data_Global _audit_creation_method SHELXL-97 #------------------------------------------------------------------------------ _publ_contact_author ; Masood Parvez Department of Chemistry University of Calgary 2500 University Drive N.W. Calgary, Alberta, Canada T2N 1N4 ; #----------------------------------------------------------------------------- _publ_requested_journal ' ? ' _publ_requested_coeditor_name ' ? ' _publ_contact_author_phone ' (403)220-5348 ' _publ_contact_author_fax ' (403)289-9488 ' _publ_contact_author_email ' parvez@ucalgary.ca ' #------------------------------------------------------------------------------ _publ_section_title ; ? ; loop_ _publ_author_name _publ_author_address 'Parvez, Masood' ; Department of Chemistry The University of Calgary 2500 University Drive NW Calgary Alberta Canada T2N 1N4 ; #------------------------------------------------------------------------------ data_Compound_I #----------------------------------------------------------------------------- _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_cell_refinement 'HKL DENZO (Otwinowski & Minor, 1997)' _computing_data_reduction 'SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1991)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' #----------------------------------------------------------------------------- _vrf_PUBL012_GLOBAL ; PROBLEM: _publ_section_abstract is missing. RESPONSE: Will appear in the paper ; # end Validation Reply Form _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H37 N O3' _chemical_formula_sum 'C32 H37 N O3' _chemical_formula_weight 483.63 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Monoclinic' _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' 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 41.4565(14) _cell_length_b 13.3049(4) _cell_length_c 20.3912(4) _cell_angle_alpha 90.00 _cell_angle_beta 104.578(2) _cell_angle_gamma 90.00 _cell_volume 10885.2(5) _cell_formula_units_Z 16 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 10694 _cell_measurement_theta_min 1.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description 'block' _exptl_crystal_colour 'plate' _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.180 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4160 _exptl_absorpt_coefficient_mu 0.075 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.9867 _exptl_absorpt_correction_T_max 0.9970 _exptl_absorpt_process_details 'SORTAV: (Blessing, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX2 CCD' _diffrn_measurement_method ' \w and \f ' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18340 _diffrn_reflns_av_R_equivalents 0.0518 _diffrn_reflns_av_sigmaI/netI 0.0731 _diffrn_reflns_limit_h_min -53 _diffrn_reflns_limit_h_max 53 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 27.51 _reflns_number_total 12155 _reflns_number_gt 7823 _reflns_threshold_expression >2sigma(I) _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^)+(0.0240P)^2^+8.00P] 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 12155 _refine_ls_number_parameters 663 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1514 _refine_ls_R_factor_gt 0.0908 _refine_ls_wR_factor_ref 0.1684 _refine_ls_wR_factor_gt 0.1436 _refine_ls_goodness_of_fit_ref 1.562 _refine_ls_restrained_S_all 1.562 _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 0.37128(5) 0.32883(15) 0.03581(9) 0.0310(5) Uani 1 1 d . . . O2 O 0.39928(6) 0.23953(17) 0.12575(10) 0.0461(6) Uani 1 1 d . . . O3 O 0.41428(5) 0.54201(17) -0.03152(10) 0.0415(6) Uani 1 1 d . . . O4 O 0.33340(5) 0.65870(15) -0.21349(9) 0.0304(5) Uani 1 1 d . . . O5 O 0.30554(5) 0.59383(17) -0.14117(10) 0.0418(6) Uani 1 1 d . . . O6 O 0.39376(6) 0.47224(16) -0.28897(9) 0.0427(6) Uani 1 1 d . . . N1 N 0.39224(6) 0.54379(19) 0.05850(11) 0.0306(6) Uani 1 1 d . . . H1N H 0.3960 0.5434 0.1029 0.037 Uiso 1 1 calc R . . N2 N 0.40229(6) 0.55303(17) -0.18912(11) 0.0302(6) Uani 1 1 d . . . H2 H 0.4052 0.5484 -0.1450 0.036 Uiso 1 1 calc R . . C1 C 0.35165(7) 0.3747(2) 0.07882(14) 0.0337(7) Uani 1 1 d . A . H1 H 0.3656 0.3895 0.1254 0.040 Uiso 1 1 calc R . . C2 C 0.32255(9) 0.3059(3) 0.08035(17) 0.0488(9) Uani 1 1 d . . . H2A H 0.3152 0.3166 0.1224 0.059 Uiso 1 1 calc R . . H2B H 0.3290 0.2346 0.0783 0.059 Uiso 1 1 calc R . . C3 C 0.29440(9) 0.3339(3) 0.01747(19) 0.0595(10) Uani 1 1 d . . . H3A H 0.2896 0.2771 -0.0149 0.071 Uiso 1 1 calc R . . H3B H 0.2737 0.3514 0.0309 0.071 Uiso 1 1 calc R . . C4 C 0.30757(8) 0.4254(3) -0.01449(16) 0.0447(8) Uani 1 1 d . A . H4A H 0.3165 0.4044 -0.0531 0.054 Uiso 1 1 calc R . . H4B H 0.2896 0.4753 -0.0307 0.054 Uiso 1 1 calc R . . C5 C 0.33538(7) 0.4696(2) 