33A H 1.0669 0.0540 0.6052 0.032 Uiso 1 1 calc R . . H33B H 0.9623 0.0533 0.4782 0.032 Uiso 1 1 calc R . . C34 C 1.15698(16) 0.05239(7) 0.49007(14) 0.0333(4) Uani 1 1 d . . . H34A H 1.2432 0.0644 0.5447 0.040 Uiso 1 1 calc R . . H34B H 1.1607 0.0151 0.4864 0.040 Uiso 1 1 calc R . . C35 C 1.13272(17) 0.07460(7) 0.37527(14) 0.0368(4) Uani 1 1 d . . . H35A H 1.2065 0.0652 0.3528 0.044 Uiso 1 1 calc R . . H35B H 1.0502 0.0604 0.3194 0.044 Uiso 1 1 calc R . . C36 C 1.1216(2) 0.13182(8) 0.37712(16) 0.0428(5) Uani 1 1 d . . . H36A H 1.1017 0.1453 0.3010 0.051 Uiso 1 1 calc R . . H36B H 1.2070 0.1462 0.4278 0.051 Uiso 1 1 calc R . . C37 C 1.0131(2) 0.14786(7) 0.41677(14) 0.0388(4) Uani 1 1 d . . . H37A H 0.9264 0.1366 0.3617 0.047 Uiso 1 1 calc R . . H37B H 1.0115 0.1852 0.4213 0.047 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 P1 0.0272(2) 0.0234(2) 0.0233(2) -0.00043(15) 0.00813(16) 0.00265(16) N1 0.0250(7) 0.0239(6) 0.0230(6) -0.0002(5) 0.0100(5) 0.0006(5) C1 0.0216(7) 0.0244(8) 0.0232(7) -0.0018(6) 0.0109(6) 0.0009(6) N2 0.0374(8) 0.0250(7) 0.0221(7) 0.0006(5) 0.0062(6) -0.0064(6) C2 0.0280(8) 0.0197(7) 0.0236(7) 0.0000(6) 0.0088(6) -0.0021(6) C3 0.0341(9) 0.0243(8) 0.0279(8) -0.0013(6) 0.0140(7) -0.0023(6) C4 0.0437(10) 0.0364(10) 0.0248(8) -0.0009(7) 0.0154(7) 0.0002(8) C5 0.0425(10) 0.0404(10) 0.0225(8) 0.0002(7) 0.0047(7) 0.0012(8) C6 0.0313(9) 0.0332(9) 0.0314(9) 0.0030(7) 0.0074(7) 0.0031(7) C7 0.0292(8) 0.0232(8) 0.0286(8) 0.0015(6) 0.0115(7) -0.0006(6) C8 0.0346(9) 0.0394(10) 0.0312(9) -0.0005(7) 0.0177(7) 0.0019(7) C9 0.0391(11) 0.0551(13) 0.0578(13) 0.0011(10) 0.0219(10) -0.0099(9) C10 0.0520(12) 0.0749(16) 0.0444(12) -0.0036(11) 0.0271(10) 0.0166(11) C11 0.0299(9) 0.0339(9) 0.0308(9) 0.0045(7) 0.0135(7) 0.0059(7) C12 0.0551(12) 0.0376(10) 0.0439(11) -0.0043(8) 0.0257(9) 0.0044(9) C13 0.0343(10) 0.0570(13) 0.0513(12) 0.0105(10) 0.0208(9) 0.0092(9) C14 0.0375(9) 0.0229(8) 0.0224(8) -0.0008(6) 0.0077(7) -0.0055(7) C15 0.0428(10) 0.0256(8) 0.0299(9) -0.0053(7) 0.0137(7) -0.0035(7) C16 0.0543(12) 0.0250(9) 0.0376(10) 0.0007(7) 0.0130(9) 0.0020(8) C17 0.0596(13) 0.0276(9) 0.0344(10) 0.0038(7) 0.0141(9) -0.0084(8) C18 0.0451(11) 0.0367(10) 0.0315(9) 0.0021(7) 0.0116(8) -0.0116(8) C19 0.0366(9) 0.0315(9) 0.0251(8) -0.0013(7) 0.0061(7) -0.0069(7) C20 0.0492(11) 0.0299(9) 0.0511(11) -0.0053(8) 0.0275(9) 0.0014(8) C21 0.0900(19) 0.0767(18) 0.0723(16) -0.0261(14) 0.0552(15) -0.0111(14) C22 0.0470(13) 0.0568(15) 0.103(2) 0.0119(14) 0.0279(13) 0.0071(11) C23 0.0330(10) 0.0374(10) 0.0570(12) 0.0024(9) 0.0089(9) -0.0059(8) C24 0.0813(19) 0.090(2) 0.171(3) 0.044(2) 0.090(2) 0.0208(16) C25 0.0694(16) 0.0456(13) 0.0840(19) -0.0052(12) -0.0277(14) 0.0004(12) C26 0.0227(8) 0.0303(8) 0.0274(8) -0.0032(6) 0.0075(6) 0.0025(6) C27 0.0305(9) 0.0388(10) 0.0384(10) -0.0084(8) 0.0146(8) -0.0002(7) C28 0.0308(9) 0.0482(11) 0.0559(12) -0.0080(9) 0.0206(9) -0.0029(8) C29 0.0239(9) 0.0441(11) 0.0593(13) -0.0099(9) 0.0087(8) -0.0008(8) C30 0.0243(9) 0.0492(11) 0.0421(10) -0.0131(9) 0.0004(8) 0.0028(8) C31 0.0259(9) 0.0450(10) 0.0318(9) -0.0053(8) 0.0059(7) 0.0043(7) C32 0.0296(8) 0.0277(8) 0.0234(8) -0.0001(6) 0.0112(6) -0.0014(6) C33 0.0271(8) 0.0277(8) 0.0262(8) 0.0008(6) 0.0120(6) 0.0021(6) C34 0.0297(9) 0.0387(10) 0.0340(9) -0.0022(7) 0.0151(7) 0.0027(7) C35 0.0316(9) 0.0521(11) 0.0307(9) -0.0053(8) 0.0166(7) -0.0006(8) C36 0.0531(12) 0.0508(12) 0.0317(9) 0.0014(8) 0.0241(9) -0.0097(9) C37 0.0570(12) 0.0330(9) 0.0304(9) 0.0058(7) 0.0214(8) 0.0048(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C26 1.8533(17) . ? P1 C1 1.8708(17) . ? P1 C32 1.8727(16) . ? N1 C1 1.2909(19) . ? N1 C2 1.435(2) . ? C1 N2 1.375(2) . ? N2 C14 1.433(2) . ? C2 C7 1.407(2) . ? C2 C3 1.411(2) . ? C3 C4 1.394(2) . ? C3 C8 1.518(2) . ? C4 C5 1.377(3) . ? C5 C6 1.382(2) . ? C6 C7 1.399(2) . ? C7 C11 1.521(2) . ? C8 C10 1.530(2) . ? C8 C9 1.536(3) . ? C11 C13 1.527(2) . ? C11 C12 1.533(2) . ? C14 C15 1.406(2) . ? C14 C19 1.407(2) . ? C15 C16 1.395(2) . ? C15 C20 1.520(2) . ? C16 C17 1.381(3) . ? C17 C18 1.379(3) . ? C18 C19 1.394(2) . ? C19 C23 1.519(3) . ? C20 C22 1.523(3) . ? C20 C21 1.529(3) . ? C23 C24 1.502(3) . ? C23 C25 1.551(3) . ? C26 C27 1.537(2) . ? C26 C31 1.538(2) . ? C27 C28 1.529(2) . ? C28 C29 1.522(3) . ? C29 C30 1.525(3) . ? C30 C31 1.526(3) . ? C32 C33 1.529(2) . ? C32 C37 1.534(2) . ? C33 C34 1.529(2) . ? C34 C35 1.522(2) . ? C35 C36 1.520(3) . ? C36 C37 1.524(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 C26 P1 C1 100.09(7) . . ? C26 P1 C32 105.83(7) . . ? C1 P1 C32 96.34(7) . . ? C1 N1 C2 117.35(13) . . ? N1 C1 N2 123.26(14) . . ? N1 C1 P1 121.76(11) . . ? N2 C1 P1 114.96(11) . . ? C1 N2 C14 126.46(13) . . ? C7 C2 C3 120.98(14) . . ? C7 C2 N1 119.57(14) . . ? C3 C2 N1 119.38(14) . . ? C4 C3 C2 118.20(15) . . ? C4 C3 C8 121.46(15) . . ? C2 C3 C8 120.24(14) . . ? C5 C4 C3 121.34(16) . . ? C4 C5 C6 120.16(16) . . ? C5 C6 C7 120.99(16) . . ? C6 C7 C2 118.29(15) . . ? C6 C7 C11 121.16(14) . . ? C2 C7 C11 120.36(14) . . ? C3 C8 C10 114.10(15) . . ? C3 C8 C9 109.27(15) . . ? C10 C8 C9 110.71(16) . . ? C7 C11 C13 114.71(15) . . ? C7 C11 C12 109.17(14) . . ? C13 C11 C12 110.20(15) . . ? C15 C14 C19 121.59(15) . . ? C15 C14 N2 119.80(15) . . ? C19 C14 N2 118.57(15) . . ? C16 C15 C14 117.87(16) . . ? C16 C15 C20 120.59(16) . . ? C14 C15 C20 121.51(15) . . ? C17 C16 C15 121.12(18) . . ? C18 C17 C16 120.34(17) . . ? C17 C18 C19 121.08(17) . . ? C18 C19 C14 117.99(16) . . ? C18 C19 C23 121.16(16) . . ? C14 C19 C23 120.81(15) . . ? C15 C20 C22 112.90(17) . . ? C15 C20 C21 110.17(17) . . ? C22 C20 C21 111.93(19) . . ? C24 C23 C19 113.53(19) . . ? C24 C23 C25 112.1(2) . . ? C19 C23 C25 109.29(18) . . ? C27 C26 C31 109.04(13) . . ? C27 C26 P1 109.34(11) . . ? C31 C26 P1 109.82(12) . . ? C28 C27 C26 111.06(14) . . ? C29 C28 C27 111.37(17) . . ? C28 C29 C30 111.16(15) . . ? C29 C30 C31 111.57(15) . . ? C30 C31 C26 111.49(15) . . ? C33 C32 C37 110.45(13) . . ? C33 C32 P1 116.79(10) . . ? C37 C32 P1 111.60(11) . . ? C34 C33 C32 110.97(13) . . ? C35 C34 C33 110.88(14) . . ? C36 C35 C34 110.73(14) . . ? C35 C36 C37 111.13(15) . . ? C36 C37 C32 111.42(15) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.596 _refine_diff_density_min -0.443 _refine_diff_density_rms 0.040 # Attachment 'cmpd6.CIF' data_compound6 _database_code_depnum_ccdc_archive 'CCDC 704667' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H45 N2 P' _chemical_formula_weight 548.72 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' P P 0.1023 0.0942 '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 10.847(2) _cell_length_b 10.942(2) _cell_length_c 14.156(3) _cell_angle_alpha 96.42(3) _cell_angle_beta 101.60(3) _cell_angle_gamma 102.50(3) _cell_volume 1585.4(6) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.149 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 592 _exptl_absorpt_coefficient_mu 0.114 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.951 _exptl_absorpt_correction_T_max 0.970 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _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 10001 _diffrn_reflns_av_R_equivalents 0.0306 _diffrn_reflns_av_sigmaI/netI 0.0551 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _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 3.07 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5420 _reflns_number_gt 4432 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0403P)^2^+0.7630P] 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 5420 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0598 _refine_ls_R_factor_gt 0.0464 _refine_ls_wR_factor_ref 0.1159 _refine_ls_wR_factor_gt 0.1081 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _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 P1 P 0.44678(5) 0.63510(4) 0.22120(3) 0.02374(14) Uani 1 1 d . . . N1 N 0.40469(14) 0.84949(14) 0.14478(10) 0.0226(3) Uani 1 1 d . . . C1 C 0.45850(16) 0.80930(16) 0.22292(12) 0.0204(4) Uani 1 1 d . . . N2 N 0.52362(14) 0.89029(14) 0.30533(10) 0.0216(3) Uani 1 1 d . . . H1 H 0.5488 0.8584 0.3582 0.026 Uiso 1 1 calc R . . C2 C 0.34005(17) 0.76436(16) 0.05567(12) 0.0227(4) Uani 1 1 d . . . C3 C 0.20363(18) 0.72915(17) 0.03004(13) 0.0262(4) Uani 1 1 d . . . C4 C 0.14262(19) 0.64711(19) -0.05717(14) 0.0334(5) Uani 1 1 d . . . H4 H 0.0505 0.6209 -0.0748 0.040 Uiso 1 1 calc R . . C5 C 0.2130(2) 0.60301(19) -0.11862(14) 0.0345(5) Uani 1 1 d . . . H5 H 0.1695 0.5455 -0.1771 0.041 Uiso 1 1 calc R . . C6 C 0.34683(19) 0.64278(18) -0.09469(14) 0.0307(5) Uani 1 1 d . . . H6 H 0.3945 0.6142 -0.1383 0.037 Uiso 1 1 calc R . . C7 C 0.41345(18) 0.72399(17) -0.00788(13) 0.0252(4) Uani 1 1 d . . . C8 C 0.12217(18) 0.7838(2) 0.09161(15) 0.0323(5) Uani 1 1 d . . . H8 H 0.1825 0.8367 0.1523 0.039 Uiso 1 1 calc R . . C9 C 0.0250(2) 0.6825(2) 0.12227(17) 0.0462(6) Uani 1 1 d . . . H9A H -0.0206 0.7231 0.1648 0.069 Uiso 1 1 calc R . . H9B H 0.0709 0.6273 0.1576 0.069 Uiso 1 1 calc R . . H9C H -0.0379 0.6317 0.0641 0.069 Uiso 1 1 calc R . . C10 C 0.0518(2) 0.8702(2) 0.03630(18) 0.0452(6) Uani 1 1 d . . . H10A H 0.1152 0.9366 0.0185 0.068 Uiso 1 1 calc R . . H10B H 0.0041 0.9093 0.0780 0.068 Uiso 1 1 calc R . . H10C H -0.0092 0.8201 -0.0231 0.068 Uiso 1 1 calc R . . C11 C 0.56010(18) 0.77051(18) 0.01298(14) 0.0288(4) Uani 1 1 d . . . H11 H 0.5908 0.8150 0.0822 0.035 Uiso 1 1 calc R . . C12 C 0.6274(2) 0.6633(3) 0.0029(2) 0.0625(8) Uani 1 1 d . . . H12A H 0.6072 0.6241 -0.0659 0.094 Uiso 1 1 calc R . . H12B H 0.5970 0.5996 0.0420 0.094 Uiso 1 1 calc R . . H12C H 0.7215 0.6970 0.0262 0.094 Uiso 1 1 calc R . . C13 C 0.5976(3) 0.8663(3) -0.0519(2) 0.0762(10) Uani 1 1 d . . . H13A H 0.5640 0.8269 -0.1206 0.114 Uiso 1 1 calc R . . H13B H 0.6924 0.8952 -0.0382 0.114 Uiso 1 1 calc R . . H13C H 0.5608 0.9390 -0.0389 0.114 Uiso 1 1 calc R . . C14 C 0.55432(17) 1.02562(17) 0.31183(12) 0.0227(4) Uani 1 1 d . . . C15 C 0.46267(19) 1.09311(18) 0.32912(13) 0.0275(4) Uani 1 1 d . . . C16 C 0.5014(2) 1.2251(2) 0.34537(15) 0.0368(5) Uani 1 1 d . . . H16 H 0.4412 1.2726 0.3579 0.044 Uiso 1 1 calc R . . C17 C 0.6258(2) 1.2883(2) 0.34367(16) 0.0413(5) Uani 1 1 d . . . H17 H 0.6511 1.3784 0.3563 0.050 Uiso 1 1 calc R . . C18 C 0.7129(2) 1.2200(2) 0.32357(16) 0.0383(5) Uani 1 1 d . . . H18 H 0.7976 1.2640 0.3211 0.046 Uiso 1 1 calc R . . C19 C 0.67962(19) 1.08844(18) 0.30685(14) 0.0294(4) Uani 1 1 d . . . C20 C 0.32617(18) 1.02522(19) 0.33172(14) 0.0304(5) Uani 1 1 d . . . H20 H 0.3090 0.9367 0.2963 0.037 Uiso 1 1 calc R . . C21 C 0.3136(2) 1.0157(2) 0.43646(15) 0.0432(6) Uani 1 1 d . . . H21A H 0.3287 1.1010 0.4732 0.065 Uiso 1 1 calc R . . H21B H 0.3778 0.9732 0.4678 0.065 Uiso 1 1 calc R . . H21C H 0.2261 0.9667 0.4355 0.065 Uiso 1 1 calc R . . C22 C 0.2231(2) 1.0859(2) 0.27940(18) 0.0468(6) Uani 1 1 d . . . H22A H 0.2304 1.1691 0.3168 0.070 Uiso 1 1 calc R . . H22B H 0.1366 1.0313 0.2739 0.070 Uiso 1 1 calc R . . H22C H 0.2361 1.0961 0.2139 0.070 Uiso 1 1 calc R . . C23 C 0.7765(2) 1.0161(2) 0.28146(17) 0.0398(5) Uani 1 1 d . . . H23 H 0.7296 0.9244 0.2630 0.048 Uiso 1 1 calc R . . C24 C 0.8888(3) 1.0266(4) 0.3675(2) 0.0769(10) Uani 1 1 d . . . H24A H 0.9346 1.1160 0.3898 0.115 Uiso 1 1 calc R . . H24B H 0.9488 0.9791 0.3475 0.115 Uiso 1 1 calc R . . H24C H 0.8558 0.9914 0.4208 0.115 Uiso 1 1 calc R . . C25 C 0.8249(3) 1.0567(3) 0.19335(18) 0.0564(7) Uani 1 1 d . . . H25A H 0.7506 1.0547 0.1402 0.085 Uiso 1 1 calc R . . H25B H 0.8745 0.9985 0.1717 0.085 Uiso 1 1 calc R . . H25C H 0.8807 1.1430 0.2114 0.085 Uiso 1 1 calc R . . C26 C 0.58857(18) 0.64224(17) 0.31945(13) 0.0245(4) Uani 1 1 d . . . C27 C 0.70759(19) 0.6650(2) 0.29283(15) 0.0363(5) Uani 1 1 d . . . H27 H 0.7106 0.6766 0.2277 0.044 Uiso 1 1 calc R . . C28 C 0.8217(2) 0.6709(2) 0.36047(17) 0.0430(6) Uani 1 1 d . . . H28 H 0.9025 0.6892 0.3421 0.052 Uiso 1 1 calc R . . C29 C 0.8177(2) 0.6502(2) 0.45451(16) 0.0382(5) Uani 1 1 d . . . H29 H 0.8957 0.6538 0.5008 0.046 Uiso 1 1 calc R . . C30 C 0.6999(2) 0.62425(19) 0.48084(15) 0.0342(5) Uani 1 1 d . . . H30 H 0.6971 0.6085 0.5451 0.041 Uiso 1 1 calc R . . C31 C 0.58594(19) 0.62098(18) 0.41427(13) 0.0285(4) Uani 1 1 d . . . H31 H 0.5057 0.6042 0.4334 0.034 Uiso 1 1 calc R . . C32 C 0.30953(17) 0.59059(18) 0.27819(13) 0.0262(4) Uani 1 1 d . . . C33 C 0.22712(19) 0.46989(19) 0.24334(15) 0.0339(5) Uani 1 1 d . . . H33 H 0.2457 0.4149 0.1941 0.041 Uiso 1 1 calc R . . C34 C 0.1183(2) 0.4295(2) 0.28002(16) 0.0400(5) Uani 1 1 d . . . H34 H 0.0635 0.3469 0.2563 0.048 Uiso 1 1 calc R . . C35 C 0.0894(2) 0.5090(2) 0.35086(16) 0.0408(6) Uani 1 1 d . . . H35 H 0.0137 0.4820 0.3746 0.049 Uiso 1 1 calc R . . C36 C 0.1712(2) 0.6280(2) 0.38701(16) 0.0393(5) Uani 1 1 d . . . H36 H 0.1524 0.6821 0.4366 0.047 Uiso 1 1 calc R . . C37 C 0.28046(19) 0.66871(19) 0.35118(14) 0.0314(5) Uani 1 1 d . . . H37 H 0.3360 0.7506 0.3766 0.038 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 P1 0.0257(3) 0.0221(3) 0.0232(3) 0.0034(2) 0.0035(2) 0.0076(2) N1 0.0228(8) 0.0236(8) 0.0202(8) 0.0024(6) 0.0024(6) 0.0059(7) C1 0.0186(9) 0.0217(9) 0.0231(9) 0.0035(8) 0.0078(8) 0.0068(7) N2 0.0237(8) 0.0228(8) 0.0183(8) 0.0035(6) 0.0036(6) 0.0065(7) C2 0.0282(10) 0.0186(9) 0.0204(9) 0.0058(7) 0.0015(8) 0.0064(8) C3 0.0268(10) 0.0242(10) 0.0259(10) 0.0040(8) 0.0004(8) 0.0079(8) C4 0.0262(10) 0.0353(12) 0.0331(11) 0.0017(9) -0.0035(9) 0.0070(9) C5 0.0384(12) 0.0308(11) 0.0265(10) -0.0037(9) -0.0040(9) 0.0073(9) C6 0.0367(11) 0.0301(11) 0.0255(10) 0.0030(8) 0.0053(9) 0.0110(9) C7 0.0296(10) 0.0228(10) 0.0224(9) 0.0055(8) 0.0029(8) 0.0068(8) C8 0.0227(10) 0.0383(12) 0.0328(11) 0.0010(9) 0.0011(9) 0.0082(9) C9 0.0421(13) 0.0574(15) 0.0485(14) 0.0246(12) 0.0142(11) 0.0206(12) C10 0.0467(14) 0.0406(13) 0.0636(15) 0.0195(11) 0.0276(12) 0.0236(11) C11 0.0291(10) 0.0307(11) 0.0246(10) 0.0012(8) 0.0077(8) 0.0037(9) C12 0.0301(13) 0.0574(17) 0.092(2) -0.0131(15) 0.0080(13) 0.0128(12) C13 0.0566(17) 0.083(2) 0.077(2) 0.0421(17) 0.0086(15) -0.0173(16) C14 0.0254(10) 0.0227(10) 0.0183(9) 0.0005(7) 0.0042(8) 0.0045(8) C15 0.0320(11) 0.0293(11) 0.0210(9) 0.0002(8) 0.0062(8) 0.0093(9) C16 0.0457(13) 0.0302(12) 0.0378(12) -0.0014(9) 0.0134(10) 0.0167(10) C17 0.0548(15) 0.0241(11) 0.0422(13) -0.0029(9) 0.0136(11) 0.0055(10) C18 0.0377(12) 0.0292(11) 0.0420(12) 0.0000(9) 0.0109(10) -0.0027(9) C19 0.0298(11) 0.0278(11) 0.0293(10) 0.0021(8) 0.0080(9) 0.0047(9) C20 0.0280(10) 0.0344(11) 0.0301(10) -0.0009(9) 0.0090(9) 0.0112(9) C21 0.0440(13) 0.0500(14) 0.0376(12) 0.0039(10) 0.0177(11) 0.0098(11) C22 0.0351(12) 0.0567(15) 0.0544(14) 0.0081(12) 0.0113(11) 0.0232(11) C23 0.0269(11) 0.0357(12) 0.0590(14) 0.0076(11) 0.0182(10) 0.0052(9) C24 0.0541(17) 0.140(3) 0.0589(17) 0.0294(18) 0.0243(14) 0.0547(19) C25 0.0576(16) 0.0642(17) 0.0547(15) 0.0011(13) 0.0284(13) 0.0208(14) C26 0.0267(10) 0.0191(9) 0.0288(10) 0.0032(8) 0.0051(8) 0.0094(8) C27 0.0324(11) 0.0463(13) 0.0363(12) 0.0169(10) 0.0087(9) 0.0165(10) C28 