0.04294(13) 0.0301(6) Uani 1 1 d . . . C6 C 0.32024(8) 0.5337(3) 0.09162(16) 0.0430(8) Uani 1 1 d . A 1 H6A H 0.3294 0.5121 0.1391 0.052 Uiso 0.562(6) 1 calc PR B 1 H6B H 0.2957 0.5260 0.0802 0.052 Uiso 0.562(6) 1 calc PR B 1 C7 C 0.33004(19) 0.6470(5) 0.0820(3) 0.0438(13) Uani 0.562(6) 1 d P A 1 H7A H 0.3106 0.6918 0.0777 0.053 Uiso 0.562(6) 1 calc PR B 1 H7B H 0.3481 0.6696 0.1209 0.053 Uiso 0.562(6) 1 calc PR B 1 C8 C 0.34125(8) 0.6469(2) 0.01997(16) 0.0423(8) Uani 1 1 d . A 1 H8A H 0.3574 0.7020 0.0206 0.051 Uiso 0.562(6) 1 calc PR B 1 H8B H 0.3221 0.6559 -0.0200 0.051 Uiso 0.562(6) 1 calc PR B 1 H6C H 0.3001 0.5014 0.1000 0.052 Uiso 0.438(6) 1 calc PR B 2 H6D H 0.3367 0.5453 0.1354 0.052 Uiso 0.438(6) 1 calc PR B 2 C7' C 0.3115(2) 0.6314(7) 0.0516(4) 0.0438(13) Uani 0.438(6) 1 d P A 2 H7'1 H 0.3095 0.6880 0.0818 0.053 Uiso 0.438(6) 1 calc PR B 2 H7'2 H 0.2904 0.6247 0.0161 0.053 Uiso 0.438(6) 1 calc PR B 2 H8C H 0.3334 0.6750 -0.0263 0.051 Uiso 0.438(6) 1 calc PR B 2 H8D H 0.3574 0.6945 0.0478 0.051 Uiso 0.438(6) 1 calc PR B 2 C9 C 0.35783(7) 0.5445(2) 0.01730(13) 0.0282(6) Uani 1 1 d . A . H9 H 0.3575 0.5282 -0.0307 0.034 Uiso 1 1 calc R C 1 C10 C 0.39358(7) 0.2592(2) 0.06629(14) 0.0316(7) Uani 1 1 d . . . C11 C 0.40995(7) 0.2094(2) 0.01653(12) 0.0266(6) Uani 1 1 d . . . H11 H 0.4157 0.2631 -0.0130 0.032 Uiso 1 1 calc R . . C12 C 0.38700(7) 0.1338(2) -0.02934(13) 0.0286(6) Uani 1 1 d . . . C13 C 0.40515(7) 0.0358(2) -0.03477(13) 0.0302(7) Uani 1 1 d . . . H13 H 0.3911 -0.0116 -0.0680 0.036 Uiso 1 1 calc R . . C14 C 0.41379(7) -0.0064(2) 0.03655(14) 0.0324(7) Uani 1 1 d . . . C15 C 0.40254(9) -0.0964(3) 0.05671(16) 0.0443(8) Uani 1 1 d . . . H15 H 0.3886 -0.1394 0.0244 0.053 Uiso 1 1 calc R . . C16 C 0.41182(10) -0.1230(3) 0.12437(18) 0.0544(10) Uani 1 1 d . . . H16 H 0.4045 -0.1850 0.1387 0.065 Uiso 1 1 calc R . . C17 C 0.43177(10) -0.0596(3) 0.17134(17) 0.0525(10) Uani 1 1 d . . . H17 H 0.4381 -0.0787 0.2177 0.063 Uiso 1 1 calc R . . C18 C 0.44264(8) 0.0316(3) 0.15164(14) 0.0421(8) Uani 1 1 d . . . H18 H 0.4560 0.0754 0.1843 0.051 Uiso 1 1 calc R . . C19 C 0.43376(7) 0.0580(2) 0.08373(14) 0.0323(7) Uani 1 1 d . . . C20 C 0.44291(7) 0.1537(2) 0.05221(13) 0.0302(6) Uani 1 1 d . . . H20 H 0.4582 0.1973 0.0863 0.036 Uiso 1 1 calc R . . C21 C 0.45831(7) 0.1230(2) -0.00540(13) 0.0295(6) Uani 1 1 d . . . C22 C 0.48896(7) 0.1510(2) -0.01412(15) 0.0356(7) Uani 1 1 d . . . H22 H 0.5033 0.1923 0.0186 0.043 Uiso 1 1 calc R . . C23 C 0.49880(8) 0.1187(2) -0.07096(15) 0.0398(8) Uani 1 1 d . . . H23 H 0.5201 0.1369 -0.0766 0.048 Uiso 1 1 calc R . . C24 C 0.47767(8) 0.0604(2) -0.11912(16) 0.0401(8) Uani 1 1 d . . . H24 H 0.4844 0.0389 -0.1581 0.048 Uiso 1 1 calc R . . C25 C 0.44659(8) 0.0327(2) -0.11093(14) 0.0352(7) Uani 1 1 d . . . H25 H 0.4318 -0.0059 -0.1448 0.042 Uiso 1 1 calc R . . C26 C 0.43728(7) 0.0617(2) -0.05336(13) 0.0293(6) Uani 1 1 d . . . C27 C 0.35509(8) 0.1466(2) -0.05918(14) 0.0373(7) Uani 1 1 d . . . H27A H 0.3427 0.0937 -0.0851 0.045 Uiso 1 1 calc R . . H27B H 0.3445 0.2087 -0.0548 0.045 Uiso 1 1 calc R . . C28 C 0.41811(7) 0.5437(2) 0.03042(14) 0.0300(6) Uani 1 1 d . D . C29 C 0.45322(7) 0.5439(2) 0.07764(14) 0.0361(7) Uani 1 1 d D . . C30 C 0.4562(5) 0.5903(10) 0.1473(5) 0.086(4) Uani 0.735(13) 1 d PD D 1 H30A H 0.4450 0.5471 0.1736 0.129 Uiso 0.735(13) 1 calc PR D 1 H30B H 0.4457 0.6569 0.1420 0.129 Uiso 0.735(13) 1 calc PR D 1 H30C H 0.4798 0.5969 0.1710 0.129 Uiso 0.735(13) 1 calc PR D 1 C31 C 0.4738(2) 0.6091(8) 0.0406(4) 0.080(3) Uani 0.735(13) 1 d PD D 1 H31A H 0.4662 0.6791 0.0395 0.120 Uiso 0.735(13) 1 calc PR D 1 H31B H 0.4707 0.5845 -0.0059 0.120 Uiso 0.735(13) 1 calc PR D 1 H31C H 0.4974 0.6053 0.0645 0.120 Uiso 0.735(13) 1 calc PR D 1 C32 C 0.46615(18) 0.4367(4) 0.0822(5) 0.071(2) Uani 0.735(13) 1 d PD D 1 H32A H 0.4582 0.4001 0.1167 0.106 Uiso 0.735(13) 1 calc PR D 1 H32B H 0.4906 0.4374 0.0946 0.106 Uiso 0.735(13) 1 calc PR D 1 H32C H 0.4581 0.4036 0.0382 0.106 Uiso 0.735(13) 1 calc PR D 1 C30' C 0.4549(16) 0.621(3) 0.1341(17) 0.086(4) Uani 0.265(13) 1 d PD D 2 H30D H 0.4545 0.6893 0.1153 0.129 Uiso 0.265(13) 1 calc PR D 2 H30E H 0.4756 0.6117 0.1696 0.129 Uiso 0.265(13) 1 calc PR D 2 H30F H 0.4358 0.6125 0.1535 0.129 Uiso 0.265(13) 1 calc PR D 2 C31' C 0.4816(5) 0.559(2) 0.0431(13) 0.080(3) Uani 0.265(13) 1 d PD D 2 H31D H 0.4824 0.6294 0.0298 0.120 Uiso 0.265(13) 1 calc PR D 2 H31E H 0.4779 0.5161 0.0027 0.120 Uiso 0.265(13) 1 calc PR D 2 H31F H 0.5028 0.5406 0.0746 0.120 Uiso 0.265(13) 1 calc PR D 2 C32' C 0.4574(6) 0.4427(10) 0.1155(11) 0.071(2) Uani 0.265(13) 1 d PD D 2 H32D H 0.4799 0.4380 0.1452 0.106 Uiso 0.265(13) 1 calc PR D 2 