0.0267(11) 0.0513(14) 0.0571(15) 0.0214(12) 0.0093(10) 0.0164(10) C29 0.0319(12) 0.0362(12) 0.0438(13) 0.0088(10) -0.0043(10) 0.0138(10) C30 0.0404(12) 0.0334(12) 0.0281(10) 0.0019(9) -0.0001(9) 0.0168(10) C31 0.0306(11) 0.0279(11) 0.0284(10) 0.0023(8) 0.0057(9) 0.0124(9) C32 0.0234(10) 0.0265(10) 0.0282(10) 0.0109(8) 0.0006(8) 0.0069(8) C33 0.0316(11) 0.0302(11) 0.0355(11) 0.0099(9) -0.0014(9) 0.0046(9) C34 0.0288(11) 0.0381(12) 0.0449(13) 0.0188(10) -0.0052(10) -0.0028(10) C35 0.0254(11) 0.0545(15) 0.0472(13) 0.0292(12) 0.0071(10) 0.0100(10) C36 0.0350(12) 0.0487(14) 0.0410(12) 0.0172(10) 0.0130(10) 0.0156(11) C37 0.0278(10) 0.0297(11) 0.0372(11) 0.0086(9) 0.0078(9) 0.0065(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 P1 C32 1.833(2) . ? P1 C26 1.8355(19) . ? P1 C1 1.8798(18) . ? N1 C1 1.311(2) . ? N1 C2 1.432(2) . ? C1 N2 1.346(2) . ? N2 C14 1.434(2) . ? C2 C3 1.406(3) . ? C2 C7 1.411(3) . ? C3 C4 1.391(3) . ? C3 C8 1.523(3) . ? C4 C5 1.380(3) . ? C5 C6 1.381(3) . ? C6 C7 1.394(3) . ? C7 C11 1.518(3) . ? C8 C9 1.521(3) . ? C8 C10 1.525(3) . ? C11 C13 1.513(3) . ? C11 C12 1.518(3) . ? C14 C15 1.403(3) . ? C14 C19 1.403(3) . ? C15 C16 1.392(3) . ? C15 C20 1.516(3) . ? C16 C17 1.383(3) . ? C17 C18 1.378(3) . ? C18 C19 1.386(3) . ? C19 C23 1.519(3) . ? C20 C21 1.529(3) . ? C20 C22 1.529(3) . ? C23 C24 1.514(3) . ? C23 C25 1.522(3) . ? C26 C31 1.392(3) . ? C26 C27 1.396(3) . ? C27 C28 1.388(3) . ? C28 C29 1.382(3) . ? C29 C30 1.382(3) . ? C30 C31 1.387(3) . ? C32 C37 1.396(3) . ? C32 C33 1.397(3) . ? C33 C34 1.389(3) . ? C34 C35 1.381(3) . ? C35 C36 1.383(3) . ? C36 C37 1.387(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 C32 P1 C26 103.45(9) . . ? C32 P1 C1 100.94(8) . . ? C26 P1 C1 99.98(9) . . ? C1 N1 C2 121.74(15) . . ? N1 C1 N2 121.51(16) . . ? N1 C1 P1 119.98(13) . . ? N2 C1 P1 118.51(13) . . ? C1 N2 C14 123.72(15) . . ? C3 C2 C7 121.06(16) . . ? C3 C2 N1 119.10(16) . . ? C7 C2 N1 119.71(16) . . ? C4 C3 C2 118.24(18) . . ? C4 C3 C8 119.63(17) . . ? C2 C3 C8 122.03(16) . . ? C5 C4 C3 121.44(18) . . ? C4 C5 C6 119.74(18) . . ? C5 C6 C7 121.41(19) . . ? C6 C7 C2 117.99(17) . . ? C6 C7 C11 119.57(17) . . ? C2 C7 C11 122.38(16) . . ? C9 C8 C3 113.18(18) . . ? C9 C8 C10 109.97(17) . . ? C3 C8 C10 109.93(17) . . ? C13 C11 C12 111.0(2) . . ? C13 C11 C7 110.16(18) . . ? C12 C11 C7 112.83(17) . . ? C15 C14 C19 121.34(17) . . ? C15 C14 N2 119.94(16) . . ? C19 C14 N2 118.59(16) . . ? C16 C15 C14 117.92(18) . . ? C16 C15 C20 120.72(18) . . ? C14 C15 C20 121.36(17) . . ? C17 C16 C15 121.39(19) . . ? C18 C17 C16 119.6(2) . . ? C17 C18 C19 121.5(2) . . ? C18 C19 C14 118.19(18) . . ? C18 C19 C23 120.11(18) . . ? C14 C19 C23 121.69(17) . . ? C15 C20 C21 111.38(17) . . ? C15 C20 C22 112.64(18) . . ? C21 C20 C22 110.68(17) . . ? C24 C23 C19 112.43(19) . . ? C24 C23 C25 111.0(2) . . ? C19 C23 C25 111.46(19) . . ? C31 C26 C27 118.65(18) . . ? C31 C26 P1 125.93(15) . . ? C27 C26 P1 115.33(14) . . ? C28 C27 C26 120.7(2) . . ? C29 C28 C27 120.0(2) . . ? C30 C29 C28 119.70(19) . . ? C29 C30 C31 120.58(19) . . ? C30 C31 C26 120.30(19) . . ? C37 C32 C33 118.39(19) . . ? C37 C32 P1 125.02(15) . . ? C33 C32 P1 116.57(15) . . ? C34 C33 C32 120.6(2) . . ? C35 C34 C33 120.3(2) . . ? C34 C35 C36 119.7(2) . . ? C35 C36 C37 120.4(2) . . ? C36 C37 C32 120.6(2) . . ? _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 0.298 _refine_diff_density_min -0.353 _refine_diff_density_rms 0.042 # Attachment 'cmpd7.CIF' data_compound7 _database_code_depnum_ccdc_archive 'CCDC 704668' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H61 N3 Si' _chemical_formula_weight 612.01 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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 35.510(7) _cell_length_b 9.877(2) _cell_length_c 21.966(4) _cell_angle_alpha 90.00 _cell_angle_beta 104.59(3) _cell_angle_gamma 90.00 _cell_volume 7456(3) _cell_formula_units_Z 8 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.090 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2688 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.907 _exptl_absorpt_correction_T_max 0.977 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _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 58137 _diffrn_reflns_av_R_equivalents 0.0810 _diffrn_reflns_av_sigmaI/netI 0.0962 _diffrn_reflns_limit_h_min -45 _diffrn_reflns_limit_h_max 43 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 27.00 _reflns_number_total 16069 _reflns_number_gt 9350 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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. Two crystallographically independent molecules were refined in the asymmetric unit. ; _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^)+(0.0691P)^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 16069 _refine_ls_number_parameters 823 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1177 _refine_ls_R_factor_gt 0.0546 _refine_ls_wR_factor_ref 0.1380 _refine_ls_wR_factor_gt 0.1184 _refine_ls_goodness_of_fit_ref 0.994 _refine_ls_restrained_S_all 0.994 _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 Si1 Si 0.090007(16) 0.21222(5) 0.36821(3) 0.02320(14) Uani 1 1 d . . . N1 N 0.11276(4) 0.05086(15) 0.37506(7) 0.0189(4) Uani 1 1 d . . . C1 C 0.12078(5) -0.01890(19) 0.43288(9) 0.0188(4) Uani 1 1 d . . . Si2 Si 0.457035(16) -0.00147(6) 0.33338(3) 0.02432(14) Uani 1 1 d . . . N2 N 0.11800(4) 0.05007(15) 0.48114(7) 0.0195(4) Uani 1 1 d . . . C2 C 0.11842(6) 0.3456(2) 0.41953(10) 0.0293(5) Uani 1 1 d . . . H2A H 0.1157 0.3341 0.4626 0.044 Uiso 1 1 calc R . . H2B H 0.1086 0.4350 0.4037 0.044 Uiso 1 1 calc R . . H2C H 0.1459 0.3380 0.4194 0.044 Uiso 1 1 calc R . . N3 N 0.12947(4) -0.15401(15) 0.42699(7) 0.0212(4) Uani 1 1 d . . . H3 H 0.1278 -0.1793 0.3880 0.025 Uiso 1 1 calc R . . C3 C 0.08392(6) 0.2682(2) 0.28464(9) 0.0327(5) Uani 1 1 d . . . H3A H 0.1093 0.2691 0.2748 0.049 Uiso 1 1 calc R . . H3B H 0.0727 0.3595 0.2792 0.049 Uiso 1 1 calc R . . H3C H 0.0665 0.2054 0.2563 0.049 Uiso 1 1 calc R . . N4 N 0.41597(4) 0.08249(15) 0.34778(7) 0.0177(4) Uani 1 1 d . . . C4 C 0.04071(6) 0.1952(2) 0.38235(10) 0.0339(5) Uani 1 1 d . . . H4A H 0.0246 0.1365 0.3501 0.051 Uiso 1 1 calc R . . H4B H 0.0286 0.2848 0.3804 0.051 Uiso 1 1 calc R . . H4C H 0.0430 0.1555 0.4240 0.051 Uiso 1 1 calc R . . N5 N 0.39142(4) 0.11058(15) 0.24152(7) 0.0212(4) Uani 1 1 d . . . C5 C 0.12641(6) -0.00322(19) 0.32276(8) 0.0208(4) Uani 1 1 d . . . N6 N 0.35028(4) 0.13768(15) 0.31349(7) 0.0195(4) Uani 1 1 d . . . H6 H 0.3512 0.1187 0.3530 0.023 Uiso 1 1 calc R . . C6 C 0.10205(6) -0.0861(2) 0.27729(9) 0.0261(5) Uani 1 1 d . . . C7 C 0.11560(7) -0.1273(2) 0.22554(9) 0.0342(5) Uani 1 1 d . . . H7 H 0.0995 -0.1825 0.1941 0.041 Uiso 1 1 calc R . . C8 C 0.15171(7) -0.0895(2) 0.21938(10) 0.0355(6) Uani 1 1 d . . . H8 H 0.1602 -0.1179 0.1837 0.043 Uiso 1 1 calc R . . C9 C 0.17565(6) -0.0108(2) 0.26455(9) 0.0306(5) Uani 1 1 d . . . H9 H 0.2006 0.0143 0.2597 0.037 Uiso 1 1 calc R . . C10 C 0.16403(6) 0.03293(19) 0.31737(9) 0.0241(5) Uani 1 1 d . . . C11 C 0.06218(6) -0.1340(2) 0.28233(10) 0.0348(5) Uani 1 1 d . . . H11 H 0.0598 -0.1133 0.3258 0.042 Uiso 1 1 calc R . . C12 C 0.05759(7) -0.2872(2) 0.27211(11) 0.0461(6) Uani 1 1 d . . . H12A H 0.0567 -0.3086 0.2282 0.069 Uiso 1 1 calc R . . H12B H 0.0334 -0.3171 0.2816 0.069 Uiso 1 1 calc R . . H12C H 0.0797 -0.3338 0.2999 0.069 Uiso 1 1 calc R . . C13 C 0.02922(7) -0.0609(3) 0.23550(12) 0.0561(7) Uani 1 1 d . . . H13A H 0.0311 0.0366 0.2439 0.084 Uiso 1 1 calc R . . H13B H 0.0041 -0.0944 0.2401 0.084 Uiso 1 1 calc R . . H13C H 0.0314 -0.0782 0.1926 0.084 Uiso 1 1 calc R . . C14 C 0.19178(6) 0.1190(2) 0.36589(10) 0.0276(5) Uani 1 1 d . . . H14 H 0.1819 0.1219 0.4047 0.033 Uiso 1 1 calc R . . C15 C 0.19348(7) 0.2643(2) 0.34255(11) 0.0404(6) Uani 1 1 d . . . H15A H 0.2036 0.2641 0.3050 0.061 Uiso 1 1 calc R . . H15B H 0.2106 0.3185 0.3756 0.061 Uiso 1 1 calc R . . H15C H 0.1673 0.3035 0.3321 0.061 Uiso 1 1 calc R . . C16 C 0.23320(6) 0.0618(2) 0.38387(10) 0.0356(5) Uani 1 1 d . . . H16A H 0.2324 -0.0342 0.3947 0.053 Uiso 1 1 calc R . . H16B H 0.2488 0.1115 0.4202 0.053 Uiso 1 1 calc R . . H16C H 0.2450 0.0715 0.3483 0.053 Uiso 1 1 calc R . . C17 C 0.13036(6) 0.00952(18) 0.54489(8) 0.0204(4) Uani 1 1 d . . . C18 C 0.16967(6) -0.02250(19) 0.57274(9) 0.0224(5) Uani 1 1 d . . . C19 C 0.18015(6) -0.0631(2) 0.63562(9) 0.0303(5) Uani 1 1 d . . . H19 H 0.2061 -0.0919 0.6538 0.036 Uiso 1 1 calc R . . C20 C 0.15348(7) -0.0622(2) 0.67191(10) 0.0367(6) Uani 1 1 d . . . H20 H 0.1608 -0.0933 0.7142 0.044 Uiso 1 1 calc R . . C21 C 0.11632(7) -0.0159(2) 0.64624(10) 0.0328(5) Uani 1 1 d . . . H21 H 0.0986 -0.0097 0.6721 0.039 Uiso 1 1 calc R . . C22 C 0.10394(6) 0.02217(19) 0.58328(9) 0.0253(5) Uani 1 1 d . . . C23 C 0.20077(6) 0.00527(19) 0.53753(9) 0.0246(5) Uani 1 1 d . . . H23 H 0.1909 -0.0286 0.4935 0.030 Uiso 1 1 calc R . . C24 C 0.23987(6) -0.0635(2) 0.56599(10) 0.0352(5) Uani 1 1 d . . . H24A H 0.2521 -0.0219 0.6067 0.053 Uiso 1 1 calc R . . H24B H 0.2569 -0.0525 0.5375 0.053 Uiso 1 1 calc R . . H24C H 0.2357 -0.1601 0.5720 0.053 Uiso 1 1 calc R . . C25 C 0.20660(6) 0.15829(19) 0.53457(9) 0.0288(5) Uani 1 1 d . . . H25A H 0.1814 0.2023 0.5179 0.043 Uiso 1 1 calc R . . H25B H 0.2238 0.1779 0.5070 0.043 Uiso 1 1 calc R . . H25C H 0.2184 0.1928 0.5769 0.043 Uiso 1 1 calc R . . C26 C 0.06453(6) 0.0879(2) 0.55812(10) 0.0291(5) Uani 1 1 d . . . H26 H 0.0541 0.0575 0.5136 0.035 Uiso 1 1 calc R . . C27 C 0.06990(7) 0.2419(2) 0.55770(11) 0.0388(6) Uani 1 1 d . . . H27A H 0.0791 0.2747 0.6010 0.058 Uiso 1 1 calc R . . H27B H 0.0450 0.2849 0.5377 0.058 Uiso 1 1 calc R . . H27C H 0.0891 0.2645 0.5341 0.058 Uiso 1 1 calc R . . C28 C 0.03420(7) 0.0538(2) 0.59456(11) 0.0434(6) Uani 1 1 d . . . H28A H 0.0335 -0.0444 0.6005 0.065 Uiso 1 1 calc R . . H28B H 0.0085 0.0854 0.5708 0.065 Uiso 1 1 calc R . . H28C H 0.0412 0.0986 0.6357 0.065 Uiso 1 1 calc R . . C29 C 0.14066(5) -0.26098(18) 0.47223(8) 0.0200(4) Uani 1 1 d . . . C30 C 0.17632(6) -0.32597(19) 0.47577(9) 0.0240(5) Uani 1 1 d . . . C31 C 0.18722(6) -0.4303(2) 0.51949(9) 0.0291(5) Uani 1 1 d . . . H31 H 0.2114 -0.4751 0.5232 0.035 Uiso 1 1 calc R . . C32 C 0.16360(6) -0.4693(2) 0.55731(9) 0.0300(5) Uani 1 1 d . . . H32 H 0.1721 -0.5374 0.5883 0.036 Uiso 1 1 calc R . . C33 C 0.12769(6) -0.40988(19) 0.55025(9) 0.0263(5) Uani 1 1 d . . . H33 H 0.1114 -0.4391 0.5760 0.032 Uiso 1 1 calc R . . C34 C 0.11462(6) -0.30777(19) 0.50611(8) 0.0214(4) Uani 1 1 d . . . C35 C 0.20099(6) -0.2888(2) 0.43102(9) 0.0290(5) Uani 1 1 d . . . H35 H 0.2005 -0.1880 0.4270 0.035 Uiso 1 1 calc R . . C36 C 0.18409(7) -0.3474(2) 0.36493(10) 0.0362(6) Uani 1 1 d . . . H36A H 0.1848 -0.4465 0.3670 0.054 Uiso 1 1 calc R . . H36B H 0.1996 -0.3160 0.3365 0.054 Uiso 1 1 calc R . . H36C H 0.1571 -0.3171 0.3492 0.054 Uiso 1 1 calc R . . C37 C 0.24385(6) -0.3315(2) 0.45331(11) 0.0466(6) Uani 1 1 d . . . H37A H 0.2545 -0.3007 0.4967 0.070 Uiso 1 1 calc R . . H37B H 0.2587 -0.2907 0.4259 0.070 Uiso 1 1 calc R . . H37C H 0.2457 -0.4303 0.4516 0.070 Uiso 1 1 calc R . . C38 C 0.07230(6) -0.2628(2) 0.49064(9) 0.0243(5) Uani 1 1 d . . . H38 H 0.0711 -0.1641 0.4802 0.029 Uiso 1 1 calc R . . C39 C 0.04984(6) -0.3415(2) 0.43247(10) 0.0374(6) Uani 1 1 d . . . H39A H 0.0494 -0.4378 0.4429 0.056 Uiso 1 1 calc R . . H39B H 0.0627 -0.3297 0.3982 0.056 Uiso 1 1 calc R . . H39C H 0.0231 -0.3071 0.4192 0.056 Uiso 1 1 calc R . . C40 C 0.05244(6) -0.2855(2) 0.54390(10) 0.0376(6) Uani 1 1 d . . . H40A H 0.0503 -0.3829 0.5508 0.056 Uiso 1 1 calc R . . H40B H 0.0264 -0.2450 0.5325 0.056 Uiso 1 1 calc R . . H40C H 0.0679 -0.2432 0.5825 0.056 Uiso 1 1 calc R . . C41 C 0.38456(5) 0.11381(17) 0.29609(9) 0.0177(4) Uani 1 1 d . . . C42 C 0.48449(6) 0.0961(2) 0.28643(10) 0.0343(5) Uani 1 1 d . . . H42A H 0.4672 0.1186 0.2454 0.051 Uiso 1 1 calc R . . H42B H 0.5063 0.0415 0.2804 0.051 Uiso 1 1 calc R . . H42C H 0.4945 0.1797 0.3088 0.051 Uiso 1 1 calc R . . C43 C 0.44145(6) -0.1685(2) 0.29689(9) 0.0338(5) Uani 1 1 d . . . H43A H 0.4279 -0.2190 0.3234 0.051 Uiso 1 1 calc R . . H43B H 0.4644 -0.2197 0.2929 0.051 Uiso 1 1 calc R . . H43C H 0.4239 -0.1550 0.2551 0.051 Uiso 1 1 calc R . . C44 C 0.49093(6) -0.0335(2) 0.41197(10) 0.0345(5) Uani 1 1 d . . . H44A H 0.4934 0.0487 0.4376 0.052 Uiso 1 1 calc R . . H44B H 0.5166 -0.0591 0.4065 0.052 Uiso 1 1 calc R . . H44C H 0.4807 -0.1071 0.4331 0.052 Uiso 1 1 calc R . . C45 C 0.41549(5) 0.13121(18) 0.41037(8) 0.0185(4) Uani 1 1 d . . . C46 C 0.43187(5) 0.25864(19) 0.43053(9) 0.0222(4) Uani 1 1 d . . . C47 C 0.43148(6) 0.3028(2) 0.49065(9) 0.0280(5) Uani 1 1 d . . . H47 H 0.4426 0.3882 0.5048 0.034 Uiso 1 1 calc R . . C48 C 0.41544(6) 0.2263(2) 0.53000(9) 0.0293(5) Uani 1 1 d . . . H48 H 0.4152 0.2591 0.5705 0.035 Uiso 1 1 calc R . . C49 C 0.39981(6) 0.1017(2) 0.51011(9) 0.0260(5) Uani 1 1 d . . . H49 H 0.3891 0.0485 0.5377 0.031 Uiso 1 1 calc R . . C50 C 0.39923(5) 0.05144(19) 0.45051(9) 0.0204(4) Uani 1 1 d . . . C51 C 0.45148(6) 0.34738(19) 0.39045(10) 0.0282(5) Uani 1 1 d . . . H51 H 0.4459 0.3079 0.3472 0.034 Uiso 1 1 calc R . . C52 C 0.49551(6) 0.3505(2) 0.41735(11) 0.0426(6) Uani 1 1 d . . . H52A H 0.5074 0.4064 0.3904 0.064 Uiso 1 1 calc R . . H52B H 0.5058 0.2582 0.4190 0.064 Uiso 1 1 calc R . . H52C H 0.5015 0.3888 0.4599 0.064 Uiso 1 1 calc R . . C53 C 0.43621(7) 0.4935(2) 0.38529(11) 0.0381(6) Uani 1 1 d . . . H53A H 0.4080 0.4933 0.3671 0.057 Uiso 1 1 calc R . . H53B H 0.4489 0.5459 0.3582 0.057 Uiso 1 1 calc R . . H53C H 0.4420 0.5346 0.4272 0.057 Uiso 1 1 calc R . . C54 C 0.38122(6) -0.08703(19) 0.43248(9) 0.0236(5) Uani 1 1 d . . . H54 H 0.3786 -0.1008 0.3865 0.028 Uiso 1 1 calc R . . C55 C 0.40738(6) -0.1997(2) 0.46851(10) 0.0343(5) Uani 1 1 d . . . H55A H 0.4325 -0.1985 0.4575 0.051 Uiso 1 1 calc R . . H55B H 0.3948 -0.2876 0.4572 0.051 Uiso 1 1 calc R . . H55C H 0.4116 -0.1848 0.5138 0.051 Uiso 1 1 calc R . . C56 C 0.34055(6) -0.0977(2) 0.44442(9) 0.0290(5) Uani 1 1 d . . . H56A H 0.3426 -0.0889 0.4896 0.043 Uiso 1 1 calc R . . H56B H 0.3291 -0.1858 0.4296 0.043 Uiso 1 1 calc R . . H56C H 0.3240 -0.0253 0.4217 0.043 Uiso 1 1 calc R . . C57 C 0.36588(5) 0.1548(2) 0.18441(8) 0.0213(4) Uani 1 1 d . . . C58 C 0.35466(6) 0.0626(2) 0.13388(9) 0.0247(5) Uani 1 1 d . . . C59 C 0.32907(6) 0.1066(2) 0.07852(9) 0.0310(5) Uani 1 1 d . . . H59 H 0.3202 0.0441 0.0451 0.037 Uiso 1 1 calc R . . C60 C 0.31630(6) 0.2390(2) 0.07098(9) 0.0338(6) Uani 1 1 d . . . H60 H 0.2978 0.2661 0.0337 0.041 Uiso 1 1 calc R . . C61 C 0.33072(6) 0.3312(2) 0.11808(9) 0.0308(5) Uani 1 1 d . . . H61 H 0.3231 0.4234 0.1118 0.037 Uiso 1 1 calc R . . C62 C 0.35614(6) 0.2932(2) 0.17459(9) 0.0241(5) Uani 1 1 d . . . C63 C 0.37238(6) -0.0787(2) 0.13800(9) 0.0283(5) Uani 1 1 d . . . H63 H 0.3730 -0.1167 0.1804 0.034 Uiso 1 1 calc R . . C64 C 0.41442(6) -0.0679(2) 0.13228(10) 0.0356(5) Uani 1 1 d . . . H64A H 0.4145 -0.0340 0.0904 0.053 Uiso 1 1 calc R . . H64B H 0.4267 -0.1575 0.1385 0.053 Uiso 1 1 calc R . . H64C H 0.4290 -0.0054 0.1643 0.053 Uiso 1 1 calc R . . C65 C 0.35040(7) -0.1783(2) 0.08833(10) 0.0390(6) Uani 1 1 d . . . H65A H 0.3232 -0.1841 0.0906 0.059 Uiso 1 1 calc R . . H65B H 0.3625 -0.2678 0.0961 0.059 Uiso 1 1 calc R . . H65C H 0.3513 -0.1467 0.0464 0.059 Uiso 1 1 calc R . . C66 C 0.37618(6) 0.4001(2) 0.22118(10) 0.0279(5) Uani 1 1 d . . . H66 H 0.3780 0.3649 0.2645 0.033 Uiso 1 1 calc R . . C67 C 0.35510(7) 0.5357(2) 0.21459(11) 0.0421(6) Uani 1 1 d . . . H67A H 0.3560 0.5780 0.1746 0.063 Uiso 1 1 calc R . . H67B H 0.3678 0.5950 0.2495 0.063 Uiso 1 1 calc R . . H67C H 0.3279 0.5213 0.2154 0.063 Uiso 1 1 calc R . . C68 C 0.41788(6) 0.4210(2) 0.21419(10) 0.0388(6) Uani 1 1 d . . . H68A H 0.4319 0.3347 0.2211 0.058 Uiso 1 1 calc R . . H68B H 0.4314 0.4873 0.2453 0.058 Uiso 1 1 calc R . . H68C H 0.4169 0.4542 0.1718 0.058 Uiso 1 1 calc R . . C69 C 0.31365(5) 0.18801(19) 0.27799(8) 0.0194(4) Uani 1 1 d . . . C70 C 0.28863(6) 0.1078(2) 0.23231(8) 0.0214(4) Uani 1 1 d . . . C71 C 0.25402(6) 0.1667(2) 0.19873(9) 0.0289(5) Uani 1 1 d . . . H71 H 0.2373 0.1169 0.1658 0.035 Uiso 1 1 calc R . . C72 C 0.24336(6) 0.2952(2) 0.21195(10) 0.0333(5) Uani 1 1 d . . . H72 H 0.2199 0.3338 0.1875 0.040 Uiso 1 1 calc R . . C73 C 0.26667(6) 0.3678(2) 0.26060(9) 0.0298(5) Uani 1 1 d . . . H73 H 0.2585 0.4547 0.2706 0.036 Uiso 1 1 calc R . . C74 C 0.30185(6) 0.31621(19) 0.29520(9) 0.0224(5) Uani 1 1 d . . . C75 C 0.29740(6) -0.0407(2) 0.22339(9) 0.0255(5) Uani 1 1 d . . . H75 H 0.3253 -0.0486 0.2225 0.031 Uiso 1 1 calc R . . C76 C 0.29132(7) -0.1234(2) 0.27869(10) 0.0359(6) Uani 1 1 d . . . H76A H 0.3073 -0.0857 0.3181 0.054 Uiso 1 1 calc R . . H76B H 0.2990 -0.2176 0.2744 0.054 Uiso 1 1 calc R . . H76C H 0.2638 -0.1201 0.2792 0.054 Uiso 1 1 calc R . . C77 C 0.27244(7) -0.1019(2) 0.16275(10) 0.0403(6) Uani 1 1 d . . . H77A H 0.2451 -0.1028 0.1644 0.060 Uiso 1 1 calc R . . H77B H 0.2811 -0.1947 0.1581 0.060 Uiso 1 1 calc R . . H77C H 0.2751 -0.0475 0.1268 0.060 Uiso 1 1 calc R . . C78 C 0.32612(6) 0.38707(19) 0.35332(9) 0.0276(5) Uani 1 1 d . . . H78 H 0.3542 0.3714 0.3548 0.033 Uiso 1 1 calc R . . C79 C 0.31982(8) 0.5393(2) 0.35567(12) 0.0475(7) Uani 1 1 d . . . H79A H 0.2927 0.5574 0.3556 0.071 Uiso 1 1 calc R . . H79B H 0.3257 0.5820 0.3188 0.071 Uiso 1 1 calc R . . H79C H 0.3371 0.5764 0.3941 0.071 Uiso 1 1 calc R . . C80 C 0.31812(6) 0.3241(2) 0.41282(9) 0.0308(5) Uani 1 1 d . . . H80A H 0.2916 0.3463 0.4148 0.046 Uiso 1 1 calc R . . H80B H 0.3367 0.3604 0.4501 0.046 Uiso 1 1 calc R . . H80C H 0.3210 0.2256 0.4115 0.046 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 Si1 0.0234(3) 0.0215(3) 0.0251(3) 0.0022(2) 0.0070(2) 0.0027(2) N1 0.0199(9) 0.0214(9) 0.0159(8) -0.0021(7) 0.0054(7) -0.0007(7) C1 0.0142(10) 0.0204(11) 0.0208(11) 0.0011(9) 0.0026(8) -0.0028(8) Si2 0.0214(3) 0.0278(3) 0.0239(3) 0.0000(3) 0.0060(2) 0.0070(3) N2 0.0212(9) 0.0213(9) 0.0163(9) -0.0015(7) 0.0054(7) -0.0001(7) C2 0.0357(13) 0.0208(11) 0.0338(12) 0.0001(9) 0.0132(10) 0.0015(10) N3 0.0290(10) 0.0170(9) 0.0176(8) -0.0017(7) 0.0060(7) 0.0001(7) C3 0.0347(13) 0.0301(12) 0.0323(13) 0.0081(10) 0.0067(10) 0.0008(10) N4 0.0181(9) 0.0207(9) 0.0141(8) -0.0003(7) 0.0035(7) 0.0017(7) C4 0.0271(13) 0.0387(13) 0.0353(13) 0.0078(11) 0.0066(10) 0.0066(10) N5 0.0231(9) 0.0264(9) 0.0154(8) 0.0019(7) 0.0069(7) 0.0044(7) C5 0.0277(12) 0.0183(10) 0.0165(10) 0.0001(8) 0.0056(9) 0.0032(9) N6 0.0188(9) 0.0264(9) 0.0138(8) 0.0036(7) 0.0047(7) 0.0022(7) C6 0.0297(12) 0.0261(12) 0.0202(11) 0.0000(9) 0.0016(9) 0.0002(9) C7 0.0443(15) 0.0341(13) 0.0211(12) -0.0078(10) 0.0026(10) 0.0008(11) C8 0.0483(16) 0.0409(14) 0.0213(12) -0.0023(10) 0.0162(11) 0.0032(12) C9 0.0389(14) 0.0325(12) 0.0246(12) 0.0003(10) 0.0158(10) 0.0007(10) C10 0.0316(12) 0.0212(11) 0.0211(11) 0.0009(9) 0.0094(9) 0.0007(9) C11 0.0313(13) 0.0376(13) 0.0317(13) -0.0118(10) 0.0006(10) -0.0061(11) C12 0.0517(16) 0.0434(15) 0.0407(14) -0.0110(12) 0.0069(12) -0.0142(13) C13 0.0339(15) 0.0560(17) 0.0676(18) -0.0066(15) -0.0071(13) -0.0030(13) C14 0.0255(12) 0.0309(12) 0.0307(12) -0.0060(10) 0.0153(10) -0.0062(10) C15 0.0358(14) 0.0313(13) 0.0585(16) -0.0035(12) 0.0198(12) -0.0058(11) C16 0.0285(13) 0.0392(13) 0.0412(14) -0.0027(11) 0.0127(11) -0.0042(11) C17 0.0287(12) 0.0143(10) 0.0177(10) -0.0012(8) 0.0049(9) -0.0022(9) C18 0.0284(12) 0.0175(11) 0.0202(11) -0.0043(8) 0.0040(9) -0.0022(9) C19 0.0337(13) 0.0269(12) 0.0260(12) 0.0018(10) -0.0006(10) -0.0036(10) C20 0.0538(16) 0.0347(13) 0.0201(11) 0.0076(10) 0.0066(11) -0.0073(12) C21 0.0440(15) 0.0336(13) 0.0245(12) 0.0001(10) 0.0155(11) -0.0064(11) C22 0.0311(12) 0.0221(11) 0.0248(11) -0.0034(9) 0.0109(9) -0.0064(9) C23 0.0234(11) 0.0263(11) 0.0227(11) -0.0051(9) 0.0031(9) -0.0004(9) C24 0.0291(13) 0.0390(13) 0.0333(13) -0.0026(11) -0.0001(10) 0.0016(10) C25 0.0313(13) 0.0297(12) 0.0246(11) -0.0027(10) 0.0057(9) -0.0054(10) C26 0.0323(13) 0.0291(12) 0.0307(12) -0.0025(10) 0.0172(10) -0.0006(10) C27 0.0432(15) 0.0329(13) 0.0472(15) 0.0007(11) 0.0241(12) 0.0026(11) C28 0.0429(15) 0.0392(14) 0.0567(16) 0.0027(12) 0.0287(13) 0.0043(12) C29 0.0240(11) 0.0158(10) 0.0187(10) -0.0015(8) 0.0026(9) -0.0026(8) C30 0.0252(12) 0.0208(11) 0.0240(11) -0.0084(9) 0.0026(9) -0.0017(9) C31 0.0272(12) 0.0252(12) 0.0307(12) -0.0062(10) -0.0007(10) 0.0048(9) C32 0.0391(14) 0.0243(12) 0.0219(11) 0.0033(9) -0.0011(10) 0.0040(10) C33 0.0357(13) 0.0229(11) 0.0203(11) -0.0007(9) 0.0069(9) -0.0032(10) C34 0.0258(11) 0.0190(11) 0.0180(10) -0.0052(9) 0.0033(9) -0.0025(9) C35 0.0284(12) 0.0237(11) 0.0383(13) -0.0070(10) 0.0148(10) -0.0014(10) C36 0.0452(15) 0.0298(13) 0.0384(13) -0.0043(11) 0.0197(11) 0.0031(11) C37 0.0325(14) 0.0487(16) 0.0624(17) -0.0138(13) 0.0188(12) 0.0018(12) C38 0.0238(12) 0.0229(11) 0.0277(11) 0.0004(9) 0.0092(9) -0.0013(9) C39 0.0280(13) 0.0385(14) 0.0424(14) -0.0095(11) 0.0025(10) 0.0025(11) C40 0.0356(14) 0.0396(14) 0.0421(14) 0.0033(11) 0.0183(11) -0.0001(11) C41 0.0177(11) 0.0130(10) 0.0221(11) 0.0007(8) 0.0048(8) 0.0010(8) C42 0.0233(12) 0.0459(14) 0.0347(13) -0.0011(11) 0.0091(10) 0.0054(10) C43 0.0405(14) 0.0314(13) 0.0308(12) 0.0024(10) 0.0115(10) 0.0137(11) C44 0.0243(12) 0.0451(14) 0.0329(12) 0.0007(11) 0.0048(10) 0.0112(10) C45 0.0142(10) 0.0217(11) 0.0187(10) 0.0005(8) 0.0023(8) 0.0054(8) C46 0.0189(11) 0.0231(11) 0.0227(11) -0.0011(9) 0.0020(9) 0.0036(9) C47 0.0247(12) 0.0273(12) 0.0297(12) -0.0082(10) 0.0024(9) 0.0009(9) C48 0.0306(13) 0.0359(13) 0.0197(11) -0.0084(10) 0.0036(9) 0.0040(10) C49 0.0280(12) 0.0297(12) 0.0192(11) 0.0012(9) 0.0043(9) 0.0035(10) C50 0.0192(11) 0.0221(11) 0.0189(10) 0.0010(9) 0.0029(8) 0.0058(8) C51 0.0278(12) 0.0237(11) 0.0337(12) -0.0038(10) 0.0084(10) -0.0039(9) C52 0.0288(14) 0.0434(15) 0.0564(16) -0.0054(12) 0.0121(12) -0.0073(11) C53 0.0413(15) 0.0255(12) 0.0476(14) 0.0003(11) 0.0115(11) -0.0051(11) C54 0.0294(12) 0.0221(11) 0.0197(11) 0.0001(9) 0.0071(9) -0.0006(9) C55 0.0365(14) 0.0264(12) 0.0410(14) 0.0036(10) 0.0116(11) 0.0040(10) C56 0.0320(13) 0.0277(12) 0.0270(12) 0.0016(10) 0.0071(10) -0.0021(10) C57 0.0183(11) 0.0313(12) 0.0168(10) 0.0052(9) 0.0092(8) 0.0034(9) C58 0.0242(12) 0.0335(12) 0.0192(11) 0.0029(9) 0.0107(9) 0.0010(9) C59 0.0317(13) 0.0439(14) 0.0177(11) -0.0008(10) 0.0066(9) 0.0000(11) C60 0.0311(13) 0.0513(15) 0.0199(11) 0.0113(11) 0.0078(10) 0.0115(11) C61 0.0319(13) 0.0353(13) 0.0290(12) 0.0095(11) 0.0146(10) 0.0088(10) C62 0.0215(11) 0.0329(12) 0.0220(11) 0.0055(9) 0.0130(9) 0.0032(9) C63 0.0359(13) 0.0324(12) 0.0188(11) 0.0004(9) 0.0110(10) 0.0028(10) C64 0.0361(14) 0.0410(14) 0.0340(13) -0.0007(11) 0.0166(11) 0.0067(11) C65 0.0500(16) 0.0390(14) 0.0293(13) -0.0067(11) 0.0121(11) -0.0005(12) C66 0.0309(13) 0.0254(12) 0.0308(12) 0.0052(10) 0.0142(10) 0.0029(10) C67 0.0530(16) 0.0267(13) 0.0490(15) 0.0069(11) 0.0175(13) 0.0002(11) C68 0.0346(14) 0.0442(14) 0.0397(14) 0.0044(12) 0.0134(11) -0.0077(11) C69 0.0177(11) 0.0268(11) 0.0153(10) 0.0066(9) 0.0073(8) 0.0024(9) C70 0.0216(11) 0.0291(11) 0.0159(10) 0.0029(9) 0.0091(8) -0.0015(9) C71 0.0232(12) 0.0437(14) 0.0188(11) 0.0050(10) 0.0034(9) -0.0025(10) C72 0.0248(12) 0.0465(15) 0.0284(12) 0.0160(11) 0.0064(10) 0.0138(11) C73 0.0314(13) 0.0307(12) 0.0312(12) 0.0099(10) 0.0151(10) 0.0112(10) C74 0.0260(12) 0.0223(11) 0.0224(11) 0.0074(9) 0.0126(9) 0.0023(9) C75 0.0262(12) 0.0288(12) 0.0228(11) -0.0046(9) 0.0086(9) -0.0017(9) C76 0.0453(15) 0.0272(12) 0.0356(13) 0.0027(10) 0.0111(11) 0.0020(11) C77 0.0421(15) 0.0464(15) 0.0325(13) -0.0101(11) 0.0097(11) -0.0099(12) C78 0.0309(12) 0.0227(11) 0.0319(12) -0.0045(9) 0.0132(10) 0.0013(9) C79 0.0637(18) 0.0269(13) 0.0571(16) -0.0058(12) 0.0250(14) 0.0008(12) C80 0.0355(13) 0.0344(13) 0.0248(12) -0.0064(10) 0.0120(10) 0.0007(10) _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 Si1 N1 1.7762(16) . ? Si1 C2 1.858(2) . ? Si1 C4 1.861(2) . ? Si1 C3 1.877(2) . ? N1 C1 1.410(2) . ? N1 C5 1.456(2) . ? C1 N2 1.285(2) . ? C1 N3 1.383(2) . ? Si2 N4 1.7739(16) . ? Si2 C43 1.857(2) . ? Si2 C42 1.857(2) . ? Si2 C44 1.866(2) . ? N2 C17 1.416(2) . ? N3 C29 1.436(2) . ? N4 C41 1.411(2) . ? N4 C45 1.461(2) . ? N5 C41 1.282(2) . ? N5 C57 1.419(2) . ? C5 C6 1.407(3) . ? C5 C10 1.416(3) . ? N6 C41 1.385(2) . ? N6 C69 1.427(2) . ? C6 C7 1.402(3) . ? C6 C11 1.523(3) . ? C7 C8 1.375(3) . ? C8 C9 1.373(3) . ? C9 C10 1.394(3) . ? C10 C14 1.516(3) . ? C11 C13 1.530(3) . ? C11 C12 1.532(3) . ? C14 C15 1.531(3) . ? C14 C16 1.532(3) . ? C17 C18 1.412(3) . ? C17 C22 1.416(3) . ? C18 C19 1.396(3) . ? C18 C23 1.524(3) . ? C19 C20 1.383(3) . ? C20 C21 1.376(3) . ? C21 C22 1.393(3) . ? C22 C26 1.515(3) . ? C23 C25 1.529(3) . ? C23 C24 1.530(3) . ? C26 C28 1.533(3) . ? C26 C27 1.533(3) . ? C29 C34 1.404(3) . ? C29 C30 1.404(3) . ? C30 C31 1.395(3) . ? C30 C35 1.517(3) . ? C31 C32 1.376(3) . ? C32 C33 1.377(3) . ? C33 C34 1.395(3) . ? C34 C38 1.521(3) . ? C35 C37 1.536(3) . ? C35 C36 1.537(3) . ? C38 C40 1.527(3) . ? C38 C39 1.536(3) . ? C45 C50 1.410(3) . ? C45 C46 1.410(3) . ? C46 C47 1.394(3) . ? C46 C51 1.529(3) . ? C47 C48 1.375(3) . ? C48 C49 1.375(3) . ? C49 C50 1.396(3) . ? C50 C54 1.519(3) . ? C51 C52 1.526(3) . ? C51 C53 1.536(3) . ? C54 C56 1.535(3) . ? C54 C55 1.535(3) . ? C57 C62 1.413(3) . ? C57 C58 1.413(3) . ? C58 C59 1.392(3) . ? C58 C63 1.524(3) . ? C59 C60 1.380(3) . ? C60 C61 1.377(3) . ? C61 C62 1.390(3) . ? C62 C66 1.517(3) . ? C63 C65 1.529(3) . ? C63 C64 1.533(3) . ? C66 C67 1.524(3) . ? C66 C68 1.541(3) . ? C69 C70 1.405(3) . ? C69 C74 1.415(3) . ? C70 C71 1.391(3) . ? C70 C75 1.523(3) . ? C71 C72 1.376(3) . ? C72 C73 1.377(3) . ? C73 C74 1.385(3) . ? C74 C78 1.519(3) . ? C75 C76 1.524(3) . ? C75 C77 1.526(3) . ? C78 C79 1.523(3) . ? C78 C80 1.537(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 N1 Si1 C2 114.77(9) . . ? N1 Si1 C4 109.40(9) . . ? C2 Si1 C4 110.65(10) . . ? N1 Si1 C3 106.57(9) . . ? C2 Si1 C3 107.19(10) . . ? C4 Si1 C3 107.96(10) . . ? C1 N1 C5 119.99(15) . . ? C1 N1 Si1 119.94(12) . . ? C5 N1 Si1 119.81(12) . . ? N2 C1 N3 130.87(17) . . ? N2 C1 N1 116.38(16) . . ? N3 C1 N1 112.73(16) . . ? N4 Si2 C43 108.87(9) . . ? N4 Si2 C42 115.25(9) . . ? C43 Si2 C42 111.25(10) . . ? N4 Si2 C44 106.38(9) . . ? C43 Si2 C44 107.52(10) . . ? C42 Si2 C44 107.17(10) . . ? C1 N2 C17 126.66(16) . . ? C1 N3 C29 132.40(15) . . ? C41 N4 C45 119.40(14) . . ? C41 N4 Si2 118.52(12) . . ? C45 N4 Si2 121.80(12) . . ? C41 N5 C57 126.09(16) . . ? C6 C5 C10 120.75(17) . . ? C6 C5 N1 120.41(17) . . ? C10 C5 N1 118.80(16) . . ? C41 N6 C69 130.70(15) . . ? C7 C6 C5 117.98(19) . . ? C7 C6 C11 118.96(18) . . ? C5 C6 C11 123.06(18) . . ? C8 C7 C6 121.4(2) . . ? C9 C8 C7 120.4(2) . . ? C8 C9 C10 121.2(2) . . ? C9 C10 C5 118.32(18) . . ? C9 C10 C14 118.84(18) . . ? C5 C10 C14 122.83(17) . . ? C6 C11 C13 111.83(19) . . ? C6 C11 C12 111.28(18) . . ? C13 C11 C12 109.39(18) . . ? C10 C14 C15 111.33(18) . . ? C10 C14 C16 112.73(17) . . ? C15 C14 C16 108.41(17) . . ? C18 C17 N2 121.23(17) . . ? C18 C17 C22 119.53(17) . . ? N2 C17 C22 118.50(17) . . ? C19 C18 C17 118.77(18) . . ? C19 C18 C23 120.48(18) . . ? C17 C18 C23 120.23(17) . . ? C20 C19 C18 121.2(2) . . ? C21 C20 C19 119.4(2) . . ? C20 C21 C22 121.8(2) . . ? C21 C22 C17 118.45(19) . . ? C21 C22 C26 120.63(18) . . ? C17 C22 C26 120.67(17) . . ? C18 C23 C25 108.82(16) . . ? C18 C23 C24 114.30(17) . . ? C25 C23 C24 109.72(17) . . ? C22 C26 C28 114.90(18) . . ? C22 C26 C27 108.82(17) . . ? C28 C26 C27 109.03(17) . . ? C34 C29 C30 121.70(17) . . ? C34 C29 N3 120.32(17) . . ? C30 C29 N3 117.59(17) . . ? C31 C30 C29 117.76(18) . . ? C31 C30 C35 121.27(18) . . ? C29 C30 C35 120.89(18) . . ? C32 C31 C30 121.12(19) . . ? C31 C32 C33 120.05(19) . . ? C32 C33 C34 121.55(19) . . ? C33 C34 C29 117.28(18) . . ? C33 C34 C38 120.23(17) . . ? C29 C34 C38 122.09(17) . . ? C30 C35 C37 114.50(18) . . ? C30 C35 C36 111.65(17) . . ? C37 C35 C36 108.52(17) . . ? C34 C38 C40 114.02(16) . . ? C34 C38 C39 108.36(16) . . ? C40 C38 C39 108.64(17) . . ? N5 C41 N6 130.50(17) . . ? N5 C41 N4 116.68(16) . . ? N6 C41 N4 112.74(15) . . ? C50 C45 C46 120.26(17) . . ? C50 C45 N4 120.54(16) . . ? C46 C45 N4 119.20(16) . . ? C47 C46 C45 118.37(18) . . ? C47 C46 C51 118.72(18) . . ? C45 C46 C51 122.86(17) . . ? C48 C47 C46 121.84(19) . . ? C49 C48 C47 119.36(18) . . ? C48 C49 C50 121.74(19) . . ? C49 C50 C45 118.43(18) . . ? C49 C50 C54 118.09(17) . . ? C45 C50 C54 123.49(16) . . ? C52 C51 C46 111.05(17) . . ? C52 C51 C53 108.54(17) . . ? C46 C51 C53 112.20(17) . . ? C50 C54 C56 111.70(16) . . ? C50 C54 C55 110.98(16) . . ? C56 C54 C55 109.57(16) . . ? C62 C57 C58 119.58(17) . . ? C62 C57 N5 120.68(17) . . ? C58 C57 N5 119.12(17) . . ? C59 C58 C57 118.53(19) . . ? C59 C58 C63 120.46(18) . . ? C57 C58 C63 120.86(17) . . ? C60 C59 C58 121.6(2) . . ? C61 C60 C59 119.2(2) . . ? C60 C61 C62 121.8(2) . . ? C61 C62 C57 118.49(19) . . ? C61 C62 C66 120.18(18) . . ? C57 C62 C66 121.00(17) . . ? C58 C63 C65 114.69(18) . . ? C58 C63 C64 109.12(17) . . ? C65 C63 C64 108.58(17) . . ? C62 C66 C67 114.35(18) . . ? C62 C66 C68 108.98(16) . . ? C67 C66 C68 109.52(17) . . ? C70 C69 C74 121.26(17) . . ? C70 C69 N6 121.27(17) . . ? C74 C69 N6 117.15(17) . . ? C71 C70 C69 117.24(18) . . ? C71 C70 C75 121.11(18) . . ? C69 C70 C75 121.47(17) . . ? C72 C71 C70 121.8(2) . . ? C71 C72 C73 120.0(2) . . ? C72 C73 C74 121.1(2) . . ? C73 C74 C69 117.99(18) . . ? C73 C74 C78 122.27(18) . . ? C69 C74 C78 119.56(17) . . ? C70 C75 C76 109.82(15) . . ? C70 C75 C77 113.65(17) . . ? C76 C75 C77 108.42(17) . . ? C74 C78 C79 115.23(18) . . ? C74 C78 C80 109.93(16) . . ? C79 C78 C80 108.07(17) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.346 _refine_diff_density_min -0.297 _refine_diff_density_rms 0.053 # Attachment 'cmpd9.CIF' data_compound9 _database_code_depnum_ccdc_archive 'CCDC 704669' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C74 