H32E H 0.4537 0.3875 0.0826 0.106 Uiso 0.265(13) 1 calc PR D 2 H32F H 0.4411 0.4381 0.1429 0.106 Uiso 0.265(13) 1 calc PR D 2 C33 C 0.35739(7) 0.7068(2) -0.15685(13) 0.0280(6) Uani 1 1 d . . . H33 H 0.3631 0.6628 -0.1158 0.034 Uiso 1 1 calc R . . C34 C 0.34375(8) 0.8082(2) -0.14206(15) 0.0352(7) Uani 1 1 d . . . H34A H 0.3550 0.8311 -0.0958 0.042 Uiso 1 1 calc R . . H34B H 0.3195 0.8039 -0.1461 0.042 Uiso 1 1 calc R . . C35 C 0.35095(8) 0.8806(2) -0.19525(15) 0.0376(7) Uani 1 1 d . . . H35A H 0.3605 0.9443 -0.1737 0.045 Uiso 1 1 calc R . . H35B H 0.3302 0.8959 -0.2302 0.045 Uiso 1 1 calc R . . C36 C 0.37612(8) 0.8264(2) -0.22712(14) 0.0333(7) Uani 1 1 d . . . H36A H 0.3952 0.8710 -0.2277 0.040 Uiso 1 1 calc R . . H36B H 0.3654 0.8057 -0.2742 0.040 Uiso 1 1 calc R . . C37 C 0.38795(7) 0.7333(2) -0.18187(13) 0.0265(6) Uani 1 1 d . . . C38 C 0.41804(7) 0.7589(2) -0.12167(13) 0.0325(7) Uani 1 1 d . . . H38A H 0.4171 0.8301 -0.1080 0.039 Uiso 1 1 calc R . . H38B H 0.4181 0.7155 -0.0822 0.039 Uiso 1 1 calc R . . C39 C 0.44934(8) 0.7398(3) -0.14759(16) 0.0443(8) Uani 1 1 d . . . H39A H 0.4608 0.8040 -0.1515 0.053 Uiso 1 1 calc R . . H39B H 0.4650 0.6952 -0.1160 0.053 Uiso 1 1 calc R . . C40 C 0.43747(7) 0.6900(2) -0.21714(14) 0.0353(7) Uani 1 1 d . . . H40A H 0.4523 0.6334 -0.2217 0.042 Uiso 1 1 calc R . . H40B H 0.4371 0.7391 -0.2538 0.042 Uiso 1 1 calc R . . C41 C 0.40217(7) 0.6519(2) -0.21993(13) 0.0272(6) Uani 1 1 d . . . H41 H 0.3888 0.6493 -0.2681 0.033 Uiso 1 1 calc R . . C42 C 0.30852(7) 0.6066(2) -0.19770(14) 0.0285(6) Uani 1 1 d . . . C43 C 0.28568(7) 0.5627(2) -0.26101(13) 0.0255(6) Uani 1 1 d . . . H43 H 0.3001 0.5358 -0.2897 0.031 Uiso 1 1 calc R . . C44 C 0.26199(7) 0.6406(2) -0.30371(13) 0.0263(6) Uani 1 1 d . . . C45 C 0.22701(7) 0.5972(2) -0.33063(13) 0.0270(6) Uani 1 1 d . . . H45 H 0.2122 0.6436 -0.3635 0.032 Uiso 1 1 calc R . . C46 C 0.21463(7) 0.5806(2) -0.26711(13) 0.0269(6) Uani 1 1 d . . . C47 C 0.18732(7) 0.6246(2) -0.25237(14) 0.0325(7) Uani 1 1 d . . . H47 H 0.1737 0.6696 -0.2837 0.039 Uiso 1 1 calc R . . C48 C 0.17962(8) 0.6027(2) -0.19123(15) 0.0395(8) Uani 1 1 d . . . H48 H 0.1605 0.6316 -0.1810 0.047 Uiso 1 1 calc R . . C49 C 0.20013(8) 0.5385(2) -0.14533(15) 0.0397(8) Uani 1 1 d . . . H49 H 0.1949 0.5236 -0.1036 0.048 Uiso 1 1 calc R . . C50 C 0.22819(7) 0.4957(2) -0.15955(14) 0.0316(7) Uani 1 1 d . . . H50 H 0.2423 0.4529 -0.1274 0.038 Uiso 1 1 calc R . . C51 C 0.23539(7) 0.5160(2) -0.22090(13) 0.0255(6) Uani 1 1 d . . . C52 C 0.26400(7) 0.4737(2) -0.24624(13) 0.0276(6) Uani 1 1 d . . . H52 H 0.2775 0.4242 -0.2137 0.033 Uiso 1 1 calc R . . C53 C 0.24935(7) 0.4273(2) -0.31542(13) 0.0270(6) Uani 1 1 d . . . C54 C 0.25438(7) 0.3307(2) -0.33574(15) 0.0339(7) Uani 1 1 d . . . H54 H 0.2672 0.2842 -0.3044 0.041 Uiso 1 1 calc R . . C55 C 0.24045(8) 0.3020(2) -0.40259(15) 0.0386(7) Uani 1 1 d . . . H55 H 0.2436 0.2354 -0.4166 0.046 Uiso 1 1 calc R . . C56 C 0.22224(8) 0.3689(2) -0.44840(15) 0.0394(8) Uani 1 1 d . . . H56 H 0.2132 0.3486 -0.4940 0.047 Uiso 1 1 calc R . . C57 C 0.21681(7) 0.4667(2) -0.42850(14) 0.0331(7) Uani 1 1 d . . . H57 H 0.2042 0.5130 -0.4602 0.040 Uiso 1 1 calc R . . C58 C 0.23015(7) 0.4949(2) -0.36173(13) 0.0263(6) Uani 1 1 d . . . C59 C 0.26931(8) 0.7348(2) -0.31450(14) 0.0329(7) Uani 1 1 d . . . H59A H 0.2525 0.7783 -0.3398 0.039 Uiso 1 1 calc R . . H59B H 0.2913 0.7592 -0.2970 0.039 Uiso 1 1 calc R . . C60 C 0.39812(7) 0.4690(2) -0.22659(13) 0.0276(6) Uani 1 1 d . . . C61 C 0.39857(8) 0.3695(2) -0.18892(14) 0.0328(7) Uani 1 1 d . . . C62 C 0.39322(10) 0.2832(2) -0.23956(17) 0.0536(10) Uani 1 1 d . . . H62A H 0.3930 0.2194 -0.2156 0.064 Uiso 1 1 calc R . . H62B H 0.4113 0.2824 -0.2625 0.064 Uiso 1 1 calc R . . H62C H 0.3719 0.2922 -0.2731 0.064 Uiso 1 1 calc R . . C63 C 0.43216(9) 0.3565(3) -0.13779(16) 0.0476(9) Uani 1 1 d . . . H63A H 0.4334 0.2894 -0.1174 0.057 Uiso 1 1 calc R . . H63B H 0.4346 0.4075 -0.1022 0.057 Uiso 1 1 calc R . . H63C H 0.4501 0.3641 -0.1608 0.057 Uiso 1 1 calc R . . C64 C 0.37007(9) 0.3702(3) -0.15317(17) 0.0476(9) Uani 1 1 d . . . H64A H 0.3693 0.3053 -0.1308 0.057 Uiso 1 1 calc R . . H64B H 0.3489 0.3817 -0.1866 0.057 Uiso 1 1 calc R . . H64C H 0.3739 0.4240 -0.1193 0.057 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 0.0313(12) 0.0346(11) 0.0277(10) 0.0033(8) 0.0084(8) 0.0054(9) O2 0.0610(16) 0.0484(14) 0.0281(11) 0.0060(10) 0.0098(10) 0.0190(12) O3 0.0382(13) 0.0601(15) 0.0292(11) -0.0023(10) 0.0140(9) -0.0028(11) O4 0.0247(11) 0.0362(12) 0.0288(10) -0.0020(8) 0.0040(8) -0.0058(9) O5 0.0370(13) 0.0581(15) 0.0290(11) 0.0034(10) 0.0058(9) -0.0142(11) O6 0.0652(16) 0.0378(13) 0.0254(11) -0.0038(9) 0.0118(10) 0.0016(11) N1 0.0277(14) 0.0429(15) 0.0212(11) -0.0013(10) 0.0060(9) -0.0013(11) N2 0.0393(15) 0.0290(13) 0.0206(11) -0.0033(9) 0.0044(10) 0.0003(11) C1 0.0341(18) 0.0400(18) 0.0293(15) 0.0029(13) 0.0125(12) 0.0037(14) C2 0.047(2) 0.047(2) 0.058(2) 0.0086(17) 0.0241(17) 0.0000(17) C3 0.039(2) 0.060(3) 0.076(3) 0.007(2) 0.0078(19) -0.0127(19) C4 0.0304(19) 0.053(2) 0.0457(18) 0.0048(16) -0.0006(14) -0.0076(16) C5 0.0224(15) 0.0387(17) 0.0304(14) 0.0028(12) 0.0086(11) 0.0001(13) C6 0.043(2) 0.050(2) 0.0423(18) 0.0123(15) 0.0231(15) 0.0146(17) C7 0.049(4) 0.045(3) 0.040(3) 0.001(3) 0.017(2) 0.014(3) C8 0.044(2) 0.0343(18) 0.0497(19) 0.0026(15) 0.0140(15) 0.0043(15) C6' 0.043(2) 0.050(2) 0.0423(18) 0.0123(15) 0.0231(15) 0.0146(17) C7' 0.049(4) 0.045(3) 0.040(3) 0.001(3) 0.017(2) 0.014(3) C8' 0.044(2) 0.0343(18) 0.0497(19) 0.0026(15) 0.0140(15) 0.0043(15) C9 0.0266(16) 0.0348(16) 0.0235(13) 0.0021(12) 0.0071(11) 0.0039(13) C10 0.0325(17) 0.0341(17) 0.0269(15) 0.0002(12) 0.0048(12) -0.0023(14) C11 0.0260(16) 0.0279(15) 0.0244(13) 0.0020(11) 0.0037(11) -0.0023(12) C12 0.0303(17) 0.0315(16) 0.0232(13) 0.0027(11) 0.0051(11) -0.0048(13) C13 0.0359(17) 0.0262(15) 0.0262(14) -0.0019(11) 0.0035(12) -0.0066(13) C14 0.0334(17) 0.0320(16) 0.0309(15) 0.0040(12) 0.0067(12) 0.0016(14) C15 0.050(2) 0.0389(19) 0.0443(18) 0.0060(15) 0.0126(15) -0.0066(16) C16 0.069(3) 0.045(2) 0.053(2) 0.0196(17) 0.0217(19) -0.001(2) C17 0.063(3) 0.059(2) 0.0376(18) 0.0220(17) 0.0146(17) 0.013(2) C18 0.045(2) 0.050(2) 0.0287(15) 0.0022(14) 0.0044(14) 0.0074(17) C19 0.0325(17) 0.0352(17) 0.0298(15) 0.0037(12) 0.0091(12) 0.0075(14) C20 0.0289(16) 0.0299(16) 0.0288(14) -0.0013(12) 0.0016(12) -0.0012(13) C21 0.0297(17) 0.0272(15) 0.0291(14) 0.0009(12) 0.0029(12) 0.0002(13) C22 0.0298(17) 0.0331(17) 0.0409(17) 0.0013(13) 0.0033(13) -0.0035(14) C23 0.0336(19) 0.0411(19) 0.0478(18) 0.0035(15) 0.0163(14) -0.0018(15) C24 0.048(2) 0.0363(18) 0.0412(17) -0.0006(14) 0.0205(15) 0.0028(16) C25 0.0424(19) 0.0305(16) 0.0314(15) -0.0037(12) 0.0068(13) 0.0007(14) C26 0.0338(17) 0.0248(15) 0.0280(14) 0.0017(11) 0.0056(12) 0.0003(13) C27 0.0348(19) 0.0380(18) 0.0370(16) -0.0019(13) 0.0052(13) -0.0032(15) C28 0.0304(17) 0.0307(16) 0.0296(15) -0.0025(12) 0.0092(12) 0.0003(13) C29 0.0271(17) 0.0445(19) 0.0375(16) -0.0039(14) 0.0098(13) -0.0038(14) C30 0.042(3) 0.155(10) 0.052(5) -0.041(6) -0.006(5) 0.014(7) C31 0.034(4) 0.119(9) 0.078(3) 0.030(5) -0.002(3) -0.024(4) C32 0.043(4) 0.059(3) 0.095(6) -0.004(3) -0.010(4) 0.012(3) C30' 0.042(3) 0.155(10) 0.052(5) -0.041(6) -0.006(5) 0.014(7) C31' 0.034(4) 0.119(9) 0.078(3) 0.030(5) -0.002(3) -0.024(4) C32' 0.043(4) 0.059(3) 0.095(6) -0.004(3) -0.010(4) 0.012(3) C33 0.0276(16) 0.0307(16) 0.0231(13) -0.0029(11) 0.0015(11) -0.0015(13) C34 0.0282(17) 0.0373(18) 0.0395(16) -0.0068(13) 0.0074(13) 0.0003(14) C35 0.0391(19) 0.0309(17) 0.0381(16) -0.0031(13) 0.0009(13) 0.0048(14) C36 0.0341(18) 0.0302(16) 0.0333(15) 0.0018(12) 0.0043(13) -0.0032(14) C37 0.0244(15) 0.0253(15) 0.0268(14) -0.0006(11) 0.0008(11) -0.0018(12) C38 0.0305(17) 0.0327(17) 0.0311(15) -0.0026(12) 0.0017(12) -0.0028(13) C39 0.0287(18) 0.050(2) 0.0514(19) -0.0094(16) 0.0041(14) -0.0023(16) C40 0.0340(18) 0.0395(18) 0.0332(15) 0.0003(13) 0.0098(13) -0.0028(14) C41 0.0314(16) 0.0269(15) 0.0210(13) -0.0009(11) 0.0022(11) -0.0030(13) C42 0.0245(16) 0.0274(15) 0.0329(15) 0.0014(12) 0.0057(12) -0.0003(12) C43 0.0203(15) 0.0295(15) 0.0269(13) -0.0005(11) 0.0062(11) -0.0008(12) C44 0.0270(16) 0.0276(15) 0.0250(13) -0.0024(11) 0.0079(11) 0.0014(12) C45 0.0240(15) 0.0262(15) 0.0291(14) 0.0005(11) 0.0037(11) 0.0021(12) C46 0.0253(15) 0.0247(15) 0.0303(14) -0.0038(11) 0.0060(11) -0.0039(12) C47 0.0243(16) 0.0299(16) 0.0413(16) -0.0034(13) 0.0046(12) 0.0019(13) C48 0.0326(18) 0.0420(19) 0.0457(18) -0.0105(15) 0.0129(14) 0.0013(15) C49 0.045(2) 0.045(2) 0.0333(16) -0.0071(14) 0.0182(14) -0.0064(16) C50 0.0335(17) 0.0327(16) 0.0285(14) -0.0035(12) 0.0073(12) -0.0053(14) C51 0.0216(15) 0.0249(14) 0.0287(14) -0.0037(11) 0.0035(11) -0.0036(12) C52 0.0226(15) 0.0272(15) 0.0316(14) 0.0023(12) 0.0044(11) -0.0006(12) C53 0.0204(15) 0.0275(15) 0.0346(15) -0.0023(12) 0.0096(12) -0.0047(12) C54 0.0316(17) 0.0299(16) 0.0427(17) 0.0002(13) 0.0143(13) -0.0002(14) C55 0.043(2) 0.0316(17) 0.0447(18) -0.0124(14) 0.0185(15) -0.0043(15) C56 0.040(2) 0.0437(19) 0.0348(16) -0.0078(14) 0.0111(14) -0.0067(16) C57 0.0295(17) 0.0392(18) 0.0303(15) 0.0004(13) 0.0068(12) -0.0018(14) C58 0.0222(15) 0.0285(15) 0.0286(14) -0.0012(11) 0.0072(11) -0.0044(12) C59 0.0289(17) 0.0307(16) 0.0368(16) 0.0009(13) 0.0040(12) -0.0010(13) C60 0.0245(15) 0.0290(15) 