H112 Li2 N6' _chemical_formula_weight 1099.58 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' Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c 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 20.707(4) _cell_length_b 12.031(2) _cell_length_c 26.802(5) _cell_angle_alpha 90.00 _cell_angle_beta 104.33(3) _cell_angle_gamma 90.00 _cell_volume 6469(2) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.129 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2416 _exptl_absorpt_coefficient_mu 0.064 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.912 _exptl_absorpt_correction_T_max 0.994 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _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 18157 _diffrn_reflns_av_R_equivalents 0.1428 _diffrn_reflns_av_sigmaI/netI 0.2148 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 3.48 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5651 _reflns_number_gt 2423 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0399P)^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 5651 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2083 _refine_ls_R_factor_gt 0.0669 _refine_ls_wR_factor_ref 0.1301 _refine_ls_wR_factor_gt 0.0970 _refine_ls_goodness_of_fit_ref 0.946 _refine_ls_restrained_S_all 0.946 _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 N1 N -0.06856(12) 0.10874(18) 0.19916(8) 0.0183(7) Uani 1 1 d . . . N2 N -0.00291(12) 0.23629(19) 0.17222(8) 0.0194(7) Uani 1 1 d . . . N3 N -0.08261(12) 0.13033(19) 0.10737(8) 0.0197(7) Uani 1 1 d . . . C1 C -0.05062(16) 0.1611(2) 0.15819(11) 0.0196(8) Uani 1 1 d . . . C2 C -0.13750(17) 0.0867(3) 0.19578(10) 0.0217(8) Uani 1 1 d . . . C3 C -0.15713(16) -0.0214(3) 0.20698(10) 0.0221(8) Uani 1 1 d . . . C4 C -0.22418(17) -0.0434(3) 0.20346(11) 0.0294(9) Uani 1 1 d . . . H4 H -0.2373 -0.1162 0.2105 0.035 Uiso 1 1 calc R . . C5 C -0.27153(17) 0.0382(3) 0.19004(11) 0.0319(9) Uani 1 1 d . . . H5 H -0.3172 0.0214 0.1866 0.038 Uiso 1 1 calc R . . C6 C -0.25232(17) 0.1448(3) 0.18153(11) 0.0286(9) Uani 1 1 d . . . H6 H -0.2853 0.2013 0.1732 0.034 Uiso 1 1 calc R . . C7 C -0.18636(17) 0.1719(3) 0.18482(10) 0.0224(8) Uani 1 1 d . . . C8 C -0.10648(16) -0.1147(2) 0.22364(11) 0.0265(9) Uani 1 1 d . . . H8 H -0.0696 -0.1024 0.2062 0.032 Uiso 1 1 calc R . . C9 C -0.07596(16) -0.1116(2) 0.28196(10) 0.0345(9) Uani 1 1 d . . . H9A H -0.0596 -0.0365 0.2922 0.052 Uiso 1 1 calc R . . H9B H -0.0388 -0.1644 0.2909 0.052 Uiso 1 1 calc R . . H9C H -0.1100 -0.1320 0.3001 0.052 Uiso 1 1 calc R . . C10 C -0.13400(16) -0.2327(2) 0.20987(11) 0.0356(10) Uani 1 1 d . . . H10A H -0.1657 -0.2511 0.2304 0.053 Uiso 1 1 calc R . . H10B H -0.0972 -0.2862 0.2173 0.053 Uiso 1 1 calc R . . H10C H -0.1566 -0.2359 0.1732 0.053 Uiso 1 1 calc R . . C11 C -0.16742(15) 0.2936(2) 0.18116(11) 0.0252(9) Uani 1 1 d . . . H11 H -0.1329 0.2973 0.1609 0.030 Uiso 1 1 calc R . . C12 C -0.22524(17) 0.3694(3) 0.15487(12) 0.0397(10) Uani 1 1 d . . . H12A H -0.2475 0.3384 0.1212 0.060 Uiso 1 1 calc R . . H12B H -0.2080 0.4436 0.1502 0.060 Uiso 1 1 calc R . . H12C H -0.2572 0.3748 0.1763 0.060 Uiso 1 1 calc R . . C13 C -0.13662(16) 0.3412(2) 0.23489(11) 0.0336(9) Uani 1 1 d . . . H13A H -0.1708 0.3457 0.2544 0.050 Uiso 1 1 calc R . . H13B H -0.1189 0.4156 0.2316 0.050 Uiso 1 1 calc R . . H13C H -0.1004 0.2926 0.2531 0.050 Uiso 1 1 calc R . . C14 C 0.03303(16) 0.2876(3) 0.13918(10) 0.0206(8) Uani 1 1 d . . . C15 C 0.02665(16) 0.4039(3) 0.13194(11) 0.0242(8) Uani 1 1 d . . . C16 C 0.05750(17) 0.4553(3) 0.09759(12) 0.0308(9) Uani 1 1 d . . . H16 H 0.0510 0.5326 0.0912 0.037 Uiso 1 1 calc R . . C17 C 0.09724(18) 0.3967(3) 0.07268(12) 0.0378(10) Uani 1 1 d . . . H17 H 0.1165 0.4325 0.0482 0.045 Uiso 1 1 calc R . . C18 C 0.10867(17) 0.2863(3) 0.08359(12) 0.0349(9) Uani 1 1 d . . . H18 H 0.1383 0.2473 0.0679 0.042 Uiso 1 1 calc R . . C19 C 0.07828(17) 0.2289(3) 0.11699(11) 0.0249(8) Uani 1 1 d . . . C20 C -0.01336(16) 0.4752(2) 0.16030(12) 0.0307(9) Uani 1 1 d . . . H20 H -0.0236 0.4294 0.1885 0.037 Uiso 1 1 calc R . . C21 C -0.07887(17) 0.5144(3) 0.12552(13) 0.0471(11) Uani 1 1 d . . . H21A H -0.0700 0.5595 0.0975 0.071 Uiso 1 1 calc R . . H21B H -0.1030 0.5592 0.1455 0.071 Uiso 1 1 calc R . . H21C H -0.1060 0.4499 0.1110 0.071 Uiso 1 1 calc R . . C22 C 0.02633(17) 0.5782(3) 0.18488(12) 0.0440(10) Uani 1 1 d . . . H22A H 0.0690 0.5546 0.2074 0.066 Uiso 1 1 calc R . . H22B H 0.0007 0.6189 0.2052 0.066 Uiso 1 1 calc R . . H22C H 0.0346 0.6267 0.1577 0.066 Uiso 1 1 calc R . . C23 C 0.09928(16) 0.1118(2) 0.13221(10) 0.0265(9) Uani 1 1 d . . . H23 H 0.0640 0.0765 0.1465 0.032 Uiso 1 1 calc R . . C24 C 0.16440(17) 0.1152(3) 0.17499(11) 0.0411(10) Uani 1 1 d . . . H24A H 0.1997 0.1491 0.1616 0.062 Uiso 1 1 calc R . . H24B H 0.1774 0.0394 0.1866 0.062 Uiso 1 1 calc R . . H24C H 0.1576 0.1593 0.2040 0.062 Uiso 1 1 calc R . . C25 C 0.11074(17) 0.0382(2) 0.08862(11) 0.0382(10) Uani 1 1 d . . . H25A H 0.0711 0.0401 0.0597 0.057 Uiso 1 1 calc R . . H25B H 0.1191 -0.0384 0.1010 0.057 Uiso 1 1 calc R . . H25C H 0.1493 0.0658 0.0773 0.057 Uiso 1 1 calc R . . C26 C -0.10762(15) 0.0147(2) 0.09770(11) 0.0208(8) Uani 1 1 d . . . H26 H -0.1082 -0.0150 0.1324 0.025 Uiso 1 1 calc R . . C27 C -0.17954(16) 0.0036(2) 0.06574(11) 0.0265(9) Uani 1 1 d . . . H27A H -0.2087 0.0529 0.0801 0.032 Uiso 1 1 calc R . . H27B H -0.1823 0.0275 0.0299 0.032 Uiso 1 1 calc R . . C28 C -0.20414(17) -0.1158(2) 0.06554(12) 0.0336(9) Uani 1 1 d . . . H28A H -0.2064 -0.1368 0.1008 0.040 Uiso 1 1 calc R . . H28B H -0.2496 -0.1213 0.0427 0.040 Uiso 1 1 calc R . . C29 C -0.15838(18) -0.1959(3) 0.04703(12) 0.0360(10) Uani 1 1 d . . . H29A H -0.1611 -0.1817 0.0102 0.043 Uiso 1 1 calc R . . H29B H -0.1735 -0.2731 0.0503 0.043 Uiso 1 1 calc R . . C30 C -0.08623(17) -0.1837(2) 0.07789(12) 0.0335(9) Uani 1 1 d . . . H30A H -0.0575 -0.2329 0.0630 0.040 Uiso 1 1 calc R . . H30B H -0.0825 -0.2077 0.1138 0.040 Uiso 1 1 calc R . . C31 C -0.06182(16) -0.0641(2) 0.07779(11) 0.0281(9) Uani 1 1 d . . . H31A H -0.0608 -0.0425 0.0423 0.034 Uiso 1 1 calc R . . H31B H -0.0159 -0.0583 0.0999 0.034 Uiso 1 1 calc R . . C32 C -0.09019(15) 0.2113(2) 0.06426(10) 0.0232(8) Uani 1 1 d . . . H32 H -0.0597 0.2745 0.0783 0.028 Uiso 1 1 calc R . . C33 C -0.06751(16) 0.1683(2) 0.01789(10) 0.0286(9) Uani 1 1 d . . . H33A H -0.0966 0.1059 0.0020 0.034 Uiso 1 1 calc R . . H33B H -0.0214 0.1398 0.0294 0.034 Uiso 1 1 calc R . . C34 C -0.07004(17) 0.2597(3) -0.02229(11) 0.0347(10) Uani 1 1 d . . . H34A H -0.0375 0.3186 -0.0076 0.042 Uiso 1 1 calc R . . H34B H -0.0575 0.2282 -0.0527 0.042 Uiso 1 1 calc R . . C35 C -0.13896(17) 0.3096(3) -0.03880(12) 0.0377(10) Uani 1 1 d . . . H35A H -0.1711 0.2520 -0.0558 0.045 Uiso 1 1 calc R . . H35B H -0.1392 0.3700 -0.0639 0.045 Uiso 1 1 calc R . . C36 C -0.15974(17) 0.3553(3) 0.00760(12) 0.0339(9) Uani 1 1 d . . . H36A H -0.2048 0.3883 -0.0035 0.041 Uiso 1 1 calc R . . H36B H -0.1284 0.4145 0.0239 0.041 Uiso 1 1 calc R . . C37 C -0.16000(16) 0.2626(2) 0.04653(11) 0.0295(9) Uani 1 1 d . . . H37A H -0.1924 0.2045 0.0305 0.035 Uiso 1 1 calc R . . H37B H -0.1738 0.2930 0.0766 0.035 Uiso 1 1 calc R . . Li1 Li 0.0000 0.2292(6) 0.2500 0.0243(19) Uani 1 2 d S . . Li2 Li 0.0000 0.0297(6) 0.2500 0.031(2) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0201(18) 0.0174(15) 0.0196(14) 0.0002(12) 0.0089(13) -0.0039(13) N2 0.0212(17) 0.0168(15) 0.0204(14) 0.0014(12) 0.0058(13) -0.0034(13) N3 0.0231(17) 0.0206(16) 0.0135(14) 0.0016(12) 0.0009(12) -0.0022(13) C1 0.017(2) 0.0156(19) 0.027(2) 0.0028(16) 0.0066(16) 0.0042(16) C2 0.020(2) 0.028(2) 0.0173(17) -0.0034(15) 0.0056(16) -0.0010(18) C3 0.019(2) 0.027(2) 0.0227(18) -0.0002(15) 0.0077(16) -0.0005(17) C4 0.027(2) 0.032(2) 0.033(2) 0.0020(17) 0.0139(18) -0.0064(19) C5 0.015(2) 0.041(2) 0.039(2) 0.0017(18) 0.0058(17) 0.0021(19) C6 0.022(2) 0.033(2) 0.032(2) 0.0001(17) 0.0082(17) 0.0049(18) C7 0.018(2) 0.027(2) 0.0231(18) 0.0002(15) 0.0062(16) -0.0003(17) C8 0.024(2) 0.032(2) 0.0269(19) 0.0024(16) 0.0119(16) -0.0030(18) C9 0.034(2) 0.036(2) 0.034(2) 0.0007(17) 0.0099(18) 0.0011(18) C10 0.037(2) 0.029(2) 0.038(2) -0.0011(17) 0.0041(18) 0.0032(18) C11 0.020(2) 0.028(2) 0.0273(19) -0.0023(16) 0.0063(16) 0.0076(17) C12 0.039(3) 0.035(2) 0.045(2) 0.0037(18) 0.0093(19) 0.0141(19) C13 0.030(2) 0.034(2) 0.037(2) -0.0058(17) 0.0098(17) 0.0011(18) C14 0.018(2) 0.027(2) 0.0160(17) 0.0028(16) 0.0035(15) -0.0018(17) C15 0.026(2) 0.023(2) 0.0239(19) -0.0009(16) 0.0080(16) -0.0043(17) C16 0.035(3) 0.022(2) 0.039(2) 0.0030(17) 0.0175(19) -0.0026(19) C17 0.050(3) 0.028(2) 0.044(2) 0.0048(19) 0.026(2) -0.007(2) C18 0.039(3) 0.039(2) 0.034(2) -0.0022(18) 0.0226(18) 0.002(2) C19 0.028(2) 0.024(2) 0.0220(18) -0.0033(16) 0.0048(16) -0.0036(18) C20 0.031(2) 0.023(2) 0.042(2) 0.0058(17) 0.0172(19) 0.0057(18) C21 0.044(3) 0.043(2) 0.053(2) -0.0078(19) 0.009(2) 0.004(2) C22 0.044(3) 0.036(2) 0.050(2) -0.0096(18) 0.008(2) -0.0020(19) C23 0.031(2) 0.025(2) 0.0271(19) -0.0029(16) 0.0137(17) 0.0009(17) C24 0.049(3) 0.038(2) 0.034(2) -0.0025(18) 0.0070(19) 0.009(2) C25 0.039(3) 0.037(2) 0.039(2) -0.0020(18) 0.0087(18) 0.0103(19) C26 0.025(2) 0.0199(19) 0.0168(16) -0.0029(15) 0.0047(15) -0.0030(17) C27 0.030(2) 0.028(2) 0.0205(17) 0.0001(15) 0.0029(16) -0.0045(17) C28 0.034(2) 0.030(2) 0.033(2) -0.0028(17) 0.0000(18) -0.0099(18) C29 0.053(3) 0.023(2) 0.034(2) -0.0066(17) 0.015(2) -0.012(2) C30 0.042(3) 0.024(2) 0.040(2) -0.0069(17) 0.0197(19) -0.0005(18) C31 0.030(2) 0.026(2) 0.0287(19) 0.0010(16) 0.0079(17) 0.0004(17) C32 0.026(2) 0.025(2) 0.0179(18) 0.0047(15) 0.0034(16) -0.0006(17) C33 0.029(2) 0.034(2) 0.0228(18) 0.0015(16) 0.0058(16) -0.0043(17) C34 0.049(3) 0.036(2) 0.0206(18) 0.0053(17) 0.0121(18) -0.005(2) C35 0.043(3) 0.034(2) 0.029(2) 0.0101(18) -0.0030(19) -0.0121(19) C36 0.027(2) 0.034(2) 0.036(2) 0.0133(17) -0.0015(18) -0.0014(18) C37 0.028(2) 0.032(2) 0.0263(18) 0.0031(16) 0.0027(16) 0.0012(18) Li1 0.026(5) 0.030(5) 0.021(4) 0.000 0.012(3) 0.000 Li2 0.032(5) 0.030(5) 0.033(4) 0.000 0.010(4) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.394(3) . ? N1 C2 1.433(4) . ? N1 Li2 1.954(4) . ? N1 Li1 2.240(5) . ? N2 C1 1.323(3) . ? N2 C14 1.430(4) . ? N2 Li1 2.072(2) . ? N3 C1 1.409(3) . ? N3 C26 1.485(3) . ? N3 C32 1.490(3) . ? C1 Li1 2.559(4) . ? C2 C3 1.417(4) . ? C2 C7 1.419(4) . ? C3 C4 1.393(4) . ? C3 C8 1.525(4) . ? C4 C5 1.371(4) . ? C5 C6 1.378(4) . ? C6 C7 1.386(4) . ? C7 C11 1.525(4) . ? C8 C9 1.535(4) . ? C8 C10 1.541(4) . ? C11 C12 1.531(4) . ? C11 C13 1.534(4) . ? C14 C15 1.414(4) . ? C14 C19 1.417(4) . ? C15 C16 1.389(4) . ? C15 C20 1.520(4) . ? C16 C17 1.375(4) . ? C17 C18 1.368(4) . ? C18 C19 1.398(4) . ? C19 C23 1.501(4) . ? C20 C21 1.518(4) . ? C20 C22 1.542(4) . ? C23 C25 1.530(4) . ? C23 C24 1.539(4) . ? C26 C31 1.527(4) . ? C26 C27 1.529(4) . ? C27 C28 1.524(4) . ? C28 C29 1.518(4) . ? C29 C30 1.525(4) . ? C30 C31 1.526(4) . ? C32 C33 1.524(4) . ? C32 C37 1.535(4) . ? C33 C34 1.531(4) . ? C34 C35 1.510(4) . ? C35 C36 1.516(4) . ? C36 C37 1.529(4) . ? Li1 N2 2.072(2) 2 ? Li1 N1 2.240(5) 2 ? Li1 Li2 2.401(10) . ? Li1 C1 2.559(4) 2 ? Li2 N1 1.954(4) 2 ? Li2 C9 2.601(6) 2 ? Li2 C8 2.758(5) 2 ? 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 C1 N1 C2 119.3(2) . . ? C1 N1 Li2 118.7(2) . . ? C2 N1 Li2 119.6(2) . . ? C1 N1 Li1 86.22(18) . . ? C2 N1 Li1 129.05(19) . . ? Li2 N1 Li1 69.5(2) . . ? C1 N2 C14 125.8(2) . . ? C1 N2 Li1 95.3(2) . . ? C14 N2 Li1 138.6(2) . . ? C1 N3 C26 118.4(2) . . ? C1 N3 C32 120.8(2) . . ? C26 N3 C32 120.8(2) . . ? N2 C1 N1 114.3(3) . . ? N2 C1 N3 126.4(3) . . ? N1 C1 N3 119.3(3) . . ? N2 C1 Li1 53.75(18) . . ? N1 C1 Li1 60.85(18) . . ? N3 C1 Li1 175.3(2) . . ? C3 C2 C7 118.7(3) . . ? C3 C2 N1 119.4(3) . . ? C7 C2 N1 121.8(3) . . ? C4 C3 C2 119.5(3) . . ? C4 C3 C8 118.8(3) . . ? C2 C3 C8 121.7(3) . . ? C5 C4 C3 121.2(3) . . ? C4 C5 C6 119.5(3) . . ? C5 C6 C7 121.9(3) . . ? C6 C7 C2 118.9(3) . . ? C6 C7 C11 119.2(3) . . ? C2 C7 C11 121.7(3) . . ? C3 C8 C9 111.1(2) . . ? C3 C8 C10 114.9(3) . . ? C9 C8 C10 107.5(2) . . ? C7 C11 C12 114.6(3) . . ? C7 C11 C13 110.6(2) . . ? C12 C11 C13 107.8(2) . . ? C15 C14 C19 119.0(3) . . ? C15 C14 N2 117.8(3) . . ? C19 C14 N2 123.0(3) . . ? C16 C15 C14 119.2(3) . . ? C16 C15 C20 118.5(3) . . ? C14 C15 C20 122.2(3) . . ? C17 C16 C15 121.5(3) . . ? C18 C17 C16 119.1(3) . . ? C17 C18 C19 122.4(3) . . ? C18 C19 C14 118.2(3) . . ? C18 C19 C23 119.5(3) . . ? C14 C19 C23 122.1(3) . . ? C21 C20 C15 112.5(3) . . ? C21 C20 C22 108.3(2) . . ? C15 C20 C22 111.6(3) . . ? C19 C23 C25 115.1(2) . . ? C19 C23 C24 108.6(2) . . ? C25 C23 C24 108.1(3) . . ? N3 C26 C31 115.0(3) . . ? N3 C26 C27 115.4(2) . . ? C31 C26 C27 110.7(2) . . ? C28 C27 C26 111.3(2) . . ? C29 C28 C27 111.4(3) . . ? C28 C29 C30 111.6(2) . . ? C29 C30 C31 111.7(3) . . ? C30 C31 C26 110.5(3) . . ? N3 C32 C33 114.6(2) . . ? N3 C32 C37 114.4(2) . . ? C33 C32 C37 109.9(2) . . ? C32 C33 C34 111.4(2) . . ? C35 C34 C33 110.9(3) . . ? C34 C35 C36 110.1(2) . . ? C35 C36 C37 110.2(3) . . ? C36 C37 C32 110.0(3) . . ? N2 Li1 N2 175.3(4) 2 . ? N2 Li1 N1 119.6(2) 2 . ? N2 Li1 N1 63.78(12) . . ? N2 Li1 N1 63.78(12) 2 2 ? N2 Li1 N1 119.6(2) . 2 ? N1 Li1 N1 99.3(3) . 2 ? N2 Li1 Li2 92.3(2) 2 . ? N2 Li1 Li2 92.3(2) . . ? N1 Li1 Li2 49.66(15) . . ? N1 Li1 Li2 49.66(15) 2 . ? N2 Li1 C1 152.1(2) 2 . ? N2 Li1 C1 30.99(10) . . ? N1 Li1 C1 32.93(9) . . ? N1 Li1 C1 115.1(3) 2 . ? Li2 Li1 C1 71.32(16) . . ? N2 Li1 C1 30.99(10) 2 2 ? N2 Li1 C1 152.1(2) . 2 ? N1 Li1 C1 115.1(3) . 2 ? N1 Li1 C1 32.93(9) 2 2 ? Li2 Li1 C1 71.32(16) . 2 ? C1 Li1 C1 142.6(3) . 2 ? N1 Li2 N1 121.7(4) 2 . ? N1 Li2 Li1 60.87(19) 2 . ? N1 Li2 Li1 60.87(19) . . ? N1 Li2 C9 98.84(12) 2 2 ? N1 Li2 C9 118.86(12) . 2 ? Li1 Li2 C9 130.82(14) . 2 ? N1 Li2 C8 74.40(11) 2 2 ? N1 Li2 C8 151.87(14) . 2 ? Li1 Li2 C8 129.03(13) . 