0.0282(14) -0.0007(12) 0.0047(11) 0.0021(13) C61 0.0390(18) 0.0285(16) 0.0317(15) -0.0022(12) 0.0103(13) -0.0002(14) C62 0.085(3) 0.0309(19) 0.048(2) -0.0042(15) 0.0228(19) -0.0037(19) C63 0.056(2) 0.041(2) 0.0440(18) 0.0061(15) 0.0095(16) 0.0088(17) C64 0.054(2) 0.0391(19) 0.056(2) 0.0039(16) 0.0260(17) -0.0068(17) _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 C10 1.346(3) . ? O1 C1 1.471(3) . ? O2 C10 1.204(3) . ? O3 C28 1.233(3) . ? O4 C42 1.347(3) . ? O4 C33 1.468(3) . ? O5 C42 1.202(3) . ? O6 C60 1.240(3) . ? N1 C28 1.337(3) . ? N1 C9 1.462(3) . ? N1 H1N 0.8800 . ? N2 C60 1.340(3) . ? N2 C41 1.458(3) . ? N2 H2 0.8800 . ? C1 C2 1.520(4) . ? C1 C5 1.529(4) . ? C1 H1 1.0000 . ? C2 C3 1.546(5) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.545(5) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C5 1.538(4) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C9 1.542(4) . ? C5 C6 1.555(4) . ? C6 C7 1.587(7) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.454(7) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.534(4) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C7' H7'1 0.9900 . ? C7' H7'2 0.9900 . ? C9 H9 1.0000 . ? C10 C11 1.508(4) . ? C11 C12 1.532(4) . ? C11 C20 1.564(4) . ? C11 H11 1.0000 . ? C12 C27 1.321(4) . ? C12 C13 1.523(4) . ? C13 C26 1.514(4) . ? C13 C14 1.515(4) . ? C13 H13 1.0000 . ? C14 C15 1.385(4) . ? C14 C19 1.394(4) . ? C15 C16 1.382(4) . ? C15 H15 0.9500 . ? C16 C17 1.384(5) . ? C16 H16 0.9500 . ? C17 C18 1.389(5) . ? C17 H17 0.9500 . ? C18 C19 1.386(4) . ? C18 H18 0.9500 . ? C19 C20 1.517(4) . ? C20 C21 1.527(4) . ? C20 H20 1.0000 . ? C21 C22 1.378(4) . ? C21 C26 1.397(4) . ? C22 C23 1.390(4) . ? C22 H22 0.9500 . ? C23 C24 1.379(4) . ? C23 H23 0.9500 . ? C24 C25 1.390(4) . ? C24 H24 0.9500 . ? C25 C26 1.380(4) . ? C25 H25 0.9500 . ? C27 H27A 0.9500 . ? C27 H27B 0.9500 . ? C28 C29 1.530(4) . ? C29 C32 1.518(5) . ? C29 C30 1.525(6) . ? C29 C31' 1.530(8) . ? C29 C30' 1.533(8) . ? C29 C32' 1.541(8) . ? C29 C31 1.541(5) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C30' H30D 0.9800 . ? C30' H30E 0.9800 . ? C30' H30F 0.9800 . ? C31' H31D 0.9800 . ? C31' H31E 0.9800 . ? C31' H31F 0.9800 . ? C32' H32D 0.9800 . ? C32' H32E 0.9800 . ? C32' H32F 0.9800 . ? C33 C37 1.522(4) . ? C33 C34 1.522(4) . ? C33 H33 1.0000 . ? C34 C35 1.535(4) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 C36 1.540(4) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 C37 1.549(4) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 C41 1.533(4) . ? C37 C38 1.552(4) . ? C38 C39 1.541(4) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 C40 1.530(4) . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C40 C41 1.536(4) . ? C40 H40A 0.9900 . ? C40 H40B 0.9900 . ? C41 H41 1.0000 . ? C42 C43 1.513(4) . ? C43 C44 1.539(4) . ? C43 C52 1.560(4) . ? C43 H43 1.0000 . ? C44 C59 1.321(4) . ? C44 C45 1.529(4) . ? C45 C58 1.521(4) . ? C45 C46 1.525(4) . ? C45 H45 1.0000 . ? C46 C47 1.373(4) . ? C46 C51 1.400(4) . ? C47 C48 1.393(4) . ? C47 H47 0.9500 . ? C48 C49 1.389(4) . ? C48 H48 0.9500 . ? C49 C50 1.390(4) . ? C49 H49 0.9500 . ? C50 C51 1.384(4) . ? C50 H50 0.9500 . ? C51 C52 1.516(4) . ? C52 C53 1.520(4) . ? C52 H52 1.0000 . ? C53 C54 1.382(4) . ? C53 C58 1.399(4) . ? C54 C55 1.393(4) . ? C54 H54 0.9500 . ? C55 C56 1.371(4) . ? C55 H55 0.9500 . ? C56 C57 1.398(4) . ? C56 H56 0.9500 . ? C57 C58 1.386(4) . ? C57 H57 0.9500 . ? C59 H59A 0.9500 . ? C59 H59B 0.9500 . ? C60 C61 1.529(4) . ? C61 C62 1.522(4) . ? C61 C63 1.525(4) . ? C61 C64 1.536(4) . ? C62 H62A 0.9800 . ? C62 H62B 0.9800 . ? C62 H62C 0.9800 . ? C63 H63A 0.9800 . ? C63 H63B 0.9800 . ? C63 H63C 0.9800 . ? C64 H64A 0.9800 . ? C64 H64B 0.9800 . ? C64 H64C 0.9800 . ? 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 C10 O1 C1 115.4(2) . . ? C42 O4 C33 116.4(2) . . ? C28 N1 C9 121.7(2) . . ? C28 N1 H1N 119.1 . . ? C9 N1 H1N 119.1 . . ? C60 N2 C41 121.4(2) . . ? C60 N2 H2 119.3 . . ? C41 N2 H2 119.3 . . ? O1 C1 C2 108.9(3) . . ? O1 C1 C5 107.5(2) . . ? C2 C1 C5 104.5(2) . . ? O1 C1 H1 111.9 . . ? C2 C1 H1 111.9 . . ? C5 C1 H1 111.9 . . ? C1 C2 C3 106.0(3) . . ? C1 C2 H2A 110.5 . . ? C3 C2 H2A 110.5 . . ? C1 C2 H2B 110.5 . . ? C3 C2 H2B 110.5 . . ? H2A C2 H2B 108.7 . . ? C4 C3 C2 105.4(3) . . ? C4 C3 H3A 110.7 . . ? C2 C3 H3A 110.7 . . ? C4 C3 H3B 110.7 . . ? C2 C3 H3B 110.7 . . ? H3A C3 H3B 108.8 . . ? C5 C4 C3 104.9(3) . . ? C5 C4 H4A 110.8 . . ? C3 C4 H4A 110.8 . . ? C5 C4 H4B 110.8 . . ? C3 C4 H4B 110.8 . . ? H4A C4 H4B 108.8 . . ? C1 C5 C4 101.8(2) . . ? C1 C5 C9 117.7(2) . . ? C4 C5 C9 112.9(2) . . ? C1 C5 C6 110.3(2) . . ? C4 C5 C6 110.5(3) . . ? C9 C5 C6 103.7(2) . . ? C5 C6 C7 106.6(3) . . ? C5 C6 H6A 110.4 . . ? C7 C6 H6A 110.4 . . ? C5 C6 H6B 110.4 . . ? C7 C6 H6B 110.4 . . ? H6A C6 H6B 108.6 . . ? C8 C7 C6 104.8(4) . . ? C8 C7 H7A 110.8 . . ? C6 C7 H7A 110.8 . . ? C8 C7 H7B 110.8 . . ? C6 C7 H7B 110.8 . . ? H7A C7 H7B 108.9 . . ? C7 C8 C9 106.0(3) . . ? C7 C8 H8A 110.5 . . ? C9 C8 H8A 110.5 . . ? C7 C8 H8B 110.5 . . ? C9 C8 H8B 110.5 . . ? H8A C8 H8B 108.7 . . ? H7'1 C7' H7'2 109.1 . . ? N1 C9 C8 111.5(2) . . ? N1 C9 C5 112.7(2) . . ? C8 C9 C5 104.4(2) . . ? N1 C9 H9 109.4 . . ? C8 C9 H9 109.4 . . ? C5 C9 H9 109.4 . . ? O2 C10 O1 123.5(3) . . ? O2 C10 C11 125.1(3) . . ? O1 C10 C11 111.4(2) . . ? C10 C11 C12 112.6(2) . . ? C10 C11 C20 112.5(2) . . ? C12 C11 C20 108.0(2) . . ? C10 C11 H11 107.9 . . ? C12 C11 H11 107.9 . . ? C20 C11 H11 107.9 . . ? C27 C12 C13 122.2(3) . . ? C27 C12 C11 126.4(3) . . ? C13 C12 C11 111.4(2) . . ? C26 C13 C14 108.3(2) . . ? C26 C13 C12 107.8(2) . . ? C14 C13 C12 104.4(2) . . ? C26 C13 H13 112.0 . . ? C14 C13 H13 112.0 . . ? C12 C13 H13 112.0 . . ? C15 C14 C19 120.8(3) . . ? C15 C14 C13 126.1(3) . . ? C19 C14 C13 113.0(2) . . ? C16 C15 C14 119.2(3) . . ? C16 C15 H15 120.4 . . ? C14 C15 H15 120.4 . . ? C15 C16 C17 120.2(3) . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? C16 C17 C18 120.9(3) . . ? C16 C17 H17 119.5 . . ? C18 C17 H17 119.5 . . ? C19 C18 C17 119.1(3) . . ? C19 C18 H18 120.4 . . ? C17 C18 H18 120.4 . . ? C18 C19 C14 119.7(3) . . ? C18 C19 C20 127.2(3) . . ? C14 C19 C20 113.1(2) . . ? C19 C20 C21 107.4(2) . . ? C19 C20 C11 108.2(2) . . ? C21 C20 C11 104.7(2) . . ? C19 C20 H20 112.0 . . ? C21 C20 H20 112.0 . . ? C11 C20 H20 112.0 . . ? C22 C21 C26 120.1(3) . . ? C22 C21 C20 127.2(3) . . ? C26 C21 C20 112.7(3) . . ? C21 C22 C23 119.8(3) . . ? C21 C22 H22 120.1 . . ? C23 C22 H22 120.1 . . ? C24 C23 C22 120.0(3) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C23 C24 C25 120.4(3) . . ? C23 C24 H24 119.8 . . ? C25 C24 H24 119.8 . . ? C26 C25 C24 119.6(3) . . ? C26 C25 H25 120.2 . . ? C24 C25 H25 120.2 . . ? C25 C26 C21 120.0(3) . . ? C25 C26 C13 127.0(3) . . ? C21 C26 C13 113.0(2) . . ? C12 C27 H27A 120.0 . . ? C12 C27 H27B 120.0 . . ? H27A C27 H27B 120.0 . . ? O3 C28 N1 121.9(3) . . ? O3 C28 C29 120.1(3) . . ? N1 C28 C29 118.0(2) . . ? C32 C29 C30 112.3(6) . . ? C32 C29 C28 107.6(3) . . ? C30 C29 C28 115.3(7) . . ? C32 C29 C31' 81.3(10) . . ? C30 C29 C31' 119.0(15) . . ? C28 C29 C31' 115.5(10) . . ? C32 C29 C30' 129.5(18) . . ? C28 C29 C30' 109(2) . . ? C31' C29 C30' 111(3) . . ? C30 C29 C32' 85.1(10) . . ? C28 C29 C32' 106.4(8) . . ? C31' C29 C32' 110.0(11) . . ? C30' C29 C32' 103(2) . . ? C32 C29 C31 109.2(4) . . ? C30 C29 C31 107.7(9) . . ? C28 C29 C31 104.4(4) . . ? C30' C29 C31 94(2) . . ? C32' C29 C31 137.1(9) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C29 C32 H32A 109.5 . . ? C29 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C29 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C29 C30' H30D 109.5 . . ? C29 C30' H30E 109.5 . . ? H30D C30' H30E 109.5 . . ? C29 C30' H30F 109.5 . . ? H30D C30' H30F 109.5 . . ? H30E C30' H30F 109.5 . . ? C29 C31' H31D 109.5 . . ? C29 C31' H31E 109.5 . . ? H31D C31' H31E 109.5 . . ? C29 C31' H31F 109.5 . . ? H31D C31' H31F 109.5 . . ? H31E C31' H31F 109.5 . . ? C29 C32' H32D 109.5 . . ? C29 C32' H32E 109.5 . . ? H32D C32' H32E 109.5 . . ? C29 C32' H32F 109.5 . . ? H32D C32' H32F 109.5 . . ? H32E C32' H32F 109.5 . . ? O4 C33 C37 107.1(2) . . ? O4 C33 C34 109.3(2) . . ? C37 C33 C34 104.1(2) . . ? O4 C33 H33 112.0 . . ? C37 C33 H33 112.0 . . ? C34 C33 H33 112.0 . . ? C33 C34 C35 105.6(2) . . ? C33 C34 H34A 110.6 . . ? C35 C34 H34A 110.6 . . ? C33 C34 H34B 110.6 . . ? C35 C34 H34B 110.6 . . ? H34A C34 H34B 108.8 . . ? C34 C35 C36 106.1(2) . . ? C34 C35 H35A 110.5 . . ? C36 C35 H35A 110.5 . . ? C34 C35 H35B 110.5 . . ? C36 C35 H35B 110.5 . . ? H35A C35 H35B 108.7 . . ? C35 C36 C37 105.6(2) . . ? C35 C36 H36A 110.6 . . ? C37 C36 H36A 110.6 . . ? C35 C36 H36B 110.6 . . ? C37 C36 H36B 110.6 . . ? H36A C36 H36B 108.7 . . ? C33 C37 C41 117.7(2) . . ? C33 C37 C36 102.7(2) . . ? C41 C37 C36 111.6(2) . . ? C33 C37 C38 110.9(2) . . ? C41 C37 C38 102.8(2) . . ? C36 C37 C38 111.4(2) . . ? C39 C38 C37 105.7(2) . . ? C39 C38 H38A 110.6 . . ? C37 C38 H38A 110.6 . . ? C39 C38 H38B 110.6 . . ? C37 C38 H38B 110.6 . . ? H38A C38 H38B 108.7 . . ? C40 C39 C38 106.7(2) . . ? C40 C39 H39A 110.4 . . ? C38 C39 H39A 110.4 . . ? C40 C39 H39B 110.4 . . ? C38 C39 H39B 110.4 . . ? H39A C39 H39B 108.6 . . ? C39 C40 C41 105.0(2) . . ? C39 C40 H40A 110.8 . . ? C41 C40 H40A 110.8 . . ? C39 C40 H40B 110.8 . . ? C41 C40 H40B 110.8 . . ? H40A C40 H40B 108.8 . . ? N2 C41 