2 ? C9 Li2 C8 33.12(10) 2 2 ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.223 _refine_diff_density_min -0.231 _refine_diff_density_rms 0.052 # Attachment 'cmpd10.CIF' data_compound10 _database_code_depnum_ccdc_archive 'CCDC 704670' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C41 H64 Li N3 O' _chemical_formula_weight 621.89 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' Li Li -0.0003 0.0001 '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 monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 18.807(4) _cell_length_b 11.783(2) _cell_length_c 18.773(4) _cell_angle_alpha 90.00 _cell_angle_beta 113.20(3) _cell_angle_gamma 90.00 _cell_volume 3823.8(13) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.080 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1368 _exptl_absorpt_coefficient_mu 0.063 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.910 _exptl_absorpt_correction_T_max 0.978 _exptl_absorpt_process_details 'Sortav (Blessing)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _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 24208 _diffrn_reflns_av_R_equivalents 0.0304 _diffrn_reflns_av_sigmaI/netI 0.0346 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 27.00 _reflns_number_total 8282 _reflns_number_gt 6807 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0464P)^2^+1.9994P] 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 8282 _refine_ls_number_parameters 423 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0645 _refine_ls_R_factor_gt 0.0501 _refine_ls_wR_factor_ref 0.1236 _refine_ls_wR_factor_gt 0.1153 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _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 O1 O 0.16744(6) 0.78185(8) 0.12699(6) 0.0303(2) Uani 1 1 d . . . N1 N 0.34681(6) 0.47829(9) 0.25545(6) 0.0202(2) Uani 1 1 d . . . C1 C 0.28366(7) 0.46980(10) 0.26921(7) 0.0179(3) Uani 1 1 d . . . Li1 Li 0.24440(14) 0.6812(2) 0.19075(15) 0.0303(5) Uani 1 1 d . . . N2 N 0.22969(6) 0.55361(9) 0.24904(6) 0.0199(2) Uani 1 1 d . . . C2 C 0.35666(7) 0.58007(11) 0.22207(8) 0.0209(3) Uani 1 1 d . . . N3 N 0.27444(6) 0.37092(9) 0.30692(6) 0.0193(2) Uani 1 1 d . . . C3 C 0.38412(8) 0.67762(12) 0.27017(8) 0.0250(3) Uani 1 1 d . . . C4 C 0.39213(9) 0.77962(12) 0.23624(10) 0.0319(3) Uani 1 1 d . . . H4 H 0.4098 0.8451 0.2678 0.038 Uiso 1 1 calc R . . C5 C 0.37481(9) 0.78739(13) 0.15740(10) 0.0337(4) Uani 1 1 d . . . H5 H 0.3796 0.8580 0.1352 0.040 Uiso 1 1 calc R . . C6 C 0.35063(8) 0.69199(12) 0.11135(9) 0.0283(3) Uani 1 1 d . . . H6 H 0.3398 0.6975 0.0576 0.034 Uiso 1 1 calc R . . C7 C 0.34170(7) 0.58746(11) 0.14219(8) 0.0225(3) Uani 1 1 d . . . C8 C 0.40701(9) 0.66667(14) 0.35700(9) 0.0324(3) Uani 1 1 d . . . H8 H 0.3683 0.6158 0.3651 0.039 Uiso 1 1 calc R . . C9 C 0.48582(10) 0.60861(16) 0.39348(10) 0.0449(4) Uani 1 1 d . . . H9A H 0.4837 0.5348 0.3686 0.067 Uiso 1 1 calc R . . H9B H 0.4992 0.5975 0.4490 0.067 Uiso 1 1 calc R . . H9C H 0.5251 0.6562 0.3862 0.067 Uiso 1 1 calc R . . C10 C 0.40737(12) 0.77905(16) 0.39824(11) 0.0491(5) Uani 1 1 d . . . H10A H 0.4484 0.8281 0.3958 0.074 Uiso 1 1 calc R . . H10B H 0.4167 0.7641 0.4525 0.074 Uiso 1 1 calc R . . H10C H 0.3572 0.8168 0.3727 0.074 Uiso 1 1 calc R . . C11 C 0.31951(8) 0.48035(12) 0.09307(8) 0.0251(3) Uani 1 1 d . . . H11 H 0.2826 0.4365 0.1089 0.030 Uiso 1 1 calc R . . C12 C 0.39149(9) 0.40656(13) 0.11012(10) 0.0345(4) Uani 1 1 d . . . H12A H 0.4281 0.4467 0.0937 0.052 Uiso 1 1 calc R . . H12B H 0.3764 0.3348 0.0817 0.052 Uiso 1 1 calc R . . H12C H 0.4159 0.3910 0.1658 0.052 Uiso 1 1 calc R . . C13 C 0.27972(11) 0.50321(15) 0.00602(9) 0.0403(4) Uani 1 1 d . . . H13A H 0.2351 0.5530 -0.0041 0.060 Uiso 1 1 calc R . . H13B H 0.2623 0.4313 -0.0216 0.060 Uiso 1 1 calc R . . H13C H 0.3163 0.5400 -0.0121 0.060 Uiso 1 1 calc R . . C14 C 0.15191(7) 0.54181(11) 0.24018(8) 0.0209(3) Uani 1 1 d . . . C15 C 0.12311(8) 0.61663(12) 0.28199(8) 0.0258(3) Uani 1 1 d . . . C16 C 0.04386(9) 0.62148(14) 0.26391(10) 0.0350(4) Uani 1 1 d . . . H16 H 0.0249 0.6728 0.2913 0.042 Uiso 1 1 calc R . . C17 C -0.00760(9) 0.55357(15) 0.20721(11) 0.0388(4) Uani 1 1 d . . . H17 H -0.0615 0.5586 0.1952 0.047 Uiso 1 1 calc R . . C18 C 0.02035(8) 0.47790(13) 0.16802(9) 0.0318(3) Uani 1 1 d . . . H18 H -0.0150 0.4299 0.1297 0.038 Uiso 1 1 calc R . . C19 C 0.09901(8) 0.47018(11) 0.18326(8) 0.0235(3) Uani 1 1 d . . . C20 C 0.17740(9) 0.69309(12) 0.34543(9) 0.0291(3) Uani 1 1 d . . . H20 H 0.2309 0.6619 0.3616 0.035 Uiso 1 1 calc R . . C21 C 0.15780(11) 0.69608(15) 0.41719(10) 0.0404(4) Uani 1 1 d . . . H21A H 0.1098 0.7389 0.4054 0.061 Uiso 1 1 calc R . . H21B H 0.2000 0.7328 0.4600 0.061 Uiso 1 1 calc R . . H21C H 0.1510 0.6184 0.4321 0.061 Uiso 1 1 calc R . . C22 C 0.17780(12) 0.81404(14) 0.31619(10) 0.0431(4) Uani 1 1 d . . . H22A H 0.1943 0.8128 0.2728 0.065 Uiso 1 1 calc R . . H22B H 0.2137 0.8607 0.3582 0.065 Uiso 1 1 calc R . . H22C H 0.1256 0.8462 0.2989 0.065 Uiso 1 1 calc R . . C23 C 0.12527(8) 0.39185(12) 0.13400(8) 0.0252(3) Uani 1 1 d . . . H23 H 0.1824 0.3811 0.1618 0.030 Uiso 1 1 calc R . . C24 C 0.08786(10) 0.27475(15) 0.12345(11) 0.0433(4) Uani 1 1 d . . . H24A H 0.0318 0.2821 0.0954 0.065 Uiso 1 1 calc R . . H24B H 0.0991 0.2406 0.1744 0.065 Uiso 1 1 calc R . . H24C H 0.1087 0.2263 0.0938 0.065 Uiso 1 1 calc R . . C25 C 0.11115(10) 0.44531(17) 0.05559(10) 0.0451(4) Uani 1 1 d . . . H25A H 0.0554 0.4544 0.0260 0.068 Uiso 1 1 calc R . . H25B H 0.1326 0.3961 0.0269 0.068 Uiso 1 1 calc R . . H25C H 0.1363 0.5197 0.0635 0.068 Uiso 1 1 calc R . . C26 C 0.32334(7) 0.26968(11) 0.31350(7) 0.0200(3) Uani 1 1 d . . . H26 H 0.3075 0.2136 0.3445 0.024 Uiso 1 1 calc R . . C27 C 0.41168(8) 0.28146(11) 0.35647(8) 0.0236(3) Uani 1 1 d . . . H27A H 0.4324 0.3297 0.3259 0.028 Uiso 1 1 calc R . . H27B H 0.4239 0.3183 0.4073 0.028 Uiso 1 1 calc R . . C28 C 0.44924(8) 0.16427(12) 0.36829(9) 0.0290(3) Uani 1 1 d . . . H28A H 0.5059 0.1718 0.3969 0.035 Uiso 1 1 calc R . . H28B H 0.4290 0.1166 0.3996 0.035 Uiso 1 1 calc R . . C29 C 0.43217(8) 0.10760(13) 0.29048(9) 0.0319(3) Uani 1 1 d . . . H29A H 0.4559 0.0312 0.2989 0.038 Uiso 1 1 calc R . . H29B H 0.4551 0.1529 0.2605 0.038 Uiso 1 1 calc R . . C30 C 0.34492(8) 0.09736(12) 0.24470(9) 0.0285(3) Uani 1 1 d . . . H30A H 0.3231 0.0448 0.2720 0.034 Uiso 1 1 calc R . . H30B H 0.3348 0.0649 0.1930 0.034 Uiso 1 1 calc R . . C31 C 0.30462(8) 0.21266(11) 0.23490(8) 0.0241(3) Uani 1 1 d . . . H31A H 0.3217 0.2623 0.2021 0.029 Uiso 1 1 calc R . . H31B H 0.2480 0.2021 0.2084 0.029 Uiso 1 1 calc R . . C32 C 0.24710(7) 0.38595(11) 0.37010(8) 0.0219(3) Uani 1 1 d . . . H32 H 0.2224 0.4626 0.3624 0.026 Uiso 1 1 calc R . . C33 C 0.31255(8) 0.38698(13) 0.45109(8) 0.0276(3) Uani 1 1 d . . . H33A H 0.3382 0.3118 0.4620 0.033 Uiso 1 1 calc R . . H33B H 0.3516 0.4444 0.4528 0.033 Uiso 1 1 calc R . . C34 C 0.28127(10) 0.41446(15) 0.51290(9) 0.0375(4) Uani 1 1 d . . . H34A H 0.3240 0.4107 0.5648 0.045 Uiso 1 1 calc R . . H34B H 0.2604 0.4927 0.5050 0.045 Uiso 1 1 calc R . . C35 C 0.21800(10) 0.33211(15) 0.50960(10) 0.0411(4) Uani 1 1 d . . . H35A H 0.1961 0.3559 0.5473 0.049 Uiso 1 1 calc R . . H35B H 0.2405 0.2555 0.5245 0.049 Uiso 1 1 calc R . . C36 C 0.15360(10) 0.32719(15) 0.42883(10) 0.0380(4) Uani 1 1 d . . . H36A H 0.1262 0.4009 0.4170 0.046 Uiso 1 1 calc R . . H36B H 0.1158 0.2680 0.4278 0.046 Uiso 1 1 calc R . . C37 C 0.18467(8) 0.30079(13) 0.36639(9) 0.0288(3) Uani 1 1 d . . . H37A H 0.2065 0.2231 0.3742 0.035 Uiso 1 1 calc R . . H37B H 0.1418 0.3040 0.3146 0.035 Uiso 1 1 calc R . . C38 C 0.17887(9) 0.90136(13) 0.11905(10) 0.0373(4) Uani 1 1 d . . . H38A H 0.2090 0.9136 0.0868 0.045 Uiso 1 1 calc R . . H38B H 0.2070 0.9364 0.1705 0.045 Uiso 1 1 calc R . . C39 C 0.10013(13) 0.95136(19) 0.0811(2) 0.0900(10) Uani 1 1 d . . . H39A H 0.0966 1.0230 0.1071 0.108 Uiso 1 1 calc R . . H39B H 0.0883 0.9677 0.0259 0.108 Uiso 1 1 calc R . . C40 C 0.04660(11) 0.86827(18) 0.08799(17) 0.0687(7) Uani 1 1 d . . . H40A H -0.0031 0.8708 0.0423 0.082 Uiso 1 1 calc R . . H40B H 0.0366 0.8819 0.1353 0.082 Uiso 1 1 calc R . . C41 C 0.08580(9) 0.75771(15) 0.09263(11) 0.0426(4) Uani 1 1 d . . . H41A H 0.0715 0.7037 0.1251 0.051 Uiso 1 1 calc R . . H41B H 0.0712 0.7245 0.0403 0.051 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 O1 0.0234(5) 0.0264(5) 0.0375(6) 0.0081(4) 0.0080(4) 0.0020(4) N1 0.0192(5) 0.0201(5) 0.0224(5) 0.0010(4) 0.0094(5) 0.0006(4) C1 0.0187(6) 0.0181(6) 0.0156(6) -0.0017(5) 0.0053(5) -0.0007(5) Li1 0.0242(12) 0.0271(12) 0.0379(14) 0.0092(11) 0.0106(11) 0.0040(10) N2 0.0173(5) 0.0193(5) 0.0231(6) 0.0005(4) 0.0079(4) 0.0009(4) C2 0.0159(6) 0.0197(6) 0.0280(7) 0.0015(5) 0.0095(5) 0.0018(5) N3 0.0194(5) 0.0188(5) 0.0214(5) 0.0024(4) 0.0100(4) 0.0033(4) C3 0.0181(6) 0.0248(7) 0.0324(8) -0.0034(6) 0.0102(6) -0.0015(5) C4 0.0276(8) 0.0226(7) 0.0469(9) -0.0051(6) 0.0163(7) -0.0043(6) C5 0.0335(8) 0.0220(7) 0.0502(10) 0.0075(7) 0.0214(7) -0.0007(6) C6 0.0269(7) 0.0285(7) 0.0324(8) 0.0079(6) 0.0148(6) 0.0020(6) C7 0.0182(6) 0.0234(7) 0.0277(7) 0.0025(5) 0.0111(5) 0.0011(5) C8 0.0288(8) 0.0364(8) 0.0309(8) -0.0081(7) 0.0104(6) -0.0093(6) C9 0.0345(9) 0.0519(11) 0.0361(9) -0.0017(8) 0.0008(7) -0.0029(8) C10 0.0520(11) 0.0513(11) 0.0446(10) -0.0219(9) 0.0198(9) -0.0128(9) C11 0.0262(7) 0.0259(7) 0.0248(7) 0.0011(6) 0.0118(6) -0.0016(6) C12 0.0336(8) 0.0296(8) 0.0440(9) -0.0077(7) 0.0192(7) 0.0002(6) C13 0.0513(10) 0.0401(9) 0.0279(8) 0.0005(7) 0.0139(7) -0.0071(8) C14 0.0190(6) 0.0202(6) 0.0239(6) 0.0054(5) 0.0089(5) 0.0033(5) C15 0.0253(7) 0.0239(7) 0.0300(7) 0.0006(6) 0.0128(6) 0.0044(6) C16 0.0295(8) 0.0351(8) 0.0463(9) -0.0037(7) 0.0213(7) 0.0069(7) C17 0.0209(7) 0.0417(9) 0.0563(11) -0.0029(8) 0.0177(7) 0.0030(7) C18 0.0202(7) 0.0320(8) 0.0405(9) -0.0035(7) 0.0091(6) -0.0021(6) C19 0.0199(6) 0.0224(7) 0.0274(7) 0.0019(5) 0.0085(5) 0.0014(5) C20 0.0303(8) 0.0283(7) 0.0301(8) -0.0043(6) 0.0135(6) 0.0043(6) C21 0.0510(10) 0.0393(9) 0.0346(9) -0.0028(7) 0.0210(8) 0.0049(8) C22 0.0625(12) 0.0319(9) 0.0373(9) -0.0062(7) 0.0222(9) -0.0070(8) C23 0.0191(6) 0.0277(7) 0.0259(7) -0.0038(6) 0.0057(5) 0.0004(5) C24 0.0366(9) 0.0380(9) 0.0579(11) -0.0211(8) 0.0213(8) -0.0102(7) C25 0.0419(10) 0.0614(12) 0.0327(9) 0.0082(8) 0.0156(8) 0.0209(9) C26 0.0196(6) 0.0197(6) 0.0212(6) 0.0024(5) 0.0088(5) 0.0027(5) C27 0.0211(7) 0.0242(7) 0.0241(7) -0.0007(5) 0.0074(5) 0.0031(5) C28 0.0218(7) 0.0285(7) 0.0341(8) 0.0046(6) 0.0084(6) 0.0063(6) C29 0.0283(8) 0.0248(7) 0.0441(9) -0.0020(6) 0.0161(7) 0.0064(6) C30 0.0310(8) 0.0222(7) 0.0316(8) -0.0026(6) 0.0117(6) 0.0027(6) C31 0.0247(7) 0.0223(7) 0.0234(7) -0.0002(5) 0.0075(6) 0.0022(5) C32 0.0229(7) 0.0231(7) 0.0227(7) 0.0035(5) 0.0123(5) 0.0041(5) C33 0.0287(7) 0.0329(8) 0.0225(7) 0.0005(6) 0.0115(6) 0.0047(6) C34 0.0469(10) 0.0443(9) 0.0265(8) 0.0018(7) 0.0199(7) 0.0100(8) C35 0.0555(11) 0.0428(9) 0.0399(9) 0.0121(8) 0.0347(9) 0.0145(8) C36 0.0379(9) 0.0370(9) 0.0527(10) 0.0121(8) 0.0324(8) 0.0069(7) C37 0.0259(7) 0.0311(8) 0.0332(8) 0.0062(6) 0.0157(6) 0.0011(6) C38 0.0343(8) 0.0293(8) 0.0467(10) 0.0094(7) 0.0142(7) -0.0042(7) C39 0.0482(13) 0.0365(11) 0.182(3) 0.0348(15) 0.0411(16) 0.0146(10) C40 0.0320(10) 0.0533(12) 0.114(2) 0.0159(13) 0.0215(12) 0.0101(9) C41 0.0264(8) 0.0365(9) 0.0513(10) 0.0128(8) 0.0008(7) -0.0040(7) _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 O1 C41 1.4401(19) . ? O1 C38 1.4412(18) . ? O1 Li1 1.889(3) . ? N1 C1 1.3149(16) . ? N1 C2 1.3989(17) . ? C1 N2 1.3587(16) . ? C1 N3 1.4092(16) . ? Li1 N2 1.943(3) . ? Li1 C2 2.290(3) . ? Li1 C3 2.458(3) . ? Li1 C7 2.591(3) . ? N2 C14 1.4125(16) . ? C2 C7 1.4154(19) . ? C2 C3 1.4269(19) . ? N3 C32 1.4776(16) . ? N3 C26 1.4816(16) . ? C3 C4 1.396(2) . ? C3 C8 1.519(2) . ? C4 C5 1.388(2) . ? C5 C6 1.381(2) . ? C6 C7 1.3991(19) . ? C7 C11 1.5212(19) . ? C8 C9 1.528(2) . ? C8 C10 1.533(2) . ? C11 C13 1.530(2) . ? C11 C12 1.533(2) . ? C14 C19 1.4165(19) . ? C14 C15 1.4219(19) . ? C15 C16 1.393(2) . ? C15 C20 1.521(2) . ? C16 C17 1.378(2) . ? C17 C18 1.385(2) . ? C18 C19 1.3947(19) . ? C19 C23 1.5202(19) . ? C20 C22 1.528(2) . ? C20 C21 1.531(2) . ? C23 C25 1.525(2) . ? C23 C24 1.526(2) . ? C26 C31 1.5307(19) . ? C26 C27 1.5408(19) . ? C27 C28 1.5269(19) . ? C28 C29 1.521(2) . ? C29 C30 1.528(2) . ? C30 C31 1.5311(19) . ? C32 C37 1.5249(19) . ? C32 C33 1.534(2) . ? C33 C34 1.528(2) . ? C34 C35 1.518(2) . ? C35 C36 1.524(3) . ? C36 C37 1.534(2) . ? C38 C39 1.489(3) . ? C39 C40 1.446(3) . ? C40 C41 1.482(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 C41 O1 C38 108.84(11) . . ? C41 O1 Li1 125.13(12) . . ? C38 O1 Li1 124.79(12) . . ? C1 N1 C2 116.26(11) . . ? N1 C1 N2 121.56(11) . . ? N1 C1 N3 117.46(11) . . ? N2 C1 N3 120.98(11) . . ? O1 Li1 N2 126.81(14) . . ? O1 Li1 C2 152.62(14) . . ? N2 Li1 C2 76.93(9) . . ? O1 Li1 C3 139.85(13) . . ? N2 Li1 C3 90.02(10) . . ? C2 Li1 C3 34.74(6) . . ? O1 Li1 C7 121.04(13) . . ? N2 Li1 C7 98.34(11) . . ? C2 Li1 C7 32.98(6) . . ? C3 Li1 C7 58.11(7) . . ? C1 N2 C14 125.91(11) . . ? C1 N2 Li1 117.59(11) . . ? C14 N2 Li1 112.37(11) . . ? N1 C2 C7 121.41(12) . . ? N1 C2 C3 119.08(12) . . ? C7 C2 C3 119.49(12) . . ? N1 C2 Li1 106.85(10) . . ? C7 C2 Li1 85.28(11) . . ? C3 C2 Li1 79.07(10) . . ? C1 N3 C32 117.05(10) . . ? C1 N3 C26 120.82(10) . . ? C32 N3 C26 115.51(10) . . ? C4 C3 C2 118.82(13) . . ? C4 C3 C8 121.81(13) . . ? C2 C3 C8 119.32(13) . . ? C4 C3 Li1 89.43(11) . . ? C2 C3 Li1 66.18(9) . . ? C8 C3 Li1 115.83(11) . . ? C5 C4 C3 121.43(14) . . ? C6 C5 C4 119.66(14) . . ? C5 C6 C7 121.40(14) . . ? C6 C7 C2 119.11(13) . . ? C6 C7 C11 121.91(13) . . ? C2 C7 C11 118.93(12) . . ? C6 C7 Li1 89.24(10) . . ? C2 C7 Li1 61.74(9) . . ? C11 C7 Li1 120.26(10) . . ? C3 C8 C9 109.49(13) . . ? C3 C8 C10 114.31(14) . . ? C9 C8 C10 110.49(14) . . ? C7 C11 C13 113.79(12) . . ? C7 C11 C12 109.59(12) . . ? C13 C11 C12 110.06(13) . . ? N2 C14 C19 122.30(12) . . ? N2 C14 C15 118.43(12) . . ? C19 C14 C15 118.61(12) . . ? C16 C15 C14 119.64(13) . . ? C16 C15 C20 119.34(13) . . ? C14 C15 C20 121.01(12) . . ? C17 C16 C15 121.52(14) . . ? C16 C17 C18 119.10(14) . . ? C17 C18 C19 121.81(14) . . ? C18 C19 C14 119.26(13) . . ? C18 C19 C23 119.17(13) . . ? C14 C19 C23 121.39(12) . . ? C15 C20 C22 111.58(13) . . ? C15 C20 C21 112.49(13) . . ? C22 C20 C21 109.36(13) . . ? C19 C23 C25 111.20(12) . . ? C19 C23 C24 112.60(12) . . ? C25 C23 C24 110.62(14) . . ? N3 C26 C31 111.94(11) . . ? N3 C26 C27 118.49(11) . . ? C31 C26 C27 109.59(11) . . ? C28 C27 C26 109.65(11) . . ? C29 C28 C27 110.31(12) . . ? C28 C29 C30 110.39(12) . . ? C29 C30 C31 111.63(12) . . ? C26 C31 C30 111.01(11) . . ? N3 C32 C37 112.92(11) . . ? N3 C32 C33 113.54(11) . . ? C37 C32 C33 110.69(11) . . ? C34 C33 C32 110.83(12) . . ? C35 C34 C33 111.33(14) . . ? C34 C35 C36 111.59(13) . . ? C35 C36 C37 112.04(13) . . ? C32 C37 C36 110.48(13) . . ? O1 C38 C39 105.98(14) . . ? C40 C39 C38 106.60(17) . . ? C39 C40 C41 104.63(16) . . ? O1 C41 C40 105.70(14) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.563 _refine_diff_density_min -0.504 _refine_diff_density_rms 0.039 # Attachment 'cmpd11.CIF' data_compound11 _database_code_depnum_ccdc_archive 'CCDC 704671' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H48 K N3' _chemical_formula_weight 501.82 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 11.462(2) _cell_length_b 11.997(2) _cell_length_c 21.319(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2931.6(10) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.137 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1096 _exptl_absorpt_coefficient_mu 0.204 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.920 _exptl_absorpt_correction_T_max 0.989 _exptl_absorpt_process_details 'Sortav (Blessing)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _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 22486 _diffrn_reflns_av_R_equivalents 0.1036 _diffrn_reflns_av_sigmaI/netI 0.0960 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.11 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5060 _reflns_number_gt 4168 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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. The hydrogen atoms attached to C21 and C24 were not refined. ; _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^)+(0.0486P)^2^+2.3565P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.01(6) _refine_ls_number_reflns 5060 _refine_ls_number_parameters 326 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1013 _refine_ls_R_factor_gt 0.0737 _refine_ls_wR_factor_ref 0.1371 _refine_ls_wR_factor_gt 0.1297 _refine_ls_goodness_of_fit_ref 1.117 _refine_ls_restrained_S_all 1.117 _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 0.53876(8) 0.31527(8) 0.01971(4) 0.0251(2) Uani 1 1 d . . . N1 N 0.6644(3) 0.4547(3) 0.09702(14) 0.0162(7) Uani 1 1 d . . . C1 C 0.7666(3) 0.4347(3) 0.12536(18) 0.0172(9) Uani 1 1 d . . . N2 N 0.8392(3) 0.3564(3) 0.10484(14) 0.0170(8) Uani 1 1 d . . . C2 C 0.5619(3) 0.5013(3) 0.12152(17) 0.0162(9) Uani 1 1 d . . . N3 N 0.8061(3) 0.4952(3) 0.17748(14) 0.0171(7) Uani 1 1 d . . . C3 C 0.5029(3) 0.5819(3) 0.08383(18) 0.0183(9) Uani 1 1 d . . . C4 C 0.3949(4) 0.6223(4) 0.1027(2) 0.0247(10) Uani 1 1 d . . . H4 H 0.3571 0.6772 0.0779 0.030 Uiso 1 1 calc R . . C5 C 0.3414(4) 0.5850(4) 0.1565(2) 0.0277(11) Uani 1 1 d . . . H5 H 0.2676 0.6137 0.1688 0.033 Uiso 1 1 calc R . . C6 C 0.3974(4) 0.5044(4) 0.19249(19) 0.0251(10) Uani 1 1 d . . . H6 H 0.3602 0.4787 0.2296 0.030 Uiso 1 1 calc R . . C7 C 0.5052(3) 0.4600(3) 0.17653(18) 0.0180(9) Uani 1 1 d . . . C8 C 0.5620(3) 0.6254(3) 0.02485(19) 0.0235(9) Uani 1 1 d . . . H8 H 0.6040 0.5613 0.0051 0.028 Uiso 1 1 calc R . . C9 C 0.4764(4) 0.6719(4) -0.02440(19) 0.0333(11) Uani 1 1 d . . . H9A H 0.4153 0.6168 -0.0327 0.050 Uiso 1 1 calc R . . H9B H 0.5187 0.6880 -0.0633 0.050 Uiso 1 1 calc R . . H9C H 0.4409 0.7406 -0.0085 0.050 Uiso 1 1 calc R . . C10 C 0.6523(4) 0.7149(4) 0.0390(2) 0.0371(13) Uani 1 1 d . . . H10A H 0.6165 0.7737 0.0645 0.056 Uiso 1 1 calc R . . H10B H 0.6809 0.7469 -0.0004 0.056 Uiso 1 1 calc R . . H10C H 0.7176 0.6818 0.0621 0.056 Uiso 1 1 calc R . . C11 C 0.5588(4) 0.3670(3) 0.21448(18) 0.0210(9) Uani 1 1 d . . . H11 H 0.6440 0.3833 0.2186 0.025 Uiso 1 1 calc R . . C12 C 0.5088(4) 0.3561(4) 0.28095(19) 0.0319(11) Uani 1 1 d . . . H12A H 0.5102 0.4291 0.3016 0.048 Uiso 1 1 calc R . . H12B H 0.5560 0.3032 0.3051 0.048 Uiso 1 1 calc R . . H12C H 0.4282 0.3291 0.2786 0.048 Uiso 1 1 calc R . . C13 C 0.5466(4) 0.2546(3) 0.17987(18) 0.0258(10) Uani 1 1 d . . . H13A H 0.4647 0.2427 0.1684 0.039 Uiso 1 1 calc R . . H13B H 0.5726 0.1941 0.2074 0.039 Uiso 1 1 calc R . . H13C H 0.5946 0.2556 0.1418 0.039 Uiso 1 1 calc R . . C14 C 0.8107(3) 0.2951(3) 0.05186(18) 0.0178(9) Uani 1 1 d . . . C15 C 0.8082(3) 0.3439(3) -0.00960(18) 0.0183(9) Uani 1 1 d . . . C16 C 0.7815(3) 0.2762(3) -0.06065(19) 0.0220(10) Uani 1 1 d . . . H16 H 0.7766 0.3091 -0.1011 0.026 Uiso 1 1 calc R . . C17 C 0.7619(4) 0.1627(3) -0.05489(19) 0.0234(10) Uani 1 1 d . . . H17 H 0.7429 0.1187 -0.0905 0.028 Uiso 1 1 calc R . . C18 C 0.7708(3) 0.1147(3) 0.00469(19) 0.0215(10) Uani 1 1 d . . . H18 H 0.7593 0.0367 0.0089 0.026 Uiso 1 1 calc R . . C19 C 0.7959(3) 0.1773(3) 0.05802(17) 0.0185(9) Uani 1 1 d . . . C20 C 0.8433(3) 0.4643(3) -0.0178(2) 0.0246(10) Uani 1 1 d . . . H20 H 0.8081 0.5079 0.0174 0.030 Uiso 1 1 calc R . . C21 C 0.9780(4) 0.4723(4) -0.0117(2) 0.0391(12) Uani 1 1 d . . . C22 C 0.8036(4) 0.5174(4) -0.0794(2) 0.0344(12) Uani 1 1 d . . . H22A H 0.8441 0.4818 -0.1145 0.052 Uiso 1 1 calc R . . H22B H 0.8219 0.5972 -0.0788 0.052 Uiso 1 1 calc R . . H22C H 0.7192 0.5074 -0.0842 0.052 Uiso 1 1 calc R . . C23 C 0.8159(4) 0.1243(3) 0.12161(18) 0.0220(10) Uani 1 1 d . . . H23 H 0.7891 0.1787 0.1541 0.026 Uiso 1 1 calc R . . C24 C 0.9479(4) 0.1065(4) 0.1313(2) 0.0335(11) Uani 1 1 d . . . C25 C 0.7489(4) 0.0157(4) 0.1322(2) 0.0326(11) Uani 1 1 d . . . H25A H 0.6652 0.0292 0.1266 0.049 Uiso 1 1 calc R . . H25B H 0.7635 -0.0113 0.1749 0.049 Uiso 1 1 calc R . . H25C H 0.7751 -0.0403 0.1019 0.049 Uiso 1 1 calc R . . C26 C 0.7665(4) 0.6087(3) 0.19027(17) 0.0196(9) Uani 1 1 d . . . H26 H 0.6975 0.6226 0.1626 0.024 Uiso 1 1 calc R . . C27 C 0.8576(4) 0.6950(4) 0.1733(2) 0.0388(12) Uani 1 1 d . . . H27A H 0.9260 0.6856 0.2004 0.058 Uiso 1 1 calc R . . H27B H 0.8251 0.7698 0.1793 0.058 Uiso 1 1 calc R . . H27C H 0.8807 0.6854 0.1294 0.058 Uiso 1 1 calc R . . C28 C 0.7251(4) 0.6236(4) 0.25753(18) 0.0306(11) Uani 1 1 d . . . H28A H 0.6585 0.5743 0.2654 0.046 Uiso 1 1 calc R . . H28B H 0.7015 0.7012 0.2642 0.046 Uiso 1 1 calc R . . H28C H 0.7887 0.6047 0.2864 0.046 Uiso 1 1 calc R . . C29 C 0.9109(4) 0.4608(4) 0.2128(2) 0.0305(11) Uani 1 1 d . . . H29 H 0.9223 0.5204 0.2450 0.037 Uiso 1 1 calc R . . C30 C 0.8893(5) 0.3541(4) 0.2506(2) 0.0471(15) Uani 1 1 d . . . H30A H 0.8180 0.3625 0.2755 0.071 Uiso 1 1 calc R . . H30B H 0.9556 0.3406 0.2786 0.071 Uiso 1 1 calc R . . H30C H 0.8806 0.2909 0.2218 0.071 Uiso 1 1 calc R . . C31 C 1.0254(4) 0.4575(5) 0.1765(2) 0.0476(14) Uani 1 1 d . . . H31A H 1.0283 0.3896 0.1509 0.071 Uiso 1 1 calc R . . H31B H 1.0909 0.4577 0.2060 0.071 Uiso 1 1 calc R . . H31C H 1.0305 0.5229 0.1491 0.071 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 0.0185(5) 0.0309(5) 0.0259(5) -0.0048(4) -0.0035(4) -0.0038(4) N1 0.0146(18) 0.0179(18) 0.0161(18) -0.0023(14) -0.0001(13) -0.0015(14) C1 0.012(2) 0.023(2) 0.017(2) 0.0027(17) 0.0009(17) -0.0019(18) N2 0.0114(18) 0.0210(19) 0.0186(18) -0.0036(15) -0.0018(13) 0.0050(15) C2 0.013(2) 0.017(2) 0.019(2) -0.0058(17) -0.0019(16) -0.0010(17) N3 0.0145(17) 0.0181(18) 0.0187(18) -0.0063(14) -0.0038(14) 0.0048(14) C3 0.017(2) 0.017(2) 0.021(2) -0.0033(17) -0.0025(16) -0.0013(18) C4 0.020(2) 0.024(2) 0.031(3) -0.004(2) -0.0072(19) 0.003(2) C5 0.012(2) 0.033(3) 0.038(3) -0.008(2) 0.0020(19) 0.002(2) C6 0.019(2) 0.034(3) 0.022(2) -0.006(2) 0.0030(18) -0.003(2) C7 0.017(2) 0.017(2) 0.020(2) -0.0065(17) -0.0028(16) -0.0010(17) C8 0.027(2) 0.019(2) 0.025(2) 0.0038(19) -0.0011(19) 0.0041(18) C9 0.046(3) 0.029(2) 0.025(2) 0.008(2) -0.010(2) -0.005(2) C10 0.032(3) 0.048(3) 0.031(3) 0.013(2) -0.008(2) -0.011(2) C11 0.020(2) 0.026(2) 0.018(2) 0.0004(18) 0.0007(17) -0.0032(19) C12 0.035(3) 0.032(3) 0.028(2) 0.005(2) 0.001(2) -0.006(2) C13 0.030(2) 0.027(2) 0.020(2) 0.0038(18) 0.004(2) 0.005(2) C14 0.008(2) 0.027(3) 0.019(2) -0.0059(19) 0.0033(16) -0.0002(17) C15 0.009(2) 0.023(2) 0.023(2) -0.0030(18) 0.0021(17) 0.0006(16) C16 0.018(2) 0.030(2) 0.018(2) -0.0015(19) 0.0022(18) 0.0006(19) C17 0.022(2) 0.028(3) 0.020(2) -0.0065(19) -0.0029(18) 0.0013(19) C18 0.015(2) 0.015(2) 0.034(3) -0.0015(18) 0.0017(18) 0.0000(17) C19 0.012(2) 0.025(2) 0.018(2) -0.0007(19) -0.0032(16) 0.0009(18) C20 0.028(2) 0.024(2) 0.022(2) 0.000(2) 0.006(2) 0.0022(18) C21 0.016(2) 0.039(3) 0.062(3) -0.004(3) 0.010(2) -0.007(2) C22 0.050(3) 0.028(3) 0.026(3) 0.006(2) 0.007(2) -0.001(2) C23 0.027(3) 0.022(2) 0.017(2) 0.0014(18) 0.0040(18) 0.006(2) C24 0.019(2) 0.045(3) 0.037(3) 0.005(2) -0.007(2) 0.009(2) C25 0.037(3) 0.032(3) 0.029(3) 0.005(2) 0.003(2) 0.010(2) C26 0.020(2) 0.021(2) 0.018(2) -0.0013(17) -0.0047(17) -0.0011(18) C27 0.041(3) 0.035(3) 0.040(3) 0.006(2) -0.014(2) -0.012(2) C28 0.032(3) 0.035(3) 0.025(2) -0.007(2) -0.002(2) 0.008(2) C29 0.024(2) 0.038(3) 0.030(3) -0.013(2) -0.012(2) 0.009(2) C30 0.057(4) 0.046(3) 0.039(3) -0.006(2) -0.029(3) 0.026(3) C31 0.015(3) 0.072(4) 0.056(3) -0.030(3) -0.011(2) 0.006(3) _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 N1 2.755(3) . ? K1 C2 3.125(4) . ? K1 C15 3.170(4) . ? K1 C14 3.200(4) . ? K1 C18 3.227(4) 3_455 ? K1 C19 3.241(4) 3_455 ? K1 C16 3.265(4) 3_455 ? K1 C15 3.267(4) 3_455 ? K1 C17 3.272(4) 3_455 ? K1 C16 3.301(4) . ? K1 C14 3.304(4) 3_455 ? K1 C19 3.478(4) . ? N1 C1 1.340(5) . ? N1 C2 1.402(5) . ? C1 N2 1.329(5) . ? C1 N3 1.402(5) . ? N2 C14 1.387(5) . ? C2 C3 1.428(5) . ? C2 C7 1.430(5) . ? N3 C26 1.461(5) . ? N3 C29 1.477(5) . ? C3 C4 1.389(5) . ? C3 C8 1.520(6) . ? C4 C5 1.375(6) . ? C5 C6 1.391(6) . ? C6 C7 1.389(5) . ? C7 C11 1.508(6) . ? C8 C10 1.522(6) . ? C8 C9 1.541(6) . ? C11 C12 1.534(6) . ? C11 C13 1.544(6) . ? C14 C19 1.430(6) . ? C14 C15 1.435(5) . ? C14 K1 3.304(4) 3 ? C15 C16 1.392(5) . ? C15 C20 1.510(5) . ? C15 K1 3.267(4) 3 ? C16 C17 1.385(6) . ? C16 K1 3.265(4) 3 ? C17 C18 1.398(6) . ? C17 K1 3.272(4) 3 ? C18 C19 1.392(5) . ? C18 K1 3.227(4) 3 ? C19 C23 1.515(5) . ? C19 K1 3.241(4) 3 ? C20 C22 1.528(6) . ? C20 C21 1.552(6) . ? C21 K1 3.524(5) 3 ? C23 C25 1.529(6) . ? C23 C24 1.542(6) . ? C24 K1 3.510(5) 3 ? C26 C27 1.515(6) . ? C26 C28 1.521(6) . ? C29 C31 1.523(6) . ? C29 C30 1.533(7) . ? 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 K1 C2 26.64(9) . . ? N1 K1 C15 62.80(9) . . ? C2 K1 C15 88.67(10) . . ? N1 K1 C14 53.75(9) . . ? C2 K1 C14 79.78(10) . . ? C15 K1 C14 26.04(10) . . ? N1 K1 C18 115.85(10) . 3_455 ? C2 K1 C18 90.40(10) . 3_455 ? C15 K1 C18 150.19(10) . 3_455 ? C14 K1 C18 168.91(10) . 3_455 ? N1 K1 C19 137.58(10) . 3_455 ? C2 K1 C19 114.11(10) . 3_455 ? C15 K1 C19 137.15(10) . 3_455 ? C14 K1 C19 161.46(10) . 3_455 ? C18 K1 C19 24.86(10) 3_455 3_455 ? N1 K1 C16 121.07(10) . 3_455 ? C2 K1 C16 97.53(10) . 3_455 ? C15 K1 C16 165.71(10) . 3_455 ? C14 K1 C16 142.83(11) . 3_455 ? C18 K1 C16 43.18(10) 3_455 3_455 ? C19 K1 C16 50.97(10) 3_455 3_455 ? N1 K1 C15 144.79(10) . 3_455 ? C2 K1 C15 122.14(10) . 3_455 ? C15 K1 C15 146.96(5) . 3_455 ? C14 K1 C15 139.25(10) . 3_455 ? C18 K1 C15 51.06(10) 3_455 3_455 ? C19 K1 C15 44.58(10) 3_455 3_455 ? C16 K1 C15 24.61(9) 3_455 3_455 ? N1 K1 C17 108.71(10) . 3_455 ? C2 K1 C17 82.27(10) . 3_455 ? C15 K1 C17 169.00(10) . 3_455 ? C14 K1 C17 154.38(10) . 3_455 ? C18 K1 C17 24.84(10) 3_455 3_455 ? C19 K1 C17 44.09(10) 3_455 3_455 ? C16 K1 C17 24.47(10) 3_455 3_455 ? C15 K1 C17 43.76(10) 3_455 3_455 ? N1 K1 C16 87.49(10) . . ? C2 K1 C16 112.97(10) . . ? C15 K1 C16 24.74(10) . . ? C14 K1 C16 43.90(10) . . ? C18 K1 C16 139.10(10) 3_455 . ? C19 K1 C16 117.56(10) 3_455 . ? C16 K1 C16 148.46(4) 3_455 . ? C15 K1 C16 124.37(10) 3_455 . ? C17 K1 C16 161.46(11) 3_455 . ? N1 K1 C14 158.95(10) . 3_455 ? C2 K1 C14 132.40(10) . 3_455 ? C15 K1 C14 136.33(10) . 3_455 ? C14 K1 C14 147.06(5) . 3_455 ? C18 K1 C14 43.66(9) 3_455 3_455 ? C19 K1 C14 25.21(10) 3_455 3_455 ? C16 K1 C14 43.46(10) 3_455 3_455 ? C15 K1 C14 25.22(9) 3_455 3_455 ? C17 K1 C14 51.00(10) 3_455 3_455 ? C16 K1 C14 111.74(10) . 3_455 ? N1 K1 C19 72.88(10) . . ? C2 K1 C19 96.02(10) . . ? C15 K1 C19 43.29(9) . . ? C14 K1 C19 24.27(10) . . ? C18 K1 C19 165.59(10) 3_455 . ? C19 K1 C19 149.45(3) 3_455 . ? C16 K1 C19 122.86(10) 3_455 . ? C15 K1 C19 115.00(10) 3_455 . ? C17 K1 C19 143.77(10) 3_455 . ? C16 K1 C19 48.69(9) . . ? C14 K1 C19 126.03(10) 3_455 . ? C1 N1 C2 129.5(3) . . ? C1 N1 K1 128.2(2) . . ? C2 N1 K1 91.6(2) . . ? N2 C1 N1 121.7(3) . . ? N2 C1 N3 115.1(3) . . ? N1 C1 N3 123.2(3) . . ? C1 N2 C14 119.7(3) . . ? N1 C2 C3 117.2(3) . . ? N1 C2 C7 123.2(3) . . ? C3 C2 C7 118.8(3) . . ? N1 C2 K1 61.78(18) . . ? C3 C2 K1 93.0(2) . . ? C7 C2 K1 106.4(2) . . ? C1 N3 C26 122.0(3) . . ? C1 N3 C29 121.5(3) . . ? C26 N3 C29 114.7(3) . . ? C4 C3 C2 119.7(4) . . ? C4 C3 C8 121.1(4) . . ? C2 C3 C8 119.1(3) . . ? C4 C3 K1 122.5(3) . . ? C2 C3 K1 63.0(2) . . ? C8 C3 K1 86.5(2) . . ? C5 C4 C3 121.7(4) . . ? C4 C5 C6 118.7(4) . . ? C7 C6 C5 122.9(4) . . ? C6 C7 C2 118.2(4) . . ? C6 C7 C11 121.0(4) . . ? C2 C7 C11 120.8(3) . . ? C3 C8 C10 112.4(3) . . ? C3 C8 C9 113.9(3) . . ? C10 C8 C9 108.2(3) . . ? C7 C11 C12 114.0(3) . . ? C7 C11 C13 110.7(3) . . ? C12 C11 C13 109.5(3) . . ? N2 C14 C19 118.5(3) . . ? N2 C14 C15 122.1(3) . . ? C19 C14 C15 119.0(3) . . ? N2 C14 K1 111.3(2) . . ? C19 C14 K1 88.8(2) . . ? C15 C14 K1 75.8(2) . . ? N2 C14 K1 113.7(2) . 3 ? C19 C14 K1 74.9(2) . 3 ? C15 C14 K1 76.0(2) . 3 ? K1 C14 K1 134.59(12) . 3 ? C16 C15 C14 118.7(3) . . ? C16 C15 C20 121.8(4) . . ? C14 C15 C20 119.4(3) . . ? C16 C15 K1 82.9(2) . . ? C14 C15 K1 78.2(2) . . ? C20 C15 K1 112.7(2) . . ? C16 C15 K1 77.6(2) . 3 ? C14 C15 K1 78.8(2) . 3 ? C20 C15 K1 109.6(2) . 3 ? K1 C15 K1 137.54(12) . 3 ? C17 C16 C15 122.7(4) . . ? C17 C16 K1 78.1(2) . 3 ? C15 C16 K1 77.8(2) . 3 ? C17 C16 K1 87.5(2) . . ? C15 C16 K1 72.3(2) . . ? K1 C16 K1 132.09(13) 3 . ? C16 C17 C18 118.3(4) . . ? C16 C17 K1 77.5(2) . 3 ? C18 C17 K1 75.8(2) . 3 ? C16 C17 K1 69.4(2) . . ? C18 C17 K1 81.8(2) . . ? K1 C17 K1 123.96(12) 3 . ? C19 C18 C17 122.3(4) . . ? C19 C18 K1 78.2(2) . 3 ? C17 C18 K1 79.4(2) . 3 ? C18 C19 C14 118.8(4) . . ? C18 C19 C23 122.4(4) . . ? C14 C19 C23 118.6(3) . . ? C18 C19 K1 77.0(2) . 3 ? C14 C19 K1 79.9(2) . 3 ? C23 C19 K1 109.8(2) . 3 ? C18 C19 K1 83.7(2) . . ? C14 C19 K1 66.9(2) . . ? C23 C19 K1 122.6(2) . . ? K1 C19 K1 126.49(12) 3 . ? C15 C20 C22 114.8(4) . . ? C15 C20 C21 108.3(3) . . ? C22 C20 C21 110.0(4) . . ? C20 C21 K1 97.6(2) . 3 ? C19 C23 C25 114.4(3) . . ? C19 C23 C24 109.1(3) . . ? C25 C23 C24 110.8(4) . . ? C23 C24 K1 97.6(2) . 3 ? N3 C26 C27 112.2(3) . . ? N3 C26 C28 112.5(3) . . ? C27 C26 C28 111.1(3) . . ? N3 C29 C31 116.7(4) . . ? N3 C29 C30 111.7(4) . . ? C31 C29 C30 112.6(4) . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.496 _refine_diff_density_min -0.334 _refine_diff_density_rms 0.058 # Attachment 'cmpd12.CIF' data_compound12 _database_code_depnum_ccdc_archive 'CCDC 704672' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C82 H132 K2 N6 O7' _chemical_formula_weight 1392.14 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' K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 24.500(5) _cell_length_b 16.473(3) _cell_length_c 20.494(4) _cell_angle_alpha 90.00 _cell_angle_beta 93.48(3) _cell_angle_gamma 90.00 _cell_volume 8256(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.120 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3040 _exptl_absorpt_coefficient_mu 0.168 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.915 _exptl_absorpt_correction_T_max 0.980 _exptl_absorpt_process_details 'Sortav (Blessing)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _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 27961 _diffrn_reflns_av_R_equivalents 0.0408 _diffrn_reflns_av_sigmaI/netI 0.0594 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.95 _diffrn_reflns_theta_max 25.00 _reflns_number_total 14497 _reflns_number_gt 10632 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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. Two uncoordinated molecules of THF were refined in the asymmetric unit. ; _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^)+(0.0796P)^2^+9.4058P] 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 14497 _refine_ls_number_parameters 890 _refine_ls_number_restraints 60 _refine_ls_R_factor_all 0.1012 _refine_ls_R_factor_gt 0.0713 _refine_ls_wR_factor_ref 0.1858 _refine_ls_wR_factor_gt 0.1704 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.087 _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 0.08509(3) 0.34732(4) 0.34254(3) 0.03132(18) Uani 1 1 d . . . K2 K 0.44033(3) 0.89174(4) 0.20274(4) 0.0390(2) Uani 1 1 d . . . O1 O 0.07029(11) 0.28279(16) 0.46025(12) 0.0492(7) Uani 1 1 d . . . O2 O 0.12472(10) 0.20418(16) 0.30237(14) 0.0549(7) Uani 1 1 d . . . O3 O 0.39323(10) 1.03593(16) 0.19034(16) 0.0601(8) Uani 1 1 d . . . O4 O 0.50831(10) 0.94798(16) 0.11354(14) 0.0524(7) Uani 1 1 d . . . O5 O -0.01182(10) 0.26603(18) 0.30790(15) 0.0581(8) Uani 1 1 d . . . O6 O 0.1247(3) 0.4983(5) -0.0330(4) 0.207(3) Uani 1 1 d U . . O7 O 0.3694(4) 0.3672(6) -0.0053(5) 0.256(4) Uani 1 1 d U . . N1 N 0.18085(9) 0.44023(15) 0.33087(12) 0.0255(6) Uani 1 1 d . . . N2 N 0.13818(9) 0.55984(15) 0.29229(12) 0.0263(6) Uani 1 1 d . . . N3 N 0.23172(9) 0.54651(15) 0.28212(12) 0.0237(5) Uani 1 1 d . . . N4 N 0.31598(9) 0.66620(15) 0.27065(12) 0.0248(5) Uani 1 1 d . . . N5 N 0.36106(9) 0.77878(15) 0.22184(12) 0.0271(6) Uani 1 1 d . . . N6 N 0.41041(9) 0.67904(15) 0.28163(12) 0.0246(6) Uani 1 1 d . . . C1 C 0.18152(11) 0.51291(18) 0.30294(14) 0.0233(6) Uani 1 1 d . . . C2 C 0.22602(11) 0.38749(17) 0.33440(15) 0.0248(7) Uani 1 1 d . . . C3 C 0.25202(12) 0.35814(19) 0.27916(16) 0.0296(7) Uani 1 1 d . . . C4 C 0.29464(13) 0.3022(2) 0.28771(18) 0.0381(8) Uani 1 1 d . . . H4 H 0.3121 0.2833 0.2505 0.046 Uiso 1 1 calc R . . C5 C 0.31214(14) 0.2736(2) 0.34872(19) 0.0426(9) Uani 1 1 d . . . H5 H 0.3417 0.2364 0.3535 0.051 Uiso 1 1 calc R . . C6 C 0.28604(13) 0.2997(2) 0.40272(18) 0.0382(8) Uani 1 1 d . . . H6 H 0.2977 0.2797 0.4447 0.046 Uiso 1 1 calc R . . C7 C 0.24282(12) 0.35504(19) 0.39676(16) 0.0290(7) Uani 1 1 d . . . C8 C 0.23368(13) 0.3806(2) 0.20906(16) 0.0353(8) Uani 1 1 d . . . H8 H 0.2071 0.4265 0.2108 0.042 Uiso 1 1 calc R . . C9 C 0.28136(16) 0.4094(3) 0.17018(19) 0.0524(10) Uani 1 1 d . . . H9A H 0.3022 0.4509 0.1952 0.079 Uiso 1 1 calc R . . H9B H 0.2672 0.4324 0.1284 0.079 Uiso 1 1 calc R . . H9C H 0.3053 0.3633 0.1619 0.079 Uiso 1 1 calc R . . C10 C 0.20432(16) 0.3097(2) 0.17379(19) 0.0494(10) Uani 1 1 d . . . H10A H 0.2300 0.2647 0.1696 0.074 Uiso 1 1 calc R . . H10B H 0.1903 0.3273 0.1302 0.074 Uiso 1 1 calc R . . H10C H 0.1738 0.2917 0.1990 0.074 Uiso 1 1 calc R . . C11 C 0.21456(13) 0.3804(2) 0.45785(16) 0.0326(7) Uani 1 1 d . . . H11 H 0.1769 0.3990 0.4435 0.039 Uiso 1 1 calc R . . C12 C 0.20857(16) 0.3107(2) 0.50678(18) 0.0469(9) Uani 1 1 d . . . H12A H 0.2448 0.2951 0.5256 0.070 Uiso 1 1 calc R . . H12B H 0.1914 0.2640 0.4842 0.070 Uiso 1 1 calc R . . H12C H 0.1858 0.3286 0.5417 0.070 Uiso 1 1 calc R . . C13 C 0.24357(15) 0.4511(2) 0.49247(17) 0.0442(9) Uani 1 1 d . . . H13A H 0.2818 0.4365 0.5036 0.066 Uiso 1 1 calc R . . H13B H 0.2254 0.4640 0.5325 0.066 Uiso 1 1 calc R . . H13C H 0.2422 0.4986 0.4636 0.066 Uiso 1 1 calc R . . C14 C 0.08756(12) 0.53472(17) 0.31333(15) 0.0251(7) Uani 1 1 d . . . C15 C 0.04589(12) 0.51081(19) 0.26633(15) 0.0286(7) Uani 1 1 d . . . C16 C -0.00529(13) 0.4889(2) 0.28717(17) 0.0341(8) Uani 1 1 d . . . H16 H -0.0331 0.4719 0.2558 0.041 Uiso 1 1 calc R . . C17 C -0.01632(13) 0.4915(2) 0.35226(18) 0.0386(8) Uani 1 1 d . . . H17 H -0.0512 0.4754 0.3656 0.046 Uiso 1 1 calc R . . C18 C 0.02390(13) 0.5176(2) 0.39836(17) 0.0357(8) Uani 1 1 d . . . H18 H 0.0160 0.5199 0.4431 0.043 Uiso 1 1 calc R . . C19 C 0.07559(12) 0.54057(18) 0.38008(16) 0.0286(7) Uani 1 1 d . . . C20 C 0.05857(13) 0.5063(2) 0.19507(16) 0.0350(8) Uani 1 1 d . . . H20 H 0.0872 0.5480 0.1879 0.042 Uiso 1 1 calc R . . C21 C 0.00976(17) 0.5253(3) 0.14745(19) 0.0609(12) Uani 1 1 d . . . H21A H -0.0182 0.4833 0.1509 0.091 Uiso 1 1 calc R . . H21B H 0.0218 0.5266 0.1027 0.091 Uiso 1 1 calc R . . H21C H -0.0055 0.5782 0.1583 0.091 Uiso 1 1 calc R . . C22 C 0.08294(16) 0.4237(2) 0.17944(19) 0.0492(10) Uani 1 1 d . . . H22A H 0.1144 0.4127 0.2100 0.074 Uiso 1 1 calc R . . H22B H 0.0948 0.4240 0.1346 0.074 Uiso 1 1 calc R . . H22C H 0.0553 0.3814 0.1837 0.074 Uiso 1 1 calc R . . C23 C 0.11855(14) 0.5736(2) 0.42961(16) 0.0354(8) Uani 1 1 d . . . H23 H 0.1544 0.5494 0.4192 0.042 Uiso 1 1 calc R . . C24 C 0.12376(17) 0.6661(2) 0.4225(2) 0.0519(10) Uani 1 1 d . . . H24A H 0.1305 0.6795 0.3771 0.078 Uiso 1 1 calc R . . H24B H 0.1543 0.6856 0.4514 0.078 Uiso 1 1 calc R . . H24C H 0.0898 0.6921 0.4345 0.078 Uiso 1 1 calc R . . C25 C 0.10914(16) 0.5524(3) 0.50047(18) 0.0495(10) Uani 1 1 d . . . H25A H 0.0754 0.5784 0.5133 0.074 Uiso 1 1 calc R . . H25B H 0.1401 0.5718 0.5288 0.074 Uiso 1 1 calc R . . H25C H 0.1058 0.4934 0.5049 0.074 Uiso 1 1 calc R . . C26 C 0.27008(12) 0.56733(19) 0.33716(15) 0.0281(7) Uani 1 1 d . . . H26A H 0.2763 0.5190 0.3654 0.034 Uiso 1 1 calc R . . H26B H 0.2539 0.6103 0.3636 0.034 Uiso 1 1 calc R . . C27 C 0.32424(12) 0.59655(19) 0.31455(15) 0.0279(7) Uani 1 1 d . . . H27A H 0.3484 0.6124 0.3529 0.033 Uiso 1 1 calc R . . H27B H 0.3422 0.5521 0.2915 0.033 Uiso 1 1 calc R . . C28 C 0.22492(12) 0.61585(19) 0.23741(15) 0.0269(7) Uani 1 1 d . . . H28A H 0.2075 0.6613 0.2600 0.032 Uiso 1 1 calc R . . H28B H 0.2005 0.6003 0.1992 0.032 Uiso 1 1 calc R . . C29 C 0.27935(12) 0.64312(19) 0.21451(15) 0.0269(7) Uani 1 1 d . . . H29A H 0.2960 0.5986 0.1902 0.032 Uiso 1 1 calc R . . H29B H 0.2739 0.6901 0.1846 0.032 Uiso 1 1 calc R . . C30 C 0.36398(11) 0.71046(17) 0.25700(14) 0.0227(6) Uani 1 1 d . . . C31 C 0.31177(12) 0.81963(18) 0.20487(15) 0.0275(7) Uani 1 1 d . . . C32 C 0.29964(13) 0.83824(19) 0.13802(16) 0.0320(7) Uani 1 1 d . . . C33 C 0.25250(13) 0.8817(2) 0.11940(17) 0.0379(8) Uani 1 1 d . . . H33 H 0.2443 0.8926 0.0744 0.045 Uiso 1 1 calc R . . C34 C 0.21749(13) 0.9091(2) 0.16456(18) 0.0404(9) Uani 1 1 d . . . H34 H 0.1853 0.9381 0.1510 0.048 Uiso 1 1 calc R . . C35 C 0.23011(13) 0.8937(2) 0.23006(17) 0.0354(8) Uani 1 1 d . . . H35 H 0.2063 0.9133 0.2614 0.043 Uiso 1 1 calc R . . C36 C 0.27666(12) 0.85028(19) 0.25167(16) 0.0299(7) Uani 1 1 d . . . C37 C 0.33689(14) 0.8097(2) 0.08553(17) 0.0385(8) Uani 1 1 d . . . H37 H 0.3708 0.7871 0.1083 0.046 Uiso 1 1 calc R . . C38 C 0.35396(17) 0.8790(3) 0.0423(2) 0.0579(11) Uani 1 1 d . . . H38A H 0.3217 0.9006 0.0176 0.087 Uiso 1 1 calc R . . H38B H 0.3803 0.8590 0.0119 0.087 Uiso 1 1 calc R . . H38C H 0.3709 0.9220 0.0696 0.087 Uiso 1 1 calc R . . C39 C 0.3104(2) 0.7421(3) 0.0440(2) 0.0713(14) Uani 1 1 d . . . H39A H 0.3022 0.6960 0.0720 0.107 Uiso 1 1 calc R . . H39B H 0.3355 0.7246 0.0112 0.107 Uiso 1 1 calc R . . H39C H 0.2764 0.7621 0.0219 0.107 Uiso 1 1 calc R . . C40 C 0.29004(13) 0.8427(2) 0.32501(16) 0.0361(8) Uani 1 1 d . . . H40 H 0.3188 0.7999 0.3317 0.043 Uiso 1 1 calc R . . C41 C 0.24145(17) 0.8170(3) 0.36279(19) 0.0599(12) Uani 1 1 d . . . H41A H 0.2135 0.8596 0.3598 0.090 Uiso 1 1 calc R . . H41B H 0.2534 0.8082 0.4087 0.090 Uiso 1 1 calc R . . H41C H 0.2261 0.7665 0.3442 0.090 Uiso 1 1 calc R . . C42 C 0.3142(2) 0.9221(3) 0.3525(2) 0.0652(12) Uani 1 1 d . . . H42A H 0.3468 0.9361 0.3295 0.098 Uiso 1 1 calc R . . H42B H 0.3242 0.9155 0.3992 0.098 Uiso 1 1 calc R . . H42C H 0.2871 0.9656 0.3463 0.098 Uiso 1 1 calc R . . C43 C 0.45800(11) 0.72289(18) 0.27137(15) 0.0255(7) Uani 1 1 d . . . C44 C 0.47946(12) 0.77905(19) 0.31836(15) 0.0290(7) Uani 1 1 d . . . C45 C 0.52894(13) 0.8178(2) 0.30831(17) 0.0354(8) Uani 1 1 d . . . H45 H 0.5436 0.8551 0.3401 0.042 Uiso 1 1 calc R . . C46 C 0.55695(13) 0.8033(2) 0.25341(18) 0.0393(9) Uani 1 1 d . . . H46 H 0.5901 0.8313 0.2469 0.047 Uiso 1 1 calc R . . C47 C 0.53654(13) 0.7475(2) 0.20750(18) 0.0388(8) Uani 1 1 d . . . H47 H 0.5563 0.7369 0.1699 0.047 Uiso 1 1 calc R . . C48 C 0.48745(12) 0.70638(19) 0.21550(16) 0.0305(7) Uani 1 1 d . . . C49 C 0.44924(14) 0.7927(2) 0.37986(16) 0.0367(8) Uani 1 1 d . . . H49 H 0.4094 0.7848 0.3680 0.044 Uiso 1 1 calc R . . C50 C 0.45616(18) 0.8778(2) 0.4090(2) 0.0557(11) Uani 1 1 d . . . H50A H 0.4940 0.8850 0.4265 0.084 Uiso 1 1 calc R . . H50B H 0.4312 0.8846 0.4442 0.084 Uiso 1 1 calc R . . H50C H 0.4477 0.9184 0.3748 0.084 Uiso 1 1 calc R . . C51 C 0.46613(19) 0.7289(3) 0.4306(2) 0.0610(12) Uani 1 1 d . . . H51A H 0.4593 0.6747 0.4122 0.091 Uiso 1 1 calc R . . H51B H 0.4449 0.7360 0.4692 0.091 Uiso 1 1 calc R . . H51C H 0.5052 0.7347 0.4433 0.091 Uiso 1 1 calc R . . C52 C 0.46606(15) 0.6422(2) 0.16735(16) 0.0380(8) Uani 1 1 d . . . H52 H 0.4252 0.6460 0.1646 0.046 Uiso 1 1 calc R . . C53 C 0.4847(2) 0.6518(3) 0.0985(2) 0.0727(14) Uani 1 1 d . . . H53A H 0.4750 0.7061 0.0821 0.109 Uiso 1 1 calc R . . H53B H 0.4668 0.6108 0.0700 0.109 Uiso 1 1 calc R . . H53C H 0.5245 0.6447 0.0990 0.109 Uiso 1 1 calc R . . C54 C 0.4813(2) 0.5579(2) 0.1937(2) 0.0603(12) Uani 1 1 d . . . H54A H 0.4661 0.5166 0.1634 0.090 Uiso 1 1 calc R . . H54B H 0.4663 0.5506 0.2366 0.090 Uiso 1 1 calc R . . H54C H 0.5212 0.5527 0.1980 0.090 Uiso 1 1 calc R . . C55 C 0.0517(2) 0.3178(3) 0.5189(2) 0.0665(13) Uani 1 1 d . . . H55A H 0.0175 0.3486 0.5094 0.080 Uiso 1 1 calc R . . H55B H 0.0797 0.3552 0.5388 0.080 Uiso 1 1 calc R . . C56 C 0.0421(2) 0.2488(4) 0.5643(2) 0.0819(16) Uani 1 1 d . . . H56A H 0.0106 0.2599 0.5911 0.098 Uiso 1 1 calc R . . H56B H 0.0749 0.2378 0.5935 0.098 Uiso 1 1 calc R . . C57 C 0.0302(2) 0.1792(4) 0.5179(3) 0.0831(17) Uani 1 1 d . . . H57A H 0.0384 0.1263 0.5392 0.100 Uiso 1 1 calc R . . H57B H -0.0084 0.1797 0.5004 0.100 Uiso 1 1 calc R . . C58 C 0.06859(18) 0.1968(2) 0.4656(2) 0.0587(11) Uani 1 1 d . . . H58A H 0.1054 0.1749 0.4778 0.070 Uiso 1 1 calc R . . H58B H 0.0551 0.1722 0.4236 0.070 Uiso 1 1 calc R . . C59 C 0.10244(17) 0.1530(3) 0.2519(3) 0.0695(14) Uani 1 1 d . . . H59A H 0.0982 0.1829 0.2100 0.083 Uiso 1 1 calc R . . H59B H 0.0662 0.1320 0.2628 0.083 Uiso 1 1 calc R . . C60 C 0.1420(3) 0.0859(5) 0.2474(4) 0.132(2) Uani 1 1 d U . . H60A H 0.1250 0.0342 0.2601 0.159 Uiso 1 1 calc R . . H60B H 0.1529 0.0806 0.2018 0.159 Uiso 1 1 calc R . . C61 C 0.1891(2) 0.1027(4) 0.2901(3) 0.102(2) Uani 1 1 d U . . H61A H 0.2207 0.1178 0.2647 0.122 Uiso 1 1 calc R . . H61B H 0.1992 0.0545 0.3172 0.122 Uiso 1 1 calc R . . C62 C 0.17374(18) 0.1697(3) 0.3309(2) 0.0625(12) Uani 1 1 d . . . H62A H 0.1678 0.1501 0.3756 0.075 Uiso 1 1 calc R . . H62B H 0.2032 0.2109 0.3338 0.075 Uiso 1 1 calc R . . C63 C 0.34015(19) 1.0582(3) 0.2095(3) 0.0733(14) Uani 1 1 d . . . H63A H 0.3429 1.0859 0.2525 0.088 Uiso 1 1 calc R . . H63B H 0.3169 1.0094 0.2130 0.088 Uiso 1 1 calc R . . C64 C 0.31698(18) 1.1126(3) 0.1594(2) 0.0678(13) Uani 1 1 d . . . H64A H 0.2944 1.1549 0.1790 0.081 Uiso 1 1 calc R . . H64B H 0.2938 1.0821 0.1266 0.081 Uiso 1 1 calc R . . C65 C 0.36460(18) 1.1498(3) 0.1286(3) 0.0702(13) Uani 1 1 d . . . H65A H 0.3687 1.2076 0.1413 0.084 Uiso 1 1 calc R . . H65B H 0.3600 1.1463 0.0804 0.084 Uiso 1 1 calc R . . C66 C 0.41361(16) 1.1014(2) 0.1539(2) 0.0532(10) Uani 1 1 d . . . H66A H 0.4340 1.0807 0.1172 0.064 Uiso 1 1 calc R . . H66B H 0.4385 1.1356 0.1822 0.064 Uiso 1 1 calc R . . C67 C 0.56103(16) 0.9812(3) 0.1324(2) 0.0541(11) Uani 1 1 d . . . H67A H 0.5745 0.9592 0.1753 0.065 Uiso 1 1 calc R . . H67B H 0.5588 1.0410 0.1358 0.065 Uiso 1 1 calc R . . C68 C 0.59823(17) 0.9584(3) 0.0819(2) 0.0633(12) Uani 1 1 d . . . H68A H 0.6349 0.9442 0.1016 0.076 Uiso 1 1 calc R . . H68B H 0.6020 1.0031 0.0501 0.076 Uiso 1 1 calc R . . C69 C 0.57084(18) 0.8852(3) 0.0493(2) 0.0721(14) Uani 1 1 d . . . H69A H 0.5783 0.8827 0.0024 0.087 Uiso 1 1 calc R . . H69B H 0.5836 0.8342 0.0708 0.087 Uiso 1 1 calc R . . C70 C 0.51225(16) 0.8983(3) 0.0575(2) 0.0561(11) Uani 1 1 d . . . H70A H 0.4949 0.9254 0.0184 0.067 Uiso 1 1 calc R . . H70B H 0.4936 0.8457 0.0636 0.067 Uiso 1 1 calc R . . C71 C -0.05177(17) 0.2624(3) 0.3553(2) 0.0666(12) Uani 1 1 d . . . H71A H -0.0506 0.3127 0.3818 0.080 Uiso 1 1 calc R . . H71B H -0.0443 0.2157 0.3849 0.080 Uiso 1 1 calc R . . C72 C -0.10653(17) 0.2532(4) 0.3206(3) 0.0793(15) Uani 1 1 d . . . H72A H -0.1190 0.1960 0.3214 0.095 Uiso 1 1 calc R . . H72B H -0.1340 0.2879 0.3406 0.095 Uiso 1 1 calc R . . C73 C -0.09770(17) 0.2797(3) 0.2531(2) 0.0710(14) Uani 1 1 d . . . H73A H -0.1035 0.3389 0.2481 0.085 Uiso 1 1 calc R . . H73B H -0.1225 0.2507 0.2211 0.085 Uiso 1 1 calc R . . C74 C -0.03926(17) 0.2575(3) 0.2449(2) 0.0624(12) Uani 1 1 d U . . H74A H -0.0365 0.2009 0.2291 0.075 Uiso 1 1 calc R . . H74B H -0.0230 0.2941 0.2130 0.075 Uiso 1 1 calc R . . C75 C 0.1098(3) 0.5774(6) -0.0320(5) 0.147(3) Uani 1 1 d U . . H75A H 0.0700 0.5821 -0.0268 0.177 Uiso 1 1 calc R . . H75B H 0.1183 0.6042 -0.0734 0.177 Uiso 1 1 calc R . . C76 C 0.1406(4) 0.6159(5) 0.0233(4) 0.139(3) Uani 1 1 d U . . H76A H 0.1575 0.6673 0.0098 0.167 Uiso 1 1 calc R . . H76B H 0.1165 0.6272 0.0594 0.167 Uiso 1 1 calc R . . C77 C 0.1816(3) 0.5568(5) 0.0429(4) 0.141(3) Uani 1 1 d U . . H77A H 0.2186 0.5785 0.0367 0.169 Uiso 1 1 calc R . . H77B H 0.1792 0.5423 0.0895 0.169 Uiso 1 1 calc R . . C78 C 0.1710(4) 0.4882(6) 0.0025(5) 0.161(3) Uani 1 1 d U . . H78A H 0.2014 0.4805 -0.0266 0.194 Uiso 1 1 calc R . . H78B H 0.1685 0.4391 0.0300 0.194 Uiso 1 1 calc R . . C79 C 0.3108(3) 0.4011(5) -0.0179(4) 0.131(3) Uani 1 1 d . . . H79A H 0.3021 0.4039 -0.0657 0.158 Uiso 1 1 calc R . . H79B H 0.2846 0.3632 0.0007 0.158 Uiso 1 1 calc R . . C80 C 0.30402(18) 0.4785(3) 0.0092(2) 0.0585(11) Uani 1 1 d . . . H80A H 0.2896 0.5166 -0.0250 0.070 Uiso 1 1 calc R . . H80B H 0.2777 0.4758 0.0438 0.070 Uiso 1 1 calc R . . C81 C 0.3527(3) 0.5045(4) 0.0344(3) 0.104(2) Uani 1 1 d . . . H81A H 0.3509 0.5140 0.0819 0.124 Uiso 1 1 calc R . . H81B H 0.3622 0.5564 0.0135 0.124 Uiso 1 1 calc R . . C82 C 0.3938(3) 0.4451(5) 0.0234(5) 0.138(3) Uani 1 1 d U . . H82A H 0.4143 0.4327 0.0654 0.166 Uiso 1 1 calc R . . H82B H 0.4200 0.4677 -0.0068 0.166 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 0.0287(4) 0.0254(4) 0.0399(4) 0.0014(3) 0.0024(3) -0.0023(3) K2 0.0317(4) 0.0284(4) 0.0568(5) 0.0129(4) 0.0033(3) -0.0012(3) O1 0.0596(16) 0.0421(15) 0.0468(16) 0.0073(12) 0.0104(13) -0.0009(13) O2 0.0449(15) 0.0395(15) 0.080(2) -0.0193(14) 0.0017(14) 0.0057(12) O3 0.0428(15) 0.0349(15) 0.103(2) 0.0182(15) 0.0049(15) 0.0012(12) O4 0.0388(14) 0.0489(16) 0.0706(19) -0.0103(14) 0.0128(13) -0.0132(12) O5 0.0328(14) 0.0623(19) 0.078(2) -0.0102(16) -0.0074(13) -0.0079(13) O6 0.175(5) 0.172(5) 0.267(6) -0.057(5) -0.057(5) -0.001(4) O7 0.211(6) 0.250(6) 0.305(7) -0.052(6) 0.001(5) -0.033(5) N1 0.0223(12) 0.0211(13) 0.0332(14) 0.0015(11) 0.0020(10) -0.0005(10) N2 0.0228(13) 0.0254(14) 0.0306(14) 0.0016(11) 0.0011(10) -0.0004(11) N3 0.0211(12) 0.0231(13) 0.0266(13) 0.0050(11) -0.0014(10) -0.0016(10) N4 0.0220(12) 0.0239(13) 0.0279(14) 0.0055(11) -0.0030(10) -0.0023(10) N5 0.0232(13) 0.0240(14) 0.0339(15) 0.0067(12) 0.0009(11) -0.0005(10) N6 0.0216(12) 0.0223(13) 0.0296(14) 0.0045(11) -0.0007(10) -0.0022(10) C1 0.0233(15) 0.0247(16) 0.0217(15) -0.0018(13) 0.0007(12) -0.0033(12) C2 0.0205(14) 0.0189(15) 0.0349(17) 0.0020(13) 0.0017(12) -0.0044(12) C3 0.0270(16) 0.0247(17) 0.0373(18) -0.0015(14) 0.0039(13) -0.0029(13) C4 0.0297(17) 0.036(2) 0.049(2) -0.0033(17) 0.0088(15) 0.0033(15) C5 