C37 112.3(2) . . ? N2 C41 C40 112.4(2) . . ? C37 C41 C40 103.5(2) . . ? N2 C41 H41 109.5 . . ? C37 C41 H41 109.5 . . ? C40 C41 H41 109.5 . . ? O5 C42 O4 124.9(3) . . ? O5 C42 C43 124.8(3) . . ? O4 C42 C43 110.3(2) . . ? C42 C43 C44 113.3(2) . . ? C42 C43 C52 113.3(2) . . ? C44 C43 C52 107.7(2) . . ? C42 C43 H43 107.4 . . ? C44 C43 H43 107.4 . . ? C52 C43 H43 107.4 . . ? C59 C44 C45 122.4(3) . . ? C59 C44 C43 126.4(3) . . ? C45 C44 C43 111.2(2) . . ? C58 C45 C46 107.9(2) . . ? C58 C45 C44 108.3(2) . . ? C46 C45 C44 104.0(2) . . ? C58 C45 H45 112.1 . . ? C46 C45 H45 112.1 . . ? C44 C45 H45 112.1 . . ? C47 C46 C51 121.0(3) . . ? C47 C46 C45 126.6(3) . . ? C51 C46 C45 112.3(2) . . ? C46 C47 C48 119.6(3) . . ? C46 C47 H47 120.2 . . ? C48 C47 H47 120.2 . . ? C49 C48 C47 119.5(3) . . ? C49 C48 H48 120.3 . . ? C47 C48 H48 120.3 . . ? C48 C49 C50 120.9(3) . . ? C48 C49 H49 119.5 . . ? C50 C49 H49 119.5 . . ? C51 C50 C49 119.4(3) . . ? C51 C50 H50 120.3 . . ? C49 C50 H50 120.3 . . ? C50 C51 C46 119.5(3) . . ? C50 C51 C52 126.9(3) . . ? C46 C51 C52 113.6(2) . . ? C51 C52 C53 107.6(2) . . ? C51 C52 C43 108.8(2) . . ? C53 C52 C43 104.1(2) . . ? C51 C52 H52 112.0 . . ? C53 C52 H52 112.0 . . ? C43 C52 H52 112.0 . . ? C54 C53 C58 119.9(3) . . ? C54 C53 C52 127.0(3) . . ? C58 C53 C52 113.0(2) . . ? C53 C54 C55 119.4(3) . . ? C53 C54 H54 120.3 . . ? C55 C54 H54 120.3 . . ? C56 C55 C54 120.7(3) . . ? C56 C55 H55 119.7 . . ? C54 C55 H55 119.7 . . ? C55 C56 C57 120.5(3) . . ? C55 C56 H56 119.7 . . ? C57 C56 H56 119.7 . . ? C58 C57 C56 118.9(3) . . ? C58 C57 H57 120.5 . . ? C56 C57 H57 120.5 . . ? C57 C58 C53 120.5(3) . . ? C57 C58 C45 126.7(3) . . ? C53 C58 C45 112.9(2) . . ? C44 C59 H59A 120.0 . . ? C44 C59 H59B 120.0 . . ? H59A C59 H59B 120.0 . . ? O6 C60 N2 121.4(3) . . ? O6 C60 C61 121.7(2) . . ? N2 C60 C61 116.9(2) . . ? C62 C61 C63 109.3(3) . . ? C62 C61 C60 109.3(2) . . ? C63 C61 C60 109.6(3) . . ? C62 C61 C64 109.2(3) . . ? C63 C61 C64 110.8(3) . . ? C60 C61 C64 108.6(2) . . ? C61 C62 H62A 109.5 . . ? C61 C62 H62B 109.5 . . ? H62A C62 H62B 109.5 . . ? C61 C62 H62C 109.5 . . ? H62A C62 H62C 109.5 . . ? H62B C62 H62C 109.5 . . ? C61 C63 H63A 109.5 . . ? C61 C63 H63B 109.5 . . ? H63A C63 H63B 109.5 . . ? C61 C63 H63C 109.5 . . ? H63A C63 H63C 109.5 . . ? H63B C63 H63C 109.5 . . ? C61 C64 H64A 109.5 . . ? C61 C64 H64B 109.5 . . ? H64A C64 H64B 109.5 . . ? C61 C64 H64C 109.5 . . ? H64A C64 H64C 109.5 . . ? H64B C64 H64C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C10 O1 C1 C2 -82.8(3) . . . . ? C10 O1 C1 C5 164.5(2) . . . . ? O1 C1 C2 C3 -85.7(3) . . . . ? C5 C1 C2 C3 29.0(3) . . . . ? C1 C2 C3 C4 -5.1(4) . . . . ? C2 C3 C4 C5 -20.5(4) . . . . ? O1 C1 C5 C4 74.3(3) . . . . ? C2 C1 C5 C4 -41.3(3) . . . . ? O1 C1 C5 C9 -49.7(3) . . . . ? C2 C1 C5 C9 -165.3(2) . . . . ? O1 C1 C5 C6 -168.4(2) . . . . ? C2 C1 C5 C6 76.0(3) . . . . ? C3 C4 C5 C1 38.0(3) . . . . ? C3 C4 C5 C9 165.1(3) . . . . ? C3 C4 C5 C6 -79.2(3) . . . . ? C1 C5 C6 C7 136.3(4) . . . . ? C4 C5 C6 C7 -112.0(4) . . . . ? C9 C5 C6 C7 9.3(4) . . . . ? C5 C6 C7 C8 14.5(5) . . . . ? C6 C7 C8 C9 -33.0(5) . . . . ? C28 N1 C9 C8 -107.5(3) . . . . ? C28 N1 C9 C5 135.5(3) . . . . ? C7 C8 C9 N1 -82.2(4) . . . . ? C7 C8 C9 C5 39.8(4) . . . . ? C1 C5 C9 N1 -29.8(3) . . . . ? C4 C5 C9 N1 -148.0(3) . . . . ? C6 C5 C9 N1 92.4(3) . . . . ? C1 C5 C9 C8 -150.9(2) . . . . ? C4 C5 C9 C8 90.9(3) . . . . ? C6 C5 C9 C8 -28.8(3) . . . . ? C1 O1 C10 O2 -5.2(4) . . . . ? C1 O1 C10 C11 174.3(2) . . . . ? O2 C10 C11 C12 104.3(3) . . . . ? O1 C10 C11 C12 -75.3(3) . . . . ? O2 C10 C11 C20 -18.0(4) . . . . ? O1 C10 C11 C20 162.4(2) . . . . ? C10 C11 C12 C27 43.2(4) . . . . ? C20 C11 C12 C27 168.0(3) . . . . ? C10 C11 C12 C13 -134.1(2) . . . . ? C20 C11 C12 C13 -9.3(3) . . . . ? C27 C12 C13 C26 131.6(3) . . . . ? C11 C12 C13 C26 -50.9(3) . . . . ? C27 C12 C13 C14 -113.3(3) . . . . ? C11 C12 C13 C14 64.1(3) . . . . ? C26 C13 C14 C15 -127.7(3) . . . . ? C12 C13 C14 C15 117.6(3) . . . . ? C26 C13 C14 C19 55.3(3) . . . . ? C12 C13 C14 C19 -59.3(3) . . . . ? C19 C14 C15 C16 -1.1(5) . . . . ? C13 C14 C15 C16 -177.8(3) . . . . ? C14 C15 C16 C17 0.8(6) . . . . ? C15 C16 C17 C18 0.4(6) . . . . ? C16 C17 C18 C19 -1.2(5) . . . . ? C17 C18 C19 C14 0.9(5) . . . . ? C17 C18 C19 C20 179.7(3) . . . . ? C15 C14 C19 C18 0.3(5) . . . . ? C13 C14 C19 C18 177.4(3) . . . . ? C15 C14 C19 C20 -178.7(3) . . . . ? C13 C14 C19 C20 -1.6(4) . . . . ? C18 C19 C20 C21 127.5(3) . . . . ? C14 C19 C20 C21 -53.6(3) . . . . ? C18 C19 C20 C11 -119.9(3) . . . . ? C14 C19 C20 C11 59.0(3) . . . . ? C10 C11 C20 C19 74.2(3) . . . . ? C12 C11 C20 C19 -50.7(3) . . . . ? C10 C11 C20 C21 -171.5(2) . . . . ? C12 C11 C20 C21 63.6(3) . . . . ? C19 C20 C21 C22 -125.2(3) . . . . ? C11 C20 C21 C22 119.9(3) . . . . ? C19 C20 C21 C26 56.4(3) . . . . ? C11 C20 C21 C26 -58.5(3) . . . . ? C26 C21 C22 C23 0.4(4) . . . . ? C20 C21 C22 C23 -177.9(3) . . . . ? C21 C22 C23 C24 1.2(5) . . . . ? C22 C23 C24 C25 -0.6(5) . . . . ? C23 C24 C25 C26 -1.8(5) . . . . ? C24 C25 C26 C21 3.4(4) . . . . ? C24 C25 C26 C13 -177.8(3) . . . . ? C22 C21 C26 C25 -2.8(4) . . . . ? C20 C21 C26 C25 175.8(3) . . . . ? C22 C21 C26 C13 178.3(3) . . . . ? C20 C21 C26 C13 -3.2(3) . . . . ? C14 C13 C26 C25 128.8(3) . . . . ? C12 C13 C26 C25 -118.8(3) . . . . ? C14 C13 C26 C21 -52.4(3) . . . . ? C12 C13 C26 C21 60.1(3) . . . . ? C9 N1 C28 O3 -1.6(4) . . . . ? C9 N1 C28 C29 179.5(3) . . . . ? O3 C28 C29 C32 -79.2(6) . . . . ? N1 C28 C29 C32 99.7(5) . . . . ? O3 C28 C29 C30 154.6(7) . . . . ? N1 C28 C29 C30 -26.5(8) . . . . ? O3 C28 C29 C31' 9.4(14) . . . . ? N1 C28 C29 C31' -171.7(13) . . . . ? O3 C28 C29 C30' 136(2) . . . . ? N1 C28 C29 C30' -45(2) . . . . ? O3 C28 C29 C32' -113.1(11) . . . . ? N1 C28 C29 C32' 65.9(11) . . . . ? O3 C28 C29 C31 36.7(6) . . . . ? N1 C28 C29 C31 -144.4(5) . . . . ? C42 O4 C33 C37 163.4(2) . . . . ? C42 O4 C33 C34 -84.4(3) . . . . ? O4 C33 C34 C35 -80.0(3) . . . . ? C37 C33 C34 C35 34.1(3) . . . . ? C33 C34 C35 C36 -14.1(3) . . . . ? C34 C35 C36 C37 -10.7(3) . . . . ? O4 C33 C37 C41 -47.5(3) . . . . ? C34 C33 C37 C41 -163.2(2) . . . . ? O4 C33 C37 C36 75.4(2) . . . . ? C34 C33 C37 C36 -40.2(3) . . . . ? O4 C33 C37 C38 -165.4(2) . . . . ? C34 C33 C37 C38 78.9(3) . . . . ? C35 C36 C37 C33 31.4(3) . . . . ? C35 C36 C37 C41 158.3(2) . . . . ? C35 C36 C37 C38 -87.4(3) . . . . ? C33 C37 C38 C39 156.5(2) . . . . ? C41 C37 C38 C39 29.8(3) . . . . ? C36 C37 C38 C39 -89.8(3) . . . . ? C37 C38 C39 C40 -7.9(3) . . . . ? C38 C39 C40 C41 -17.2(3) . . . . ? C60 N2 C41 C37 147.9(3) . . . . ? C60 N2 C41 C40 -96.0(3) . . . . ? C33 C37 C41 N2 -41.1(3) . . . . ? C36 C37 C41 N2 -159.4(2) . . . . ? C38 C37 C41 N2 81.0(3) . . . . ? C33 C37 C41 C40 -162.6(2) . . . . ? C36 C37 C41 C40 79.1(3) . . . . ? C38 C37 C41 C40 -40.4(3) . . . . ? C39 C40 C41 N2 -85.4(3) . . . . ? C39 C40 C41 C37 36.0(3) . . . . ? C33 O4 C42 O5 -3.1(4) . . . . ? C33 O4 C42 C43 179.3(2) . . . . ? O5 C42 C43 C44 105.9(3) . . . . ? O4 C42 C43 C44 -76.4(3) . . . . ? O5 C42 C43 C52 -17.2(4) . . . . ? O4 C42 C43 C52 160.5(2) . . . . ? C42 C43 C44 C59 38.4(4) . . . . ? C52 C43 C44 C59 164.5(3) . . . . ? C42 C43 C44 C45 -138.6(2) . . . . ? C52 C43 C44 C45 -12.5(3) . . . . ? C59 C44 C45 C58 134.7(3) . . . . ? C43 C44 C45 C58 -48.2(3) . . . . ? C59 C44 C45 C46 -110.7(3) . . . . ? C43 C44 C45 C46 66.4(3) . . . . ? C58 C45 C46 C47 -126.2(3) . . . . ? C44 C45 C46 C47 118.9(3) . . . . ? C58 C45 C46 C51 56.3(3) . . . . ? C44 C45 C46 C51 -58.6(3) . . . . ? C51 C46 C47 C48 -1.6(4) . . . . ? C45 C46 C47 C48 -178.9(3) . . . . ? C46 C47 C48 C49 1.4(4) . . . . ? C47 C48 C49 C50 0.0(5) . . . . ? C48 C49 C50 C51 -1.2(4) . . . . ? C49 C50 C51 C46 1.1(4) . . . . ? C49 C50 C51 C52 -177.7(3) . . . . ? C47 C46 C51 C50 0.3(4) . . . . ? C45 C46 C51 C50 178.0(2) . . . . ? C47 C46 C51 C52 179.3(2) . . . . ? C45 C46 C51 C52 -3.1(3) . . . . ? C50 C51 C52 C53 126.3(3) . . . . ? C46 C51 C52 C53 -52.6(3) . . . . ? C50 C51 C52 C43 -121.4(3) . . . . ? C46 C51 C52 C43 59.7(3) . . . . ? C42 C43 C52 C51 77.6(3) . . . . ? C44 C43 C52 C51 -48.5(3) . . . . ? C42 C43 C52 C53 -167.8(2) . . . . ? C44 C43 C52 C53 66.1(3) . . . . ? C51 C52 C53 C54 -126.7(3) . . . . ? C43 C52 C53 C54 117.9(3) . . . . ? C51 C52 C53 C58 56.2(3) . . . . ? C43 C52 C53 C58 -59.2(3) . . . . ? C58 C53 C54 C55 0.6(4) . . . . ? C52 C53 C54 C55 -176.4(3) . . . . ? C53 C54 C55 C56 0.8(5) . . . . ? C54 C55 C56 C57 -1.2(5) . . . . ? C55 C56 C57 C58 0.0(5) . . . . ? C56 C57 C58 C53 1.4(4) . . . . ? C56 C57 C58 C45 180.0(3) . . . . ? C54 C53 C58 C57 -1.7(4) . . . . ? C52 C53 C58 C57 175.7(2) . . . . ? C54 C53 C58 C45 179.5(2) . . . . ? C52 C53 C58 C45 -3.1(3) . . . . ? C46 C45 C58 C57 128.5(3) . . . . ? C44 C45 C58 C57 -119.5(3) . . . . ? C46 C45 C58 C53 -52.8(3) . . . . ? C44 C45 C58 C53 59.1(3) . . . . ? C41 N2 C60 O6 -0.5(4) . . . . ? C41 N2 C60 C61 -179.8(2) . . . . ? O6 C60 C61 C62 0.3(4) . . . . ? N2 C60 C61 C62 179.6(3) . . . . ? O6 C60 C61 C63 120.1(3) . . . . ? N2 C60 C61 C63 -60.7(3) . . . . ? O6 C60 C61 C64 -118.8(3) . . . . ? N2 C60 C61 C64 60.5(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1N O6 0.88 2.24 3.102(3) 166.8 6_566 N2 H2 O3 0.88 2.25 3.129(3) 177.4 . _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 0.279 _refine_diff_density_min -0.307 _refine_diff_density_rms 0.062