0.0289(17) 0.040(2) 0.059(2) 0.0007(18) 0.0025(16) 0.0113(15) C6 0.0319(18) 0.038(2) 0.044(2) 0.0088(17) -0.0043(15) 0.0049(15) C7 0.0247(15) 0.0248(17) 0.0376(18) 0.0015(14) 0.0020(13) -0.0024(13) C8 0.0378(18) 0.0328(19) 0.0360(19) -0.0039(15) 0.0073(15) 0.0026(15) C9 0.060(2) 0.055(3) 0.044(2) 0.0068(19) 0.0230(19) 0.004(2) C10 0.055(2) 0.039(2) 0.053(2) -0.0120(18) -0.0049(19) 0.0059(18) C11 0.0292(16) 0.0349(19) 0.0334(18) 0.0043(15) -0.0019(14) -0.0010(14) C12 0.050(2) 0.049(2) 0.042(2) 0.0084(18) 0.0057(17) -0.0068(18) C13 0.053(2) 0.042(2) 0.037(2) 0.0001(17) -0.0004(17) -0.0071(18) C14 0.0262(15) 0.0177(15) 0.0315(17) 0.0038(13) 0.0035(13) 0.0049(12) C15 0.0249(15) 0.0237(16) 0.0369(18) 0.0023(14) -0.0017(13) 0.0022(13) C16 0.0258(16) 0.0304(18) 0.045(2) 0.0030(15) -0.0039(14) 0.0002(14) C17 0.0251(16) 0.039(2) 0.052(2) 0.0049(17) 0.0082(15) 0.0016(14) C18 0.0345(18) 0.037(2) 0.0365(19) -0.0011(16) 0.0121(15) 0.0038(15) C19 0.0280(16) 0.0210(16) 0.0368(18) 0.0002(14) 0.0024(13) 0.0044(13) C20 0.0335(17) 0.038(2) 0.0334(18) 0.0026(15) -0.0018(14) -0.0044(15) C21 0.058(3) 0.082(3) 0.042(2) 0.005(2) -0.0101(19) 0.010(2) C22 0.051(2) 0.054(2) 0.043(2) -0.0110(19) 0.0059(18) 0.0020(19) C23 0.0348(18) 0.037(2) 0.0348(19) -0.0029(15) 0.0045(14) -0.0005(15) C24 0.062(3) 0.041(2) 0.051(2) -0.0083(19) -0.0035(19) -0.0096(19) C25 0.049(2) 0.061(3) 0.039(2) -0.0026(19) 0.0056(17) -0.0018(19) C26 0.0264(15) 0.0280(17) 0.0294(17) 0.0061(14) -0.0024(13) -0.0028(13) C27 0.0236(15) 0.0257(17) 0.0337(17) 0.0080(14) -0.0028(13) -0.0013(12) C28 0.0246(15) 0.0286(17) 0.0270(16) 0.0047(13) -0.0031(12) -0.0038(13) C29 0.0283(16) 0.0246(16) 0.0274(16) 0.0024(13) -0.0002(13) -0.0029(13) C30 0.0233(15) 0.0210(15) 0.0235(15) -0.0002(12) -0.0006(12) -0.0004(12) C31 0.0250(15) 0.0198(15) 0.0370(18) 0.0036(13) -0.0033(13) -0.0021(12) C32 0.0317(17) 0.0270(17) 0.0370(19) 0.0076(14) 0.0008(14) 0.0019(14) C33 0.0379(18) 0.038(2) 0.0371(19) 0.0122(16) -0.0048(15) 0.0043(15) C34 0.0303(17) 0.040(2) 0.050(2) 0.0083(17) -0.0025(16) 0.0091(15) C35 0.0306(17) 0.0315(19) 0.044(2) 0.0024(16) 0.0025(15) 0.0039(14) C36 0.0315(16) 0.0218(16) 0.0360(18) 0.0029(14) -0.0003(14) -0.0008(13) C37 0.0396(19) 0.038(2) 0.038(2) 0.0069(16) 0.0014(15) 0.0078(16) C38 0.056(2) 0.058(3) 0.061(3) 0.019(2) 0.019(2) 0.010(2) C39 0.096(4) 0.065(3) 0.056(3) -0.020(2) 0.031(3) -0.019(3) C40 0.0366(18) 0.0336(19) 0.0375(19) -0.0027(15) -0.0027(15) 0.0084(15) C41 0.054(2) 0.088(3) 0.038(2) 0.007(2) 0.0065(18) 0.008(2) C42 0.088(3) 0.048(3) 0.056(3) -0.012(2) -0.023(2) 0.000(2) C43 0.0228(15) 0.0232(16) 0.0303(17) 0.0088(13) 0.0007(12) 0.0023(12) C44 0.0250(15) 0.0271(17) 0.0345(18) 0.0067(14) -0.0025(13) 0.0005(13) C45 0.0306(17) 0.0275(18) 0.047(2) 0.0046(15) -0.0044(15) -0.0028(14) C46 0.0224(16) 0.037(2) 0.059(2) 0.0134(18) 0.0067(16) -0.0028(14) C47 0.0289(17) 0.040(2) 0.049(2) 0.0102(17) 0.0141(15) 0.0068(15) C48 0.0283(16) 0.0280(17) 0.0354(18) 0.0069(14) 0.0026(14) 0.0048(13) C49 0.0331(18) 0.042(2) 0.0352(19) -0.0049(16) 0.0000(14) -0.0043(15) C50 0.065(3) 0.049(2) 0.054(3) -0.014(2) 0.011(2) 0.000(2) C51 0.083(3) 0.058(3) 0.043(2) 0.012(2) 0.013(2) 0.003(2) C52 0.045(2) 0.036(2) 0.0343(19) 0.0011(16) 0.0076(15) 0.0035(16) C53 0.111(4) 0.067(3) 0.041(2) -0.003(2) 0.017(2) -0.014(3) C54 0.092(3) 0.035(2) 0.054(3) -0.0048(19) 0.007(2) 0.003(2) C55 0.081(3) 0.064(3) 0.055(3) 0.005(2) 0.014(2) 0.019(3) C56 0.081(3) 0.108(5) 0.058(3) 0.026(3) 0.014(3) 0.009(3) C57 0.076(3) 0.095(4) 0.076(3) 0.044(3) -0.018(3) -0.032(3) C58 0.066(3) 0.042(2) 0.067(3) 0.004(2) -0.003(2) -0.006(2) C59 0.045(2) 0.060(3) 0.103(4) -0.034(3) 0.004(2) -0.006(2) C60 0.094(4) 0.122(4) 0.177(5) -0.092(4) -0.012(3) 0.023(3) C61 0.088(4) 0.085(4) 0.130(4) -0.039(3) -0.018(3) 0.025(3) C62 0.058(3) 0.047(3) 0.082(3) -0.008(2) 0.001(2) 0.006(2) C63 0.067(3) 0.058(3) 0.098(4) 0.016(3) 0.018(3) 0.006(2) C64 0.057(3) 0.076(3) 0.070(3) 0.010(3) 0.002(2) 0.021(2) C65 0.062(3) 0.058(3) 0.089(3) 0.028(3) -0.009(2) 0.002(2) C66 0.051(2) 0.039(2) 0.070(3) 0.005(2) 0.001(2) -0.0075(18) C67 0.050(2) 0.046(2) 0.067(3) -0.013(2) 0.007(2) -0.0159(19) C68 0.049(2) 0.070(3) 0.073(3) -0.015(2) 0.019(2) -0.015(2) C69 0.060(3) 0.090(4) 0.067(3) -0.037(3) 0.007(2) -0.011(3) C70 0.056(2) 0.048(2) 0.063(3) -0.008(2) -0.008(2) -0.012(2) C71 0.050(2) 0.074(3) 0.075(3) 0.001(3) -0.004(2) -0.011(2) C72 0.039(2) 0.105(4) 0.093(4) -0.003(3) -0.003(2) 0.010(3) C73 0.042(2) 0.096(4) 0.073(3) -0.007(3) -0.013(2) -0.002(2) C74 0.052(2) 0.066(3) 0.069(3) -0.013(2) 0.001(2) -0.010(2) C75 0.129(5) 0.153(6) 0.157(6) -0.017(5) -0.018(4) 0.052(5) C76 0.159(6) 0.105(5) 0.153(5) -0.023(4) 0.010(5) 0.012(4) C77 0.134(5) 0.155(6) 0.127(5) -0.052(4) -0.037(4) 0.031(5) C78 0.161(5) 0.141(5) 0.174(5) -0.015(4) -0.051(4) 0.016(4) C79 0.125(6) 0.113(6) 0.152(7) -0.034(5) -0.028(5) 0.012(5) C80 0.055(3) 0.061(3) 0.060(3) 0.008(2) 0.006(2) -0.003(2) C81 0.123(5) 0.093(5) 0.099(5) 0.007(4) 0.038(4) -0.010(4) C82 0.117(4) 0.120(4) 0.174(5) -0.017(4) -0.018(4) 0.003(4) _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 2.681(3) . ? K1 O2 2.698(3) . ? K1 O5 2.780(3) . ? K1 N1 2.823(2) . ? K1 C14 3.146(3) . ? K1 C15 3.230(3) . ? K1 C19 3.287(3) . ? K1 C16 3.365(3) . ? K1 C18 3.411(3) . ? K1 C17 3.451(3) . ? K1 C2 3.529(3) . ? K2 O3 2.646(3) . ? K2 O4 2.710(3) . ? K2 N5 2.735(3) . ? K2 C44 3.115(3) . ? K2 C43 3.135(3) . ? K2 C45 3.210(3) . ? K2 C48 3.269(3) . ? K2 C46 3.317(3) . ? K2 C47 3.344(3) . ? K2 C31 3.369(3) . ? O1 C58 1.421(5) . ? O1 C55 1.433(5) . ? O2 C59 1.418(5) . ? O2 C62 1.422(5) . ? O3 C66 1.419(5) . ? O3 C63 1.429(5) . ? O4 C70 1.419(5) . ? O4 C67 1.434(4) . ? O5 C71 1.421(5) . ? O5 C74 1.426(5) . ? O6 C78 1.320(9) . ? O6 C75 1.354(10) . ? O7 C82 1.519(10) . ? O7 C79 1.547(11) . ? N1 C1 1.328(4) . ? N1 C2 1.405(4) . ? N2 C1 1.321(4) . ? N2 C14 1.400(4) . ? N3 C1 1.437(4) . ? N3 C26 1.464(4) . ? N3 C28 1.468(4) . ? N4 C30 1.426(4) . ? N4 C27 1.464(4) . ? N4 C29 1.466(4) . ? N5 C30 1.336(4) . ? N5 C31 1.407(4) . ? N6 C30 1.322(4) . ? N6 C43 1.398(4) . ? C2 C3 1.417(4) . ? C2 C7 1.423(4) . ? C3 C4 1.396(4) . ? C3 C8 1.525(5) . ? C4 C5 1.380(5) . ? C5 C6 1.380(5) . ? C6 C7 1.397(4) . ? C7 C11 1.525(4) . ? C8 C9 1.529(5) . ? C8 C10 1.530(5) . ? C11 C13 1.519(5) . ? C11 C12 1.536(5) . ? C14 C15 1.416(4) . ? C14 C19 1.420(4) . ? C15 C16 1.396(4) . ? C15 C20 1.513(5) . ? C16 C17 1.378(5) . ? C17 C18 1.392(5) . ? C18 C19 1.394(4) . ? C19 C23 1.518(5) . ? C20 C22 1.527(5) . ? C20 C21 1.529(5) . ? C23 C25 1.525(5) . ? C23 C24 1.536(5) . ? C26 C27 1.510(4) . ? C28 C29 1.509(4) . ? C31 C32 1.418(4) . ? C31 C36 1.419(4) . ? C32 C33 1.392(4) . ? C32 C37 1.526(5) . ? C33 C34 1.376(5) . ? C34 C35 1.383(5) . ? C35 C36 1.395(4) . ? C36 C40 1.524(5) . ? C37 C38 1.518(5) . ? C37 C39 1.524(6) . ? C40 C41 1.519(5) . ? C40 C42 1.529(5) . ? C43 C44 1.414(4) . ? C43 C48 1.416(4) . ? C44 C45 1.397(4) . ? C44 C49 1.517(5) . ? C45 C46 1.374(5) . ? C46 C47 1.387(5) . ? C47 C48 1.398(4) . ? C48 C52 1.518(5) . ? C49 C51 1.519(5) . ? C49 C50 1.529(5) . ? C52 C53 1.517(5) . ? C52 C54 1.527(5) . ? C55 C56 1.496(6) . ? C56 C57 1.506(8) . ? C57 C58 1.497(6) . ? C59 C60 1.477(7) . ? C60 C61 1.434(8) . ? C61 C62 1.448(7) . ? C63 C64 1.452(6) . ? C64 C65 1.492(6) . ? C65 C66 1.507(6) . ? C67 C68 1.469(6) . ? C68 C69 1.515(6) . ? C69 C70 1.471(6) . ? C71 C72 1.488(6) . ? C72 C73 1.478(7) . ? C73 C74 1.497(6) . ? C75 C76 1.466(10) . ? C76 C77 1.438(10) . ? C77 C78 1.415(10) . ? C79 C80 1.404(8) . ? C80 C81 1.342(7) . ? C81 C82 1.431(9) . ? 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 O2 89.93(9) . . ? O1 K1 O5 83.03(9) . . ? O2 K1 O5 79.55(8) . . ? O1 K1 N1 116.72(8) . . ? O2 K1 N1 97.57(8) . . ? O5 K1 N1 160.15(9) . . ? O1 K1 C14 124.44(8) . . ? O2 K1 C14 142.02(9) . . ? O5 K1 C14 116.75(8) . . ? N1 K1 C14 54.99(7) . . ? O1 K1 C15 135.50(8) . . ? O2 K1 C15 133.10(9) . . ? O5 K1 C15 93.09(9) . . ? N1 K1 C15 74.41(8) . . ? C14 K1 C15 25.63(8) . . ? O1 K1 C19 99.09(8) . . ? O2 K1 C19 161.81(8) . . ? O5 K1 C19 117.05(8) . . ? N1 K1 C19 64.27(7) . . ? C14 K1 C19 25.38(8) . . ? C15 K1 C19 44.14(8) . . ? O1 K1 C16 117.13(8) . . ? O2 K1 C16 138.12(9) . . ? O5 K1 C16 73.35(8) . . ? N1 K1 C16 97.41(8) . . ? C14 K1 C16 43.58(8) . . ? C15 K1 C16 24.33(8) . . ? C19 K1 C16 49.69(8) . . ? O1 K1 C18 86.45(8) . . ? O2 K1 C18 174.21(8) . . ? O5 K1 C18 95.50(8) . . ? N1 K1 C18 88.10(8) . . ? C14 K1 C18 43.17(8) . . ? C15 K1 C18 49.65(8) . . ? C19 K1 C18 23.94(8) . . ? C16 K1 C18 41.37(9) . . ? O1 K1 C17 94.80(9) . . ? O2 K1 C17 153.21(9) . . ? O5 K1 C17 74.90(9) . . ? N1 K1 C17 103.70(8) . . ? C14 K1 C17 50.06(8) . . ? C15 K1 C17 42.29(8) . . ? C19 K1 C17 42.15(8) . . ? C16 K1 C17 23.28(8) . . ? C18 K1 C17 23.39(8) . . ? O1 K1 C2 107.64(8) . . ? O2 K1 C2 77.19(8) . . ? O5 K1 C2 154.29(8) . . ? N1 K1 C2 22.19(7) . . ? C14 K1 C2 77.11(7) . . ? C15 K1 C2 94.81(7) . . ? C19 K1 C2 85.00(7) . . ? C16 K1 C2 118.67(8) . . ? C18 K1 C2 108.23(8) . . ? C17 K1 C2 125.70(8) . . ? O3 K2 O4 84.87(9) . . ? O3 K2 N5 108.37(8) . . ? O4 K2 N5 143.12(8) . . ? O3 K2 C44 136.07(10) . . ? O4 K2 C44 122.92(9) . . ? N5 K2 C44 70.98(8) . . ? O3 K2 C43 152.50(9) . . ? O4 K2 C43 122.15(8) . . ? N5 K2 C43 53.99(7) . . ? C44 K2 C43 26.14(8) . . ? O3 K2 C45 132.71(10) . . ? O4 K2 C45 99.57(9) . . ? N5 K2 C45 95.89(8) . . ? C44 K2 C45 25.45(8) . . ? C43 K2 C45 44.92(8) . . ? O3 K2 C48 174.77(8) . . ? O4 K2 C48 98.32(8) . . ? N5 K2 C48 66.64(8) . . ? C44 K2 C48 44.90(8) . . ? C43 K2 C48 25.44(8) . . ? C45 K2 C48 51.01(9) . . ? O3 K2 C46 141.87(9) . . ? O4 K2 C46 78.96(9) . . ? N5 K2 C46 105.19(8) . . ? C44 K2 C46 44.00(8) . . ? C43 K2 C46 51.46(8) . . ? C45 K2 C46 24.23(9) . . ? C48 K2 C46 43.24(8) . . ? O3 K2 C47 160.58(8) . . ? O4 K2 C47 78.56(8) . . ? N5 K2 C47 91.01(8) . . ? C44 K2 C47 50.99(9) . . ? C43 K2 C47 43.83(8) . . ? C45 K2 C47 42.64(9) . . ? C48 K2 C47 24.38(8) . . ? C46 K2 C47 24.03(9) . . ? O3 K2 C31 85.13(8) . . ? O4 K2 C31 137.95(8) . . ? N5 K2 C31 23.89(7) . . ? C44 K2 C31 91.42(8) . . ? C43 K2 C31 77.59(8) . . ? C45 K2 C31 116.88(8) . . ? C48 K2 C31 89.74(8) . . ? C46 K2 C31 128.99(8) . . ? C47 K2 C31 114.00(8) . . ? C58 O1 C55 108.9(3) . . ? C58 O1 K1 118.1(2) . . ? C55 O1 K1 131.5(2) . . ? C59 O2 C62 109.9(3) . . ? C59 O2 K1 127.8(2) . . ? C62 O2 K1 122.3(2) . . ? C66 O3 C63 107.7(3) . . ? C66 O3 K2 124.6(2) . . ? C63 O3 K2 127.1(2) . . ? C70 O4 C67 109.5(3) . . ? C70 O4 K2 115.1(2) . . ? C67 O4 K2 122.0(2) . . ? C71 O5 C74 108.0(3) . . ? C71 O5 K1 117.3(2) . . ? C74 O5 K1 128.8(2) . . ? C78 O6 C75 109.7(8) . . ? C82 O7 C79 95.8(7) . . ? C1 N1 C2 123.3(2) . . ? C1 N1 K1 123.88(18) . . ? C2 N1 K1 108.45(17) . . ? C1 N2 C14 119.6(2) . . ? C1 N3 C26 112.5(2) . . ? C1 N3 C28 114.7(2) . . ? C26 N3 C28 110.0(2) . . ? C30 N4 C27 115.9(2) . . ? C30 N4 C29 116.9(2) . . ? C27 N4 C29 109.5(2) . . ? C30 N5 C31 123.6(2) . . ? C30 N5 K2 129.42(18) . . ? C31 N5 K2 104.20(17) . . ? C30 N6 C43 116.5(2) . . ? N2 C1 N1 124.6(3) . . ? N2 C1 N3 114.8(3) . . ? N1 C1 N3 120.6(2) . . ? N1 C2 C3 124.1(3) . . ? N1 C2 C7 117.5(3) . . ? C3 C2 C7 118.0(3) . . ? N1 C2 K1 49.36(13) . . ? C3 C2 K1 117.53(19) . . ? C7 C2 K1 96.76(17) . . ? C4 C3 C2 119.6(3) . . ? C4 C3 C8 117.0(3) . . ? C2 C3 C8 123.3(3) . . ? C5 C4 C3 121.9(3) . . ? C4 C5 C6 119.1(3) . . ? C5 C6 C7 121.3(3) . . ? C6 C7 C2 120.0(3) . . ? C6 C7 C11 119.1(3) . . ? C2 C7 C11 120.9(3) . . ? C3 C8 C9 112.1(3) . . ? C3 C8 C10 111.3(3) . . ? C9 C8 C10 110.0(3) . . ? C13 C11 C7 111.8(3) . . ? C13 C11 C12 109.2(3) . . ? C7 C11 C12 113.4(3) . . ? N2 C14 C15 119.2(3) . . ? N2 C14 C19 121.0(3) . . ? C15 C14 C19 119.4(3) . . ? N2 C14 K1 112.10(17) . . ? C15 C14 K1 80.51(17) . . ? C19 C14 K1 82.86(17) . . ? C16 C15 C14 119.2(3) . . ? C16 C15 C20 121.5(3) . . ? C14 C15 C20 119.2(3) . . ? C16 C15 K1 83.27(19) . . ? C14 C15 K1 73.86(17) . . ? C20 C15 K1 110.67(19) . . ? C17 C16 C15 121.4(3) . . ? C17 C16 K1 81.9(2) . . ? C15 C16 K1 72.39(18) . . ? C16 C17 C18 119.6(3) . . ? C16 C17 K1 74.87(19) . . ? C18 C17 K1 76.69(19) . . ? C17 C18 C19 121.2(3) . . ? C17 C18 K1 79.9(2) . . ? C19 C18 K1 73.02(18) . . ? C18 C19 C14 119.0(3) . . ? C18 C19 C23 121.4(3) . . ? C14 C19 C23 119.5(3) . . ? C18 C19 K1 83.04(19) . . ? C14 C19 K1 71.76(17) . . ? C23 C19 K1 116.60(19) . . ? C15 C20 C22 110.6(3) . . ? C15 C20 C21 114.0(3) . . ? C22 C20 C21 110.4(3) . . ? C19 C23 C25 114.6(3) . . ? C19 C23 C24 110.5(3) . . ? C25 C23 C24 109.6(3) . . ? N3 C26 C27 111.9(2) . . ? N4 C27 C26 110.3(2) . . ? N3 C28 C29 110.9(2) . . ? N4 C29 C28 110.1(2) . . ? N6 C30 N5 123.6(3) . . ? N6 C30 N4 115.2(2) . . ? N5 C30 N4 121.2(2) . . ? N5 C31 C32 117.9(3) . . ? N5 C31 C36 123.3(3) . . ? C32 C31 C36 118.4(3) . . ? N5 C31 K2 51.91(14) . . ? C32 C31 K2 93.02(19) . . ? C36 C31 K2 119.2(2) . . ? C33 C32 C31 119.9(3) . . ? C33 C32 C37 119.1(3) . . ? C31 C32 C37 121.0(3) . . ? C34 C33 C32 121.7(3) . . ? C33 C34 C35 118.7(3) . . ? C34 C35 C36 122.2(3) . . ? C35 C36 C31 119.0(3) . . ? C35 C36 C40 118.5(3) . . ? C31 C36 C40 122.3(3) . . ? C38 C37 C39 110.3(3) . . ? C38 C37 C32 112.2(3) . . ? C39 C37 C32 111.5(3) . . ? C41 C40 C36 113.4(3) . . ? C41 C40 C42 110.4(3) . . ? C36 C40 C42 110.4(3) . . ? N6 C43 C44 121.0(3) . . ? N6 C43 C48 119.5(3) . . ? C44 C43 C48 119.3(3) . . ? N6 C43 K2 115.60(18) . . ? C44 C43 K2 76.15(17) . . ? C48 C43 K2 82.58(17) . . ? C45 C44 C43 119.3(3) . . ? C45 C44 C49 121.8(3) . . ? C43 C44 C49 118.9(3) . . ? C45 C44 K2 81.08(19) . . ? C43 C44 K2 77.71(17) . . ? C49 C44 K2 113.6(2) . . ? C46 C45 C44 121.5(3) . . ? C46 C45 K2 82.3(2) . . ? C44 C45 K2 73.47(18) . . ? C45 C46 C47 119.6(3) . . ? C45 C46 K2 73.51(19) . . ? C47 C46 K2 79.08(19) . . ? C46 C47 C48 121.2(3) . . ? C46 C47 K2 76.88(19) . . ? C48 C47 K2 74.79(18) . . ? C47 C48 C43 119.1(3) . . ? C47 C48 C52 121.8(3) . . ? C43 C48 C52 119.1(3) . . ? C47 C48 K2 80.83(19) . . ? C43 C48 K2 71.98(17) . . ? C52 C48 K2 119.5(2) . . ? C44 C49 C51 109.9(3) . . ? C44 C49 C50 114.3(3) . . ? C51 C49 C50 110.4(3) . . ? C48 C52 C53 114.8(3) . . ? C48 C52 C54 109.7(3) . . ? C53 C52 C54 110.0(3) . . ? O1 C55 C56 106.6(4) . . ? C55 C56 C57 102.7(4) . . ? C58 C57 C56 101.4(4) . . ? O1 C58 C57 105.7(4) . . ? O2 C59 C60 105.4(4) . . ? C61 C60 C59 109.0(5) . . ? C60 C61 C62 105.7(5) . . ? O2 C62 C61 108.0(4) . . ? O3 C63 C64 106.7(4) . . ? C63 C64 C65 105.7(4) . . ? C64 C65 C66 105.3(3) . . ? O3 C66 C65 106.5(3) . . ? O4 C67 C68 107.5(3) . . ? C67 C68 C69 103.7(3) . . ? C70 C69 C68 104.0(4) . . ? O4 C70 C69 107.0(3) . . ? O5 C71 C72 108.4(4) . . ? C73 C72 C71 103.8(4) . . ? C72 C73 C74 103.2(4) . . ? O5 C74 C73 106.0(3) . . ? O6 C75 C76 107.5(7) . . ? C77 C76 C75 104.0(7) . . ? C78 C77 C76 106.0(7) . . ? O6 C78 C77 110.1(8) . . ? C80 C79 O7 113.1(6) . . ? C81 C80 C79 108.5(5) . . ? C80 C81 C82 109.9(6) . . ? C81 C82 O7 111.9(7) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.856 _refine_diff_density_min -0.549 _refine_diff_density_rms 0.054